CYCLOPENTADIENYLMANGANESE TRICARBONYL supplier

Name
CYCLOPENTADIENYLMANGANESE TRICARBONYL
EINECS 235-142-4
CAS No. 12079-65-1
Article Data64
CAS DataBase
Density
Solubility Soluble in water (70 ppm (25C)
Melting Point 72-76 °C(lit.)
Formula C₈H₅MnO₃
Boiling Point 41.5oCat 760 mmHg
Molecular Weight 204.064
Flash Point
Transport Information UN 2811 6.1/PG 2
Appearance yellow crystals or crystalline chunks
Safety 28-36/37-45
Risk Codes 28
Molecular Structure
Hazard Symbols T+
Synonyms Cyclopentadienylmanganesetricarbonyl (6CI);Manganese, tricarbonyl-p-cyclopentadienyl- (8CI);Cyclopentadienyl-p-tricarbonylmanganese;Cyclopentadienyltricarbonylmanganese;Cymantrene;Manganesecyclopentadienyltricarbonyl;Tricarbonyl(h5-cyclopentadienyl)manganese;Tricarbonyl-p-cyclopentadienylmanganese;Tricarbonylcyclopentadienylmanganese;h5-Cyclopentadienylmanganese tricarbonyl;p-Cyclopentadienylmanganesetricarbonyl;
PSA 0.00000
LogP 0.39750

Synthetic route

: (C5H5)Mn(CO)2(CCSi2(CH3)6)

A: 12079-65-1
cymantrene

B: 14630-40-1
Bis(trimethylsilyl)ethyne

Conditions

Conditions	Yield
in sealed tube at 200°C;	A 96% B 96%

: η(5)-cyclopentadienyl(phenylvinylidene)(dicarbonyl)manganese

: 122-52-1
triethyl phosphite

A: 12079-65-1
cymantrene

: Cp(CO)2Mn{η2-PhCH=CHP(O)(OEt)2}

C: C5H5Mn(CO)(P(OC2H5)3)2

D: 12276-93-6
[Mn(C5H5)(CO)2(P(OC2H5)3)]

E: 64522-65-2
(C5H5)(CO)[P(OCH2CH3)3]MnCCHC6H5

Conditions

Conditions	Yield
In hexane at 20°C under Ar, 1 h; evapn., chromy. (Al2O3, hexane/ether, then ether), recrystn. (hexane/ether)., elem. anal.;	A n/a B 96% C n/a D n/a E <1

...Expand

: dicarbonyl(η(5)-cyclopentadienyl)manganese(THF)

: 13292-87-0
dimethylsulfide borane complex

A: 12079-65-1
cymantrene

B: 40674-63-3
[(η5-cyclopentadienyl)Mn(CO)2SMe2]

C: 2049-55-0
triphenylphosphine borane

Conditions

Conditions	Yield
In toluene Inert atmosphere; Schlenk technique;	A n/a B n/a C 95%

...Expand

: η(5)-cyclopentadienyl(phenylvinylidene)(dicarbonyl)manganese

: 116-17-6
triisopropyl phosphite

A: 12079-65-1
cymantrene

: η5-cyclopentadienyl(dicarbonyl){η2-trans-1-(O,O-diisopropylphosphonato)-2-phenylethylene}manganese

Conditions

Conditions	Yield
In hexane under Ar; addn. of P(O-i-Pr)3 hexane soln. to hexane soln. of complex, mixed 3h at 20°C; evapn., residue is dissolved in 1:1 hexane-diethyl ether mixt., chromd. (Al2O3), mixt. of CpMn(CO)3 and Cp(CO)2MnCCPhH, yellow band eluted with 1:1 hexane-methyl acetate, evapn. of solvent, oily residue treated with hexane/benzene, elem. anal.;	A n/a B 92%

...Expand

: 59699-77-3
cyclopentadienyl manganese tricarbonyl(1+)

: 12079-65-1
cymantrene

Conditions

Conditions	Yield
In dichloromethane Electrolysis; controlled potential electrolysis at 0.5 V, CH2Cl2/0.05 M N(C4H9)4B(C6F5)4; electrochemical IR-spectra;	90%

: 17685-52-8
triiron dodecarbonyl

: [dicarbonyl(π-cyclopentadienyl)(phenylcarbene)manganese]tetrabromoborate

: 109-79-5
1-butanethiol

: 121-44-8
triethylamine

A: 12079-65-1
cymantrene

B: (C5H5)Mn(CO)2(C(C6H5)S(C4H9))Fe(CO)3

C: FeMn(4+)*C5H5(1-)*C6H5CSC4H9(3-)*5CO=(C5H5)Mn(CO)2(C(C6H5)S(C4H9))Fe(CO)3

D: (C4H9S)2Fe2(CO)6

Conditions

Conditions	Yield
In tetrahydrofuran N2-atmosphere; stirring (room temp., 40 min), Mn-compd. addn., stirring (-90 to -70°C, 3 h); evapn. (vac., -50 to -40°C), chromy. (alumina, -25°C, petroleum ether, petroleum ether / CH2Cl2 = 20 : 1, petroleum ether / CH2Cl2/ Et2O = 10 : 1 : 1), evapn. (vac.), recrystn. (petroleum ether / CH2Cl 2, -80°C); elem. anal.;	A 3% B 85% C 6% D 4%

...Expand

: (1-η(5)-cyclopentadienyl)(1,1-dicarbonyl)-μ-[(phenyl)ethenylidene][2-η(2)-bis(diphenylphosphino)ethane-PP']manganesepalladium

: diiron nonacarbonyl

A: 12079-65-1
cymantrene

B: (1,1,2,2,2,3,3,3-octacarbonyl)(1-η(5)-cyclopentadienyl)-μ(3)-[1,2-η(1),3-η(2)-(phenyl)ethenylidene]-triangulo-manganesediiron

C: (1,1,1,1,2,2,2,2-octacarbonyl)[3-η(2)-bis(diphenylphosphino)ethane-PP']-triangulo-diironpalladium

D: (1,1,1,2,2,2,3,3,3-nonacarbonyl)-μ(4)-[1,η(2),2,3,4-η(1)-(phenyl)ethylidene][4-η(2)-bis(diphenylphosphino)ethane-PP']bis(triangulo)triironpalladium

Conditions

Conditions	Yield
In benzene Ar-atmosphere, dry solvent; Fe-compd. addn. to soln. of Mn,Pd-complex, stirring (3 h, 20°C), soln. filtration through Al2O3, vacuum evapn.; oily residue dissoln. in hexane-benzene, chromy. (Al2O3/hexane-benzene),eluate fractions evapn.; elem. anal.;	A n/a B 71% C 5% D 9%

...Expand

: 17685-52-8
triiron dodecarbonyl

: [dicarbonyl(π-cyclopentadienyl)(phenylcarbene)manganese]tetrabromoborate

: 645-96-5
Benzeneselenol

A: 12079-65-1
cymantrene

B: 349606-50-4
C5H5Mn(CO)2Fe(CO)3CC6H5SeC6H5

C: 25987-99-9
(μ-PhSe)2Fe2(CO)6

Conditions

Conditions	Yield
With N(CH2CH3)3 In tetrahydrofuran (N2); addn. of selenium compd. and amine to a soln. of iron carbonyl in THF, stirring at room temp. for 10 min, cooling to -100°C, pouring to manganese complex, warming to -80°C, stirring for 7 h at -80to -50°C; evapn. at -50 to -40°C, column chromy (Al2O3, petroleum ether, petroleum ether/CH2Cl2 20:1, petroleum ether/CH2Cl2/Et2O 10:1:1), evapn., recrystn. (petroleum ether/CH2Cl2, -80°C); elem. anal.;	A 5% B 66% C 24%

Yield

With N(CH2CH3)3 In tetrahydrofuran (N2); addn. of selenium compd. and amine to a soln. of iron carbonyl in THF, stirring at room temp. for 10 min, cooling to -100°C, pouring to manganese complex, warming to -80°C, stirring for 7 h at -80to -50°C; evapn. at -50 to -40°C, column chromy (Al2O3, petroleum ether, petroleum ether/CH2Cl2 20:1, petroleum ether/CH2Cl2/Et2O 10:1:1), evapn., recrystn. (petroleum ether/CH2Cl2, -80°C); elem. anal.;

A 5%
B 66%
C 24%

...Expand

: η(5)-cyclopentadienyl(phenylvinylidene)(dicarbonyl)manganese

A: 12079-65-1
cymantrene

B: 2C5H5(1-)*4CO*2Mn(2+)*C6H5CHC(2-)=(C5H5)2(CO)4Mn2(CCHC6H5)

Conditions

Conditions	Yield
With Pt(P(C6H5)3)4 In benzene a soln. of Mn-compd. (0.22 mmol) and Pt-compd. (0.20 mmol) in benzene was stirred under Ar at 20°C for 4 h;; evapn.; the residue was dissolved in hexane-benzene mixt. (2:1) and chromd. (alumina, hexane-benzene); removal of the solvent; residue was dissolved in ether; crystn. after cooling at -20°C;;	A n/a B 65%

: dicarbonyl(η(5)-cyclopentadienyl)manganese(THF)

: 75-09-2
dichloromethane

: [(η5-cyclopentadienyl)2Mo2(μ-carbonyl)(μ-methoxycarbyne)(μ-dicyclohexylphosphide)]

A: 12079-65-1
cymantrene

B: [MnMo2(η5-cyclopentadienyl)3(μ3-methoxycarbyne)(μ-dicyclohexylphosphide)(μ-carbonyl)2(carbonyl)2]*1.5dichloromethane

Conditions

Conditions	Yield
In toluene (N2, Schlenk technique); addn. of molybdenum compd. to THF soln. of manganese compd., dissolving in toluene, stirring at room temp. for 15 min; evapn., extn. (CH2Cl2/petroleum ether (1:7)), chromy. (alumina, CH2Cl2/petroleum ether 1:7, then 1:1) at 253 K, evapn., elem. anal.;	A n/a B 65%

...Expand

: (C5H5)MnOs3(H)(CHCHC6H5)(CO)12

A: 12079-65-1
cymantrene

B: trans-(μ-H)Os3(CO)10(μ-η2-CHCH-phenyl)

C: H2Os3(HCCC6H5)(CO)9

Conditions

Conditions	Yield
In pentane Ar atmosphere; stirring (20°C, 24 h); TLC (petroleum);	A n/a B 32% C 64%

...Expand

: 17685-52-8
triiron dodecarbonyl

: [dicarbonyl(π-cyclopentadienyl)(phenylcarbene)manganese]tetrabromoborate

: 37773-23-2
p-Selenocresol

A: 12079-65-1
cymantrene

B: 172367-46-3, 350039-26-8
(μ-p-MeC6H4Se)2Fe2(CO)6

C: 349606-51-5
C5H5Mn(CO)2Fe(CO)3CC6H5SeC6H4CH3

Conditions

Conditions	Yield
With N(CH2CH3)3 In tetrahydrofuran (N2); addn. of selenium compd. and amine to a soln. of iron carbonyl in THF, stirring at room temp. for 10 min, cooling to -100°C, pouring to manganese complex, warming to -80°C, stirring for 7-8 h at -80 to -45°C; evapn. at -50 to -40°C, column chromy (Al2O3, petroleum ether, petroleum ether/CH2Cl2 20:1, petroleum ether/CH2Cl2/Et2O 10:1:1), evapn., recrystn. (petroleum ether/CH2Cl2, -80°C); elem. anal.;	A 6% B 25% C 63%

Yield

With N(CH2CH3)3 In tetrahydrofuran (N2); addn. of selenium compd. and amine to a soln. of iron carbonyl in THF, stirring at room temp. for 10 min, cooling to -100°C, pouring to manganese complex, warming to -80°C, stirring for 7-8 h at -80 to -45°C; evapn. at -50 to -40°C, column chromy (Al2O3, petroleum ether, petroleum ether/CH2Cl2 20:1, petroleum ether/CH2Cl2/Et2O 10:1:1), evapn., recrystn. (petroleum ether/CH2Cl2, -80°C); elem. anal.;

A 6%
B 25%
C 63%

...Expand

: [dicarbonyl(π-cyclopentadienyl)(phenylcarbene)manganese]tetrabromoborate

: 63814-56-2
tetramethylammonium hydridoirontetracarbonyl

A: 12079-65-1
cymantrene

B: [(C5H5)Mn(CO)2Fe(CHC6H5)(CO)3]

Conditions

Conditions	Yield
In tetrahydrofuran (N2); addn. of the Mn complex at -90°C to the Fe compd. in THF with vigorous stirring, further stirring (-90 to -45°C, 4 h); evapn. to dryness (high vacuum, -45 to -40°C), chromy. (neutral alumina; light petroleum, then light petroleum/CH2Cl2; -25°C), collection, solvent removal (vac.), recrystn. (light petr. or light petr./CH2Cl2 at -80°C); elem. anal.;	A 25% B 63%

...Expand

: decacarbonyltriosmiumdihydride

: η(5)-cyclopentadienyl(phenylvinylidene)(dicarbonyl)manganese

A: 12079-65-1
cymantrene

B: trans-(μ-H)Os3(CO)10(μ-η2-CHCH-phenyl)

C: 3Os*C2HC6H5*9CO = Os3(C2HC6H5)(CO)9

D: (C5H5)MnOs3(H)(CHCHC6H5)(CO)12

E: H2Os3(HCCC6H5)(CO)9

Conditions

Conditions	Yield
In dichloromethane Ar atmosphere; stirring (20°C, 6 h); evapn. (vac.), extn. (CHCl3), chromy. (SiO2, petroleum ether, petroleumether/CHCl3 50:1, 5:1 and 2:1); elem anal.;	A n/a B 5% C 4.5% D 60% E 10%

...Expand

: 15321-51-4
diiron nonacarbonyl

: η5-cyclopentadienyldicarbonyl(μ2-(phenyl)ethenylidene)bis(diphenylphosphinopropane)manganesepalladium

A: 12079-65-1
cymantrene

B: 208041-08-1
CpMnFe2(μ-3-C=CHPh)(CO)8

C

D: (1,1,1,2,2,2-octacarbonyl)-[3-η2-bis(diphenylphosphino)propane-PP']-triangulo-diironpalladium(2Fe-Pd,Fe-Fe)

Conditions

Conditions	Yield
In benzene under Ar; stirred at 70°C for 30 min; filtration (0.5 cm Al2O3), concn. in vac., chromy. (Al2O3, hexane-benzene), elem. anal.;	A n/a B 53% C 28% D >1

...Expand

: [(C5H5)Mn(CO)2Fe(CHC6H5)(CO)3]

: 201230-82-2
carbon monoxide

A: 12079-65-1
cymantrene

B: 204716-14-3
[Fe(C6H5CHCO)(CO)3]

Conditions

Conditions	Yield
In tetrahydrofuran (N2); bubbling CO gas through a soln. of the Mn-Fe complex in THF at -40to -10°C for 4 h; removal of solvent (vac.), chromy. (neutral alumina; light petroleum, then light petroleum/CH2Cl2), collection, removal of solvents (vac.), recrystn. (light petroleum or light petroleum/CH2Cl2; -80°C); elem. anal.;	A 31% B 46%

...Expand

: [dicarbonyl(π-cyclopentadienyl)(phenylcarbene)manganese]tetrabromoborate

: disodium tetracarbonylferrate

A: 12079-65-1
cymantrene

B: [MnFe(CO)5(C5H5)(C(COC2H5)C6H5)]

Conditions

Conditions	Yield
In tetrahydrofuran (N2); addn. of the Mn complex to the Fe complex salt in THF with stirring at -90°C, further stirring (-90 to -80°C, 1 h, -60°C, 3 h); solvent removal (vac., -40°C), chromy. (-25°C, neutral alumina; light petroleum/CH2Cl2, then light petroleum/CH2Cl2/Et2O);	A 26% B 44%

...Expand

: 26042-63-7
silver(I) hexafluorophosphate

: 136378-96-6
C5H5(CO)2MnSC6H4NO2

A: 12079-65-1
cymantrene

B: 136379-20-9
{C5H5(CO)2Mn}2SC6H4NO2(1+)*PF6(1-)*0.5CH2Cl2 = {C5H5(CO)2Mn}2SC6H4NO2PF6*0.5CH2Cl2

Conditions

Conditions	Yield
In toluene carried out with exclusion of air and moisture; 1 equiv of AgPF6 added to a stirred soln. of the Pd complex; mixt. stirred for further 20 min. at room temp.; volume reduced in vac., pentane added, filtered through silanized silica gel, elution with CH2Cl2, crystn. from CH2Cl2-Et2O (1:1) at -30°C; elem. anal.;	A n/a B 42%

...Expand

: dicarbonyl(η(2)-hydroxypropyne)(η(5)-cyclopentadienyl)manganese

A: 12079-65-1
cymantrene

B: (η5-cyclopentadienyl)Mn(CO)2(=C=CHCH2OH)

Conditions

Conditions	Yield
With hydrogenchloride; phenyllithium In diethyl ether byproducts: LiCl; Ar atmosphere; addn. of PhLi in ether to soln. of Mn-complex, stirring (-60°C, 30 min, at -20°C fo 30 min), acidification (HCl inether); sepn. of LiCl, filtration), evapn. (vac.), chrpmy. (5°C, ether/CH2Cl2 (1:4), ether);	A n/a B 40%

: [dicarbonyl(π-cyclopentadienyl)(phenylcarbene)manganese]tetrabromoborate

: (NEt4)2{(iron)2(carbonyl)8}

A: 12079-65-1
cymantrene

B: [MnFe(CO)5(C5H5)(C(COC2H5)C6H5)]

C: [((C5H5)Mn(CO)2CC6H5)2Fe2(CO)8]

Conditions

Conditions	Yield
In tetrahydrofuran (N2); addn. of the Mn complex to the Fe complex salt in THF with stirring at -90°C, further stirring (-90 to -80°C, 1 h), warming to -50°C over 3 h; evapn. to dryness (high vac., -40°C), chromy. (-25°C, neutral alumina; light petroleum/CH2Cl2, then light petroleum/CH2Cl2/Et2O); elem. anal.;	A 23% B 39% C 19%

...Expand

: (η5-cyclopentadienyl)(η2-but-1-yn-3-ol)dicarbonylmanganese

A: 12079-65-1
cymantrene

B: (η5-cyclopentadienyl)(η2-but-1-en-3-one)dicarbonylmanganese

Conditions

Conditions	Yield
With phenyllithium In diethyl ether byproducts: LiCl; addn. of 1 N soln. of C6H5Li in ether (4.06 mmol) to soln. of (C5H5)(OC)2Mn(CHCCH(CH3)OH) (4.06 mmol) in ether, stirring mixt. for 0.5 h at-60°C, 0.5 h at -20°C, acidifying with 1 N HCl in ether (dry solvents, Ar-atmosphere); filtering to remove LiCl, evapg. solvent in vac., chromy. of residue on SiO2-column (5°C), eluation with ether (elem. anal.);	A n/a B 35%

Yield

With phenyllithium In diethyl ether byproducts: LiCl; addn. of 1 N soln. of C6H5Li in ether (4.06 mmol) to soln. of (C5H5)(OC)2Mn(CHCCH(CH3)OH) (4.06 mmol) in ether, stirring mixt. for 0.5 h at-60°C, 0.5 h at -20°C, acidifying with 1 N HCl in ether (dry solvents, Ar-atmosphere); filtering to remove LiCl, evapg. solvent in vac., chromy. of residue on SiO2-column (5°C), eluation with ether (elem. anal.);

A n/a
B 35%

: 12079-65-1
cymantrene

: 7522-26-1
Me3SiNSO

: 7732-18-5
water

: π-C5H5Mn(CO)2(SO2)

Conditions

Conditions	Yield
In tetrahydrofuran; acetone byproducts: Me3SiOH; Irradiation (UV/VIS); under Ar, soln. of Mn-complex was stirred for 4-5 h at -15 °C during irradn. with Hg-lamp., sulfinylimide was used in slight excess, soln. was warmed up to room temp. after 30 min, stirring for 2-3 h; soln. was evapd. in vac., subl., residue was dissolved in wet acetone, mixt. was stood for several days at room temp., elem. anal.; HNSO-complexwas not isolated, detected by spectr. methods;	99%

Yield

In tetrahydrofuran; acetone byproducts: Me3SiOH; Irradiation (UV/VIS); under Ar, soln. of Mn-complex was stirred for 4-5 h at -15 °C during irradn. with Hg-lamp., sulfinylimide was used in slight excess, soln. was warmed up to room temp. after 30 min, stirring for 2-3 h; soln. was evapd. in vac., subl., residue was dissolved in wet acetone, mixt. was stood for several days at room temp., elem. anal.; HNSO-complexwas not isolated, detected by spectr. methods;

99%

...Expand

: 12079-65-1
cymantrene

: 7732-18-5
water

: 222851-56-1
N-phenylsulfinylamine

: π-C5H5Mn(CO)2(SO2)

Conditions

Conditions	Yield
In tetrahydrofuran; acetone byproducts: PhNH2; Irradiation (UV/VIS); under Ar, soln. of Mn-complex was stirred for 4-5 h at -15 °C during irradn. with Hg-lamp., sulfinylimide was used in slight excess, soln. was warmed up to room temp. after 30 min, stirring for 2-3 h; soln. was evapd. in vac., subl., residue was dissolved in wet acetone, mixt. was stood for several days at room temp., elem. anal.;	99%

Yield

In tetrahydrofuran; acetone byproducts: PhNH2; Irradiation (UV/VIS); under Ar, soln. of Mn-complex was stirred for 4-5 h at -15 °C during irradn. with Hg-lamp., sulfinylimide was used in slight excess, soln. was warmed up to room temp. after 30 min, stirring for 2-3 h; soln. was evapd. in vac., subl., residue was dissolved in wet acetone, mixt. was stood for several days at room temp., elem. anal.;

99%

...Expand

: 12079-65-1
cymantrene

: (acetylcyclopentadienyl)tricarbonylmanganese

Conditions

Conditions	Yield
With CH3COCl; AlCl3 In dichloromethane byproducts: HCl; (Ar), to CH3COCl in CH2Cl2 added AlCl3 for 10 min, Mn-complex in CH2Cl2 added dropwise for 3 h; hydrolysed, HCl added, extracted, washed with H2O, dried over Na2SO4, filtered, solvent removed in vac.;	96%

: 12079-65-1
cymantrene

: 931-53-3
Cyclohexyl isocyanide

: C5H5Mn(CO)2(CNC6H11)

Conditions

Conditions	Yield
palladium(II) oxide In toluene byproducts: CO; (Ar); soln. of Mn complex and PdO was heated to reflux and the isonitrilederiv. was added, refluxing was continued for 6 h, react. was monitored by TLC; chromy. (Kieselgel, CH2Cl2/hexane); recrystn. from CH2Cl2/hexane; elem. anal.;	95%

: 12079-65-1
cymantrene

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: tricarbonyl(formylcyclopentadienyl)manganese

Conditions

Conditions	Yield
Stage #1: cymantrene With n-butyllithium In tetrahydrofuran; hexane at -78℃; Inert atmosphere; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; hexane at -78 - 20℃; for 2h;	94.5%
With n-butyllithium; ammonium chloride In tetrahydrofuran; Petroleum ether byproducts: (CH3)2NH; Ar; soln. of (OC)3MnC5H4Li, prepd. at -50°C from soln. of (OC)3MnC5H5 and soln. of n-butyl lithium in THF, cooled to -70°C, addedin 2-5 min to DMF; mixt. stirred (1-1.5 h, -10 - -5°C); satd. soln. of NH4Cl in H2O added; aq. layer washed (ether); org. extract dried (MgSO4); solvent distilled off; residue chromd. (SiO2, 1/2 petroleum ether-benzene);	75%
With n-C4H9Li; NH4Cl In N,N-dimethyl-formamide (Ar); treatment soln. of cymantrene/THF with n-BuLi/C6H14 at -50°C for 15 min, cooling, transferring into Schlenk tube with DMF; stirringat 0°C for 90 min, addn. of soln. of NH4Cl; Bull. SSSR Acad. of Sci., Div. of Chemistry 29 (1990)2387;	72%

: 12079-65-1
cymantrene

: C5H5(PMe3)Co{μ-CO}{μ-CS}Mn(CO)C5H5

: C5H5Co(P(CH3)3)(CO)(CS(Mn(CO)2(C5H5)))Mn(CO)C5H5

Conditions

Conditions	Yield
With THF In tetrahydrofuran byproducts: CO; Irradiation (UV/VIS); irradn. until end of gas-evolution, 24 h stirred at 25°C, addn. of further C5H5Mn(CO)2(THF), stirred 24 h at 25°C.; recrystn. from THF-hexane; elem. anal.;	94%

: 12079-65-1
cymantrene

: 14580-91-7, 29218-61-9
trimethyl(methylene)phosphorane

: tetramethylphosponium-{dicarbonyl(η5-cyclopentadienyl)-{η1-2-(trimethylphosphoranylidene)acetyl}manganate(1-)}

Conditions

Conditions	Yield
In pentane stirred at 25°C for 20 min; cooling at 0°C, ppt. washed with ice-cold pentane, dried at 25°C, elem. anal.;	93%

: 75-79-6
Methyltrichlorosilane

: 12079-65-1
cymantrene

: 114835-71-1
tris(η5-cyclopentadienyl(tricarbonyl)manganese)methylsilane

Conditions

Conditions	Yield
With s-BuLi In tetrahydrofuran; cyclohexane To a soln. of Fe-compd. in THF a soln. of s-BuLi is added at -78°C, mixt. is stirred for 20 min. CH3SiCl3 is added dropwise via a syringe at -78°C, mixt. is allowed to warm to 20°C (N2).; Solvent is removed in vac., residue is chromd on alumina III, elem. anal.;	93%

: 12079-65-1
cymantrene

: 10294-33-4
boron tribromide

: 1010720-67-8
1,3-bis(dibromoboryl)cymantrene

Conditions

Conditions	Yield
In neat (no solvent) byproducts: HBr; under N2; cymantrene dissolved in neat BBr3; refluxed for 44 h; HBr condensed into cold trap (liq. N2); react. mixt. cooled to room temp.; filtered; filtrate evapd. slowly in vac.; detd. by X-ray powder diffraction;	93%

: 12079-65-1
cymantrene

: hexacarbonyl(μ,η5:η5-fulvalene)dimanganese

Conditions

Conditions	Yield
With n-butyl lithium; copper(II) chloride In diethyl ether; hexane ether soln. of CpMn(CO)3 was treated with hexane soln. of n-BuLi at -70°C in anaerobic conditions, stirred for 1 h at this temp., anhyd. CuCl2 was added, suspn. was stirred for 3 h at -60°C and brought to room temp. within 5 h; hydrolyzed (H2O), ether phase dried, evapd., residue was sublimed at 110°C under high vac.; elem. anal.;	92%

Yield

With n-butyl lithium; copper(II) chloride In diethyl ether; hexane ether soln. of CpMn(CO)3 was treated with hexane soln. of n-BuLi at -70°C in anaerobic conditions, stirred for 1 h at this temp., anhyd. CuCl2 was added, suspn. was stirred for 3 h at -60°C and brought to room temp. within 5 h; hydrolyzed (H2O), ether phase dried, evapd., residue was sublimed at 110°C under high vac.; elem. anal.;

92%

: 16567-18-3
8-bromoquinoline

: 12079-65-1
cymantrene

: 342813-38-1
tricarbonyl[η5-(8-quinolyl)cyclopentadienyl]manganese(I)

Conditions

Conditions	Yield
With n-butyllithium; ZnCl2; bis(triphenylphosphine)palladium(0) In tetrahydrofuran byproducts: LiCl; 1.) n-BuLi in hexane (-78°C), stirred for 1 h; 2.) ZnCl2 in THF, stirred for 1 h; 3.) Pd(PPh3)2, 8-bromoquinoline were added dropwise, the soln. was allowed to warm to room temp., stirred for 5 d (Ar, protection against light); aq. NaOH was added, stirred for 1.5 h, the organic layer was sepd., extd. with THF, dried (MgSO4), filtered, evapd., chromy. on Al2O3/5% H2O with toluene, elem. anal.;	92%

Yield

With n-butyllithium; ZnCl2; bis(triphenylphosphine)palladium(0) In tetrahydrofuran byproducts: LiCl; 1.) n-BuLi in hexane (-78°C), stirred for 1 h; 2.) ZnCl2 in THF, stirred for 1 h; 3.) Pd(PPh3)2, 8-bromoquinoline were added dropwise, the soln. was allowed to warm to room temp., stirred for 5 d (Ar, protection against light); aq. NaOH was added, stirred for 1.5 h, the organic layer was sepd., extd. with THF, dried (MgSO4), filtered, evapd., chromy. on Al2O3/5% H2O with toluene, elem. anal.;

92%

: 12079-65-1
cymantrene

: 79-03-8
propionyl chloride

: 62010-78-0
(Propionylcyclopentadienyl)tricarbonylmanganese

Conditions

Conditions	Yield
aluminium trichloride In carbon disulfide (Ar); Schlenk tube; AlCl3 was added to soln. of cymantrene and propionylchloride in CS2; after 1.5 h CS2 was removed in vac.; water was added at 0°C; extd. (Et2O); dried (MgSO4); soln. concd.; pentane added; recrystd. (Et2O/pentane); elem. anal.;	92%
With AlCl3 In carbon disulfide (Ar); addn. of AlCl3 to a soln. of manganese complex in CS2, addn. of a soln. of propionyl chloride in CS2, stirring for 1.5 h; evapn., addn. of water at 0°C, extn. with Et2O, drying (MgSO4), concn., addn. of pentane, recrystn. (ether/ pentane); elem. anal.;	92%
With aluminum (III) chloride In dichloromethane at 20℃; for 4h; Schlenk technique;	71%

: hexafluorophosphoric acid

: 12079-65-1
cymantrene

: 106-99-0
buta-1,3-diene

: syn-{(η5-cyclopentadienyl)manganese(dicarbonyl)(η3-H(CH3)CCHCH2)}(PF6)

Conditions

Conditions	Yield
In diethyl ether; water Irradiation (UV/VIS); N2 atmosphere; addn. of org. comp. and aq. soln. of HPF6 to soln. of Mn-compd. in Et2O, purging with N2, stirring, irradiation without stirring (15-25°C, 15-30 min, 365 nm); 22% conversion; filtn., washing (ether), precipitaion from acetone/ether (0°C); elem. anal.;	91%

...Expand

: 109-72-8, 29786-93-4
n-butyllithium

: 12079-65-1
cymantrene

: 14040-11-0
tungsten hexacarbonyl

: 110-18-9
N,N,N,N,-tetramethylethylenediamine

: 407-25-0
trifluoroacetic anhydride

: {WMn(μ-σ:η5-CC5H4)(CO)5(N,N,N',N'-tetramethylethylenediamine)(O2CCF3)}

Conditions

Conditions	Yield
In tetrahydrofuran; diethyl ether; hexane treating 31 mmol (Mn(CO)3(C5H5)) in THF/ ether at -80°C with 32.0 mmol LiC4H9 in hexane; stirring for 1 h; addn. of 31.3 mmol (W(CO)6); stirring at -10°C for 1 h; cooling to -80°C; treating with (CF3CO)2O in THF; addn. of ligand;; warming to room temperature; evaporation under reduced pressure; extraction with dichloromethane; chromy. (CH2Cl2); concn. in vac.; diln. with petroleum; cooling to -80°C; pptn.; decantation; washing with petroleum; drying in vac.; elem. anal.;;	91%

Yield

In tetrahydrofuran; diethyl ether; hexane treating 31 mmol (Mn(CO)3(C5H5)) in THF/ ether at -80°C with 32.0 mmol LiC4H9 in hexane; stirring for 1 h; addn. of 31.3 mmol (W(CO)6); stirring at -10°C for 1 h; cooling to -80°C; treating with (CF3CO)2O in THF; addn. of ligand;; warming to room temperature; evaporation under reduced pressure; extraction with dichloromethane; chromy. (CH2Cl2); concn. in vac.; diln. with petroleum; cooling to -80°C; pptn.; decantation; washing with petroleum; drying in vac.; elem. anal.;;

91%

...Expand

: 75-21-8
oxirane

: 12079-65-1
cymantrene

: 98-59-9
p-toluenesulfonyl chloride

: 215460-58-5
(η(5)-C5H4CH2CH2OSO2C6H4CH3)Mn(CO)3

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran; pentane byproducts: LiCl; N2-atmosphere; addn. of equimolar amt. of BuLi (in pentane) to Mn-complex soln. (in THF) at -78°C, addn. of slight excess of ethylene oxide (after 3 h, -78°C), warming to 0°C (after 2 h), addn. of equimolar amt. of tosyl chloride; solvent removal (after 30 min, 25°C, vac.), extn. into CH2Cl2, filtration off of LiCl (Celite), evapn., chromy. (SiO2, CH2Cl2); elem. anal.;	91%

Yield

With n-butyllithium In tetrahydrofuran; pentane byproducts: LiCl; N2-atmosphere; addn. of equimolar amt. of BuLi (in pentane) to Mn-complex soln. (in THF) at -78°C, addn. of slight excess of ethylene oxide (after 3 h, -78°C), warming to 0°C (after 2 h), addn. of equimolar amt. of tosyl chloride; solvent removal (after 30 min, 25°C, vac.), extn. into CH2Cl2, filtration off of LiCl (Celite), evapn., chromy. (SiO2, CH2Cl2); elem. anal.;

91%

...Expand

: 75-21-8
oxirane

: 12079-65-1
cymantrene

: C10H9MnO4

Conditions

Conditions	Yield
Stage #1: cymantrene With n-butyllithium In tetrahydrofuran; hexane at -80℃; for 1.5h; Schlenk technique; Inert atmosphere; Stage #2: oxirane In tetrahydrofuran; hexane at -80 - 25℃; Schlenk technique; Inert atmosphere; Stage #3: With water In tetrahydrofuran; hexane at 25℃; Schlenk technique; Inert atmosphere;	91%

: 12079-65-1
cymantrene

: 74-85-1
ethene

: 12108-31-5
(η5-C5H5)Mn(CO)2(η2-C2H4)

Conditions

Conditions	Yield
In further solvent(s) Irradiation (UV/VIS); cymantrene soln. in subcritical and supercritical ethylene (-40 - 50°C, 35-2600 bar), photolysis (10 h); not isolated;	90%

: 109-99-9
tetrahydrofuran

: 12079-65-1
cymantrene

: 83025-09-6
tetracarbonylbis(η5-cyclopentadienyl)-μ4-diarsenic-dimolybdenum (Mo-Mo)

A: 111769-92-7
tetracarbonylbis(η5-cyclopentadienyl)μ4-diarsenic-bis{dicarbonyl(η5-cyclopentadienyl)manganese}dimolybdenum (Mo-Mo)

B: 201230-82-2
carbon monoxide

Conditions

Conditions	Yield
In tetrahydrofuran Irradiation (UV/VIS); 4.90 mmol (C5H5)Mn(CO)3 in THF photolyzed for 90 min; soln. concd. and added to 4.28 mmol (C5H5)2Mo2(CO)4As2; soln. stirred for 6 h at room temp.; solvent concd.; chromy. (silica gel) with hexane yields (C5H5)Mn(CO)3, then with toluene/ether (1:1) (CpMo(CO)2)2(CpMn(CO)2As)2 which is crystd. from CH2Cl2/hexane at -18°C; elem. anal.;	A 90% B n/a

...Expand

: 12079-65-1
cymantrene

: 12267-07-1
(η5-C5H4(COPh))Re(CO)3

: (η5-cymantrenylphenylhydroxymethylcyclopentadienyl)tricarbonylrhenium

Conditions

Conditions	Yield
With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran; hexane cymantrenyllithium prepd. above -78°C from cymantrene, TMEDA, and n-BuLi; after 45 min, the Re complex is added; mixt. warmed to room temp. for 20 h; hydrolyzed; washed with distilled water; solvent removed under high vac.; chromy on silica with dichloromethane/hexane eluent; recrystd. from ethanol/water; elem. anal.;	90%

Yield

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran; hexane cymantrenyllithium prepd. above -78°C from cymantrene, TMEDA, and n-BuLi; after 45 min, the Re complex is added; mixt. warmed to room temp. for 20 h; hydrolyzed; washed with distilled water; solvent removed under high vac.; chromy on silica with dichloromethane/hexane eluent; recrystd. from ethanol/water; elem. anal.;

90%

: 12079-65-1
cymantrene

: 593-75-9, 685498-28-6
methyl isocyanate

: Mn(η-cyclopentadienyl)(CO)2(methyl isocyanide)

Conditions

Conditions	Yield
In tetrahydrofuran byproducts: CO; Irradiation (UV/VIS); N2-atmosphere; equimolar amts.or excess MeNC, 100-W Hg lamp (18 h); evapn., chromy. (Al2O3), evapn., crystn. (-78°C, petroleum ether); elem. anal.; yield related to equimolar amts. of educts;	90%
palladium(II) oxide In toluene byproducts: CO; (Ar); soln. of Mn complex and PdO was heated to reflux and the isonitrilederiv. was added, refluxing was continued for 24 h, react. was monitored by TLC; chromy. (Kieselgel, CH2Cl2/hexane); recrystn. from CH2Cl2/hexane; elem. anal.;	5%

: 12079-65-1
cymantrene

: 171562-97-3
[2,6-diphenylpyrylium](PF6)

: 341-02-6
trityl tetrafluoroborate

: 158840-67-6
[(4-cyclopentadienyl-2,6-diphenylpyrylium)Mn(CO)3](BF4)

Conditions

Conditions	Yield
With BuLi In tetrahydrofuran; diethyl ether; hexane N2-atmosphere; addn. of BuLi (hexane) to THF soln. of Mn-complex at -60°C, stirring for 1 h, addn. of pyrylium (THF:ether), warming to 0°C, addn. of aq. NH4Cl, extn. (ether), drying (MgSO4), chromy. (Al2O3, pentane), addn. of MeCN; addn. of Ph3CBF4, stirring for 30 min, addn. of ether, collection (filtration); elem. anal.;	89%

...Expand

: 12079-65-1
cymantrene

: 625-36-5
2-chloropropionyl chloride

: (3-chloropropionyl)-cymantrene

Conditions

Conditions	Yield
With aluminum (III) chloride In dichloromethane at 20℃; for 5h; Friedel-Crafts Acylation; Schlenk technique;	88%

: 12079-65-1
cymantrene

: 1079-66-9
chloro-diphenylphosphine

: 62980-80-7
tricarbonyl(η5-diphenylphosphinocyclopentadienyl)manganese

Conditions

Conditions	Yield
With n-butyllithium In not given byproducts: LiCl; Complex was treated with n-BuLi at -70°C, PPh2Cl was added, the mixt. was kept at room temp. for 2 h;; aq. HCl was added with cooling, aq. NaOH was added to pH 8, extd. with ether or CH2Cl2, the organic layer was washed with water, evapd., crystd. from hexane or EtOH; elem. anal.;;	87.4%

: 12079-65-1
cymantrene

: (η5-cyclopentadienyl)(η2-selenoformaldehyde)(trimethylphosphine)rhodium(I)

: (η5-cyclopentadienyl)(trimethylphosphine)rhodium(μ-η1,η2-selenoformaldehyde)(dicarbonyl(η5-cyclopentadienyl)manganese)

Conditions

Conditions	Yield
In tetrahydrofuran byproducts: CO; Irradiation (UV/VIS); irradiating a soln. of Mn(CO)3(C2H5) until the CO evolution beeing finished (ca 2 - 3 h), adding the Rh complex, stirring (ca 24 h, room temp.); concg., chromy. (Al2O3, benzene), recrystn. (pentane);	87%
In tetrahydrofuran byproducts: CO; Irradiation (UV/VIS); N2 atmosphere; photolysis of Mn-complex in THF (Hg-vapor lamp, 2-3 h), addn. of Rh-complex, stirring (room temp., 24 h); solvent removal, extraction (benzene), concn., chromy. (Al2O3, benzene/pentane 1:1), evapn. (vac.), crystn. (pentane, -78°C), collection (filtn.), washing (pentane), drying (vac.); elem. anal.;	87%

: 12079-65-1
cymantrene

: 63995-70-0
trisodium tris(3-sulfophenyl)phosphine

: 98511-67-2
tris(natrium-m-sulfonatophenyl)phosphanoxid

A: (η5-cyclopentadienyl)carbonylbis{tris(sodium-m-sulphonatophenyl)phosphine}manganese-hexahydrate

B: (η5-cyclopentadienyl)dicarbonyl{tris(sodium-m-sulphonatophenyl)phosphine}manganese-trihydrate

Conditions

Conditions	Yield
In tetrahydrofuran; water byproducts: CO; Irradiation (UV/VIS); (N2 or Ar); irradiation of soln. of Mn-complex in THF (high pressure Hg-lamp, 90 min, 15°C), addn. to org. compd. in H2O, stirring (16 h); phase sepn., washing org. phase (H2O), aq. phase (n-pentane), evapn. (vac.), chromy. (Sephadex), chromy. (Fractogel, H2O/EtOH); elem. anal.;	A 87% B 25%

...Expand

CYCLOPENTADIENYLMANGANESE TRICARBONYL Chemical Properties

Product Name: Cyclopentadienylmanganese tricarbonyl (CAS NO.12079-65-1)

Molecular Formula: C₈H₅MnO₃
Molecular Weight: 204.06g/mol
Mol File: 12079-65-1.mol
Einecs: 235-142-4
Appearance: Yellow crystals or crystalline chunks
Melting Point: 72-76 °C(lit.)
Boiling point: 41.5 °C at 760 mmHg
Sensitive: Air Sensitive
Enthalpy of Vaporization: 27.4 kJ/mol
Vapour Pressure: 418 mmHg at 25°C
H-Bond Donor: 0
H-Bond Acceptor: 4
Product Categories: ManganeseVapor Deposition Precursors; Catalysis and Inorganic Chemistry; Chemical Synthesis; Manganese; Precursors by Metal

CYCLOPENTADIENYLMANGANESE TRICARBONYL Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intravenous	710ug/kg (0.71mg/kg)		U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#11285,
mouse	LD50	oral	150mg/kg (150mg/kg)	BRAIN AND COVERINGS: "CHANGES IN CIRCULATION (HEMORRHAGE, THROMBOSIS, ETC.)" AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 28(4), Pg. 29, 1963.
rat	LCLo	inhalation	120mg/m3/2H (120mg/m3)	VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION BLOOD: HEMORRHAGE LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	Hygiene and Sanitation Vol. 30(4-6), Pg. 40, 1965.
rat	LD50	intraperitoneal	14mg/kg (14mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: DYSPNEA LUNGS, THORAX, OR RESPIRATION: CHRONIC PULMONARY EDEMA	Toxicology. Vol. 34, Pg. 341, 1985.
rat	LD50	oral	22mg/kg (22mg/kg)		Toxicology. Vol. 34, Pg. 341, 1985.

CYCLOPENTADIENYLMANGANESE TRICARBONYL Consensus Reports

Reported in EPA TSCA Inventory. Manganese and its compounds are on the Community Right-To-Know List.

CYCLOPENTADIENYLMANGANESE TRICARBONYL Safety Profile

A poison by ingestion, inhalation, intraperitoneal, and intravenous routes. A mild narcotic which can damage kidneys. When heated to decomposition it emits acrid smoke and irritating fumes. See also MANGANESE COMPOUNDS and CARBON MONOXIDE.
Safety Information of Cyclopentadienylmanganese tricarbonyl (CAS NO.12079-65-1):
Hazard Codes: T+
Risk Statements: 28
28: Very Toxic if swallowed
Safety Statements: 28-36/37-45
28: After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer)
36: Wear suitable protective clothing
37: Wear suitable gloves
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)

CYCLOPENTADIENYLMANGANESE TRICARBONYL Standards and Recommendations

OSHA PEL: TWA 0.1 mg(Mn)/m³ (skin)
ACGIH TLV: TWA 0.1 mg(Mn)/m³

CYCLOPENTADIENYLMANGANESE TRICARBONYL Specification

Cyclopentadienylmanganese tricarbonyl ,its CAS NO. is 12079-65-1,the synonyms is (Eta⁵-Cyclopentadienyl) manganese tricarbonyl ; Cyclopentadienyl-p-tricarbonylmanganese ; Cyklopentadientrikarbonylmanganium ; Cymantrene ; Manganese, cyclopentadienyltricarbonyl- ; Manganese, tricarbonyl-pi-cyclopentadienyl- ; manganese,cyclopentadienyltricarbonyl ; Manganese,tricarbonyl(η5-2,4-cyclopentadien-1-yl)- .

Product Name

CYCLOPENTADIENYLMANGANESE TRICARBONYL

Synthetic route

CYCLOPENTADIENYLMANGANESE TRICARBONYL Chemical Properties

CYCLOPENTADIENYLMANGANESE TRICARBONYL Toxicity Data With Reference

CYCLOPENTADIENYLMANGANESE TRICARBONYL Consensus Reports

CYCLOPENTADIENYLMANGANESE TRICARBONYL Safety Profile

CYCLOPENTADIENYLMANGANESE TRICARBONYL Standards and Recommendations

CYCLOPENTADIENYLMANGANESE TRICARBONYL Specification

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