1,2,3,4,5-Pentamethylcyclopentadiene supplier

Name
1,2,3,4,5-Pentamethylcyclopentadiene
EINECS 223-743-4
CAS No. 4045-44-7
Article Data48
CAS DataBase
Density 0.814 g/cm³
Solubility Miscible with methanol. dichloromethane and ethyl acetate. Slightly miscible with water.
Melting Point 236oC
Formula C₁₀H₁₆
Boiling Point 170.2 °C at 760 mmHg
Molecular Weight 136.237
Flash Point 44.4 °C
Transport Information UN 3295 3/PG 3
Appearance clear colorless to yellowish liquid
Safety 16
Risk Codes 10
Molecular Structure
Hazard Symbols R10:;
Synonyms Cyclopentadiene,1,2,3,4,5-pentamethyl- (6CI,7CI);1,2,3,4,5-Pentamethyl-1,3-cyclopentadiene;1,2,3,4,5-Pentamethylcyclopentadiene;NSC 222823;
PSA 0.00000
LogP 3.30890

Synthetic route

: 64417-15-8
3,4,5-trimethyl-2,5-heptadien-4-ol

: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

Conditions

Conditions	Yield
With C24H14Ga4N2O6(12-)*12K(1+) In water at 50℃; for 12h; pH=11; Nazarov cyclization;	100%
With toluene-4-sulfonic acid In diethyl ether for 1h; Inert atmosphere; Reflux;	75%
With toluene-4-sulfonic acid In diethyl ether
With K12Ga4[N,N'-bis(2,3-dihydroxybenzoyl)-1,5-diaminonapthalene]6 In dimethylsulfoxide-d6; water-d2 at 45℃; pH=8; Nazarov cyclization;

: 874964-07-5
7-(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)-7-tridecanol

A: 462-18-0
tridecan-7-one

B: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

Conditions

Conditions	Yield
In toluene for 30h; Heating;	A 98% B 100%

: 862387-21-1
(4-buthoxyphenyl)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methanol

A: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

B: 5736-88-9
p-butoxybenzaldehyde

Conditions

Conditions	Yield
In toluene at 110℃; for 3h;	A n/a B 97%

: 874964-03-1
10-chloro-1-(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)-1-decanol

A: 874963-99-2
10-chlorodecanal

B: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

Conditions

Conditions	Yield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In toluene at 110℃; for 12h;	A 95% B n/a

: 4-[(hydroxy)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methyl]benzonitrile

A: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

B: 105-07-7
4-cyanobenzaldehyde

Conditions

Conditions	Yield
In toluene at 110℃; for 3h;	A n/a B 93%

: 1-{4-[(hydroxy)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methyl]phenyl}-2-methyl-1-propanone

A: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

B: 97382-57-5
4-isobutyrylbenzaldehyde

Conditions

Conditions	Yield
With trichloroacetic acid In dichloromethane at 28℃; for 1.5h;	A n/a B 93%

: 862387-12-0
(4-bromophenyl)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methanol

A: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

B: 1122-91-4
4-bromo-benzaldehyde

Conditions

Conditions	Yield
With trichloroacetic acid In dichloromethane at 28℃; for 1.5h;	A n/a B 92%

: 874963-98-1
1-(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)-1-dodecanol

A: 112-54-9
Dodecanal

B: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

Conditions

Conditions	Yield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In toluene at 110℃; for 12h;	A 92% B n/a

: 73057-50-8
5-formylpentamethylcyclopentadiene

: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

Conditions

Conditions	Yield
With n-butyllithium; cyclopenta-1,3-diene In tetrahydrofuran; hexane	91%

: 862387-17-5
methyl 4-[(hydroxy)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methyl]benzoate

A: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

B: 1571-08-0
methyl 4-formylbenzoate

Conditions

Conditions	Yield
With trichloroacetic acid In dichloromethane at 28℃; for 1.5h;	A n/a B 91%

: 3043-52-5
1,2,3,3,4,5-hexamethyl-6-methylene-cyclohexa-1,4-diene

A: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

B: 87-85-4
Hexamethylbenzene

Conditions

Conditions	Yield
With tetrafluoroboric acid In water for 24h; Ambient temperature; Irradiation; Title compound not separated from byproducts;	A 90% B 7 % Chromat.
In water Product distribution; Mechanism; Ambient temperature; Irradiation; formation of heptamethylbenzenium cation with dissolution in different acids;

: 862387-13-1
(2-naphthyl)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methanol

A: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

B: 66-99-9
β-naphthaldehyde

Conditions

Conditions	Yield
With trichloroacetic acid In dichloromethane at 28℃; for 1.5h;	A n/a B 87%

: 862387-15-3
{4-[(hydroxy)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methyl]phenyl}(phenyl)methanone

A: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

B: 20912-50-9
4-benzoylbenzaldehyde

Conditions

Conditions	Yield
With trichloroacetic acid In dichloromethane at 28℃; for 1.5h;	A n/a B 87%

: 4-(buthoxyphenyl)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)(trimethylsiloxy)methane

A: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

B: 5736-88-9
p-butoxybenzaldehyde

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 0 - 20℃;	A n/a B 86%

: 874964-04-2
methyl 6-hydroxy-6-(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)hexanoate

A: 6654-36-0
methyl 6-oxohexanoate

B: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

Conditions

Conditions	Yield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In toluene at 110℃; for 36h;	A 81% B n/a

: 874964-00-8
1-(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)-3-phenyl-1-propanol

A: 104-53-0
3-phenyl-propionaldehyde

B: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

Conditions

Conditions	Yield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In toluene at 110℃; for 12h;	A 80% B n/a

: 874964-01-9
1-cyclohexyl-1-(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)-methanol

A: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

B: 2043-61-0
cyclohexanecarbaldehyde

Conditions

Conditions	Yield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In toluene at 110℃; for 24h;	A n/a B 80%

: 874964-02-0
7-hydroxy-7-(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)heptanenitrile

A: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

B: 18214-15-8
7-oxoheptanenitrile

Conditions

Conditions	Yield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In toluene at 110℃; for 24h;	A n/a B 75%

: (2-methoxyphenyl)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methanol

A: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

B: 135-02-4
ortho-anisaldehyde

Conditions

Conditions	Yield
With trichloroacetic acid In dichloromethane at 28℃; for 1.5h;	A n/a B 69%

: Cp*Mo(NO)(κ2-1,2-bis(dimethylphosphino)ethane)

: 106-94-5
propyl bromide

A: 187737-37-7
propene

B: 74-98-6
propane

C: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

D: [Mo(NO)(Br)2(1,2-bis(dimethylphosphino)ethane)]2

Conditions

Conditions	Yield
In tetrahydrofuran at 70℃; Schlenk technique; Glovebox;	A n/a B n/a C n/a D 69%

...Expand

: cis-1,2,3,4,5-pentamethyl-2-cyclopentenol

A: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

: cis-1,2,3,4-tetramethyl-5-methylenecyclopentene

Conditions

Conditions	Yield
With benzoic acid In benzene-d6 at 45℃;	A 67% B 33%

: trans-1,2,3,4,5-pentamethyl-2-cyclopentenol

A: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

: C10H16

Conditions

Conditions	Yield
With benzoic acid In benzene-d6 at 45℃; for 24h;	A 58% B 42%

: bis(pentamethylcyclopentadienyl)ytterbium(THF)2

: 49673-40-7
N,N'-bis(2,6-dimethylphenyl)butane-2,3-diimine

A: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

B: C34H47N2OYb

Conditions

Conditions	Yield
Stage #1: bis(pentamethylcyclopentadienyl)ytterbium(THF)2; N,N'-bis(2,6-dimethylphenyl)butane-2,3-diimine In tetrahydrofuran at 40℃; for 0.5h; Schlenk technique; Glovebox; Stage #2: In toluene at 60℃; for 5h; Schlenk technique; Glovebox;	A 52% B 57%

...Expand

: 41216-83-5
5-(1-Hydroxyethyl)-1,2,3,4,5-pentamethylcyclopentadien

A: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

B: 1,2,4,5,6,7-hexamethyl-8-methylidene-3-oxabicyclo<3.3.0>oct-6-ene

Conditions

Conditions	Yield
With triphenylphosphine In tetrachloromethane for 0.333333h; Heating;	A 34% B 28%

: 7641-77-2
1,2,3,4,5,6-hexamethylbicyclo[2.2.0]hexa-2,5-diene

: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

Conditions

Conditions	Yield
With sulfuric acid In methanol

: 15971-76-3
5-acetyl-1,2,3,4,5-pentamethylcyclopentadiene

: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In ethylene glycol

: 54458-61-6
2,3,4,5-tetramethyl-2-cyclopenten-1-one

: 917-54-4
methyllithium

: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

Conditions

Conditions	Yield
(i), (ii) I2; Multistep reaction;

: 51905-33-0
7-(1,2,3,4,5-Pentamethyl-cyclopenta-2,4-dienyl)-cyclohepta-1,3,5-triene

: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

Conditions

Conditions	Yield
With trifluoroacetic acid

: 77-78-1
dimethyl sulfate

: 4984-82-1
sodium cyclopentadienylide

: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

Conditions

Conditions	Yield
With sodium amide In ammonia

: (η6-benzene)titanium(II)(Al2Cl8)

: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

: 563-43-9
ethylaluminum dichloride

: (pentamethylcyclopentadiene)titanium(Al2Cl5.9(C2H5)2.1)

Conditions

Conditions	Yield
With triphenylphosphine In benzene mixing of Ti-compd. in benzene with cyclopentadiene, then addn. of Al-compd. and phosphine (molar ratio of Ti/Al/PPh3 = 1/2/2); monitored by ESR;	100%
With triphenylphosphine In benzene mixing of Ti-compd. in benzene with cyclopentadiene, then addn. of Al-compd. and phosphine (molar ratio of Ti/Al/PPh3 = 1/3/2); monitored by ESR;	100%

...Expand

: (η6-benzene)titanium(II)(Al2Cl8)

: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

: 563-43-9
ethylaluminum dichloride

: (pentamethylcyclopentadiene)titanium(Al2Cl6.1(C2H5)1.9)

Conditions

Conditions	Yield
With triphenylphosphine In benzene mixing of Ti-compd. in benzene with cyclopentadiene, then addn. of Al-compd. (molar ratio of Ti/Al/PPh3 = 1/4/4); monitored by ESR;	100%

...Expand

: (η6-benzene)titanium(II)(Al2Cl8)

: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

: 96-10-6
diethylaluminium chloride

: (pentamethylcyclopentadiene)titanium(Al2Cl6.3(C2H5)1.7)

Conditions

Conditions	Yield
In benzene mixing of Ti-compd. in benzene with cyclopentadiene, then addn. of Al-compd. (molar ratio of Ti/Al = 1/3); monitored by ESR;	100%

...Expand

: (η6-benzene)titanium(II)(Al2Cl8)

: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

: 96-10-6
diethylaluminium chloride

: (pentamethylcyclopentadiene)titanium(Al2Cl6.8(C2H5)1.2)

Conditions

Conditions	Yield
In benzene mixing of Ti-compd. in benzene with cyclopentadiene, then addn. of Al-compd. (molar ratio of Ti/Al = 1/2); monitored by ESR;	100%

...Expand

: (η6-benzene)titanium(II)(Al2Cl8)

: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

: 96-10-6
diethylaluminium chloride

: (pentamethylcyclopentadiene)titanium(Al2Cl5.9(C2H5)2.1)

Conditions

Conditions	Yield
In benzene mixing of Ti-compd. in benzene with cyclopentadiene, then addn. of Al-compd. (molar ratio of Ti/Al = 1/5); monitored by ESR;	100%

...Expand

: (η6-benzene)titanium(II)(Al2Cl8)

: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

: 97-93-8
triethylaluminum

: (pentamethylcyclopentadiene)titanium(Al2Cl4(C2H5)4)

Conditions

Conditions	Yield
In benzene mixing of Ti-compd. in benzene with cyclopentadiene, then addn. of AlEt3 (molar ratio of Ti/Al = 1/4); monitored by ESR;	100%
With triphenylphosphine In benzene mixing of Ti-compd. in benzene with cyclopentadiene, then addn. of AlEt3 and phosphine (molar ratio of Ti/Al/phosphine = 1/4/2); monitored by ESR;	50%

...Expand

: 30066-40-1, 939024-67-6, 134001-83-5
{RuCl2(NCMe)4}

: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

: 84821-53-4
bis(pentamethylcyclopentadienyl)ruthenium(II)

Conditions

Conditions	Yield
With lithium carbonate In water; isopropyl alcohol at 90℃; for 4h; Inert atmosphere;	100%

: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

: 917-54-4
methyllithium

lithium pentamethylcyclopentadienide: lithium pentamethylcyclopentadienide

Conditions

Conditions	Yield
In tetrahydrofuran at -78 - 20℃;	100%

: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

: RuCl2(acetonitrile)4

: 84821-53-4
bis(pentamethylcyclopentadienyl)ruthenium(II)

Conditions

Conditions	Yield
With lithium carbonate In water; isopropyl alcohol at 90℃; for 4h;	100%

: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

: (pentamethyl)cyclopentadienyl potassium

Conditions

Conditions	Yield
With potassium hexamethylsilazane In diethyl ether at 20℃; for 15h;	100%
With potassium hexamethylsilazane

: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

: ruthenium(III) trichloride hydrate

: dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer

Conditions

Conditions	Yield
In ethanol for 3h; Reflux; Inert atmosphere;	100%

: iridium(III) chloride hydrate

: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

: 12354-84-6, 12354-85-7
bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]

Conditions

Conditions	Yield
In methanol (Ar); using Schlenk techniques; treatment of IrCl3*99H2O with C5HMe5 in MeOH according to: C.White, A. Yates, P. M. Maitlis, D. M. Heinekey, Inorg. Synth. 29 (1992) 228;	99%
In methanol at 119.84 - 149.84℃; for 0.75h; Microwave irradiation; Sonication; Inert atmosphere;	54.5%

: rhodium(III) chloride trihydrate

: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

: dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer

Conditions

Conditions	Yield
In methanol (Ar); using Schlenk techniques; treatment of RhCl3*3H2O with C5HMe5 in MeOH according to: C.White, A. Yates, P. M. Maitlis, D. M. Heinekey, Inorg. Synth. 29 (1992) 228;	99%
In methanol for 6h; Reflux;

: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

: 1344118-68-8
(E)-methyl 4-((1R,2R,3S,4R)-2-ethynyl-3-hydroxy-4-methylcyclohexyl)-4-oxobut-2-enoate

: (1S,2S,3S,7S)-methyl 3-((1R,2R,3S,4R)-2-ethynyl-3-hydroxy-4-methylcyclohexanecarbonyl)-1,4,5,6,7-pentamethylbicyclo[2.2.1]hept-5-ene-2-carboxylate

Conditions

Conditions	Yield
In benzene at 20℃; Diels-Alder reaction; Inert atmosphere;	99%

: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

: ruthenium(III) trichloride hydrate

: bis[dichloro(pentamethylcyclopentadienyl)ruthenium(III)]

Conditions

Conditions	Yield
In ethanol for 3h; Inert atmosphere; Reflux;	99%

: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

: 5736-88-9
p-butoxybenzaldehyde

: 862387-21-1
(4-buthoxyphenyl)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methanol

Conditions

Conditions	Yield
Stage #1: 1,2,3,4,5-pentamethylcyclopentadiene With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; Stage #2: p-butoxybenzaldehyde In tetrahydrofuran; hexane at -20℃; for 1h;	98%
Stage #1: 1,2,3,4,5-pentamethylcyclopentadiene With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; Stage #2: p-butoxybenzaldehyde In tetrahydrofuran; hexane at -20℃; for 1h;	98%

: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

: 103-26-4
Methyl cinnamate

: 38855-09-3
methyl 3-(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)-3-phenylpropanoate

Conditions

Conditions	Yield
With n-butyllithium; diethylaluminium chloride In tetrahydrofuran; hexane at -20℃; for 1h;	98%

: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

: 618-46-2
m-Chlorobenzoyl chloride

: 1002716-74-6
3-chlorophenyl 1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl ketone

Conditions

Conditions	Yield
Stage #1: 1,2,3,4,5-pentamethylcyclopentadiene With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.5h; Stage #2: m-Chlorobenzoyl chloride In tetrahydrofuran; hexane at 0℃; for 0.5h;	98%
Stage #1: 1,2,3,4,5-pentamethylcyclopentadiene With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.666667h; Stage #2: m-Chlorobenzoyl chloride In tetrahydrofuran; hexane at 0℃; for 0.5h; Further stages.;	93%

: 15243-33-1
dodecacarbonyl-triangulo-triruthenium

: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

: 2155-96-6
Diphenylvinylphosphine

: 1418289-10-7
C25H30OPRu

Conditions

Conditions	Yield
Stage #1: dodecacarbonyl-triangulo-triruthenium; 1,2,3,4,5-pentamethylcyclopentadiene In 1,4-dioxane at 20℃; for 1h; Glovebox; Schlenk technique; Reflux; Inert atmosphere; Stage #2: Diphenylvinylphosphine In n-heptane for 2h; Glovebox; Schlenk technique; Reflux; Inert atmosphere;	98%

...Expand

: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

: 106-51-4
p-benzoquinone

: 1,2,3,4,9-pentamethyl-1,4,4a,8a-tetrahydro-1,4-methan-naphthalene-5,8-dione

Conditions

Conditions	Yield
With methyltrioxorhenium(VII) In acetone at 30℃; for 0.75h;	98%

: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

: 135-02-4
ortho-anisaldehyde

: (2-methoxyphenyl)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methanol

Conditions

Conditions	Yield
Stage #1: 1,2,3,4,5-pentamethylcyclopentadiene With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; Stage #2: ortho-anisaldehyde In tetrahydrofuran; hexane at -20℃; for 1h;	97%
Stage #1: 1,2,3,4,5-pentamethylcyclopentadiene With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; Stage #2: ortho-anisaldehyde In tetrahydrofuran; hexane at -20℃; for 1h;	97%

: 462-18-0
tridecan-7-one

: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

: 874964-07-5
7-(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)-7-tridecanol

Conditions

Conditions	Yield
Stage #1: 1,2,3,4,5-pentamethylcyclopentadiene With n-butyllithium In tetrahydrofuran; hexane at -20℃; for 0.5h; Stage #2: tridecan-7-one With dimethylaluminum chloride In tetrahydrofuran; hexane at -20℃; for 1h;	97%

: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

: 2043-61-0
cyclohexanecarbaldehyde

: 874964-01-9
1-cyclohexyl-1-(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)-methanol

Conditions

Conditions	Yield
Stage #1: 1,2,3,4,5-pentamethylcyclopentadiene With n-butyllithium In tetrahydrofuran; hexane at -20℃; for 0.5h; Stage #2: cyclohexanecarbaldehyde With dimethylaluminum chloride In tetrahydrofuran; hexane at -20℃; for 1h;	97%
Stage #1: 1,2,3,4,5-pentamethylcyclopentadiene With n-butyllithium In tetrahydrofuran; hexane at -20℃; for 0.5h; Stage #2: With dimethylaluminum chloride In tetrahydrofuran; hexane at -20℃; for 0.5h; Stage #3: cyclohexanecarbaldehyde In tetrahydrofuran; hexane at -20℃; for 1h;	97%

: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

: 98-88-4
benzoyl chloride

: 35211-67-7
1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl phenyl ketone

Conditions

Conditions	Yield
Stage #1: 1,2,3,4,5-pentamethylcyclopentadiene With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.5h; Stage #2: benzoyl chloride In tetrahydrofuran; hexane at 0℃; for 0.5h;	96%
Stage #1: 1,2,3,4,5-pentamethylcyclopentadiene With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.666667h; Stage #2: benzoyl chloride In tetrahydrofuran; hexane at 0℃; for 0.5h; Further stages.;	90%

: chloro(1,5-cyclooctadiene)iridium(I) dimer

: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

: 12354-84-6, 12354-85-7
bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]

Conditions

Conditions	Yield
With hydrogenchloride In further solvent(s) addn. of concd. HCl to soln. of Ir-complex in pentamethylcyclopentadiene, refluxing with stirring under Ar; leaving stirring for 2 h, crystn., filtn., washing with methanol yields first crop of crystals, further treatment of filtrate yields another batch of crystals, recrystn. from CHCl3/diethyl ether, elem. anal.;	96%

: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

: 933-88-0
ortho-toluoyl chloride

: 1010106-91-8
1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl o-tolyl ketone

Conditions

Conditions	Yield
Stage #1: 1,2,3,4,5-pentamethylcyclopentadiene With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.5h; Stage #2: ortho-toluoyl chloride In tetrahydrofuran; hexane at 0℃; for 0.5h;	96%

: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

: 40585-51-1
pentamethyl-1,3-cyclopentadienylsodium

Conditions

Conditions	Yield
With sodium In toluene for 72h; Heating;	95%

1,2,3,4,5-Pentamethylcyclopentadiene Chemical Properties

IUPAC Name: 1,2,3,4,5-Pentamethylcyclopenta-1,3-diene
Systematic of 1,2,3,4,5-Pentamethylcyclopentadiene (CAS NO.4045-44-7): EINECS 223-743-4
CAS NO: 4045-44-7
Molecular Formula of 1,2,3,4,5-Pentamethylcyclopentadiene (CAS NO.4045-44-7): C₁₀H₁₆
Molecular Weight: 136.234
Molecular Structure:

Melting Point: 236 °C
ProductCategories: Alkenes ; Cyclic ; Organic Building Blocks
Index of Refraction: 1.459
Molar Refractivity: 45.79 cm3
Molar Volume: 167.2 cm3
Surface Tension: 21.2 dyne/cm
Density of 1,2,3,4,5-Pentamethylcyclopentadiene (CAS NO.4045-44-7): 0.814 g/cm3
Flash Point: 44.4 °C
Enthalpy of Vaporization: 38.99 kJ/mol
Boiling Point: 170.2 °C at 760 mmHg
Vapour Pressure: 1.97 mmHg at 25°C

1,2,3,4,5-Pentamethylcyclopentadiene Uses

1,2,3,4,5-Pentamethylcyclopentadiene is used as an in situ growth modifier chemical for the chemical vapour deposition of IRON from IRON pentacarbonyl.

1,2,3,4,5-Pentamethylcyclopentadiene Toxicity Data With Reference

1、RTECS#: CAS# 4045-44-7: None listed
2、LD50/LC50: RTECS: Not available.
3、Carcinogenicity: 1,2,3,4,5-Pentamethylcyclopentadiene - Not listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65.
4、Other: The toxicological properties have not been fully investigated.

1,2,3,4,5-Pentamethylcyclopentadiene Safety Profile

Risk Statements: 10
R10: Flammable.
Safety Statements: 16
S16: Keep away from sources of ignition.
RIDADR: UN 3295 3/PG 3
WGK Germany: 3
F: 9-23
HazardClass: 3
PackingGroup: III
HS Code: 29021990

1,2,3,4,5-Pentamethylcyclopentadiene Specification

Handling and Storage of 1,2,3,4,5-Pentamethylcyclopentadiene
Handling: Use spark-proof tools and explosion proof equipment. Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage: Keep away from sources of ignition. Store in a cool, dry place. Do not store in direct SUNLIGHT. Store in a tightly closed container. Flammables-area.

Product Name

1,2,3,4,5-Pentamethylcyclopentadiene

Synthetic route

1,2,3,4,5-Pentamethylcyclopentadiene Chemical Properties

1,2,3,4,5-Pentamethylcyclopentadiene Uses

1,2,3,4,5-Pentamethylcyclopentadiene Toxicity Data With Reference

1,2,3,4,5-Pentamethylcyclopentadiene Safety Profile

1,2,3,4,5-Pentamethylcyclopentadiene Specification

Related Products

Hot Products