DICHLOROPHENYLBORANE supplier

Name
PHENYLBORON DICHLORIDE
EINECS
CAS No. 873-51-8
Article Data89
CAS DataBase
Density 1.224 g/mL at 25 °C(lit.)
Solubility Soluble in water (Reacts violently).
Melting Point 7 °C
Formula C6H5 B Cl2
Boiling Point 66 °C11 mm Hg(lit.),186.2 °C at 760 mmHg
Molecular Weight 158.823
Flash Point ?5 °F
Transport Information UN 2924 3
Appearance Colourless or yellow transparent liquid.
Safety The hot borane ignites in air. When heated to decomposition it emits toxic fumes of Cl⁻. See also BORANES.
Risk Codes 11-34-37
Molecular Structure
Hazard Symbols FC
Synonyms Borine,dichlorophenyl- (6CI); Dichlorophenylborane; NSC 93889; Phenylboron dichloride;Phenyldichloroborane; Phenyldichloroboron
PSA 0.00000
LogP 1.85940

Synthetic route

: 768-32-1
trimethylphenylsilane

: 10294-34-5
boron trichloride

: 873-51-8
phenylborondichloride

Conditions

Conditions	Yield
In neat (no solvent) byproducts: ClSi(CH3)3; 60°C, 12h, ampul;	98%
In dichloromethane byproducts: ClSi(CH3)3; in inert atmosphere, dropwise addn. of trimethylphenylsilane to a stirred soln. of BCl3 at -78°C, stirring (-78°C, 1 h), slow warming to room temp.; evapn. in vac. at 30°C.;	92%

: 10294-34-5
boron trichloride

: 19287-45-7
diborane

: 71-43-2
benzene

A: 873-51-8
phenylborondichloride

B: 1333-74-0
hydrogen

Conditions

Conditions	Yield
byproducts: boron hydride; High Pressure; under N2; diborane and trihalogen-borane was added to benzene at -130°C, then in a closed autoclave the mixture was heated to 130°C for 90 min; at -195.8°C H2 was removed, at room temp. the residue of trihalogen-borane and diborane were removed;	A 46% B 77%

...Expand

: 3262-89-3
triphenylboroxine

: 7446-70-0
aluminium trichloride

A: 2,2,8,8,13-pentachloro-4,6,10,12-tetraphenyl-1,3,5,7,9,11-hexaoxa-4,6,10,12-tetrabora-2,8,13-trialuminatetracyclo{7.3.1.0(3,13)0(7,13)}tridecane

B: 873-51-8
phenylborondichloride

Conditions

Conditions	Yield
In octane boroxine was added under Ar to a soln. of AlCl3, the mixt was heated at about 100 °C for 10 h (stirring);; filtration, residue washed with hexane, dried in vac. at 20°C, recrystd. from benzene; elem. anal.;;	A 68% B n/a

...Expand

: 100-41-4
ethylbenzene

: 10294-34-5
boron trichloride

: 19287-45-7
diborane

A: 1739-53-3
ethyl-dichloro-borane

B: 873-51-8
phenylborondichloride

C: 76782-86-0
(3-ethylphenyl)dichloroborane

D: 4250-50-4
(4-ethylphenyl)dichloroborane

E: 1333-74-0
hydrogen

Conditions

Conditions	Yield
With sodium hydroxide byproducts: benzene, boron hydride, CH3CH2C6H5; High Pressure; under N2; diborane and trihalogen-borane was added to ethylbenzene at -130°C, then in a closed autoclave the mixture was heated to 125°C for 85 min; at -195.8°C H2 was removed, at room temp. the residue of trihalogen-borane and diborane were removed;	A 16% B 4.5% C n/a D n/a E 68%

...Expand

: 31044-59-4
diethyl phenylboronate

: 10294-34-5
boron trichloride

: 873-51-8
phenylborondichloride

Conditions

Conditions	Yield
iron(III) chloride In dichloromethane byproducts: BCl2(OC2H5); slow addn. of boronate to BCl3 soln. contg. FeCl3 under N2, 0°C, within 10 min; stirring at 0°C, 1 h and at 25°C, 1 h; evapn.; extn. (CH2Cl2); evapn.; distn.;	67%

: 98-82-8
Isopropylbenzene

: 10294-34-5
boron trichloride

: 19287-45-7
diborane

A: 7680-99-1
dichloro-isopropyl-borane

B: 76782-87-1
m-Dichlor(isopropylphenyl)boran

C: 76782-88-2
p-Dichlor(isopropylphenyl)boran

D: 873-51-8
phenylborondichloride

E: 1333-74-0
hydrogen

Conditions

Conditions	Yield
byproducts: boron hydride, benzene, C3H8; High Pressure; under N2; diborane and trihalogen-borane was added to cumene at -130°C, then in a closed autoclave the mixture was heated to 130°C for 90 min; at -195.8°C H2 was removed, at room temp. the residue of trihalogen-borane and diborane were removed, unseparable isomers; elem. anal.;	A 4% B n/a C n/a D 20% E 61%

...Expand

: 595-90-4
tetraphenyltin(IV)

: 10294-34-5
boron trichloride

: 873-51-8
phenylborondichloride

Conditions

Conditions	Yield
In benzene BCl3 cooled at -78°C and quickly added to Sn(C6H5)4, cooled at 5°C while stirring; warming at ambient temp., boiled for 3.5 h using back-flow; best lab. method; solvent must be distd. below 140°C (immersion thermometer!); crude product distd. between 150-200°C; fractional vac. distn.;	56%
In benzene BCl3 cooled at -78°C and quickly added to Sn(C6H5)4, cooled at 5°C while stirring; warming at ambient temp., boiled for 3.5 h using back-flow; best lab. method; solvent must be distd. below 140°C (immersion thermometer!); crude product distd. between 150-200°C; fractional vac. distn.;	56%

: bis(chlorophenylboryl)phenylamine

A: 873-51-8
phenylborondichloride

B: 16672-48-3
hexaphenylborazine

Conditions

Conditions	Yield
In neat (no solvent, solid phase) N2 atmosphere, (room temp., 1E-3 Torr); pptn. (petroleum ether, room temp., 2 d), recrystn. (decane); elem. anal.;	A n/a B 26%

: (μ-H)3Os3(CO)9{μ3-η2-C(OB(Ph)Cl)B(Cl)}

A: (μ-H)3(CO)9Os3(μ3-CH)

B: 873-51-8
phenylborondichloride

Conditions

Conditions	Yield
With hydrogenchloride In dichloromethane-d2 byproducts: B3Cl3O3; under N2, stirred at room temp. for 2 h; decanted in an NMR tube, cooled to -196°C and sealed; NMR, IR, mass spectra;	A 25% B n/a

: 3262-89-3
triphenylboroxine

: 873-51-8
phenylborondichloride

Conditions

Conditions	Yield
With boron trichloride
With phosphorus pentachloride

: 98109-89-8
bis(s-butyloxy)phenyl borane

: 873-51-8
phenylborondichloride

Conditions

Conditions	Yield
With boron trichloride

: 3677-81-4
diphenylboronchloride

: 873-51-8
phenylborondichloride

Conditions

Conditions	Yield
With boron trichloride at 200℃;

: 31044-59-4
diethyl phenylboronate

: 873-51-8
phenylborondichloride

Conditions

Conditions	Yield
With boron trichloride

: 7330-48-5
dibutoxyphenylborane

: 873-51-8
phenylborondichloride

Conditions

Conditions	Yield
With boron trichloride
With phosphorus pentachloride

: 59024-15-6
diisobutyl phenylborate

: 873-51-8
phenylborondichloride

Conditions

Conditions	Yield
With phosphorus pentachloride

: 100123-15-7
chloro-phenoxy-phenyl-borane

A: 873-51-8
phenylborondichloride

B: 2938-75-2
diphenyl phenylboronate

Conditions

Conditions	Yield
at 155 - 160℃; under 0.05 Torr;

: 587-85-9
diphenylmercury(II)

A: 3262-89-3
triphenylboroxine

B: 873-51-8
phenylborondichloride

Conditions

Conditions	Yield
With boron trichloride; benzene at 180 - 200℃; ueber mehrere Stufen;

: 587-85-9
diphenylmercury(II)

: 873-51-8
phenylborondichloride

Conditions

Conditions	Yield
With boron trichloride at 180 - 200℃;

: 71-43-2
benzene

: 873-51-8
phenylborondichloride

Conditions

Conditions	Yield
With boron trichloride; aluminium
With aluminium trichloride; boron trichloride
With iodine; boron trichloride

: 10294-34-5
boron trichloride

: 71-43-2
benzene

: 873-51-8
phenylborondichloride

Conditions

Conditions	Yield
With Al(I2,AlCl3)
With aluminium trichloride; iodine for tech. application;
With palladium thermally;

: 7446-70-0
aluminium trichloride

: 10294-34-5
boron trichloride

: 71-43-2
benzene

: 873-51-8
phenylborondichloride

Conditions

Conditions	Yield
In octane
In octane

...Expand

: 13701-67-2
diboron tetrachloride

: 71-43-2
benzene

: 873-51-8
phenylborondichloride

: 3262-89-3
triphenylboroxine

: 10294-34-5
boron trichloride

: 873-51-8
phenylborondichloride

: 3262-89-3
triphenylboroxine

: 7719-12-2, 52843-90-0
phosphorus trichloride

: 873-51-8
phenylborondichloride

: 10294-34-5
boron trichloride

: 873-51-8
phenylborondichloride

Conditions

Conditions	Yield
With (dialkoxy)phenylborane

: 143-66-8
sodium tetraphenyl borate

: 10294-34-5
boron trichloride

: 873-51-8
phenylborondichloride

: 10294-34-5
boron trichloride

: 587-85-9
diphenylmercury(II)

: 873-51-8
phenylborondichloride

Conditions

Conditions	Yield
byproducts: H2O; distn.;;

: 591-50-4
iodobenzene

: 10294-34-5
boron trichloride

: 873-51-8
phenylborondichloride

Conditions

Conditions	Yield
Irradiation (UV/VIS);
Irradiation (UV/VIS);

: 10294-34-5
boron trichloride

: 100-56-1
phenylmercury(II) chloride

: 873-51-8
phenylborondichloride

: 873-51-8
phenylborondichloride

: 124-40-3
dimethyl amine

: 1201-45-2
Bis-(dimethylamino)-phenylboran

Conditions

Conditions	Yield
In pentane at -78 - 20℃; Inert atmosphere;	100%
In hexane	87%
In hexane	87%

: 158789-52-7
nitrido(tetra-tert-butylphthalocyaninato)rhenium(V)

: 873-51-8
phenylborondichloride

: 582295-88-3
((CH3)3CC8H3NN)4ReNBCl2C6H5

Conditions

Conditions	Yield
In dichloromethane Re compd. dissolved in CH2Cl2 and cooled to -5°C, electrophile added dropwise to this soln., stirred for 6 h at -5°C; solvent removed at -5°C, elem. anal.;	100%

: 25660-64-4
4-phenyl-1,2,3-selenadiazole

: 873-51-8
phenylborondichloride

: 1047719-64-1
4-phenyl-1,2,3-selenadiazole phenyldichloroborane complex

Conditions

Conditions	Yield
In benzene at 20℃; for 1h;	100%

: 1189139-25-0
5,5-dimethyl-5H-dibenzo[b,f]stannepine

: 873-51-8
phenylborondichloride

: 1237745-14-0
5-phenyl-5H-dibenzo[b,f]borepin

Conditions

Conditions	Yield
In toluene at -78 - 20℃; for 18h; Inert atmosphere;	100%
In toluene Schlenk air-free techniques; react. of Sn compound and PhBCl2 at -78°C;	99%

: 873-51-8
phenylborondichloride

: 5565-85-5
5,5-dimethyl-5H-dibenzo[b,d]stannole

: 14010-93-6
5-phenyl-5H-dibenzo[b,d]borole

Conditions

Conditions	Yield
In toluene byproducts: Me2SnCl2; (Ar); using Schlenk techniques; vac. transferring of toluene into flask with C12H8SnMe2 at -78°C; addn. dropwise via syringe of soln. of C6H5BCl2 at -78°C, slowly warming to room temp., stirring overnight; removal of solvent under vac., transferring to a sublimator, removal of Me2SnCl2 under static vac. at 40°C for 2 days, elem. anal.;	99%
In water; toluene at -78 - 20℃; for 12h; Inert atmosphere; Schlenk technique;
In toluene at -78 - 20℃; Inert atmosphere;

: Tl(C5H3(Si(CH3)3)2)

: 873-51-8
phenylborondichloride

: 192649-53-9
bis(bis(trimethylsilyl)cyclopentadienyl)phenylborane

Conditions

Conditions	Yield
In pentane byproducts: TlCl; Ar-atmosphere; dropwise addn. of B-compd. to 2 equiv. of Tl-compd. at room temp., stirring overnight; filtration off of TlCl, washing (pentane), slow evapn. (below 30°C), solidified on cooling, recrystn. (pentane);	99%

: 873-51-8
phenylborondichloride

: 1-ethyl-2-aminonaphthalene

: 2‐phenyl‐1,2‐dihydro‐1‐aza‐2‐boraphenanthrene

Conditions

Conditions	Yield
With triethylamine In chlorobenzene at 130℃; for 12h; Glovebox;	99%

: 873-51-8
phenylborondichloride

: 1‐vinylnaphthalen‐2‐amine

: 2‐phenyl‐1,2‐dihydro‐1‐aza‐2‐boraphenanthrene

Conditions

Conditions	Yield
With triethylamine In chlorobenzene at 130℃; for 14h; Inert atmosphere;	99%

: 873-51-8
phenylborondichloride

: 80-10-4
diphenylsilyl dichloride

: {((C6H5)2Si)4(B(C6H5))(CH2)5}

Conditions

Conditions	Yield
With sodium; 1,2-dibromomethane In xylene Ar; to suspension of Na were added at 138°C during 1.5 h silane and borane (4:1) and CH2Br2; 30 min reflux; filtration; evapn. of solvent and drying at 100°C for 20 h (vacuo); elem. anal.;	98.8%

: 873-51-8
phenylborondichloride

: 976-28-3
2,4,6-triphenylborazine

Conditions

Conditions	Yield
With 1,1,1,3,3,3-hexamethyl-disilazane In dichloromethane at 55℃; for 240h;	98%
With ammonia	96%
With NH3	96%

: 873-51-8
phenylborondichloride

: 999-97-3
1,1,1,3,3,3-hexamethyl-disilazane

: 976-28-3
2,4,6-triphenylborazine

Conditions

Conditions	Yield
In dichloromethane (Ar), (Me3Si)2NH in CH2Cl2 cooled to -78°C, treated with PhBCl2 under stirring, kept at 55°C for 10 d; evapd.(vac.), crystd.(Et2O);	98%
In benzene byproducts: Me3SiCl; absence of moisture; addn. of silylamine to borane derivative (during 4h, cooling in ice/EtOH, stirring), slow warming to room temp. (overnight); distn. of Me3SiCl (50-55°C, atmospheric pressure), repeated fractional distn.;	78%

: 174872-97-0
1,1-chloro(methyl)-1-sila-[1]ferrocenophane

: 873-51-8
phenylborondichloride

: 627099-07-4
(C5H4B(C6H5)Cl)Fe(C5H4SiCl2(CH3))

Conditions

Conditions	Yield
In hexane under Ar; Fe complex dissolved in hexane; added dropwise at 0°C to soln. of PhBCl2 (5 equiv.) in hexane; stirred at room temp. for 3 h; volatiles removed in vac.; taken up in hexane; soln. filtered over Na2SO4; solvent removed; detd. by (1)H NMR spectra;	98%

: 1104867-77-7
bis-valine N,N'-sulfone

: 873-51-8
phenylborondichloride

: 1104867-78-8
C22H26B2N2O6S

Conditions

Conditions	Yield
Stage #1: bis-valine N,N'-sulfone; phenylborondichloride In toluene for 0.5h; Stage #2: With polymer-bound 2,6-di-tert-butylpyridine In toluene for 0.25h;	98%

: 23111-13-9
8-((trimethylsilyl)oxy)quinoline

: 873-51-8
phenylborondichloride

: 2-chloro-2-phenyl-2H-2l4,3l4-[1,3,2]oxazaborolo[5,4,3-ij]quinoline

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 1h;	98%
In dichloromethane	98%

: N-(1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-2(3H)-ylidene)-1,1,1-trimethylsilanamine

: 873-51-8
phenylborondichloride

: C33H41BClN3

Conditions

Conditions	Yield
In toluene at -35 - 20℃; for 1.5h;	98%

: (trimethylsilyl)(trimethylstannyl)cyclopentadiene

: 873-51-8
phenylborondichloride

: bis(trimethylsilylcyclopentadienyl)phenylborane

Conditions

Conditions	Yield
In toluene Ar-atmosphere; refluxing (overnight); evapn. (vac.);	97.7%

: 1,1-dichloro-1-sila-[1]ferrocenophane

: 873-51-8
phenylborondichloride

: 627099-29-0
(C5H4B(C6H5)Cl)Fe(C5H4SiCl3)

Conditions

Conditions	Yield
In hexane under Ar; Fe complex dissolved in hexane; added dropwise at 0°C to soln. of PhBCl2 (5 equiv.) in hexane; stirred at room temp. for 3 h; volatiles removed in vac.; taken up in hexane; soln. filtered over Na2SO4; solvent removed; detd. by (1)H NMR spectra;	97%

: 873-51-8
phenylborondichloride

: 2,6-di(prop-1-en-2-yl)aniline

: C18H18BN

Conditions

Conditions	Yield
In toluene at 0℃; for 2.5h; Inert atmosphere; Reflux;	97%

: 4648-54-8
trimethylsilylazide

: 873-51-8
phenylborondichloride

: 168281-51-4
diazido(phenyl)borane

Conditions

Conditions	Yield
In benzene byproducts: Me3SiCl; cooling (0°C), stirring (12 h, room temp.); evapn. (vac.), distn. (50°C, 1 torr);	96.5%

: 873-51-8
phenylborondichloride

: 1201-45-2
Bis-(dimethylamino)-phenylboran

: 1196-44-7
chloro(dimethylamino)phenylborane

Conditions

Conditions	Yield
(dichloro)phenylborane was added to bis(dimethylamino)phenylborane keeping the temp. at 60-70°C, stirred for 30 min; destn.;	96%
In neat (no solvent) mixed and set aside for 3 h; distd. in vac.;	90%

: 873-51-8
phenylborondichloride

: 538-75-0
dicyclohexyl-carbodiimide

: 874162-18-2
C6H5BCl2N(C6H11)CN(C6H11)

Conditions

Conditions	Yield
In hexane PhBCl2 in hexane treated with equiv. of ligand at ambient temp.; isolated, crystd.;	96%

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

: 873-51-8
phenylborondichloride

: 54893-29-7
1-(1,2,4-triazol-4-yl)-2,4,6-trimethylbenzene

: tris(1-mesityl-1,3,4-triazolium)phenylborane bis(triflate)

Conditions

Conditions	Yield
Stage #1: phenylborondichloride; 1-(1,2,4-triazol-4-yl)-2,4,6-trimethylbenzene In toluene for 8h; Stage #2: trimethylsilyl trifluoromethanesulfonate In toluene at 110℃; for 24h;	96%

...Expand

: 873-51-8
phenylborondichloride

: C25H30BFePSn

A: 13272-66-7
(methyl)(phenyl)chloroborane

: C24H27BClFePSn

Conditions

Conditions	Yield
Stage #1: phenylborondichloride; C25H30BFePSn In benzene-d6 at 20℃; for 2h; Inert atmosphere; Schlenk technique; Glovebox; Stage #2: In benzene-d6 at 50℃; Inert atmosphere; Schlenk technique; Glovebox;	A n/a B 96%

...Expand

: 873-51-8
phenylborondichloride

: N-methyl-N,N-di(3-thienyl)amine

: 4-methyl-8-phenyl-4,8-dithieno[3,2-b:2',3'-e][1,4]azaborine

Conditions

Conditions	Yield
With triethylamine In chlorobenzene at 135℃; for 48h;	96%

: 873-51-8
phenylborondichloride

: 2,2’-(2,5-dimethoxy-1,4-phenylene)dithiophene

: C26H16B2O2S2

Conditions

Conditions	Yield
With tetra-(n-butyl)ammonium iodide; triethylamine In chlorobenzene at 135℃; for 24h;	96%

: 873-51-8
phenylborondichloride

: 2,2'-(4,6-dimethoxy-1,3-phenylene)dithiophene

: C26H16B2O2S2

Conditions

Conditions	Yield
With tetra-(n-butyl)ammonium iodide; triethylamine In chlorobenzene at 135℃; for 24h;	96%

: 873-51-8
phenylborondichloride

: 124-40-3
dimethyl amine

: 94947-35-0
({(CH3)2NH}2B(Cl)C6H5)(1+)*Cl(1-)=({(CH3)2NH}2B(Cl)C6H5)Cl

Conditions

Conditions	Yield
In benzene	95.5%
In benzene	95.5%

: 6,16-dimesityl-11-phenyl-subpyriporphyrin

: 873-51-8
phenylborondichloride

: [6,16-dimesityl-11-phenyl-subpyriporphyrin-phenylboron] tetrafluoroborate

Conditions

Conditions	Yield
Stage #1: 6,16-dimesityl-11-phenyl-subpyriporphyrin; phenylborondichloride In toluene for 1.5h; Stage #2: With silver tetrafluoroborate In toluene Further stages.;	95%

: 75632-74-5
1,1-di-n-butyl-2,3,4,5-tetraphenylstannol

: 873-51-8
phenylborondichloride

A: 683-18-1
dibutyltin chloride

B: 20195-59-9
1,2,3,4,5-pentaphenyl-1H-borole

Conditions

Conditions	Yield
In toluene To a cooled toluene soln. of stannol was added PhBCl2, stirred for 3 h at room temp. (inert atm.);; filtered, ppt. was washed with toluene, dried in high vac.; elem. anal.;;	A n/a B 95%

...Expand

DICHLOROPHENYLBORANE Chemical Properties

Product Name: Dichlorophenylborane (CAS NO.873-51-8)

Molecular Formula: C₆H₅BCl₂
Molecular Weight: 158.82g/mol
Mol File: 873-51-8.mol
Appearance: Clear colorless liquid
Melting Point: 7 °C
Boiling point: 186.2 °C at 760 mmHg
Storage Temperature: 2-8°C
Flash Point: 66.4 °C
Density: 1.224 g/mL at 25 °C(lit.)
Refractive index: n20/D 1.545(lit.)
Sensitive: Moisture Sensitive
Surface Tension: 29.8 dyne/cm
Enthalpy of Vaporization: 40.52 kJ/mol
Vapour Pressure: 0.92 mmHg at 25°C

DICHLOROPHENYLBORANE Safety Profile

Safety Information of Dichlorophenylborane (CAS NO.873-51-8):
Hazard Codes: F,C
Risk Statements: 11-34-37
11: Highly Flammable
34: Causes burns
37: Irritating to the respiratory system
Safety Statements: 16-26-36/37/39-45
16: Keep away from sources of ignition - No smoking
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
37: Wear suitable gloves
39: Wear eye/face protection
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)

DICHLOROPHENYLBORANE Specification

Dichlorophenylborane ,its CAS NO. is 873-51-8,the synonyms is Borane,dichlorophenyl- ; C6h5bcl2 ; Phenyldichloroborane ; Phenylboron dichloride ; Dichlorophenylborane ; Dichlorophenyl boron .

Product Name

PHENYLBORON DICHLORIDE

Synthetic route

DICHLOROPHENYLBORANE Chemical Properties

DICHLOROPHENYLBORANE Safety Profile

DICHLOROPHENYLBORANE Specification

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