| Identification | More | [Name]
PHENYLBORON DICHLORIDE | [CAS]
873-51-8 | [Synonyms]
DICHLOROPHENYLBORANE
DICHLOROPHENYL BORON
PHENYLBORON DICHLORIDE
PHENYLDICHLOROBORANE
Borane,dichlorophenyl-
C6H5BCl2
Phenylborondichloride,95%
Phenylborondichloride,min.97%
Phenylboron dichloride, Phenyldichloroborane
Phenylboron dichloride, min. 97%
Phenyldichloroboron | [Molecular Formula]
C6H5BCl2 | [MDL Number]
MFCD00013612 | [Molecular Weight]
158.82 | [MOL File]
873-51-8.mol |
| Chemical Properties | Back Directory | [Appearance]
clear colorless liquid | [Melting point ]
7 °C | [Boiling point ]
66 °C11 mm Hg(lit.) | [density ]
1.224 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.545(lit.)
| [Fp ]
−5 °F
| [storage temp. ]
2-8°C
| [form ]
Liquid | [color ]
Colorless | [Specific Gravity]
1.224 | [Water Solubility ]
Soluble in water (Reacts violently). | [Sensitive ]
Moisture Sensitive | [BRN ]
2243576 | [InChI]
InChI=1S/C6H5BCl2/c8-7(9)6-4-2-1-3-5-6/h1-5H | [InChIKey]
NCQDQONETMHUMY-UHFFFAOYSA-N | [SMILES]
B(Cl)(Cl)C1=CC=CC=C1 | [CAS DataBase Reference]
873-51-8(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
 
GHS02,GHS05 | [Signal word ]
Danger | [Hazard statements ]
H225-H314 | [Precautionary statements ]
P210-P233-P240-P280-P303+P361+P353-P305+P351+P338 | [Hazard Codes ]
F,C | [Risk Statements ]
R11:Highly Flammable.
R34:Causes burns.
R37:Irritating to the respiratory system. | [Safety Statements ]
S16:Keep away from sources of ignition-No smoking .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 2924 3/PG 2
| [WGK Germany ]
3
| [F ]
10-23 | [HazardClass ]
3 | [PackingGroup ]
II | [HS Code ]
29310099 | [Storage Class]
3 - Flammable liquids | [Hazard Classifications]
Flam. Liq. 2
Skin Corr. 1B |
| Hazard Information | Back Directory | [Chemical Properties]
clear colorless liquid | [History]
In 1880, Michaelis and co-workers began to investigate aryl-boranes to determine the valency of boron which was, at thetime, debated to be three or five. They reacted gaseous BCl3with diphenylmercury at elevated temperatures in a sealedtube and observed the formation of dichlorophenylborane and HgCl2. Dichlorophenylborane was isolated via distillationand was characterized by elemental analysis and conclusivefollow-up chemistry[1].
| [Uses]
Catalyst for:
- Antiproliferative macrolide and cell migration inhibitor lactimidomycin
- Enantioselective synthesis of polyketide segments using vinylogous Mukaiyama aldol reactions
- Enantioselective Diels-Alder cycloadditions after its reaction with allo-threonine derivatives
- Stereoselective alkylative ring opening of cyclic anhydrides
- Cross-metathesis reaction of amino derivatives with olefins
- Asymmetric acetate aldol reactions
- The reaction of aryl aldehydes with styrene and (E)-β-methylstyrene
| [Uses]
Dichlorophenylborane is widely used as a catalyst in Antiproliferative macrolide and cell migration inhibitor lactimidomycin and in enantioselective synthesis of polypeptide segments using vinylogous Mukaiyama aldol reactions and in enantioselective Diels-Alder cycloadditions after its reaction with allo-threonine derivatives. It is a stereo selective alkylative ring opening of cyclic anhydrides and in cross-metathesis reaction of amino derivatives with olefines. | [reaction suitability]
reagent type: reductant | [References]
[1] Sarina M. Berger, Prof.?Dr. Todd B. Marder, Matthias Ferger. “Synthetic Approaches to Triarylboranes from 1885 to 2020.” Chemistry - A European Journal 27 24 (2021): 7043–7058.
|
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Alfa Aesar
|
| Telephone: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
| Company Name: |
Sigma-Aldrich
|
| Telephone: |
021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
|