ChemicalBook > CAS DataBase List > Dichlorophenylborane
Dichlorophenylborane
- Product Name
- Dichlorophenylborane
- CAS No.
- 873-51-8
- Chemical Name
- Dichlorophenylborane
- Synonyms
- DICHLOROPHENYLBORANE;C6H5BCl2;NSC 93889;Phenyldichloroboron;DICHLOROPHENYL BORON;PHENYLDICHLOROBORANE;DICHLOROOHENYLBORANE;PHENYLBORON DICHLORIDE;Borane,dichlorophenyl-;Dichlorophenylborane>
- CBNumber
- CB7471306
- Molecular Formula
- C6H5BCl2
- Formula Weight
- 158.82
- MOL File
- 873-51-8.mol
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Dichlorophenylborane Property
- 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.)
- Flash point:
- −5 °F
- storage temp.
- 2-8°C
- form
- Liquid
- Specific Gravity
- 1.224
- color
- Colorless
- 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)
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Safety
- Hazard Codes
- F,C
- Risk Statements
- 11-34-37
- Safety Statements
- 16-26-36/37/39-45
- RIDADR
- UN 2924 3/PG 2
- WGK Germany
- 3
- F
- 10-23
- HazardClass
- 3
- PackingGroup
- II
- HS Code
- 29310099
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Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H225Highly Flammable liquid and vapour
H314Causes severe skin burns and eye damage
- Precautionary statements
-
P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P233Keep container tightly closed.
P240Ground/bond container and receiving equipment.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
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N-Bromosuccinimide Price
Sigma-Aldrich
- Product number
- 101346
- Product name
- Dichlorophenylborane
- Purity
- 97%
- Packaging
- 1g
- Price
- $53.3
- Updated
- 2024/03/01
Sigma-Aldrich
- Product number
- 101346
- Product name
- Dichlorophenylborane
- Purity
- 97%
- Packaging
- 5g
- Price
- $117
- Updated
- 2024/03/01
TCI Chemical
- Product number
- D4367
- Product name
- Dichlorophenylborane
- Purity
- >98.0%(T)
- Packaging
- 5g
- Price
- $134
- Updated
- 2024/03/01
TCI Chemical
- Product number
- D4367
- Product name
- Dichlorophenylborane
- Purity
- >98.0%(T)
- Packaging
- 25g
- Price
- $427
- Updated
- 2024/03/01
Alfa Aesar
- Product number
- 032583
- Product name
- Dichlorophenylborane, 96%
- Packaging
- 1g
- Price
- $29.65
- Updated
- 2024/03/01
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Dichlorophenylborane Chemical Properties,Usage,Production
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
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.
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
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.
Dichlorophenylborane Preparation Products And Raw materials
Raw materials
Preparation Products
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