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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
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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Dichlorophenylborane Suppliers

Finetech Industry Limited
Tel
027-87465837 19945049750
Fax
027-8777-2287
Email
sales@finetechnology-ind.com
Country
China
ProdList
9648
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
Advantage
84
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
Advantage
81
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44688
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61
Shanghai Longsheng chemical Co.,Ltd.
Tel
021-58099652-8005 13585536065
Fax
021-58099609
Email
bin.wu@shlschem.com
Country
China
ProdList
9809
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59
Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696
Email
info@hanhongsci.com
Country
China
ProdList
42958
Advantage
64
Syntechem Co.,Ltd
Tel
Fax
E-Mail Inquiry
Email
info@syntechem.com
Country
China
ProdList
12984
Advantage
57
Thermo Fisher Scientific
Tel
800-810-5118
Fax
+86-10-84193589
Email
cnchemical@thermofisher.com
Country
China
ProdList
17770
Advantage
75

873-51-8, DichlorophenylboraneRelated Search:


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  • C6H5BCl2
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  • PHENYLBORON DICHLORIDE
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  • B1C6Cl2H5
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  • Reduction
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  • organoboron and borato-metal complexes