2-Bromophenylboronic Acid

Product Information

Molecular Formula:
C6H6BrO2B
Molecular Weight:
200.83
Description
Catalyzes the formation of amide bonds from amines and carboxylic acids. Used to promote greener amidations of carboxylic acids and amines in catalytic amounts. This technology avoids the requirement of preactivation of the carboxylic acid or use of coupling reagents.Direct Amidation of Carboxylic Acids Catalyzed by ortho-Iodo Arylboronic Acids: Catalyst Optimization, Scope, and Preliminary Mechanistic Study Supporting a Peculiar Halogen Acceleration Effect.
Synonyms
(2-bromophenyl)boronic acid; (2-bromophenyl)boronic acid
IUPAC Name
(2-bromophenyl)boronic acid
Canonical SMILES
B(C1=CC=CC=C1Br)(O)O
InChI
InChI=1S/C6H6BBrO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4,9-10H
InChI Key
PLVCYMZAEQRYHJ-UHFFFAOYSA-N
Boiling Point
329.2 °C at 760 mmHg
Melting Point
113 °C (lit.)
Purity
99 %
Density
1.67 ± 0.1 g/mL (predicted)
Appearance
White powder
LogP
0.12890

Safety Information

Hazards
H315 - H319 - H335
Precautionary Statement
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501
Signal Word
Warning

Computed Properties

Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
1
Exact Mass
199.96442 g/mol
Monoisotopic Mass
199.96442 g/mol
Topological Polar Surface Area
40.5Ų
Heavy Atom Count
10
Formal Charge
0
Complexity
110
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes

Patents

Publication Number Title Priority Date
US-2016102071-A1 Substituted benzothiophenyl derivatives as gpr40 agonists for the treatment of type ii diabetes 2014-10-08
WO-2015166076-A1 Microencapsulation of detergent components 2014-05-02
WO-2015164578-A2 Non-enzymatic electrochemical sensor for measuring analytes 2014-04-23
WO-2015144784-A1 Microencapsulation using small amines 2014-03-25
WO-2015131021-A2 Anti-amyloid compounds containing benzofurazan 2014-02-27
US-2015239838-A1 Compounds for Treatment of Complement Mediated Disorders 2014-02-25
US-2015228908-A1 Carbazole-based compound and organic light-emitting device including the same 2014-02-11
WO-2015105315-A1 Fused-ring compound and organic light-emitting device comprising same 2014-01-10
US-2015060808-A1 Indenopyridine-based compound and organic light-emitting device including the same 2013-08-30
EP-2832739-A1 Bridged metallocene complex for olefin polymerization 2013-08-01

Literatures

PMID Publication Date Title Journal
20822116 2010-10-01 Synthesis of dibenzazepinones by palladium-catalyzed intramolecular arylation of o-(2'-bromophenyl)anilide enolates The Journal of organic chemistry
20199094 2010-04-02 Intramolecular direct C-H arylation approach to fused purines. Synthesis of purino[8,9-f]phenanthridines and 5,6-dihydropurino[8,9-a]isoquinolines The Journal of organic chemistry
19707656 2009-09-21 Rhodium-catalyzed cycloaddition of 1,6-enynes with 2-bromophenylboronic acids: synthesis of a multi-substituted dihydronaphthalene scaffold Chemical communications (Cambridge, England)
17614307 2007-01-01 Novel core-expanded rylenebis(dicarboximide) dyes bearing pentacene units: facile synthesis and photophysical properties Chemistry (Weinheim an der Bergstrasse, Germany)
12558411 2003-02-07 A new suzuki-heck-type coupling cascade: indeno[1,2,3]-annelation of polycyclic aromatic hydrocarbons The Journal of organic chemistry
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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