CAS 244205-40-1 (2-Bromophenyl)boronic acid (HCID 2773294)

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Basic information

CAS: 244205-40-1
Standard SMILES: OB(O)c1ccccc1Br
InChIKey: PLVCYMZAEQRYHJ-UHFFFAOYSA-N
Molecular formula: C6H6BBrO2
Average molar mass: 200.83 g/mol
Monoisotopic mass: 199.96442193

Names & identifiers

Preferred name: (2-Bromophenyl)boronic acid
IUPAC: (2-bromophenyl)boronic acid
English name: 2-Bromophenylboronic acid
Molecular formula: C6H6BBrO2
Molecular weight: 200.83

Names & synonyms

(2-bromophenyl)boronic AcidRefChem:395531678-199-42-Bromophenylboronic acid244205-40-12-Bromobenzeneboronic Acido-bromophenylboronic acidMFCD011146722-BromophenylboronicacidBoronic acid, (2-bromophenyl)-bromobenzeneboronic acid2-bromophenyl boronic acid

Show more names

2-Bromophenylboronic Acid (contains varying amounts of Anhydride)o-BBBA2-broMoborateAKOS BRN-0929CAS:244205-40-1RARECHEM AH PB 00742-Bromophenylboronic

Boronic acid,B-(2-bromophenyl)-(2-bromophenyl)boronicAcid2-bromo phenyl boronic acid2-bromo-phenyl boronic acidSCHEMBL150114orb2940491SCHEMBL30546648DTXSID90378346

Database identifiers

CAS: 244205-40-1
PubChem CID: 2773294
DTXSID: DTXSID90378346
EC Number: 678-199-4
Nikkaji: J1.335.262C

Properties

Computed structural properties

Topological polar surface area: 40.5 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 2
Rotatable bonds: 1
Heavy atoms: 10
Formal charge: 0
Complexity: 110

Physicochemical properties

Melting point: 113 °C · 113 °C(lit.)
Boiling point: 329.2 · 329.2±44.0 °C(Predicted)
Density: 1.67 · 1.67±0.1 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: Acetonitrile (Slightly), Chloroform (Slightly), DMSO (Slightly), Methanol (Sparingly)
form: Powder
pka: 8.25 · 8.25±0.58(Predicted)
color: White to off-white
Water Solubility: Soluble in methanol. Slightly soluble in water.
BRN: 8542615 · 8542615
InChI: InChI=1S/C6H6BBrO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4,9-10H
InChIKey: PLVCYMZAEQRYHJ-UHFFFAOYSA-N
SMILES: B(C1=CC=CC=C1Br)(O)O
CAS DataBase Reference: 244205 · 244205-40-1(CAS DataBase Reference)
UNSPSC Code: 12352103 · 12352103

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 46 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

wgk: 3
hs_code: 29319090
risk_code: 36/37/38-22
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn,Xi
safety_code: 37/39-26
hazard_class: IRRITANT
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 1 item

Uses2-Bromobenzeneboronic acid is a boronic acid derivative that is widely used in organic synthesis for carbon-carbon bond formation. In Suzuki coupling, aryl halides and boronic acid aryl or vinyl esters or boronic acids are coupled using Pd(PPh3)4.

Preparation methods · 1 item

Preparation2-Bromophenylboronic acid synthesis: take 2-bromoaniline as raw material, synthesize the intermediate 1-Bromo-2-iodobenzene through diazotization and iodination, and then carry out magnesium iodide exchange with isopropylmagnesium bromide to synthesize o-bromophenylmagnesium bromide, It is then subjected to substitution reaction with trimethyl borate to synthesize methyl o-bromophenylboronic acid, and then hydrolyzed to synthesize 2-bromophenylboronic acid.