(4-Bromophenyl)boronic acid

HCID 79599CAS 5467-74-3
Substructure searchFind similar structures

Basic information

Standard SMILES
OB(O)c1ccc(Br)cc1
InChIKey
QBLFZIBJXUQVRF-UHFFFAOYSA-N
Molecular formula
C6H6BBrO2
Average molar mass
200.83 g/mol
Monoisotopic mass
199.96442193

Names & identifiers

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

Names & synonyms

5467-74-3(4-Bromophenyl)boronic acid4-Bromophenylboric acidPara-bromophenylboric acidDTXSID90203129PBPBARefChem:520539DTXCID40125620226-779-94-Bromophenylboronic acid4-Bromobenzeneboronic acidp-Bromophenylboronic acid
Show more names
p-BBBANSC 25407AKOS BRN-0005RARECHEM AH PB 00754-Bromophenylboronicp-bromophenylboricacidFlortaucipir Impurity 25
Boronic acid, (4-bromophenyl)-p-Bromophenylboric acidp-Bromobenzeneboronic acid(p-Bromophenyl)boronic acidBenzeneboronic acid, p-bromo-4-bromophenyl boronic acidMFCD000021044-bromo phenyl boronic acid

Database identifiers

CAS
5467-74-3
PubChem CID
79599
DTXSID
DTXSID90203129
ChEMBL
CHEMBL20866
EC Number
226-779-9
Nikkaji
J54.859F

Properties

Computed structural properties

Topological polar surface area
40.5 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
2
Rotatable bonds
1
Heavy atoms
10

Experimental & physicochemical properties

Chemical ClassesMetals -> Metalloid Compounds (Boron)
Physical DescriptionLight brown crystalline solid; [Sigma-Aldrich MSDS]

Physicochemical properties

Melting point
284 · 284-288 °C (lit.)
Boiling point
315 · 315.0±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
form
Crystalline Powder
pka
8.32 · 8.32±0.10(Predicted)

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (98.2%): 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 56 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationBoronic acid, (4-bromophenyl)-: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryIntravenous LD50 (mouse) = 180 mg/kg; [RTECS] A skin and strong eye irritant; [Sigma-Aldrich MSDS] See Benzeneboronic acid.
Hazard Classes and CategoriesSkin Irrit. 2 (98.2%)

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
tsca
T
rtecs
CY8650000
hs_code
29319090
risk_code
36/37/38-22

Chemistry & industry

Applications · 3 items

Usessuzuki reaction

Uses4-Bromobenzeneboronic acid is a reagent used for Palladium catalyzed Suzuki-Miyaura cross-couplings, Tandem-type Pd(II)-catalyzed oxidative Heck reaction and intramolecular C-H amidation sequence. It is also used in the preparation of Protein modulators and enzymatic and kinase inhibitors, Gallate-based obovatol analogs with potential anti-tumor activity. It is used as a reagent for Copper-mediated ligandless aerobic fluoroalkylation of arylboronic acids with fluoroalkyl iodides, Pd-catalyzed arylative cyclization of alkyne-tethered enals or enones via carbopalladation of alkynes, Copper-catalyzed cross-couplings.

UsesLabelled 4-Bromophenylboronic Acid (B686545). 4-Bromophenylboric acid is used in the preparation of arylboronates as inhibitors of fatty acid amide hydrolase.

Upstream & downstream products

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

Related reactions

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Linked notes

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