Benzonitrile, 4-bromo-

HCID 12162CAS 623-00-7

Basic information

Standard SMILES
N#Cc1ccc(Br)cc1
InChIKey
HQSCPPCMBMFJJN-UHFFFAOYSA-N
Molecular formula
C7H4BrN
Average molar mass
182.02 g/mol
Monoisotopic mass
180.95271123

Names & identifiers

Preferred name
Benzonitrile, 4-bromo-
IUPAC
4-bromobenzonitrile
English name
4-Bromobenzonitrile
Molecular formula
C7H4BrN
Molecular weight
182.02

Names & synonyms

4-BROMOBENZONITRILE623-00-7Benzonitrile, 4-bromo-p-BromobenzonitrileBenzonitrile, p-bromo-1-Bromo-4-cyanobenzeneAI3-00488NSC 3978EINECS 210-764-9DTXSID60211352RefChem:566238Benzonitrile, p-bromo-(8CI)
Show more names
4-bromobenzoic acid nitrilePBBNOf broMoxynil4-Brombenzonitril4-bromo-benzonitrilp-CyanobromobenzeneBROMOBENZONITRILE-4
DTXCID60133843210-764-9InChI=1/C7H4BrN/c8-7-3-1-6(5-9)2-4-7/h1-44-BromocyanobenzeneMFCD000018114-CYANOBROMOBENZENE4-bromo-benzonitrile4-cyano-bromobenzene

Database identifiers

CAS
623-00-7
PubChem CID
12162
DTXSID
DTXSID60211352
ChEMBL
CHEMBL3248210
UNII
32L8XG37J4
EC Number
210-764-9
Nikkaji
J42.017D

Properties

Computed structural properties

XLogP
2.6
Topological polar surface area
23.8 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
1
Rotatable bonds
0
Heavy atoms
9

Experimental & physicochemical properties

SpringerMaterials Properties13C nuclear magnetic resonance spectrum
LogP2.42

Physicochemical properties

Melting point
110 · 110-115 °C(lit.)
Boiling point
235 · 235-237 °C(lit.)
Density
1 · 1,562 g/cm3
refractive index
1.5999 · 1.5999 (estimate)
Flash point
130 °C · 130°C
storage temp.
Sealed in dry,Room Temperature

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H301 (91.2%): Toxic if swallowed [Danger Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P273, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 57 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Status: Active Update: 04-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/25590

4-Bromobenzonitrile: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesAcute Tox. 3 (91.2%)

Safety data

PPE
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
wgk
2
rtecs
DI2460000
ridadr
UN 3439 6.1/PG 3
hs_code
29269095
risk_code
22-36/37/38-20/21/22

Chemistry & industry

Applications · 2 items

Uses4- Bromobenzonitrile is classified as organic nitriles, which are commonly use solvents and are reacted further for various applications such as manufacture of polymers and intermediates for pharmaceu ticals and other organic chemicals,

Uses4-Bromobenzonitrile is used as reagents and solvents. Reaction of 2-propanol, 4-bromobenzonitrile, and NaH in the presence of 1.5 mol % Pd2(dba)3 and 3 mol % (S)-(-)2,2-bis(di-p-tolylphosphino)- 1,1-binaphthyl at 50°C afforded 4-isopropoxy- benzonitrile in 80% isolated yield. The synthesis of 4-cyanobiphenyl at room temperature in a flow injection microreactor, using a supported catalyst, without the addition of a base gave a product yield of 67±7% (n=6). This was achieved by injecting 4-bromobenzonitrile. The 3-arylation of 2,5-dimethylthiophene with 4-bromopropiophenone, 4-trifluoromethylbromobenzene or 4-bromobenzonitrile gave 3-5 in only 38-50% yields in Palladium-catalysed direct 3-or 4-arylation of thiophene derivatives using aryl bromides.

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [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]
山东兴润达化工有限公司0534-18615348689 18615348689

Related reactions

315 records

Linked notes

Loading…