CAS 16532-79-9 Benzeneacetonitrile, 4-bromo- (HCID 27914)

Substructure search Find similar structures

Basic information

CAS: 16532-79-9
Standard SMILES: N#CCc1ccc(Br)cc1
InChIKey: MFHFWRBXPQDZSA-UHFFFAOYSA-N
Molecular formula: C8H6BrN
Average molar mass: 196.04 g/mol
Monoisotopic mass: 194.96836129

Names & identifiers

Preferred name: Benzeneacetonitrile, 4-bromo-
IUPAC: 2-(4-bromophenyl)acetonitrile
English name: 4-Bromophenylacetonitrile
Molecular formula: C8H6BrN
Molecular weight: 196.04

Names & synonyms

4-Bromophenylacetonitrile16532-79-92-(4-Bromophenyl)acetonitrile4-Bromobenzyl cyanideBenzeneacetonitrile, 4-bromo-p-Bromophenylacetonitrile4-Bromobenzylcyanidep-Bromobenzyl cyanide4-Bromobenzeneacetonitrile(4-bromophenyl)acetonitrilep-BromobenzylcyanideACETONITRILE, (p-BROMOPHENYL)-

Show more names

PARA BROMO PHENYL ACETONITRILEPBPANp-Bromobenzyl4-bromocyanideThebenzylbroMideP-bromoacetonitrile4-BroMobenzylnitrile

NSC 84174EINECS 240-602-2BRN 1861069DTXSID60517744-09-00-01683 (Beilstein Handbook Reference)RefChem:562964DTXCID5030329240-602-2

Database identifiers

CAS: 16532-79-9
PubChem CID: 27914
DTXSID: DTXSID6051774
EC Number: 240-602-2
Nikkaji: J31.183I

Properties

Computed structural properties

XLogP: 2.5
Topological polar surface area: 23.8 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 1
Heavy atoms: 10
Formal charge: 0
Complexity: 139

Physicochemical properties

Melting point: 47 · 47-49 °C (lit.)
Boiling point: 116 · 116-118°C 3mm
Density: 1.49 · 1.49
refractive index: 1.655 · 1.6550 (estimate)
Flash point: 230 °F · >230 °F
storage temp.: Sealed in dry,Room Temperature
solubility: Chloroform (Sparingly), Ethyl Acetate (Sparingly)
form: Crystalline Mass
color: Colorless to pale brown
Water Solubility: slightly soluble
BRN: 1861069 · 1861069
Exposure limits: 25 mg/m3 · NIOSH: IDLH 25 mg/m3
InChI: 1S/C8H6BrN/c9-8-3-1-7(2-4-8)5-6-10/h1-4H,5H2
InChIKey: MFHFWRBXPQDZSA-UHFFFAOYSA-N
SMILES: Brc1ccc(CC#N)cc1
CAS DataBase Reference

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H301 (77%): Toxic if swallowed [Danger Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P316, P301+P317, 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 61 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

T - indicates a substance that is the subject of a final TSCA section 4 test rule.

Status: Active Update: 10-01-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/27383

Hazard Classes and CategoriesAcute Tox. 3 (77%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
wgk: 3
tsca: TSCA listed
rtecs: AL8090000
ridadr: 3276
hs_code: 29269090
risk_code: 20/21/22-36/37/38-20/21/22/36/37/39
Signal word: Danger
Symbol(GHS): GHS06
hazard_code: Xn,Xi
hazard_note: Irritant
safety_code: 26-36/37/39-38-26/36/37/39
hazard_class: 6.1

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationBenzeneacetonitrile, 4-bromo-: INACTIVE

Applications · 3 items

Uses4-Bromophenylacetonitrile has been used in the synthesis of :new fluorene-based alternating polymerslight-emitting copolymer, poly(N 4,N 4-bis-(4-phenyl)-N 4,N 4′-bis-[4-(2-ethylhexyloxy)phenyl]-biphenyl-4,4′-diamine-co-1,2-bis(4′-phenyl)-1-(9′′,9′′-dihexyl-3-fluorenyl)ethane) using a Yamamoto coupling reaction N-methyl-3,4-bis(4-(N-(1-naphthyl)phenylamino)phenyl)maleimide, a novel non-doped red organic light-emitting diode (OLED) material

Uses4-Bromophenylacetonitrile is a chemical model used for the study and analysis of human buccal absorption of pharmaceuticals.

General Description4-Bromophenylacetonitrile undergoes reduction using 1,1,3,3-tetramethyldisiloxane activated by a non-toxic titanium(IV) isopropoxide to yield 4-bromophenylethylamine.