3-(4-Chlorophenyl)prop-2-enenitrile

HCID 34243

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Basic information

CAS: 28446-72-2
Standard SMILES: N#CC=Cc1ccc(Cl)cc1
InChIKey: PPCNBCKABHGVMX-UHFFFAOYSA-N
Molecular formula: C9H6ClN
Average molar mass: 163.6 g/mol
Monoisotopic mass: 163.01887687

Names & identifiers

Preferred name: 3-(4-Chlorophenyl)prop-2-enenitrile
IUPAC: 3-(4-chlorophenyl)prop-2-enenitrile
English name: 4-Chlorocinnamonitrile
Molecular formula: C9H6ClN
Molecular weight: 163.6

Names & synonyms

3-(4-chlorophenyl)prop-2-enenitrile(2E)-3-(4-chlorophenyl)prop-2-enenitrileSCHEMBL596410PPCNBCKABHGVMX-UHFFFAOYSA-NDTXSID0012921793-(4-chloro-phenyl)-acrylonitrileAKOS016881889DB-093976P-CHLOROCINNAMONITRILEp-chloro-cinnamonitril4-Chlorocinnamonitrile4-Chlorobenzeneacrylonitrile

Show more names

3-(4-Chlorophenyl)propenenitrile3-(4-chlorophenyl)-2-propenenitril(E)-3-(4-Chlorophenyl)acrylonitrile3-(4-Chlorophenyl)-2-propenenitrile(2E)-3-(4-CHLOROPHENYL)ACRYLONITRILE(E)-3-(4-Chlorophenyl)propenenitrile

Database identifiers

CAS: 28446-72-2
PubChem CID: 34243
DTXSID: DTXSID001292179

Properties

Computed structural properties

XLogP: 2.3
Topological polar surface area: 23.8 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 1
Heavy atoms: 11
Formal charge: 0
Complexity: 181

Physicochemical properties

Melting point: 55 · 55-70 °C(lit.)
Boiling point: 293.9 · 293.9±15.0 °C(Predicted)
Density: 1.205 · 1.205±0.06 g/cm3(Predicted)
Flash point: 230 °F · >230 °F
form: solid
InChI: 1S/C9H6ClN/c10-9-5-3-8(4-6-9)2-1-7-11/h1-6H/b2-1+
InChIKey: PPCNBCKABHGVMX-OWOJBTEDSA-N
SMILES: Clc1ccc(\C=C\C#N)cc1
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302+H312+H332-H315-H319-H335
Precautionary statements: 261 · P261-P280-P301+P312-P302+P352+P312-P304+P340+P312-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xn
Risk Statements: 20 · 20/21/22-36/37/38
Safety Statements: 26 · 26-37/39
WGK Germany: 3 · 3
RTECS: 1457900 · GE1457900
HS Code: 2926907090 · 2926907090
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 4 OralEye · Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
rtecs: GE1457900
hs_code: 2926907090
risk_code: 20/21/22-36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn
safety_code: 26-37/39
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H302+H312+H332-H315-H319-H335
Hazard Classifications: Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P280-P301+P312-P302+P352+P312-P304+P340+P312-P305+P351+P338

Chemistry & industry

Applications

Uses4-Chlorocinnamonitrile was used in the synthesis of ethyl-1-(4-chlorophenyl)-2-cyanoethyl(diethoxymethyl)phosphinate. It was used to compare the radical and homocopolymerization ability of geometrical isomers of cinnamonitriles.