Cinnamoyl Chloride (HCID 5354261)

Overview

RN given refers to cpd without isomeric designation

Names & identifiers

Preferred name: Cinnamoyl Chloride
IUPAC: (E)-3-phenylprop-2-enoyl chloride
English name: CINNAMOYL CHLORIDE
Molecular formula: C9H7ClO
Molecular weight: 166.6

Names & synonyms

Cinnamoyl chloride17082-09-6102-92-13-Phenyl-2-propenoyl chlorideCinnamic acid chloride2-Propenoyl chloride, 3-phenyl-beta-Phenylacryloyl chlorideNSC-468304L46S032WDTXSID3059264RefChem:126263DTXCID6032693

Show more names

AKOS BBS-00003908CinnamoylChloride>CINNAMIC ACID CHLORIDE(2E)-Cinnamoyl chloride3-PHENYLACRYLYL CHLORIDE3-PHENYLPROPENOYL CHLORIDEBrexpiprazole impurity 108(E)-3-Phenylacrylyl chloride

203-065-5679-054-8(E)-cinnamoyl chloridetrans-Cinnamoyl chlorideCinnamic chloridetrans-3-Phenylacryloyl chloride(2E)-3-phenylprop-2-enoyl chlorideCinnamoylchloride

Database identifiers

CAS: 102-92-1、17082-09-6
PubChem CID: 5354261
DTXSID: DTXSID401312860
UNII: 04L46S032W
EC Number: 203-065-5、679-054-8
Nikkaji: J62.851D、J9.739J

Properties

Computed structural properties

XLogP: 3.1
Topological polar surface area: 17.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 2
Heavy atoms: 11
Formal charge: 0
Complexity: 157

Physicochemical properties

Melting point: 35 · 35-37 °C(lit.)
Boiling point: 256 · 256-258 °C(lit.)
Density: 1 · 1,162 g/cm3
refractive index: 1.5845 · 1.5845
Flash point: 230 °F · >230 °F
storage temp.: 30 °C · Store below +30°C.
solubility: 0.1 g/mL, · dioxane: 0.1 g/mL, clear
form: Solid
color: Off-White
Water Solubility: Reacts with water.
Sensitive: Moisture Sensitive
Merck: 14 · 14,2301
BRN: 606265 · 606265
InChI: 1S/C9H9Cl/c10-8-4-7-9-5-2-1-3-6-9/h1-7H,8H2/b7-4+
InChIKey: IWTYTFSSTWXZFU-QPJJXVBHSA-N
SMILES: ClC\C=C\c1ccccc1
CAS DataBase Reference: 17082 · 17082-09-6
FDA UNII: 4 L46S032W · 04L46S032W
UNSPSC Code: 12352106 · 12352106
NACRES: 22 · NA.22
Symbol(GHS): 5 · GHS05
Signal word: Danger
Hazard statements: 314 · H314
Precautionary statements: 260 · P260-P280-P301+P330+P331-P303+P361+P353-P304+P340+P310-P305+P351+P338
Hazard Codes: C
Risk Statements: 34 · 34
Safety Statements: 26 · 26-36/37/39-45
RIDADR: 3261 · UN 3261 8/PG 2
WGK Germany: 3 · 3
F: 10 · 10-21
HS Code: 2916 · 2916 39 90
HazardClass: 8 · 8
PackingGroup: II
Storage Class: 8 A · 8A - Combustible, corrosive hazardous materials
Hazard Classifications: 1 B · Skin Corr. 1B
Limited Quantities: 1 Kg · 1 Kg (2.2 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)

Safety & regulation

GHS classification

GHS Classification · 6 items

Danger

H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 42 reports by companies from 3 notifications to the ECHA C&L Inventory.

Danger

H290 (12.5%): May be corrosive to metals [Warning Corrosive to Metals]

Hazard information

Regulatory Information · 2 items

Chemical: 2-Propenoyl chloride, 3-phenyl-

Cinnamoyl chloride: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and Categories · 2 items

Skin Corr. 1B (100%)

Met. Corr. 1 (12.5%)

Safety data

F: 10-21
wgk: 3
ridadr: UN 3261 8/PG 2
hs_code: 2916 39 90
risk_code: 34
Signal word: Danger
Symbol(GHS): GHS05
hazard_code: C
safety_code: 26-36/37/39-45
hazard_class: 8
Storage Class: 8A - Combustible, corrosive hazardous materials
packing_group: II
Hazard statements: H314
Limited Quantities: 1 Kg (2.2 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
Hazard Classifications: Skin Corr. 1B
Precautionary statements: P260-P280-P301+P330+P331-P303+P361+P353-P304+P340+P310-P305+P351+P338

Chemistry & industry

Uses & manufacturing

General Manufacturing Information2-Propenoyl chloride, 3-phenyl-: ACTIVE

Applications

Uses(E)-Cinnamoyl Chloride is used in the preparation of aminodihydroquinoline analogs displaying anticancer activity. It is also used in the preparation of lysergol and related derivatives for use as antibacterials.