Phenylacetyl chloride
Basic information
- CAS
103-80-0- Standard SMILES
O=C(Cl)Cc1ccccc1- InChIKey
VMZCDNSFRSVYKQ-UHFFFAOYSA-N- Molecular formula
- C8H7ClO
- Average molar mass
- 154.59 g/mol
- Monoisotopic mass
- 154.01854252
Overview
Phenylacetyl chloride appears as a colorless volatile liquid with a strong odor. Denser than water. Contact may severely irritate skin, eyes and mucous membranes. May be toxic by ingestion. May also be combustible.
Names & identifiers
- Preferred name
- Phenylacetyl chloride
- IUPAC
- 2-phenylacetyl chloride
- English name
- Phenylacetyl chloride
- Molecular formula
- C8H7ClO
- Molecular weight
- 154.59
Names & synonyms
PHENYLACETYL CHLORIDEBenzeneacetyl chloride2-phenylacetyl chloridePhenacetyl chloridePhenylacetic acid chlorideAcetyl chloride, phenyl-UN2577PHENYLACETIC CHLORIDEEINECS 203-146-5UNII-T30899DRND.alpha.-Phenylacetyl chlorideCCRIS 8623
Show more names
phenylacetyl-Toluylchloride-ToluylchlorideA-TOLUYL CHLORIDEAKOS BBS-00003909ylacetyl chloridePhenyl acetyl chlori
T30899DRNDAI3-23871DTXSID6059281UN 2577UN-2577alpha-Phenylacetyl chloride2Phenylacetyl chlorideCloruro de fenilacetilo
Database identifiers
- CAS
103-80-0- PubChem CID
- 7679
- DTXSID
DTXSID6059281- UNII
- T30899DRND
- EC Number
- 203-146-5
- Nikkaji
- J5.021K
Properties
Computed structural properties
- XLogP
- 2.4
- Topological polar surface area
- 17.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 2
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 116
Experimental & physicochemical properties
Chemical Classes
Toxic Gases & Vapors -> Acid Halides
Corrosives
SpringerMaterials PropertiesBoiling point
Physical Description
Phenylacetyl chloride appears as a colorless volatile liquid with a strong odor. Denser than water. Contact may severely irritate skin, eyes and mucous membranes. May be toxic by ingestion. May also be combustible.
Colorless liquid with a strong odor; [CAMEO] Clear light yellow liquid; [Sigma-Aldrich MSDS]
Physicochemical properties
- Melting point
- 264 · 264-266 °C(Solv: N,N-dimethylformamide (68-12-2))
- Boiling point
- 94 · 94-95 °C/12 mmHg (lit.)
- Density
- 1.169 g/mL · 1.169 g/mL at 25 °C (lit.)
- refractive index
- 20 · n20/D 1.5325(lit.)
- Flash point
- 217 °F · 217 °F
- storage temp.
- 2 · 2-8°C
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
P260, P261, P264, P271, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P319, P321, P363, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 65 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Benzeneacetyl chloride
Status: Active Update: 05-02-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/20430
Phenylacetyl chloride: Does not have an individual approval but may be used under an appropriate group standard
The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)
Other Safety InformationIMAP assessments - Benzeneacetyl chloride: Human health tier I assessment
DOT LabelCorrosive
Fire Hazards
Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:
· Combustible material: may burn but does not ignite readily.
Health Hazards
Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:
· TOXIC and/or CORROSIVE; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death.
Chemistry & industry
Uses & manufacturing
UsesUsed in laboratories and to make esters for flavorings; [REPROTOX]
General Manufacturing InformationBenzeneacetyl chloride: ACTIVE
Applications
UsesPhenylacetyl chloride is used in the preparation of 1,2-diphenyl-ethanone by reaction with iodobenzene using tetrabutylammonium tetrafluoroborate as a phase transfer catalyst. It is widely used in the chemical industry for manufacturing dyes and pharmaceutical products. It plays an important role in the preparation of penicillin. Further, it is used to prepare esters for flavorings.
UsesPhenylacetyl chloride is used as a key precursor in the total synthesis of vialinin B. It is employed as a linker to prepare dendrimers and also used in the synthesis of various conjugated aromatic small molecules.
General DescriptionA colorless volatile liquid with a strong odor. Denser than water. Contact may severely irritate skin, eyes and mucous membranes. May be toxic by ingestion. May also be combustible.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
1,139 records
Compound notes
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