Benzeneacetamide

HCID 7680CAS 103-81-1

Basic information

Standard SMILES
NC(=O)Cc1ccccc1
InChIKey
LSBDFXRDZJMBSC-UHFFFAOYSA-N
Molecular formula
C8H9NO
Average molar mass
135.16 g/mol
Monoisotopic mass
135.06841391

Overview

2-phenylacetamide is a monocarboxylic acid amide that is acetamide substituted by a phenyl group at position 2. It has a role as a mouse metabolite. It is functionally related to a phenylacetic acid.

Names & identifiers

Preferred name
Benzeneacetamide
IUPAC
2-phenylacetamide
English name
2-Phenylacetamide
Molecular formula
C8H9NO
Molecular weight
135.16

Names & synonyms

2-PHENYLACETAMIDE103-81-1PhenylacetamideBenzeneacetamidealpha-Toluamidealpha-PhenylacetamidePhenylacetic acid amideAcetamide, 2-phenyl-Phenyl-beta-acetylaminealpha-Toluimidic acid5R219M9TJFCHEBI:16562
Show more names
-Toluamideα-ToluamidePhenacetamide2-PheylacetamidePHENYLETHANAMIDE
NSC-1877DTXSID1059282RefChem:555921DTXCID1032771203-147-02-phenyl-AcetamideMFCD00059193.alpha.-Toluamide

Database identifiers

CAS
103-81-1
PubChem CID
7680
DTXSID
DTXSID1059282
ChEMBL
CHEMBL347645
ChEBI
CHEBI:16562
UNII
5R219M9TJF
EC Number
203-147-0
Nikkaji
J55.331J

Properties

Computed structural properties

XLogP
0.5
Topological polar surface area
43.1 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
1
Rotatable bonds
2
Heavy atoms
10

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Other Aromatics (Nitrogen)
SpringerMaterials PropertiesBoiling point
Vapor Pressure0.000344 [mmHg]
Physical Description · 2 items

Solid; [Merck Index]

Solid

Physicochemical properties

Melting point
156 °C · 156 °C
Boiling point
280 · 280-290 °C (dec.)
Density
1.1031 · 1.1031 (rough estimate)
refractive index
1.5589 · 1.5589 (estimate)
storage temp.
Refrigerator
solubility
Soluble in methanol.

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (97.7%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P264+P265, P270, P280, P301+P317, P305+P351+P338, P330, P337+P317, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 44 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazards SummaryAn eye irritant; A possible sensitizer; Harmful by ingestion; [Aldrich MSDS] See 2-Chloro-N-phenylacetamide.
Hazard Classes and CategoriesAcute Tox. 4 (97.7%)

Safety data

tsca
TSCA listed
rtecs
AC7705000
hs_code
29242990
Toxicity
LD50 ipr-mus: 430 mg/kg PCJOAU 10,579,76
risk_code
22-36
Signal word
Warning

Chemistry & industry

Uses & manufacturing

UsesUsed to make penicillin G; [Merck Index]
General Manufacturing InformationBenzeneacetamide: INACTIVE
Applications · 2 items

UsesIn agriculture, 2-Phenylacetamid can be used in the production of many important intermediates of pesticides, such as carbamine. In the field of dyes: it can react with some monomers with color to produce some important raw materials for blue and purple dyes. In the field of fragrances, it can be used as an important raw material for the synthesis of certain spices and flavors. 2-Phenylacetamide can also be used in the synthesis of organometallic, organic peroxide, organic peroxide ester, and other compounds, and can be used as a crosslinking agent for polymers, a film forming agent for coatings, a plasticizer for plastics, etc.

Uses2-Phenylacetamide is used as a pharmaceutical intermediate in the production of penicillin G and phenobarbital, etc. It is also used in organic synthesis.

Preparation methods · 1 item

PreparationSynthesis of 2-phenylacetamide: Add concentrated hydrochloric acid to phenylacetonitrile, stir to dissolve, and react at 50°C for half an hour. Then slowly add water under cooling to separate out crystals, filter after cooling, wash with ice water to obtain crude product. The crude product was washed with sodium carbonate solution, then washed with ice water, and dried to obtain purer phenylacetamide.

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]
Hong Kong Tiansheng New Material Trading Co., Ltd+8617320695765 · [email protected]

Additional notes

DefinitionChEBI: 2-phenylacetamide is a monocarboxylic acid amide that is acetamide substituted by a phenyl group at position 2. It has a role as a mouse metabolite. It derives from a phenylacetic acid.

Related reactions

63 records

Linked notes

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