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
Show more names
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
- Formal charge
- 0
- Complexity
- 116
Experimental & physicochemical properties
Physical Description
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.
- pka
- 16.21 · 16.21±0.40(Predicted)
- form
- Solid
- color
- Plates or leaflets
- Merck
- 14 · 14,7266
- InChI
- InChI=1S/C8H9NO/c9-8(10)6-7-4-2-1-3-5-7/h1-5H,6H2,(H2,9,10)
- InChIKey
- LSBDFXRDZJMBSC-UHFFFAOYSA-N
- SMILES
- C1(CC(N)=O)=CC=CC=C1
- CAS DataBase Reference
- 103 · 103-81-1(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 5 R219M9TJF · 5R219M9TJF
- NIST Chemistry Reference
- Benzeneacetamide(103-81-1)
- EPA Substance Registry System
- Benzeneacetamide (103-81-1)
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H319
- Precautionary statements
- 264 · P264-P280i-P301+P312a-P305+P351+P338-P337+P313-P501a
- Hazard Codes
- Xi
- Risk Statements
- 22 · 22-36
- Safety Statements
- 22 · 22-24/25-60-36-26
- RTECS
- 7705000 · AC7705000
- TSCA
- TSCA listed
- HazardClass
- IRRITANT
- HS Code
- 29242990 · 29242990
- Toxicity
- 50 ipr-mus: · LD50 ipr-mus: 430 mg/kg PCJOAU 10,579,76
Safety & regulation
GHS classification
GHS Classification
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
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
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 22-24/25-60-36-26
- hazard_class
- IRRITANT
- Hazard statements
- H302-H319
- Precautionary statements
- P264-P280i-P301+P312a-P305+P351+P338-P337+P313-P501a
Chemistry & industry
Uses & manufacturing
Applications
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
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.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
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
Linked notes
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