ChemicalBook > CAS DataBase List > 2-Phenylacetamide

2-Phenylacetamide

Product Name
2-Phenylacetamide
CAS No.
103-81-1
Chemical Name
2-Phenylacetamide
Synonyms
Benzeneacetamide;PHENYLACETAMIDE;Phenylacetic acid amide;-Toluamide;α-Toluamide;Phenacetamide;ALPHA-TOLUAMIDE;2-Pheylacetamide;PHENYLETHANAMIDE;2-PHENYLACETAMIDE
CBNumber
CB2360953
Molecular Formula
C8H9NO
Formula Weight
135.16
MOL File
103-81-1.mol
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2-Phenylacetamide Property

Melting point:
156 °C
Boiling point:
280-290 °C (dec.)
Density 
1.1031 (rough estimate)
refractive index 
1.5589 (estimate)
storage temp. 
Refrigerator
solubility 
Soluble in methanol.
form 
Solid
pka
16.21±0.40(Predicted)
color 
Plates or leaflets
Merck 
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
103-81-1(CAS DataBase Reference)
NIST Chemistry Reference
Benzeneacetamide(103-81-1)
EPA Substance Registry System
Benzeneacetamide (103-81-1)
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Safety

Hazard Codes 
Xi
Risk Statements 
22-36
Safety Statements 
22-24/25-60-36-26
RTECS 
AC7705000
TSCA 
Yes
HazardClass 
IRRITANT
HS Code 
29242990
Toxicity
LD50 ipr-mus: 430 mg/kg PCJOAU 10,579,76
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

TCI Chemical
Product number
P0120
Product name
2-Phenylacetamide
Purity
>98.0%(N)
Packaging
25g
Price
$40
Updated
2024/03/01
TCI Chemical
Product number
P0120
Product name
2-Phenylacetamide
Purity
>98.0%(N)
Packaging
500g
Price
$286
Updated
2024/03/01
Alfa Aesar
Product number
H60626
Product name
2-Phenylacetamide, 99%
Packaging
250mg
Price
$52.4
Updated
2024/03/01
TRC
Product number
P335554
Product name
2-Phenylacetamide
Packaging
100g
Price
$105
Updated
2021/12/16
Frontier Specialty Chemicals
Product number
JK439749
Product name
2-Phenylacetamide
Purity
98%
Packaging
100g
Price
$146
Updated
2021/12/16
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2-Phenylacetamide Chemical Properties,Usage,Production

Chemical Properties

2-Phenylacetamide, also known as alpha-toluamide or benzeneacetamide, belongs to the class of organic compounds known as phenylacetamides. These are amide derivatives of phenylacetic acids. Pure crystals are plate shaped and colorless to white. soluble in hot water, ethanol, slightly soluble in cold water, ether and benzene.

Uses

In 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.

Uses

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

Definition

ChEBI: 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.

Preparation

Synthesis 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.

Synthesis Reference(s)

Journal of the American Chemical Society, 75, p. 740, 1953 DOI: 10.1021/ja01099a504
The Journal of Organic Chemistry, 43, p. 402, 1978 DOI: 10.1021/jo00397a005
Organic Syntheses, Coll. Vol. 4, p. 760, 1963

Biological Activity

2-Phenylacetamide, the main compound isolated from the seeds of Lepidium apetalum Willd (LA) with estrogenic activities, increases the expression of Estrogen receptorα (ERα), ERβ and GPR30 in the uterus and MCF-7 cells.

Safety Profile

Moderately toxic by intraperitoneal route. When heated to decomposition it emits toxic fumes of NOx.

Purification Methods

Crystallise the acetamide repeatedly from absolute EtOH, EtOAc (m 160-161o) or H2O (m 159-160o). Dry it in vacuo over P2O5. [Beilstein 9 H 347, 9 III 2193, 9 IV 1632.]

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View Lastest Price from 2-Phenylacetamide manufacturers

Nanjing Deda New Material Technology Co., Ltd
Product
2-Phenylacetamide 103-81-1
Price
US $10.00-5.00/kg
Min. Order
1kg
Purity
99.5
Supply Ability
10 ton per month
Release date
2024-04-18
Nanjing Deda New Material Technology Co., Ltd
Product
2-Phenylacetamide 103-81-1
Price
US $10.00-5.00/kg
Min. Order
1kg
Purity
99.5
Supply Ability
10 ton per month
Release date
2024-04-18
Hunan aslsen technology co.,ltd
Product
2-Phenylacetamide 103-81-1
Price
US $0.00/kg
Min. Order
1kg
Purity
99.9%
Supply Ability
20tons
Release date
2024-03-18

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