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| CAS No.: | 103-81-1 |
|---|---|
| Name: | 2-Phenylacetamide |
| Article Data: | 287 |
| Molecular Structure: | |
|
|
|
| Formula: | C8H9NO |
| Molecular Weight: | 135.166 |
| Synonyms: | Acetamide,2-phenyl- (6CI,8CI);Benzenediacetamide (7CI);Benzeneacetamide;NSC 1877;Phenacetamide;Phenyl-b-acetylamine;Phenylacetic acid amide;a-Phenylacetamide;a-Toluamide;a-Toluimidic acid; |
| EINECS: | 203-147-0 |
| Density: | 1.098 g/cm3 |
| Melting Point: | 156 °C |
| Boiling Point: | 312.2 °C at 760 mmHg |
| Flash Point: | 142.6 °C |
| Appearance: | White krystalline powder. |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 22-36 |
| Safety: | 22-24/25 |
| PSA: | 43.09000 |
| LogP: | 1.41470 |
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| Conditions | Yield |
|---|---|
| With sodium hydroxide; trisodium tris(3-sulfophenyl)phosphine; water; chloro(1,5-cyclooctadiene)rhodium(I) dimer In ethyl acetate at 90℃; for 24h; pH=11.7; hydration; | 100% |
| With Acetaldehyde oxime In methanol at 65℃; for 4h; | 100% |
| With [RuH(tBu-PNP(-))(CO)]; water In tert-butyl alcohol at 20℃; for 24h; | 99% |
- 30516-21-3
1-(1H-benzo[d][1,2,3]triazol-1-yl)-2-phenylethan-1-one
- 103-81-1
Benzeneacetamide
| Conditions | Yield |
|---|---|
| With ammonium hydroxide In tetrahydrofuran; ethanol at 20℃; for 4h; | 100% |
| Conditions | Yield |
|---|---|
| With titanium tetrachloride; ammonium carbamate In tetrahydrofuran at 100℃; for 24h; Reagent/catalyst; Inert atmosphere; Molecular sieve; | 99% |
| Stage #1: phenylacetic acid With niobium pentachloride In dichloromethane Stage #2: With ammonia In dichloromethane at 45 - 50℃; for 0.5h; | 93% |
| Stage #1: phenylacetic acid With thionyl chloride In chloroform at 0 - 70℃; for 3h; Stage #2: With ammonia In chloroform; water at 20℃; for 0.166667h; | 91.8% |
- 33054-04-5
phenylacetyl azide
- 103-81-1
Benzeneacetamide
| Conditions | Yield |
|---|---|
| With (1,4-diazabicyclo{2.2.2}-octane)zinc(II) tetrahydoborate In tetrahydrofuran for 0.75h; Ambient temperature; | 98% |
- 1299492-08-2
2-[(R)-(carbamoylphenylmethyl)-amino]-3-(4-methoxyphenyl)-2-(S)-methylpropionamide
A
- 1299492-09-3
2-(S)-amino-3-(4-methoxyphenyl)-2-methylpropionamide
B
- 103-81-1
Benzeneacetamide
| Conditions | Yield |
|---|---|
| With ammonium formate; palladium on carbon In isopropyl alcohol for 1h; Product distribution / selectivity; Inert atmosphere; Reflux; | A 96% B n/a |
| Conditions | Yield |
|---|---|
| With potassium tert-butylate at 130℃; for 0.5h; Temperature; Inert atmosphere; Microwave irradiation; | 96% |
| Conditions | Yield |
|---|---|
| With copper(ll) sulfate pentahydrate; hydroxylamine hydrochloride; sodium acetate at 110℃; for 5h; Neat (no solvent); | 95% |
| Stage #1: phenylacetaldehyde With hydroxylamine hydrochloride; sodium carbonate In water at 20℃; for 0.5h; Schlenk technique; Stage #2: With [(eta.(5)-pentamethylcyclopentadienyl)Ir(H2O)3](OTf)2 In water at 110℃; for 12h; Schlenk technique; | 86% |
| Stage #1: phenylacetaldehyde With hydroxylamine hydrochloride; sodium carbonate In water at 20℃; for 0.5h; Schlenk technique; Stage #2: With [(eta.(5)-pentamethylcyclopentadienyl)Ir(H2O)3](OTf)2 In water at 110℃; for 12h; | 86% |
- 103-81-1
Benzeneacetamide
| Conditions | Yield |
|---|---|
| With methanesulfonic acid In toluene for 6h; Product distribution; Further Variations:; Reagents; Temperatures; Heating; | 95% |
| Conditions | Yield |
|---|---|
| With N-benzyl-N,N,N-triethylammonium chloride; dihydrogen peroxide In isopropyl alcohol | 95% |
- 103-81-1
Benzeneacetamide
| Conditions | Yield |
|---|---|
| With sodium at 140℃; for 5.5h; Autoclave; | 94.8% |
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Chemistry
Structure of 2-Phenylacetamide (CAS NO.103-81-1):
IUPAC Name: 2-phenylacetamide
Empirical Formula: C8H9NO
Molecular Weight: 135.1632
EINECS: 203-147-0
Index of Refraction: 1.552
Molar Refractivity: 39.36 cm3
Molar Volume: 123 cm3
Polarizability: 15.6×10-24cm3
Surface Tension: 44.5 dyne/cm
Density: 1.098 g/cm3
Flash Point: 142.6 °C
Enthalpy of Vaporization: 55.32 kJ/mol
Melting Point: 156 °C
Boiling Point: 312.2 °C at 760 mmHg
Vapour Pressure: 0.000537 mmHg at 25°C
Canonical SMILES: C1=CC=C(C=C1)CC(=O)N
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
Uses
2-Phenylacetamide (CAS NO.103-81-1) are used as intermediates for penicillin G and phenobarbital drug , etc. It is also used in organic synthesis.
Toxicity Data With Reference
| 1. | ipr-mus LD50:430 mg/kg | PCJOAU Pharmaceutical Chemistry Journal (English Translation). Translation of KHFZAN. 10 (1976),579. |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Moderately toxic by intraperitoneal route. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes: 
Xi
Safety Statements: 22-24/25
S22:Do not breathe dust.
S24/25:Avoid contact with skin and eyes.
RTECS: AC7705000
Hazard Note: Irritant
Specification
2-Phenylacetamide , its cas register number is 103-81-1. It also can be called Phenyl-beta-acetylamine ; Phenylacetic acid amide ; alpha-Phenylacetamide ; alpha-Toluamide ; alpha-Toluimidic acid .