2-Phenylacetamide supplier

Name
2-Phenylacetamide
EINECS 203-147-0
CAS No. 103-81-1
Article Data287
CAS DataBase
Density 1.098 g/cm³
Solubility
Melting Point 156 °C
Formula C₈H₉NO
Boiling Point 312.2 °C at 760 mmHg
Molecular Weight 135.166
Flash Point 142.6 °C
Transport Information
Appearance White krystalline powder.
Safety 22-24/25
Risk Codes 22-36
Molecular Structure
Hazard Symbols Xi
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;
PSA 43.09000
LogP 1.41470

Synthetic route

: 140-29-4
phenylacetonitrile

: 103-81-1
Benzeneacetamide

Conditions

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

Conditions	Yield
With ammonium hydroxide In tetrahydrofuran; ethanol at 20℃; for 4h;	100%

: 103-82-2
phenylacetic acid

: 103-81-1
Benzeneacetamide

Conditions

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

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

Conditions	Yield
With ammonium formate; palladium on carbon In isopropyl alcohol for 1h; Product distribution / selectivity; Inert atmosphere; Reflux;	A 96% B n/a

: 127-19-5
N,N-dimethyl acetamide

: 62-53-3
aniline

: 103-81-1
Benzeneacetamide

Conditions

Conditions	Yield
With potassium tert-butylate at 130℃; for 0.5h; Temperature; Inert atmosphere; Microwave irradiation;	96%

: 122-78-1
phenylacetaldehyde

: 103-81-1
Benzeneacetamide

Conditions

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%

: 2-phenyl-N-(1-phenyl-ethyl)-acetamide

: 103-81-1
Benzeneacetamide

Conditions

Conditions	Yield
With methanesulfonic acid In toluene for 6h; Product distribution; Further Variations:; Reagents; Temperatures; Heating;	95%

aqueous potassium hydroxide: aqueous potassium hydroxide

: 140-29-4
phenylacetonitrile

: 103-81-1
Benzeneacetamide

Conditions

Conditions	Yield
With N-benzyl-N,N,N-triethylammonium chloride; dihydrogen peroxide In isopropyl alcohol	95%

: C9H13NO2

: 103-81-1
Benzeneacetamide

Conditions

Conditions	Yield
With sodium at 140℃; for 5.5h; Autoclave;	94.8%

: 106266-43-7
N-phenyliodonio α-phenylacetamide tosylate

A: 932-72-9
(Dichloroiodo)benzene

B: 103-81-1
Benzeneacetamide

Conditions

Conditions	Yield
With hydrogenchloride; water	A 94% B 67%

: 7028-48-0
Phenylacetaldehyde oxime

: 103-81-1
Benzeneacetamide

Conditions

Conditions	Yield
With Zn(NO3)2 In n-heptane for 16h; Reflux;	94%
With [(eta.(5)-pentamethylcyclopentadienyl)Ir(H2O)3](OTf)2 In water at 110℃; for 12h; Schlenk technique;	92%
With [(eta.(5)-pentamethylcyclopentadienyl)Ir(H2O)3](OTf)2 In water at 110℃; for 12h; Schlenk technique;	92%

: 4283-19-6
N-Phenylacetyl-tert.-butylcarbamat

: 103-81-1
Benzeneacetamide

Conditions

Conditions	Yield
With trifluoroacetic acid In dichloromethane for 1h; Ambient temperature;	93%

: 101-97-3
Ethyl 2-phenylethanoate

: 103-81-1
Benzeneacetamide

Conditions

Conditions	Yield
With amino(methyl)aluminum chloride In benzene at 50℃; for 12h;	90%
With ammonium hydroxide
With ammonia
With ammonia In ethanol; water Reflux;

: 112403-78-8
N-phenylacetyl-O-methylhydroxylamine

: 103-81-1
Benzeneacetamide

Conditions

Conditions	Yield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; acetic acid at 100℃; for 6h;	90%
With titanium(III) chloride; air 1) H2O, EtOH, 3 h, 40 deg C; Yield given. Multistep reaction;

: 1309977-13-6
C13H17N3O

: 103-81-1
Benzeneacetamide

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 0.166667h;	90%

: 151-51-9
carbodiimide

: 100-44-7
benzyl chloride

: 103-81-1
Benzeneacetamide

Conditions

Conditions	Yield
With [1,1'-bis(diphenylphosphino)ferrocene]nickel(II) chloride; magnesium chloride; zinc In N,N-dimethyl-formamide at 70℃; for 24h;	90%

: 65999-53-3
2-(2-bromophenyl)acetamide

: 103-81-1
Benzeneacetamide

Conditions

Conditions	Yield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; cesium acetate; isopropyl alcohol at 100℃; Schlenk technique; Inert atmosphere;	90%

: 645-54-5
2-phenylthioacetamide

: 103-81-1
Benzeneacetamide

Conditions

Conditions	Yield
With tetrabutylammonium periodite In dichloromethane at 20℃; for 0.116667h;	89%

: 103-80-0
phenylacetyl chloride

: 103-81-1
Benzeneacetamide

Conditions

Conditions	Yield
With formamide at 100 - 120℃; Neat (no solvent);	88%
With ammonium hydroxide
With ammonium hydroxide In dichloromethane at 0 - 20℃;

: 19227-11-3
N'-hydroxy-2-phenylethanimidamide

A: 140-29-4
phenylacetonitrile

B: 103-81-1
Benzeneacetamide

Conditions

Conditions	Yield
With tetraethylammonium bromide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In acetonitrile at 20℃; for 0.5h;	A 88% B 10%
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In water; acetonitrile at 20℃; for 0.5h;	A 10% B 81%
With oxygen; sodium methylate In methanol at 20℃; Irradiation;	A 18% B 77%

: 151-51-9
carbodiimide

: 2094-69-1
benzyl pivalate

: 103-81-1
Benzeneacetamide

Conditions

Conditions	Yield
With [1,1'-bis(diphenylphosphino)ferrocene]nickel(II) chloride; magnesium chloride; zinc In N,N-dimethyl-formamide at 70℃; for 24h;	88%

: 151-51-9
carbodiimide

: 1024-41-5
benzyl tosylate

: 103-81-1
Benzeneacetamide

Conditions

Conditions	Yield
With [1,1'-bis(diphenylphosphino)ferrocene]nickel(II) chloride; magnesium chloride; zinc In N,N-dimethyl-formamide at 70℃; for 24h;	85%

: 6876-65-9
N-(4-methylphenyl)-2-phenylacetamide

: 103-81-1
Benzeneacetamide

Conditions

Conditions	Yield
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In water at 25℃; for 48h; regioselective reaction;	85%

: 536-74-3
phenylacetylene

: 103-81-1
Benzeneacetamide

Conditions

Conditions	Yield
With Oxone; ammonium bicarbonate; [Mn(2,6-Cl2-TPP)Cl] In water; acetonitrile at 25℃; for 2h;	84%
With pyridine; ammonium hydroxide; sulfur at 165℃;
With ammonia; dinitrogen monoxide at 250℃; under 147102 Torr;

: 101-41-7
benzeneacetic acid methyl ester

: 103-81-1
Benzeneacetamide

Conditions

Conditions	Yield
With sodium methylate; formamide In N,N-dimethyl-formamide at 100℃; for 0.5h;	84%
With ammonia In water at 25℃; for 24h;	66%
With ammonium hydroxide In water at 20℃; for 16h; Inert atmosphere;
With ammonium hydroxide In methanol at 20℃; for 15h;

: 6941-21-5
N-tert-butylphenylacetamide

: 103-81-1
Benzeneacetamide

Conditions

Conditions	Yield
With trifluoroacetic acid Reflux;	82%

: N,2-diphenyl-N-tosylacetamide

: 103-81-1
Benzeneacetamide

Conditions

Conditions	Yield
With ammonium carbonate In dimethyl sulfoxide at 25℃; for 6h;	81%

: 1,3-oxazolidine-2-phenylmethylene-4,5-dione

: 121-45-9
phosphorous acid trimethyl ester

A: 28861-34-9
phenylacetylcarbamic acid methyl ester

B: 103-81-1
Benzeneacetamide

Conditions

Conditions	Yield
In toluene for 12h; Heating;	A 80% B n/a

...Expand

: 124-41-4
sodium methylate

: 103-81-1
Benzeneacetamide

: 5817-70-9
methyl N-benzylcarbamate

Conditions

Conditions	Yield
With N-Bromosuccinimide In methanol for 0.166667h; Heating;	100%
With methanol; bromine

: 67-56-1
methanol

: 103-81-1
Benzeneacetamide

: 5817-70-9
methyl N-benzylcarbamate

Conditions

Conditions	Yield
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; mercury(II) diacetate In N,N-dimethyl-formamide for 12h; Ambient temperature;	100%
Stage #1: Benzeneacetamide With 2,3,4,5,6-pentamethyliodobenzene; oxygen; isobutyraldehyde In 1,2-dichloro-ethane at 40℃; under 760.051 Torr; for 3h; Hofmann Rearrangement; Stage #2: methanol In 1,2-dichloro-ethane for 24h; Hofmann Rearrangement;	100%
With iodobenzene; oxone at 20℃; Hofmann rearrangement;	97%

: 103-81-1
Benzeneacetamide

: 3287-99-8, 39110-74-2
benzylamine hydrochloride

Conditions

Conditions	Yield
Stage #1: Benzeneacetamide With tetrafluoroboric acid; iodobenzene; 3-chloro-benzenecarboperoxoic acid In water; acetonitrile at 20℃; for 2h; Hofmann rearrangement; Inert atmosphere; Stage #2: With hydrogenchloride In water; acetonitrile Inert atmosphere;	100%
With hydrogenchloride; formic acid; iodosylbenzene 1.) CH3CN, H2O, 15 h, room temp.; Yield given. Multistep reaction;

: 1,3,5,7-tetrakis[4-{hydroxy(tosyloxy)iodo}phenyl]adamantane

: 103-81-1
Benzeneacetamide

A: 14613-34-4
benzylamine p-toluenesulfonic acid

B: 144970-30-9
1,3,5,7-tetrakis(4-iodophenyl)adamantane

Conditions

Conditions	Yield
In acetonitrile for 1h; Heating;	A 82% B 100%

...Expand

: 103-81-1
Benzeneacetamide

: 88333-03-3, 10340-91-7
Benzyl isocyanide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; trichlorophosphate at -10℃;	100%
With pyridine; methanesulfonyl chloride In toluene at 35 - 40℃; for 1h;

: 1446-61-3
leelamine

: 103-81-1
Benzeneacetamide

: N-(((1R,4aS,10aR)-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl)methyl)-2-phenylacetamide

Conditions

Conditions	Yield
Stage #1: Benzeneacetamide With borane tetrahydrofuran In toluene at 0 - 20℃; for 1h; Stage #2: leelamine In toluene Reflux;	99.68%

: 103-81-1
Benzeneacetamide

: 114-70-5
sodium phenylacetate

Conditions

Conditions	Yield
Stage #1: Benzeneacetamide With hydrogenchloride; water Heating; Stage #2: With sodium hydroxide Reagent/catalyst;	99.5%

: 50-00-0
formaldehyd

: 103-81-1
Benzeneacetamide

: 6291-06-1
N-Hydroxymethylphenylacetic acid amide

Conditions

Conditions	Yield
With potassium hydroxide In water 1) 70 deg C, 5 min; 2) 25 deg C, overnight;	99%
With aluminum oxide; water at 57 - 60℃; for 0.0333333h; microwave irradiation;	70%

: 103-81-1
Benzeneacetamide

: 140-29-4
phenylacetonitrile

Conditions

Conditions	Yield
With triethyl borane; phenylsilane; potassium acetate In tetrahydrofuran; tert-butyl methyl ether at 20℃; for 48h; Reagent/catalyst; Temperature; Inert atmosphere; Schlenk technique; Sealed tube; chemoselective reaction;	99%
With triethyl borane; phenylsilane; potassium acetate In tetrahydrofuran; tert-butyl methyl ether at 20℃; for 48h; Reagent/catalyst; Temperature; Inert atmosphere; Schlenk technique; Glovebox; Sealed tube;	99%
With allyl bromide; 1,1'-carbonyldiimidazole In acetonitrile 1.) 0.5 h, RT; 2.) 2 h, reflux;	98%

: 18372-22-0
2-(3-indolyl)oxoacetic acid methyl ester

: 103-81-1
Benzeneacetamide

: 125313-57-7
3-(3-indolyl)-4-phenyl-1H-pyrrole-2,5-dione

Conditions

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran at 0℃;	99%
With potassium tert-butylate	99%
With potassium tert-butylate In tetrahydrofuran at 0 - 20℃;

: 51079-10-8
ethyl 2-(1H-indol-3-yl)-2-oxoacetate

: 103-81-1
Benzeneacetamide

: 125313-57-7
3-(3-indolyl)-4-phenyl-1H-pyrrole-2,5-dione

Conditions

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran at 0℃;	99%

: 103-81-1
Benzeneacetamide

: 105-13-5
4-Methoxybenzyl alcohol

: 305849-49-4
N-(4-methoxybenzyl)-2-phenylacetamide

Conditions

Conditions	Yield
With potassium carbonate In neat (no solvent) at 175℃; for 20h; Sealed tube;	99%

: 956-04-7
3-(4-chlorophenyl)-1-phenylprop-2-en-1-one

: 103-81-1
Benzeneacetamide

: 70028-38-5
4-(p-Chlorphenyl)-3,6-diphenyl-3,4-dihydro-2(1H)-pyridon

Conditions

Conditions	Yield
With sodium ethanolate In ethanol for 2h; Heating;	98%

: 13081-18-0
ethyl-3,3,3-trifluoropyruvate

: 103-81-1
Benzeneacetamide

: 126535-82-8
Ethyl 2-phenylacetylamino-2-hydroxy-3,3,3-trifluoropropionate

Conditions

Conditions	Yield
In dichloromethane for 2h; Ambient temperature;	98%

: 117-80-6
2,3-Dichloro-1,4-naphthoquinone

: 103-81-1
Benzeneacetamide

: 63351-46-2
N-(3-chloro-1,4-dioxo-1,4-dihydronaphthalen-2-yl)phenylacetamide

Conditions

Conditions	Yield
With water at 20℃; for 12h;	98%

: 103-81-1
Benzeneacetamide

: 100-51-6
benzyl alcohol

: 7500-45-0
N-benzylphenylacetamide

Conditions

Conditions	Yield
With potassium carbonate In neat (no solvent) at 175℃; for 20h; Sealed tube;	98%
With barium trifluoromethanesulfonate In toluene for 18h; Reflux; Inert atmosphere;	91%

: 103-81-1
Benzeneacetamide

: 25939-33-7
phenylacetohydroxamoyl chloride

Conditions

Conditions	Yield
With trichloroisocyanuric acid In methanol at 20℃; for 1h;	97.5%
With trichloroisocyanuric acid In chloroform; acetone at 20℃; for 4h;	90%
With trichloroisocyanuric acid In methanol

: 103-81-1
Benzeneacetamide

: 103-82-2
phenylacetic acid

Conditions

Conditions	Yield
With benzene-1,2-dicarboxylic acid at 250℃; under 7600 Torr; for 0.333333h; microwave irradiation;	97%
With phthalic anhydride at 240 - 250℃; under 3040 Torr; for 0.75h; Hydrolysis;	95%
With titanium tetrachloride In 1,4-dioxane; water for 17h; Heating;	91%
With niobium(V) oxide; water In neat (no solvent) for 24h; Reflux; Inert atmosphere;	88%
With cell-free extract of amidase gene cloned from Klebsiella oxytoca KCTC 1686 and functionally expressed in Escherichia coli BL21(DE3) In methanol Enzymatic reaction;

: 553-90-2
Dimethyl oxalate

: 103-81-1
Benzeneacetamide

: 84863-93-4
3-hydroxy-4-phenyl-1H-pyrrole-2,5-dione

Conditions

Conditions	Yield
With potassium tert-butylate In DMF (N,N-dimethyl-formamide) at 0 - 20℃; for 5h;	97%
With potassium tert-butylate In N,N-dimethyl-formamide
With potassium hydroxide In tetrahydrofuran

: 103-81-1
Benzeneacetamide

: 100-46-9
benzylamine

: 7500-45-0
N-benzylphenylacetamide

Conditions

Conditions	Yield
With graphene oxide In neat (no solvent) at 130℃; for 20h; Sealed tube;	97%
With 1-(3-sulfopropyl)pyridinium phosphotungstate In neat (no solvent) at 120℃; for 0.666667h; Microwave irradiation;	91%
With sulfated tungstate In toluene for 12h; Reflux; Green chemistry;	90%

: 103-81-1
Benzeneacetamide

: 94-41-7
benzalacetophenone

: 70028-35-2
3,4,6-triphenyl-3,4-dihydro-1H-pyridin-2-one

Conditions

Conditions	Yield
With sodium ethanolate In ethanol for 2h; Heating;	96%

: 930-88-1
N-methylmaleimide

: 123-73-9
trans-Crotonaldehyde

: 103-81-1
Benzeneacetamide

: N-((3aSR,4RS,7aSR)-2-methyl-1,3-dioxo-2,3,3a,4,7,7a-hexahydro-1H-isoindol-4-yl)-2-phenylacetamide

Conditions

Conditions	Yield
With acetic anhydride; toluene-4-sulfonic acid at 150℃; for 0.333333h; microwave irradiation;	96%
With acetic anhydride; toluene-4-sulfonic acid In 1-methyl-pyrrolidin-2-one at 120℃; for 24h;	58%

...Expand

: 4319-49-7
1-aminomorpholine

: 103-81-1
Benzeneacetamide

: 543686-21-1
N-(morpholin-4-yl)-2-phenylacetamide

Conditions

Conditions	Yield
With Fe3+ exchanged montmorillonite K-10 In neat (no solvent) at 140℃; for 30h; Inert atmosphere;	96%

2-Phenylacetamide Chemical Properties

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

2-Phenylacetamide 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.

2-Phenylacetamide Toxicity Data With Reference

ipr-mus LD50:430 mg/kg

PCJOAU Pharmaceutical Chemistry Journal (English Translation). Translation of KHFZAN. 10 (1976),579.

2-Phenylacetamide Consensus Reports

Reported in EPA TSCA Inventory.

2-Phenylacetamide Safety Profile

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

2-Phenylacetamide 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 .

Product Name

2-Phenylacetamide

Synthetic route

2-Phenylacetamide Chemical Properties

2-Phenylacetamide Uses

2-Phenylacetamide Toxicity Data With Reference

2-Phenylacetamide Consensus Reports

2-Phenylacetamide Safety Profile

2-Phenylacetamide Specification

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