877-95-2

Basic information

• Product Name: N-ACETYL-2-PHENYLETHYLAMINE
• Synonyms: (2-Phenethyl)acetamide;Acetamide, N-(2-phenylethyl)-;n-(2-phenylethyl)-acetamid;N-Acetylphenethylamine;n-beta-phenylethylacetamide;n-phenethyl-acetamid;N-PHENETHYLACETAMIDE;N-ACETYL-2-PHENYLETHYLAMINE
• CAS NO: 877-95-2
• Molecular Formula: C₁₀H₁₃NO
• Molecular Weight: 163.22
• EINECS: 212-897-8
• Mol File: 877-95-2.mol
• Article Data: 128

Chemical Properties

• Melting Point: 48-52 °C
• Boiling Point: 154 °C / 2mmHg
• Flash Point: 204 °C
• Appearance: white to off-white low melting mass
• Density: 1.012
• Vapor Pressure: 5.69E-05mmHg at 25°C
• Refractive Index: 1.5400 (estimate)
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 16.17±0.46(Predicted)
• CAS DataBase Reference: N-ACETYL-2-PHENYLETHYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-ACETYL-2-PHENYLETHYLAMINE(877-95-2)
• EPA Substance Registry System: N-ACETYL-2-PHENYLETHYLAMINE(877-95-2)

Safety Data

• Safety Statements: 24/25
• RTECS: AC7740000
• Hazardous Substances Data: 877-95-2(Hazardous Substances Data)

Usage

Chemical Properties

white to off-white low melting mass

Uses

N-(2-Phenylethyl)acetamide can be used as an antimicrobial agent for aquaculture.

Synthesis Reference(s)

Journal of the American Chemical Society, 105, p. 1054, 1983 DOI: 10.1021/ja00342a069

InChI:InChI=1/C10H13NO/c1-9(12)11-8-7-10-5-3-2-4-6-10/h2-6H,7-8H2,1H3,(H,11,12)

Upstream product

• 108-24-7 acetic anhydride 
• 140-29-4 phenylacetonitrile 
• 64-04-0 phenethylamine 
• 64-19-7 acetic acid 
• 60-35-5 acetamide 
• 103-63-9 1-phenyl-2-bromoethane 
• 507-09-5 thioacetic acid 
• 75-36-5 acetyl chloride 
• 75-05-8 acetonitrile 
• 14300-08-4 N-nitroso-N-phenethyl-acetamide 
• 65562-18-7 N-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5-(3,4-dimethoxybenzylidene)rhodanine 
• 128459-09-6 N-acetyl-N-methoxyacetamide 
• 26934-29-2 2,3-dimethylthiazolinium iodide 
• 70489-82-6 2,3,4,4-tetramethyloxazolin-3-ium iodide 

Downstream Products

• 23279-64-3 N-[2-(4-acetylphenyl)ethyl]acetamide 
• 14300-08-4 N-nitroso-N-phenethyl-acetamide 
• 35450-53-4 sulfonyl chloride 
• 6270-07-1 N-<2-(4-nitrophenyl)ethyl>acetamide 
• 315663-43-5 N-(2-nitro-phenethyl)-acetamide 
• 681466-48-8 N-(2,4-dinitro-phenethyl)-acetamide 
• 150178-59-9 4,4'-bis(N-acetyl-2-aminoethyl)benzophenone 
• 133276-83-2 4-(2-(((4-chlorophenyl)sulfonyl)amino)ethyl)phenyl 3-pyridyl ketone 
• 58347-67-4 Methyl-[2-(4-pentyl-phenyl)-ethyl]-amine 
• 7501-05-5 N-(2-phenylethyl)phthalimide 
• 156-28-5 2-phenylethylamine hydrochloride 
• 63077-41-8 N-{2-[4-(2-chloroethanoyl)phenyl]ethyl}acetamide 

Relevant articles and documents

Ethyl 2-Cyano-2-(2-nitrobenzenesulfonyloxyimino) Acetate (ortho-NosylOXY)-Mediated Double Beckmann Rearrangement of Ketoximes under Microwave Irradiation: A Mechanistic Perception

A method for Beckmann rearrangement using ethyl 2-cyano-2-(2-nitrobenzenesulfonyloxyimino) acetate (o-NosylOXY) under microwave irradiation is reported. Ketoximes (19 examples) are converted to the corresponding amides/lactams with 69–97% yields in ～10 minutes without any Lewis acid or co-catalyst. This is an example of halogen-free organocatalytic Beckmann rearrangement. Nuclear magnetic resonance (NMR)- and high-resolution mass spectrometry (HRMS)-based detailed mechanistic investigation suggest that o-NosylOXY acts as an initiator. Such initiators are reported before based on density functional theory (DFT) calculations. However, we report here the HRMS signatures of two transient intermediates, the nitrilium ion and the nitrilium ion's dimeric species. Rigorous NMR-based investigation of the reaction mechanism is performed. Our results indicate that the reported Beckmann rearrangement proceeds via two consecutive rearrangements. (Figure presented.).

Volatiles from the Psychrotolerant Bacterium Chryseobacterium polytrichastri

The flavobacterium Chryseobacterium polytrichastri was investigated for its volatile profile by use of a closed-loop stripping apparatus (CLSA) and subsequent GC-MS analysis. The analyses revealed a rich headspace extract with 71 identified compounds. Compound identification was based on a comparison to library mass spectra for known compounds and on a synthesis of authentic standards for unknowns. Important classes were phenylethyl amides and a series of corresponding imines and pyrroles.

New approach for induction of alkyl moiety to aliphatic amines by NaBH(OAc)3 with carboxylic acid

We had found the novel N-alkylation method, which utilizes carboxylic acids as alkyl sources with sodium triacetoxyborohydride [NaBH(OAc)3]. Our methodology had been revealed to have some advantages over the reported similar procedures. Through