N-Benzylacetamide

Base Information

• Chemical Name: N-Benzylacetamide
• CAS No.: 588-46-5
• Molecular Formula: C9H11 N O
• Molecular Weight: 149.192
• Hs Code.: 2924297099
• European Community (EC) Number: 209-619-2
• NSC Number: 8065
• UNII: O1QMH7S17P
• DSSTox Substance ID: DTXSID6052249
• Nikkaji Number: J38.349J
• Wikidata: Q81984976
• ChEMBL ID: CHEMBL1632555
• Mol file: 588-46-5.mol

Synonyms:N-BENZYLACETAMIDE;588-46-5;N-Acetylbenzylamine;Benzylacetamide;Acetamide, N-(phenylmethyl)-;Acetamide, N-benzyl-;N-(Phenylmethyl)acetamide;N-benzyl-acetamide;NSC 8065;EINECS 209-619-2;BRN 1817692;O1QMH7S17P;AI3-23211;NSC-8065;N-Benzyl acetamide;4-12-00-02230 (Beilstein Handbook Reference);NSC8065;N-Acetyl Benzylamine;N-phenylmethylacetamide;UNII-O1QMH7S17P;SCHEMBL97001;CHEMBL1632555;DTXSID6052249;HMS1767I12;MFCD00059204;STL260162;AKOS001088461;GS-0549;LS-8222;LACOSAMIDE IMPURITY G [EP IMPURITY];AM20040788;B0404;CS-0044769;FT-0693711;D70359;EN300-267879;A917817;Z27749489

Chemical Property of N-Benzylacetamide

Chemical Property:

• Vapor Pressure: 0.000132mmHg at 25°C
• Melting Point: 61°C
• Refractive Index: 1.5279 (estimate)
• Boiling Point: 157 °C / 2mmHg
• PKA: 16.47±0.46(Predicted)
• Flash Point: 194.5°C
• PSA: 29.10000
• Density: 1.031g/cm³
• LogP: 1.71360
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slig
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 149.084063974
• Heavy Atom Count: 11
• Complexity: 128

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Benzylacetamide ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NCC1=CC=CC=C1
• Uses: N-Benzylacetamide is used in the isolation and structure elucidation of himalomycins A and B as new antracycline antibiotics from a marine streptomyces.

Technology Process of N-Benzylacetamide

There total 418 articles about N-Benzylacetamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

dibenzyl ether (103-50-4) + acetonitrile (75-05-8,26809-02-9) → N-(phenylmethyl)acetamide (588-46-5) + Benzyl acetate (140-11-4) + benzyl chloride (100-44-7)

Guidance literature:

With acetyl chloride; cobalt(II) chloride; for 4h; Ambient temperature;

DOI:10.1246/cl.1987.953

Reference yield: 87.0%

dibenzyl ether (103-50-4) → N-(phenylmethyl)acetamide (588-46-5) + Benzyl acetate (140-11-4) + benzyl chloride (100-44-7)

Guidance literature:

With acetyl chloride; cobalt(II) chloride; In acetonitrile; for 4h; Ambient temperature;

DOI:10.1246/cl.1987.953

Reference yield: 59.0%

benzyltrimethylsilane (770-09-2) + acetonitrile (75-05-8,26809-02-9) → N-(phenylmethyl)acetamide (588-46-5) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

With copper(II) bis(tetrafluoroborate); In acetonitrile; Irradiation;

DOI:10.1246/cl.1988.229

upstream raw materials:

acetic anhydride

benzonitrile

benzylamine

dibenzyl thiourea

Downstream raw materials:

N-acetyl-N-benzylacetamide

N-benzoyl-N-acetylbenzylamine

N-benzyl-3-hydroxypent-4-enamide

N-acetyl-3-nitrobenzylamine

Refernces

• 1、 Ropp. "-". . p. 2299. Retrieved 1950.
• 2、 Nakamizo. "". . p. 2006. Retrieved 1971.
• 3、 Pan, Subhas Chandra,List, Benjamin. "Catalytic one-pot, three-component acyl-strecker reaction". . p. 318 - 320. Retrieved 2007.
• 4、 Gilbert et al.. "". . p. 320. Retrieved 1975.
• 5、 Talotta, Carmen,Concilio, Gerardo,De Rosa, Margherita,Soriente, Annunziata,Gaeta, Carmine,Rescifina, Antonio,Ballester, Pablo,Neri, Placido. "Expanding Coefficient: A Parameter to Assess the Stability of Induced-Fit Complexes". supporting information. p. 1804 - 1808. Retrieved 2021/03/08.
• 6、 Mali, Anil S.,Indalkar, Krishna,Chaturbhuj, Ganesh U.. "Solvent-free, Efficient Transamidation of Carboxamides with Amines Catalyzed by Recyclable Sulfated Polyborate Catalyst". . p. 369 - 378. Retrieved 2021/07/26.