N,N-Diphenylacetamide

Base Information

• Chemical Name: N,N-Diphenylacetamide
• CAS No.: 519-87-9
• Molecular Formula: C14H13 N O
• Molecular Weight: 211.263
• Hs Code.: 2924299090
• European Community (EC) Number: 208-277-1
• NSC Number: 3133
• UNII: 35M55LM81K
• DSSTox Substance ID: DTXSID8060165
• Nikkaji Number: J72.577C
• Wikidata: Q27256475
• Mol file: 519-87-9.mol

Synonyms:N,N-Diphenylacetamide;519-87-9;Diphenylacetamide;N-Acetyldiphenylamine;ACETAMIDE, N,N-DIPHENYL-;N-Phenylacetanilide;Acetyldiphenylamine;NSC 3133;EINECS 208-277-1;BRN 2210614;UNII-35M55LM81K;AI3-00788;35M55LM81K;NSC-3133;4-12-00-00381 (Beilstein Handbook Reference);Acetyldiphenylamin;NSC3133;Acetamide,N-diphenyl-;N-Acetyl-diphenylamine;N, N-diphenyl acetamide;DIPHENYLACETAMIDE [MI];SCHEMBL741752;DTXSID8060165;ADAL1012882;MFCD00008685;STK011221;AKOS003671371;LS-9437;AS-57561;CS-0066803;D0868;FT-0658980;EN300-19855;D89733;AE-641/00674028;Q27256475

Chemical Property of N,N-Diphenylacetamide

Chemical Property:

• Vapor Pressure: 5.26E-07mmHg at 25°C
• Melting Point: 100-103 °C(lit.)
• Refractive Index: 1.5780 (estimate)
• Boiling Point: 130 °C0.02 mm Hg(lit.)
• PKA: -3.21±0.50(Predicted)
• Flash Point: 199.7°C
• PSA: 20.31000
• Density: 1.125g/cm³
• LogP: 3.37120
• Storage Temp.: Store below +30°C.
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 211.099714038
• Heavy Atom Count: 16
• Complexity: 209

Purity/Quality:

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

N,N-Diphenylacetamide >98.0%(N) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)N(C1=CC=CC=C1)C2=CC=CC=C2

Technology Process of N,N-Diphenylacetamide

There total 62 articles about N,N-Diphenylacetamide 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: 99.0%

N-chloroacetanilide (579-11-3) + phenylboronic acid (98-80-6) → N,N-diphenylacetamide (519-87-9)

Guidance literature:

With sodium carbonate; copper(l) chloride; In tetrahydrofuran; at 25 ℃; for 36h; Inert atmosphere;

DOI:10.1002/anie.200801427

Reference yield: 98.0%

acetic anhydride (108-24-7) + diphenylamine (122-39-4) → N,N-diphenylacetamide (519-87-9)

Guidance literature:

With Cp₂Ti(OSO₂C₈F₁₇)2; at 50 ℃; for 1h; Neat (no solvent);

DOI:10.1016/j.jorganchem.2010.01.025

Reference yield: 97.58%

diphenylamine (122-39-4) + acetyl chloride (75-36-5) → N,N-diphenylacetamide (519-87-9)

Guidance literature:

With iodine; at 20 ℃; for 0.0833333h; Neat (no solvent);

DOI:10.1080/00397910802663428

upstream raw materials:

Acetyl bromide

ethyl diphenylcarbamate

acetic anhydride

diphenylamine

Downstream raw materials:

3t-[2]furyl-acrylic acid diphenylamide

9-methyl-acridine

N,N-diphenylacetoacetamide

4-(phenylamino)benzenesulphonic acid

Refernces

• 1、 Amirsoleimani, Mina,Khalilzadeh, Mohammad A.,Zareyee, Daryoush. "Preparation and catalytic evaluation of a palladium catalyst deposited over modified clinoptilolite (Pd&at;MCP) for chemoselective N-formylation and N-acylation of amines". . . Retrieved 2020/08/22.
• 2、 Kariofillis, Stavros K.,Shields, Benjamin J.,Tekle-Smith, Makeda A.,Zacuto, Michael J.,Doyle, Abigail G.. "Nickel/Photoredox-Catalyzed Methylation of (Hetero)aryl Chlorides Using Trimethyl Orthoformate as a Methyl Radical Source". supporting information. p. 7683 - 7689. Retrieved 2020/04/22.