3,4-Dimethylbenzamide

Base Information

• Chemical Name: 3,4-Dimethylbenzamide
• CAS No.: 5580-33-6
• Molecular Formula: C9H11NO
• Molecular Weight: 149.192
• Hs Code.: 2924299090
• UNII: 1RMM93929W
• DSSTox Substance ID: DTXSID50274714
• Nikkaji Number: J3.102.755A
• Wikidata: Q27252799
• Mol file: 5580-33-6.mol

Synonyms:3,4-DIMETHYLBENZAMIDE;5580-33-6;Benzamide, 3,4-dimethyl-;UNII-1RMM93929W;1RMM93929W;3.4-Dimethylbenzamid;3,4-dimethyl-benzamide;SCHEMBL1002832;DTXSID50274714;CHEBI:194744;MFCD00052960;AKOS008937490;TS-01960;CS-0206484;FT-0614368;A830813;Q27252799

Chemical Property of 3,4-Dimethylbenzamide

Chemical Property:

• Vapor Pressure: 0.0207mmHg at 25°C
• Melting Point: 101-103°C
• Refractive Index: 1.55
• Boiling Point: 251.3 °C at 760 mmHg
• PKA: 16.32±0.50(Predicted)
• Flash Point: 105.8 °C
• PSA: 43.09000
• Density: 1.06g/cm³
• LogP: 2.10260
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 149.084063974
• Heavy Atom Count: 11
• Complexity: 156

Purity/Quality:

99% ^*data from raw suppliers

3,4-Dimethylbenzamide 97% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1)C(=O)N)C

Technology Process of 3,4-Dimethylbenzamide

There total 13 articles about 3,4-Dimethylbenzamide 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: 90.0%

formic acid (64-18-6) + 3,4-dimethyliodobenzene (31599-61-8) → 3,4-dimethylbenzamide (5580-33-6)

Guidance literature:

With palladium diacetate; ammonium bicarbonate; dicyclohexyl-carbodiimide; triphenylphosphine; In acetonitrile; at 100 ℃; Inert atmosphere;

DOI:10.1002/ejoc.201701105

Reference yield: 80.0%

3,4-dimethylbenzaldehyde (5973-71-7) → 3,4-dimethylbenzamide (5580-33-6)

Guidance literature:

With nitromethane; trifluoromethylsulfonic anhydride; acetic acid; In formic acid; at 80 - 120 ℃;

Reference yield: 79.0%

3,4-dimethylbenzonitrile (22884-95-3) → 3,4-dimethylbenzamide (5580-33-6)

Guidance literature:

With 3,4,5-trihydroxybenzoic acid; potassium hydroxide; In ethanol; water; at 20 ℃; for 30h; Green chemistry;

DOI:10.1002/cctc.201700016

upstream raw materials:

N-methoxy-3,4,N-trimethyl-benzamidine

3,4-dimethyl-benzoic acid-thioanhydride

trimethylsilyl isocyanate

o-xylene

Downstream raw materials:

N-(3,4-dimethylphenyl)acetamide

3,4-dimethylbenzonitrile

N-benzyl-3,4-dimethylbenzamide

6,7-dimethyl-3,4-diphenylisoquinolin-1(2H)-one

Refernces

• 1、 Jiao, Ning,Liu, Jianzhong,Qiu, Xu,Song, Song,Wei, Jialiang,Wen, Xiaojin,Zhang, Cheng,Zhang, Ziyao. "Nitromethane as a nitrogen donor in Schmidt-type formation of amides and nitriles". supporting information. p. 281 - 285. Retrieved 2020/01/28.
• 2、 Qi, Xinxin,Ai, Han-Jun,Cai, Chuang-Xu,Peng, Jin-Bao,Ying, Jun,Wu, Xiao-Feng. "A Convenient Palladium-Catalyzed Aminocarbonylation of Aryl Iodides to Primary Amides under Gas-Free Conditions". supporting information. p. 7222 - 7225. Retrieved 2018/01/02.