2,2-Dimethyl-N-(4-methylphenyl)propanamide

Base Information

• Chemical Name: 2,2-Dimethyl-N-(4-methylphenyl)propanamide
• CAS No.: 21354-40-5
• Molecular Formula: C12H17 N O
• Molecular Weight: 191.273
• Hs Code.: 2924299090
• European Community (EC) Number: 659-315-2
• NSC Number: 83618
• DSSTox Substance ID: DTXSID90943917
• Nikkaji Number: J130.519K
• Wikidata: Q82921096
• Mol file: 21354-40-5.mol

Synonyms:p-Pivalotoluidide;2,2-Dimethyl-N-(4-methylphenyl)propanamide;21354-40-5;N-p-Tolylpivalamide;Propanamide, 2,2-dimethyl-N-(4-methylphenyl)-;NSC83618;SCHEMBL4110532;DTXSID90943917;AJDJGYGXHCQGSM-UHFFFAOYSA-N;NSC-83618;STK158627;AKOS001280266;CCG-339520;2,2,4'-TRIMETHYLPROPIONANILIDE;Propanamide,2-dimethyl-N-(4-methylphenyl)-;2,2,2-Trimethyl-N-(4-methylphenyl)acetamide;2,2-Dimethyl-N-(4-methylphenyl)propanamide #;Z28134689

Chemical Property of 2,2-Dimethyl-N-(4-methylphenyl)propanamide

Chemical Property:

• Vapor Pressure: 0.000147mmHg at 25°C
• Boiling Point: 332.3°Cat760mmHg
• Flash Point: 198°C
• PSA: 29.10000
• Density: 1.015g/cm³
• LogP: 3.05260
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 191.131014166
• Heavy Atom Count: 14
• Complexity: 197

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)NC(=O)C(C)(C)C

Technology Process of 2,2-Dimethyl-N-(4-methylphenyl)propanamide

There total 17 articles about 2,2-Dimethyl-N-(4-methylphenyl)propanamide 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: 93.0%

N,N-dimethylpivalamide (24331-71-3) + p-toluidine (106-49-0,12221-03-3) → 2,2-dimethyl-N-(4-methylphenyl)propanamide (21354-40-5)

Guidance literature:

With sulphuric acid immobilized on silica gel; In neat (no solvent); at 70 ℃; for 7h; Green chemistry;

DOI:10.1039/c4ra16571c

Reference yield: 93.0%

bis(tertbutylcarbonyloxy)iodobenzene (57357-20-7) + N-tert-butyl-4-methylbenzenecarboximidamide → 2,2-dimethyl-N-(4-methylphenyl)propanamide (21354-40-5)

Guidance literature:

In toluene; at 80 ℃; for 5h; Sealed tube; Inert atmosphere;

DOI:10.1002/adsc.201400648

Reference yield: 91.0%

pivalic acid chloride + p-toluidine (106-49-0,12221-03-3) → 2,2-dimethyl-N-(4-methylphenyl)propanamide (21354-40-5)

Guidance literature:

at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/acs.joc.6b02731

upstream raw materials:

pivaloyl chloride

p-toluidine

tert-butylmagnesium chloride

p-Tolylisocyanate

Downstream raw materials:

N-(2-borono-4-methylphenyl)-2,2-dimethylpropanamide

N-(4-((N-( phenylsulfonyl)phenylsulfonamido)methyl)phenyl)pivalamide

dibenzenesulfonamide

N-(2-benzoyl-4-methylphenyl)pivalamide

Refernces

• 1、 Zhang, Xia-Yan,Dou, Pei-Hao,Lu, Wen-Ya,You, Yong,Zhao, Jian-Qiang,Wang, Zhen-Hua,Yuan, Wei-Cheng. "Benzylidene succinimides as 3C synthons for the asymmetric tandem Mannich reaction/transamidation of cyclic trifluoromethyl ketimines to obtain F3C-containing polycyclic dihydroquinazolinones". supporting information. p. 2927 - 2930. Retrieved 2021/03/23.
• 2、 Joseph, Devaneyan,Lee, Sunwoo,Park, Myeong Seong. "Metal-free transamidation of benzoylpyrrolidin-2-one and amines under aqueous conditions". supporting information. p. 6227 - 6232. Retrieved 2021/07/28.