N,N-Dimethylpivalamide

Base Information

• Chemical Name: N,N-Dimethylpivalamide
• CAS No.: 24331-71-3
• Molecular Formula: C7H15 N O
• Molecular Weight: 129.202
• Hs Code.: 2924199090
• DSSTox Substance ID: DTXSID30179071
• Nikkaji Number: J488.674G
• Wikidata: Q83049595
• Mol file: 24331-71-3.mol

Synonyms:N,N-Dimethylpivalamide;24331-71-3;N,N,2,2-Tetramethylpropanamide;N,N,2,2-Tetramethylpropionamide;NN-Dimethylpivalamide;N,N-Dimethyl-tert-butylcarboxamide;SCHEMBL1106444;DTXSID30179071;2,2,N,N-Tetramethyl-propionamide;ZAA33171;AR3353;MFCD00043644;n,n-dimethyl-2,2-dimethylpropanamide;AKOS006243278;2,2-Dimethylpropionic acid dimethylamide;AS-45588;CS-0213402;FT-0676007

Chemical Property of N,N-Dimethylpivalamide

Chemical Property:

• Vapor Pressure: 0.928mmHg at 25°C
• Boiling Point: 179.7°C at 760 mmHg
• PKA: -0.41±0.70(Predicted)
• Flash Point: 64.3°C
• PSA: 20.31000
• Density: 0.87g/cm³
• LogP: 1.12070
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 129.115364102
• Heavy Atom Count: 9
• Complexity: 111

Purity/Quality:

98%min ^*data from raw suppliers

N,N-Dimethylpivalamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C(=O)N(C)C

Technology Process of N,N-Dimethylpivalamide

There total 13 articles about N,N-Dimethylpivalamide 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%

pivaloyl chloride (3282-30-2) + dimethyl amine (124-40-3) → N,N-dimethylpivalamide (24331-71-3)

Guidance literature:

In diethyl ether; Ambient temperature;

Reference yield: 76.0%

N,N-dimethylammonium chloride (506-59-2) + pivaloyl chloride (3282-30-2) → N,N-dimethylpivalamide (24331-71-3)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1002/anie.201612367

Reference yield:

pivalaldehyde (630-19-3) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → N,N-dimethylpivalamide (24331-71-3)

Guidance literature:

With tert.-butylhydroperoxide; In toluene; at 100 ℃; for 24h; under 760.051 Torr; Schlenk technique; Green chemistry;

DOI:10.1021/cs501822r

upstream raw materials:

pivaloyl chloride

dimethyl amine

methyl bromide

N,N,2-trimethylpropionamide

Downstream raw materials:

2,2-dimethyl-1-(dimethyl(phenyl)silyl)propan-1-one

N,N,2,2-tetramethylpropanethioamide

2-t-Butyl<1H>-pyrrolo<2,3-b>pyridine

N-methyl-N-(2,3-diphenylallyl)pivalamide

Refernces

• 1、 Rafik, Chafii,Abboud, Jose-Luis M.,Guiheneuf, Georges. "Structural Effects on the Electron-Donor Ability of Carbonyl Bases. A Quantitative Analysis". . p. 4761 - 4763. Retrieved 1983.
• 2、 Baumann, Marcus,Bonciolini, Stefano,Di Filippo, Mara. "A scalable continuous photochemical process for the generation of aminopropylsulfones". supporting information. p. 9428 - 9432. Retrieved 2020/12/15.
• 3、 Luan, Yu-Xin,Zhang, Tao,Yao, Wei-Wei,Lu, Ke,Kong, Lu-Yao,Lin, Yu-Tong,Ye, Mengchun. "Amide-ligand-controlled highly para-selective arylation of monosubstituted simple arenes with arylboronic acids". supporting information. p. 1786 - 1789. Retrieved 2017/02/15.