N,N,N',N'-Tetramethylsuccinamide

Base Information

• Chemical Name: N,N,N',N'-Tetramethylsuccinamide
• CAS No.: 7334-51-2
• Molecular Formula: C8H16 N2 O2
• Molecular Weight: 172.227
• European Community (EC) Number: 230-838-4
• UNII: M8NMC2G8MR
• DSSTox Substance ID: DTXSID00223570
• Nikkaji Number: J212.331B
• Wikidata: Q27283651
• Mol file: 7334-51-2.mol

Synonyms:7334-51-2;N,N,N',N'-Tetramethylsuccinamide;N,N,N',N'-tetramethylbutanediamide;N,N,N',N'-Tetramethylsuccinyldiamide;N,N,N,N-TETRAMETHYLSUCCINYLDIAMIDE;TETRAMETHYLSUCCINAMIDE;UNII-M8NMC2G8MR;M8NMC2G8MR;EINECS 230-838-4;Butanediamide, N,N,N',N'-tetramethyl-;TETRAMETHYL SUCCINAMIDE;SCHEMBL1191256;DTXSID00223570;N1,N1,N4,N4-tetramethylsuccinamide;STK033652;AKOS005381853;BS-49170;CS-0162953;FT-0738103;SUCCINAMIDE, N,N,N',N'-TETRAMETHYL-;E75877;BUTANEDIAMIDE, N1,N1,N4,N4-TETRAMETHYL-;Q27283651

Chemical Property of N,N,N',N'-Tetramethylsuccinamide

Chemical Property:

• Melting Point: 80-81 °C
• Refractive Index: 1.4500 (estimate)
• Boiling Point: 302.55°C (rough estimate)
• PKA: -0.26±0.70(Predicted)
• Flash Point: 124.9oC
• PSA: 40.62000
• Density: 1.1083 (rough estimate)
• LogP: -0.05700
• Storage Temp.: Store below +30°C.
• Water Solubility.: 549g/L(30 oC)
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 172.121177757
• Heavy Atom Count: 12
• Complexity: 156

Purity/Quality:

98%Min ^*data from raw suppliers

N,n,n,n-tetramethylsuccinyldiamide 97+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN(C)C(=O)CCC(=O)N(C)C

Technology Process of N,N,N',N'-Tetramethylsuccinamide

There total 10 articles about N,N,N',N'-Tetramethylsuccinamide 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: 100.0%

succinoyl dichloride (543-20-4) + dimethyl amine (124-40-3) → N,N,N',N'-tetramethylsuccinamide (7334-51-2)

Guidance literature:

In water; at 0 ℃; for 0.5h;

DOI:10.1016/j.bmc.2010.04.061

Reference yield: 89.0%

succinic acid (110-15-6) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → N,N,N',N'-tetramethylsuccinamide (7334-51-2)

Guidance literature:

With phosphorus pentoxide; for 20h; Heating;

DOI:10.1021/ja055459d

Reference yield: 70.2%

→ N,N,N',N'-tetramethylsuccinamide (7334-51-2)

Guidance literature:

upstream raw materials:

succinoyl dichloride

dimethyl amine

succinic acid

succinic acid anhydride

Downstream raw materials:

trans-bis(o-iodophenyl)ethylene

2-(2-iodobenzyl)-N,N,N',N'-tetramethylbutanediamide

2-benzyl-N,N,N',N'-tetramethylbutanediamide

N-nitrodimethylamine

Refernces

• 1、 Carbone, Anna,Parrino, Barbara,Barraja, Paola,Spano, Virginia,Cirrincione, Girolamo,Diana, Patrizia,Maier, Armin,Kelter, Gerhard,Fiebig, Heinz-Herbert. "Synthesis and antiproliferative activity of 2,5-bis(3′-Indolyl) pyrroles, analogues of the marine alkaloid nortopsentin". . p. 643 - 654. Retrieved 2013.
• 2、 Martinez-Cuezva, Alberto,Rodrigues, Leticia V.,Navarro, Cristian,Carro-Guillen, Fernando,Buriol, Lilian,Frizzo, Clarissa P.,Martins, Marcos A. P.,Alajarin, Mateo,Berna, Jose. "Dethreading of Tetraalkylsuccinamide-Based [2]Rotaxanes for Preparing Benzylic Amide Macrocycles". . p. 10049 - 10059. Retrieved 2015/11/03.
• 3、 Do, Hien-Quang,Tran-Vu, Hung,Daugulis, Olafs. "Copper-catalyzed homodimerization of nitronates and enolates under an oxygen atmosphere". . p. 7816 - 7818. Retrieved 2013/01/16.