N,N-Tetramethyleneacrylamide

Base Information

• Chemical Name: N,N-Tetramethyleneacrylamide
• CAS No.: 42104-70-1
• Molecular Formula: C7H11NO
• Molecular Weight: 125.17
• Mol file: 42104-70-1.mol

Synonyms:1-(pyrrolidin-1-yl)prop-2-en-1-one;acryloyl pyrrolidine;1-acryloylpyrrolidine;1-(prop-2-enoyl)pyrrolidine;1-(2-propenoyl)-pyrrolidine;1-(1-oxo-2-propenyl)pyrrolidine;

Chemical Property of N,N-Tetramethyleneacrylamide

Chemical Property:

• Boiling Point: 115 °C (14 mmHg)
• PSA: 20.31000
• LogP: 0.73270

Purity/Quality:

99% ^*data from raw suppliers

1-(pyrrolidin-1-yl)prop-2-en-1-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N,N-Tetramethyleneacrylamide

There total 10 articles about N,N-Tetramethyleneacrylamide 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: 97.0%

pyrrolidine (123-75-1) + acryloyl chloride (814-68-6,25189-84-8) → N-acryloylpyrrolidine (42104-70-1,31605-88-6)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 2.66h;

Reference yield: 46.0%

1-(pyrrolidin-1-yl)-2-((2,2,6,6-tetramethylpiperidin-1-yl)oxy)propan-1-one → N-acryloylpyrrolidine (42104-70-1,31605-88-6)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; at 120 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acs.joc.9b00872

Reference yield: 38.0%

→ N-acryloylpyrrolidine (42104-70-1,31605-88-6)

Guidance literature:

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

upstream raw materials:

pyrrolidine

acryloyl chloride

2-chloropropionyl chloride

acetylene

Downstream raw materials:

[3-(4-chlorophenyl)-4,5-dihydro-isoxazol-5-yl]pyrrolidin-1-yl-methanone

(5S,7aR)-(-)-[7a-methyl-2-(toluene-4-sulfonyl)-2,3,5,6,7,7a-hexahydro-1H-isoindol-5-yl]pyrrolidin-1-yl-methanone

(3aS,5S,7aR)-(-)-[7a-methyl-2-(toluene-4-sulfonyl)octahydroisoindol-5-yl]pyrrolidin-1-yl-methanone

Refernces

• 1、 -. "METHOD OF PRODUCING ACRYLOYL MONOMERS AND ACRYLOYL-BASED POLYMERS". Paragraph 0068. . Retrieved 2022/01/04.
• 2、 Li, Mao,Carreras, Virginie,Jalba, Angela,Ollevier, Thierry. "Asymmetric Diels-Alder Reaction of α,β-Unsaturated Oxazolidin-2-one Derivatives Catalyzed by a Chiral Fe(III)-Bipyridine Diol Complex". supporting information. p. 995 - 998. Retrieved 2018/02/23.