3-Methyl-3H-diazirine-3-propionyl chloride

Base Information

• Chemical Name: 3-Methyl-3H-diazirine-3-propionyl chloride
• CAS No.: 25055-90-7
• Molecular Formula: C₅H₇ClN₂O
• Molecular Weight: 146.576
• Mol file: 25055-90-7.mol

Synonyms:3-(3-methyl-3H-diazirin-3-yl)propanoyl chloride

Chemical Property of 3-Methyl-3H-diazirine-3-propionyl chloride

Chemical Property:

• Boiling Point: 168.7±32.0℃ (760 Torr)
• Flash Point: 56.0±14.3℃
• Density: 1.39±0.1 g/cm3 (20 oC 760 Torr)

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Methyl-3H-diazirine-3-propionyl chloride

There total 3 articles about 3-Methyl-3H-diazirine-3-propionyl chloride 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:

3-(3-methyl-3H-diazirine-3-yl)propionic acid (25055-86-1) → 3-(3-methyl-3H-diazirin-3-yl)propanoyl chloride (25055-90-7)

Guidance literature:

With thionyl chloride; In tetrachloromethane; at 65 ℃; for 0.5h;

Reference yield:

levulinic acid (123-76-2) → 3-(3-methyl-3H-diazirin-3-yl)propanoyl chloride (25055-90-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ammonia / methanol / 3 h / 0 °C / Inert atmosphere

1.2: 16 h / 20 - 25 °C / Inert atmosphere

1.3: 0 °C / Inert atmosphere

2.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 1.5 h / 0 °C / Inert atmosphere

With oxalyl dichloride; ammonia; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/anie.201706788

Reference yield:

→ 3-(3-methyl-3H-diazirin-3-yl)propanoyl chloride (25055-90-7)

Guidance literature:

aus (22, n = 2) u. Oxalylchlorid;

DOI:10.1021/jo00833a001

upstream raw materials:

3-(3-methyl-3H-diazirine-3-yl)propionic acid

levulinic acid

Refernces

• 1、 Adamson, Christopher,Kajino, Hidetoshi,Kanai, Motomu,Kawashima, Shigehiro A.,Yamatsugu, Kenzo. "Live-Cell Protein Modification by Boronate-Assisted Hydroxamic Acid Catalysis". supporting information. p. 14976 - 14980. Retrieved 2021/09/29.
• 2、 Gerken, Philip A.,Wolstenhulme, Jamie R.,Tumber, Anthony,Hatch, Stephanie B.,Zhang, Yijia,Müller, Susanne,Chandler, Shane A.,Mair, Barbara,Li, Fengling,Nijman, Sebastian M. B.,Konietzny, Rebecca,Szommer, Tamas,Yapp, Clarence,Fedorov, Oleg,Benesch, Justin L. P.,Vedadi, Masoud,Kessler, Benedikt M.,Kawamura, Akane,Brennan, Paul E.,Smith, Martin D.. "Discovery of a Highly Selective Cell-Active Inhibitor of the Histone Lysine Demethylases KDM2/7". supporting information. p. 15555 - 15559. Retrieved 2017/12/02.