3,3-diMethylazetidine hydrochloride

Base Information

• Chemical Name: 3,3-diMethylazetidine hydrochloride
• CAS No.: 19816-92-3
• Molecular Formula: C5H11N
• Molecular Weight: 85.149
• Mol file: 19816-92-3.mol

Synonyms:3,3-dimethyl-azetidine;3.3-Dimethyl-azetidin;3,3-dimethylazetidine;3,3-Dimethyl-azetidin;3,3-Dimethylazetidin;3,3-dimetilazetidina;

Chemical Property of 3,3-diMethylazetidine hydrochloride

Chemical Property:

• Boiling Point: 90-92 °C(Press: 760.0 Torr)
• PKA: 11.37±0.40(Predicted)
• PSA: 12.03000
• Density: 0.807±0.06 g/cm3(Predicted)
• LogP: 0.94460

Purity/Quality:

99.90% ^*data from raw suppliers

3,3-dimethylazetidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,3-diMethylazetidine hydrochloride

There total 10 articles about 3,3-diMethylazetidine hydrochloride 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: 74.2%

3,3-dimethyl-N-<4-methylphenylsulfonyl>azetidine (79201-18-6) → 3,3-dimethyl azetidine (19816-92-3)

Guidance literature:

With sodium; In pentan-1-ol; for 96h; Heating;

DOI:10.1021/jo00337a016

Reference yield:

2,2-dimethyl-<<4-methylphenylsulfonyl>oxy>propanenitrile (157736-55-5) → 3,3-dimethyl azetidine (19816-92-3)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 2h;

Reference yield:

2-cyano-2-methyl-propionic acid ethyl ester (1572-98-1) → 3,3-dimethyl azetidine (19816-92-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 78.2 percent / LiAlH₄ / tetrahydrofuran / 48 h / Heating

2: 79.4 percent / pyridine / 1) 5 deg C, 1 h, 2) 80 deg C

3: 87.7 percent / K / 2-methyl-propan-2-ol / 12.3 h / Heating

4: 74.2 percent / Na / pentan-1-ol / 96 h / Heating

With pyridine; lithium aluminium tetrahydride; sodium; potassium; In tetrahydrofuran; pentan-1-ol; tert-butyl alcohol;

DOI:10.1021/jo00337a016

upstream raw materials:

3,3-dimethyl-2-azetidinone

3,3-dimethyl-N-<4-methylphenylsulfonyl>azetidine

2,2-dimethyl-<<4-methylphenylsulfonyl>oxy>propanenitrile

diethyl ether

Downstream raw materials:

3,3-dimethyl-N-<4-methylphenylsulfonyl>azetidine

1-(3-chloro-phenyl)-3-[2-(3,3-dimethyl-azetidin-1-yl)-1-methyl-ethyl]-4-methyl-imidazolidin-2-one

3,3-Dimethyl-1-(2-methyl-cyclohex-1-enyl)-azetidine

3,3-Dimethyl-1-(6-methyl-cyclohex-1-enyl)-azetidine

Refernces

• 1、 Froehlich, Johannes,Sauter, Fritz,Blasl, Karin. "A NOVEL SYNTHESIS OF 3,3-(SPIRO)SUBSTITUTED AZETIDINES". . p. 1879 - 1892. Retrieved 2007/10/02.