(Benzyloxy)chlorodiazirine

Base Information

• Chemical Name: (Benzyloxy)chlorodiazirine
• CAS No.: 113711-60-7
• Molecular Formula: C8H7ClN2O
• Molecular Weight: 182.609
• Mol file: 113711-60-7.mol

Synonyms:3-benzyloxy-3-chlorodiazirine;3-chloro-3-benzyloxydiazirine;3H-Diazirine,3-chloro-3-(phenylmethoxy);3-benzyloxy-3-chloroaziridine;

Chemical Property of (Benzyloxy)chlorodiazirine

Chemical Property:

• Boiling Point: 229.3±50.0℃ (760 Torr)
• Flash Point: 92.5±30.1℃
• PSA: 33.95000
• Density: 1.35±0.1 g/cm3 (20 oC 760 Torr)
• LogP: 1.39030

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (Benzyloxy)chlorodiazirine

There total 4 articles about (Benzyloxy)chlorodiazirine 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: 57.0%

O-benzylisourea tosylate (113711-61-8) → 3-chloro-3-benzyloxydiazirine (113711-60-7)

Guidance literature:

With hypochlorite;

DOI:10.1016/S0040-4039(00)96022-2

Reference yield:

2-benzyl-isourea; compound with methanesulfonic acid → 3-chloro-3-benzyloxydiazirine (113711-60-7)

Guidance literature:

With sodium hypochlorite; lithium bromide; In dimethyl sulfoxide; pentane; at 20 ℃;

DOI:10.1021/ol0400443

Reference yield:

benzyl alcohol (100-51-6,185532-71-2) → 3-chloro-3-benzyloxydiazirine (113711-60-7)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 25 °C

2: aq. NaOCl; LiBr / pentane; dimethylsulfoxide / 20 °C

With sodium hypochlorite; lithium bromide; In tetrahydrofuran; dimethyl sulfoxide; pentane;

DOI:10.1021/ol0400443

upstream raw materials:

O-benzylisourea tosylate

benzyl alcohol

Downstream raw materials:

1-Benzyloxy-2,3-dimethyl-cyclopropanecarbonitrile

benzyl chloride

benzaldehyde

benzyl formate

Refernces

• 1、 Moss, Robert A.,Ma, Yan,Sauers, Ronald R.. "A duality of mechanisms for the fragmentation of substituted benzyloxychlorocarbenes". . p. 13968 - 13969. Retrieved 2007/10/03.