3-Benzyl-3-chloro-3H-diazirine

Base Information

• Chemical Name: 3-Benzyl-3-chloro-3H-diazirine
• CAS No.: 88211-05-6
• Molecular Formula: C8H7ClN2
• Molecular Weight: 166.61
• DSSTox Substance ID: DTXSID60528477
• Nikkaji Number: J476.324F
• Mol file: 88211-05-6.mol

Synonyms:3-Benzyl-3-chloro-3H-diazirine;88211-05-6;3H-Diazirine, 3-chloro-3-(phenylmethyl)-;3-BENZYL-3-CHLORODIAZIRINE;3-Benzyl-3-chloro-3H-diazirene;DTXSID60528477

Chemical Property of 3-Benzyl-3-chloro-3H-diazirine

Chemical Property:

• Boiling Point: 221.4±50.0℃ (760 Torr)
• Flash Point: 87.7±30.1℃
• PSA: 24.72000
• Density: 1.29±0.1 g/cm3 (20 oC 760 Torr)
• LogP: 1.45870
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 166.0297759
• Heavy Atom Count: 11
• Complexity: 167

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC2(N=N2)Cl

Technology Process of 3-Benzyl-3-chloro-3H-diazirine

There total 3 articles about 3-Benzyl-3-chloro-3H-diazirine 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: 18.0%

2-phenylacetamidine hydrochloride (2498-46-6) → 3-benzyl-3-chloro-3H-diazirine (88211-05-6) + 3-Benzyl-3-fluoro-3H-diazirine (198020-05-2)

Guidance literature:

With potassium fluoride; sodium hypochlorite; lithium fluoride; In dimethyl sulfoxide; pentane; at 0 ℃;

DOI:10.1016/S0040-4039(97)01709-7

Reference yield:

phenylacetonitrile (140-29-4) → 3-benzyl-3-chloro-3H-diazirine (88211-05-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / 1.) HCl / 1.) 0 deg C, 3 h 2.) 4 d

2: 88 percent / ammonia / ethanol / 0 - 20 °C

3: 1.42 g / LiCl, 7percent NaOCl-NaCl / dimethylsulfoxide; CCl₄ / 1 h / 0 °C

With hydrogenchloride; sodium hypochlorite; ammonia; lithium chloride; sodium chloride; In tetrachloromethane; ethanol; dimethyl sulfoxide;

DOI:10.1016/S0040-4020(01)91478-4

Reference yield:

ethyl 2-phenylacetimidate hydrochloride (5442-34-2) → 3-benzyl-3-chloro-3H-diazirine (88211-05-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / ammonia / ethanol / 0 - 20 °C

2: 1.42 g / LiCl, 7percent NaOCl-NaCl / dimethylsulfoxide; CCl₄ / 1 h / 0 °C

With sodium hypochlorite; ammonia; lithium chloride; sodium chloride; In tetrachloromethane; ethanol; dimethyl sulfoxide;

DOI:10.1016/S0040-4020(01)91478-4

upstream raw materials:

2-phenylacetamidine hydrochloride

phenylacetonitrile

ethyl 2-phenylacetimidate hydrochloride

Downstream raw materials:

1-(2-chlorovinyl)benzene

(2-chloro-2-deuterio-vinyl)-benzene

1-α-1-chloro-2-phenylethyl acetate-d3

C₆₈H₇Cl

Refernces

• 1、 Liu, Michael T. H.,Chishti, Najmul H.,Tencer, Michael,Tomioka, Hideo,Izawa, Yasuji. "REACTIVE INTERMEDIATES IN THE PHOTOLYSIS AND THERMOLYSIS OF 3-CHLORO-3-BENZYLDIAZIRINE". . p. 887 - 892. Retrieved 2007/10/02.