88211-05-6

Basic information

• Product Name: 3-Chloro-3-benzyldiazirine
• Synonyms: 3-Chloro-3-benzyldiazirine
• CAS NO: 88211-05-6
• Molecular Formula: C₈H₇ClN₂
• Molecular Weight: 166.60758
• Mol File: 88211-05-6.mol

Chemical Properties

• Boiling Point: 221.4±50.0℃ (760 Torr)
• Flash Point: 87.7±30.1℃
• Appearance: /
• Density: 1.29±0.1 g/cm3 (20 ºC 760 Torr)
• CAS DataBase Reference: 3-Chloro-3-benzyldiazirine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Chloro-3-benzyldiazirine(88211-05-6)
• EPA Substance Registry System: 3-Chloro-3-benzyldiazirine(88211-05-6)

Safety Data

• Hazardous Substances Data: 88211-05-6(Hazardous Substances Data)

Upstream product

• 2498-46-6 2-phenylacetamidine hydrochloride 
• 140-29-4 phenylacetonitrile 
• 5442-34-2 ethyl 2-phenylacetimidate hydrochloride 

Downstream Products

• 122540-70-9 C₁₃H₁₂ClN 
• 4412-39-9 (2,2-dichloroethyl)benzene 
• 622-25-3 1-(2-chlorovinyl)benzene 
• 101-48-4 phenylacetaldehyde dimethyl acetal 
• 4110-77-4 (E)-β-chlorostyrene 
• 4604-28-8 (Z)-β-chlorostyrene 
• 97073-41-1 1-benzyl-1-chloro-2,2,3,3-tetramethylcyclopropane 
• 39773-55-2 2-phenyl-1-chloroethyl acetate 
• 6314-97-2 1,1-diethoxy-2-phenylethane 
• 3947-94-2 (2-chloro-2-deuterio-vinyl)-benzene 
• 90740-04-8 1-α-1-chloro-2-phenylethyl acetate-d3 
• 588-73-8 (Z)-β-bromostyrene 
• 588-72-7 [(E)-2-bromoethenyl]benzene 
• 71706-88-2 benzylchlorodiazomethane 

Relevant articles and documents

Benzylfluorocarbene: Reactions and kinetics

Benzylfluorocarbene, generated from the corresponding diazirine, is accompanied by considerable azine formation. Its rearrangement to β-fluorostyrene isomers in tetrachloroethane is characterized by E(a) = 3.2 kcal/mol and log A = 9.5 s-1.

REACTIVE INTERMEDIATES IN THE PHOTOLYSIS AND THERMOLYSIS OF 3-CHLORO-3-BENZYLDIAZIRINE

The photochemical and thermal decomposition of 3-chloro-3-benzyldiazirine have been studied in different reaction conditions.The decomposition gives rise to benzylchlorocarbene which can rearrange to E and Z chlorostyrene and/or react with the environment.In the presence of acetic acid the main product is 1-chloro-2-phenylethyl acetate.Experiments with acetic acid-d4 showed that some of the chlorostyrene is formed from the carbocation; other experiments conducted with tetramethylethylene as a carbene trapping agent show that the carbene is formed even in the presence of acetic acid.