5120-12-7

Basic information

• Product Name: Aziridine, 2-(bromomethyl)-1-(phenylsulfonyl)-
• Synonyms: Aziridine, 2-(bromomethyl)-1-(phenylsulfonyl)-
• CAS NO: 5120-12-7
• Molecular Formula: C₉H₁₀BrNO₂S
• Molecular Weight: 0
• Mol File: 5120-12-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 387°Cat760mmHg
• Flash Point: 187.8°C
• Appearance: /
• Density: 1.665g/cm³
• Vapor Pressure: 3.4E-06mmHg at 25°C
• Refractive Index: 1.63
• CAS DataBase Reference: Aziridine, 2-(bromomethyl)-1-(phenylsulfonyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Aziridine, 2-(bromomethyl)-1-(phenylsulfonyl)-(5120-12-7)
• EPA Substance Registry System: Aziridine, 2-(bromomethyl)-1-(phenylsulfonyl)-(5120-12-7)

Safety Data

• Hazardous Substances Data: 5120-12-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H10BrNO2S/c10-6-8-7-11(8)14(12,13)9-4-2-1-3-5-9/h1-5,8H,6-7H2

Upstream product

• 40152-81-6 2,3-dibromopropan-1-amine 
• 98-09-9 benzenesulfonyl chloride 
• 64-17-5 ethanol 
• 50487-74-6 N-(2,3-dibromo-propyl)-benzenesulfonamide 
• 351003-68-4 N-(β,β'-dibromo-isopropyl)-benzenesulfonamide 
• 115705-74-3 2-bromo-1-bromomethylethylamine hydrobromide 
• 50487-70-2 N-allylbenzenesulfonamide 
• 6963-32-2 2,3-dibromopropylamine hydrobromide 

Downstream Products

• 28793-03-5 3,3-Diphenyl-1-benzenesulfonamidopropane 
• 351003-68-4 N-(β,β'-dibromo-isopropyl)-benzenesulfonamide 
• 78515-33-0 1,3-Diphenyl-2-benzenesulfonamidopropane 
• 129295-44-9 6-benzenesulfonylamino-1-benzyl-4-methylhexahydro-1H-1,4-diazepine 
• 22745-20-6 N-(1-ethylpropyl)benzenesulfonamide 
• 5586-73-2 3-diphenylpropyl amine 
• 1038891-14-3 3-benzenesulfonamido-2,3,4,5-tetrahydro-1,5-benzothiazepine 

Relevant articles and documents

Synthesis and density functional theory studies of azirinyl and oxiranyl functionalized isoindigo and (3Z,3′Z)-3,3′-(ethane-1,2-diylidene)bis(indolin-2-one) derivatives

The design and synthesis of functionalized isoindigo compounds by reaction of isoindigo with (S)-glycidyl tosylate, epibromohydrin, 2-(bromomethyl)-1-(arylsulfonyl)aziridine, and 2-(bromomethyl)-1-(alkylsulfonyl)aziridine in the presence of MeONa proceed under mild conditions in moderate yields. (3Z,3′Z)-3,3′-(Ethane-1,2-diylidene)bis(1-(oxiran-2-ylmethyl)indolin-2-one), with an extended central olefin π-conjugated moiety was also reacted with methyl-oxiranes to give the corresponding N.N″-disubstituted derivative. Calculations with DFT and TD-DFT of hypothetical isoindigo-thiophene DA molecules with various electron withdrawing substituents, including aziridine, oxirane, nitrile, carbonyl, and sulfonate, indicated that the proximity and strength of the functional group have a significant effect on the HOMO, LUMO, vertical excitation energy and oscillator strength of the π-π? transitions.

Ring opening reactions of 1-arenesulfonyl-2-(bromomethyl)aziridines

The reactivity of 1-arenesulfonyl-2-(bromomethyl)aziridines with respect to lithium dialkylcyanocuprates and lithium dialkylcuprates (Gilman reagents) has been evaluated for the first time, pointing to the conclusion that these substrates can be applied successfully as synthetic equivalents for the 2-aminopropane dication synthon towards 2-alkylaziridines and α-branched N-tosylamides in good yields.