16917-31-0

Upstream product

• 5293-84-5 chloromethyltriphenylphosphonium chloride 
• 98-86-2 acetophenone 
• 691-38-3 (Z)-4-methyl-2-pentene 
• 91309-64-7 3-Chloro-3-(1-phenyl-ethyl)-3H-diazirine 
• 1455-13-6 deuteromethanol 
• 3360-53-0 1-bromo-2-phenyl-1-propene 
• 911799-23-0 1-bromo-1-chloro-2-trimethylsilyloxy-prop-2-yl-benzene 
• 88211-06-7 α-methylbenzylchlorocarbene 
• 98-83-9 isopropenylbenzene 
• 110-86-1 pyridine 
• 911803-13-9 1-bromo-1-chloro-2-hydroxy-prop-2-yl-benzene 
• 64-17-5 ethanol 
• 513-35-9 2-methyl-but-2-ene 
• 592-41-6 1-hexene 

Downstream Products

• 833-81-8 (E)-1,2-diphenylpropene 
• 66279-69-4 cis-3-Phenyl-2-chlor-3-methyl-acrylsaeure 
• 79158-42-2 (E)-2-phenyl-2-heptene 

Relevant academic research and scientific papers

Laser flash photolysis studies on intra- and intermolecular reactions of some halocarbenes

Laser flash photolysis studies on α-methylbenzylchlorodiazirine, n-propylchlorodiazirine, and isopropylchlorodiazirine have been carried out at low temperatures, ranging from 170 to 230 K. The present results, together with those previously obtained with benzylchlorodiazirine and methylchlorodiazirine, provide a direct measurement of the 'by-stander effect' of alkyl substituents on the C atom in the α position of the carbene center. Intermolecular reactions of α-methylbenzylchlorocarbene and tetramethylethylene in isooctane and methylcyclohexane have been measured but this reaction is shown to be too slow to measure by LFP in highly viscous decalin solvent.

Magnesium alkylidene carbenoids: Generation from 1-halovinyl sulfoxides with Grignard reagents and studies on their property, mechanism, and some synthetic uses

Magnesium alkylidene carbenoids were generated from 1-halovinyl sulfoxides, derived from ketones and aryl halomethyl sulfoxide, through the ligand exchange reaction of sulfoxides with Grignard reagents. The generated magnesium alkylidene carbenoids were found to be stable at -78 °C for over 30 min. The carbenoids reacted with aldehydes to give the adducts in moderate yields; however, they were found to be relatively unreactive to usual electrophiles. The generated magnesium alkylidene carbenoid exists in equilibrium between an α-halo alkenyl Grignard reagent and an alkylidene carbene-magnesium halide complex. Halogen exchange and geometrical isomerization of the alkylidene carbenoids were observed. 1-Chlorovinyl sulfoxides reacted with excess aryl Grignard reagents to give alkenyl Grignard reagents having an aryl group. These Grignard reagents reacted with several electrophiles to give tetra-substituted olefins in moderate to good yields.

TETRABUTYLAMMONIUM DIHYDROGENTRIFLUORIDE: AN EFFECTIVE SOURCE OF FLUORIDE ION FOR HALOFLUORINATION OF ALKENES

Vicinal halofluorides have been prepared from the corresponding alkenes by reaction with a stoichiometric amount of Bu4N+H2F3- as a source of fluoride anion and an excess of an N-halosuccinimide (NXS).The reaction products are obtained in good yields, with a prevalent Markownikoff regiochemistry.Olefins containing hydroxy, epoxy, acetoxy and alkoxy groups do not undergo side reactions under these reaction conditions.

Synthesis of Mono and gem-Dihalogeno-olefins from Carbonyl Compounds and in situ Generated Lithium Carbenoids

The treatment of carbonyl compounds (5) with dihalogenomethane and lithium dicyclohexylamide at -78 deg C leads after acid hydrolysis to the crude alcohols (6), which by silylation with trimethylchlorosilane-hexamethyldisilazane-pyridine affords the crude

Evidence for Protonation of Typically Electrophilic Carbenes by Methanol

Deuterium was incorporated in the alkenes formed by 1,2-H migration in phenyl- and chloro-carbenes generated in MeOD.

CHLORINATION OF ALKENES BY MANGANESE(III) CHLORIDE SPECIES

Several manganese(III) chloride species have been prepared in situ and used as effective chlorinating agents of alkenes.

TEMPERATURE AND MATRIX EFFECTS ON COMPETITIVE INTERMOLECULAR AND INTRAMOLECULAR REACTION OF BENZYLCHLOROCARBENES IN ETHANOL

Benzylchlorocarbenes generated photolytically from diazirines in EtOH afford chlorostyrenes and acetals, whose distributions are sensitive to the reaction temperature.

Photolysis of 3-Chlorodiazirine in the Presence of Alkenes: Orientational Factors in the Intermolecular Interception of Chlorocarbene by Alkenes

The stereochemistry of the 1,2-H shift of photolytically generated benzylchlorocarbene is significantly affected by aryl substituents and by the addition of an alkene.