141916-52-1

Basic information

• Product Name: Benzenepropanol, a-(chloromethyl)-
• CAS NO: 141916-52-1
• Molecular Formula: C10H13ClO
• Molecular Weight: 184.666
• Mol File: 141916-52-1.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Benzenepropanol, a-(chloromethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenepropanol, a-(chloromethyl)-(141916-52-1)
• EPA Substance Registry System: Benzenepropanol, a-(chloromethyl)-(141916-52-1)

Safety Data

• Hazardous Substances Data: 141916-52-1(Hazardous Substances Data)

Upstream product

• 104-53-0 3-phenyl-propionaldehyde 
• 593-71-5 Chloroiodomethane 
• 75-09-2 dichloromethane 
• 768-56-9 4-Phenylbut-1-ene 
• 100-44-7 benzyl chloride 
• 106-89-8 epichlorohydrin 
• 100-39-0 benzyl bromide 
• 1589-82-8 phenylmagnesium bromide 
• 6921-34-2 benzylmagnesium chloride 

Downstream Products

• 22820-50-4 1-(isopropylamino)-4-phenylbutan-2-ol 
• 1126-76-7 1,2-Epoxy-4-phenylbutane 
• 65674-08-0 4-phenyl-1,2-epithiobutane 
• 1155865-27-2 1-(N-diethylamino)-4-phenyl-2-butanethiol 
• 1155865-28-3 C₁₃H₂₁NS 
• 1155865-29-4 C₁₄H₂₃NS 
• 1155865-30-7 C₁₅H₂₃NS 
• 1155865-31-8 C₁₄H₂₁NOS 
• 1155865-32-9 4-phenyl-1-phenylamino-2-butanethiol 

Relevant articles and documents

Organomagnesium Based Flash Chemistry: Continuous Flow Generation and Utilization of Halomethylmagnesium Intermediates

The generation of highly unstable chloromethylmagnesium chloride in a continuous flow reactor and its reaction with aldehydes and ketones is reported. With this strategy, chlorohydrins and epoxides were synthesized within a total residence time of only 2.6 s. The outcome of the reaction can be tuned by simply using either a basic or an acidic quench. Very good to excellent isolated yields, up to 97%, have been obtained for most cases (30 examples).

Difunctionalization of Alkenes Using 1-Chloro-1,2-benziodoxol-3-(1H)-one

Difunctionalization of alkenes with 1-chloro-1,2-benziodoxol-3-(1H)-one (1) was investigated. Various additional nucleophiles were tested, and oxychlorination, dichlorination, azidochlorination, chlorothiocyanation, and iodoesterfication were demonstrated. The oxychlorination product was obtained efficiently when the reaction was operated in water. Dichlorination occurred in the presence of a Lewis basic promoter, such as 4-phenylpyridine N-oxide, as an additive. The reaction with in situ-generated azido anion afforded azidochlorinated compounds with a chlorine atom at the terminal position, while the reaction with trimethylsilyl isothiocyanate produced chlorothiocyanation adducts with a chlorine atom at the benzylic position. On the other hand, when 1 was treated with tetra-n-butylammonium iodide prior to the addition of alkenes, only iodoesterification occurred selectively. These mild reactions enable convenient site-selective difunctionalizations of substrates having two alkene moieties. NMR experiments suggested that the electrophilic reactive species in each reaction varied depending on the nature of the added nucleophile.

Enantio- and diastereocontrolled total synthesis of (+)-strictifolione

A concise and practical enantioselective synthesis of (+)-strictifolione has been achieved in high diastereomeric excess using Jacobsen's hydrolytic kinetic resolution, proline-catalyzed sequential α-aminoxylation and Horner-Wadsworth-Emmons olefination o