13407-16-4

Basic information

• Product Name: Benzenemethanol, alpha-(chloromethyl)-4-nitro- (9CI)
• Synonyms: Benzenemethanol, alpha-(chloromethyl)-4-nitro- (9CI);±-Chloromethyl-4-nitrobenzenemethanol
• CAS NO: 13407-16-4
• Molecular Formula: C₈H₈ClNO₃
• Molecular Weight: 201.60702
• Product Categories: ACETYLHALIDE
• Mol File: 13407-16-4.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzenemethanol, alpha-(chloromethyl)-4-nitro- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanol, alpha-(chloromethyl)-4-nitro- (9CI)(13407-16-4)
• EPA Substance Registry System: Benzenemethanol, alpha-(chloromethyl)-4-nitro- (9CI)(13407-16-4)

Safety Data

• Hazardous Substances Data: 13407-16-4(Hazardous Substances Data)

Usage

Description

Benzenemethanol, alpha-(chloromethyl)-4-nitro(9CI) is an organic compound that features a benzene ring with a hydroxymethyl group, a chloromethyl group, and a nitro group attached to it. This unique structure endows it with specific chemical properties that make it a valuable intermediate in the synthesis of various pharmaceutical compounds.

Uses

Used in Pharmaceutical Industry:
Benzenemethanol, alpha-(chloromethyl)-4-nitro(9CI) is used as a key reagent in the synthesis of monocyclic nitroimidazole analogs of econazole. These analogs possess antitubercular activity, making them important for the development of new treatments against tuberculosis, a disease that continues to pose significant health challenges worldwide.
In the synthesis process, the compound serves as a building block, contributing to the formation of the desired nitroimidazole structure. Its reactivity and functional groups play a crucial role in the chemical reactions that lead to the final product, which can then be further optimized for improved efficacy and safety in treating tuberculosis.

Upstream product

• 7647-01-0 hydrogenchloride 
• 90221-54-8 2-bromo-1-(4-nitro-phenyl)-1-nitryloxy-ethane 
• 6388-74-5 p-Nitrophenyloxirane 
• 34006-49-0 2-chloro-1-(4-nitrophenyl)ethanone 
• 593-71-5 Chloroiodomethane 
• 555-16-8 4-nitrobenzaldehdye 

Downstream Products

• 6388-74-5 (2R)-2-(4-nitrophenyl)oxirane 
• 6388-74-5 p-Nitrophenyloxirane 
• 1283135-25-0 2-(2-bromo-4-nitro-1H-imidazol-1-yl)-1-(4-nitrophenyl)ethanol 
• 1283135-50-1 2-(2-methoxy-4-nitro-1H-imidazol-1-yl)-1-(4-nitrophenyl)ethanol 
• 216160-44-0 (S)-2-chloro-1-(4-nitrophenyl)ethanol 
• 325856-49-3 (R)-2-chloro-1-(4-nitrophenyl)ethanol 

Relevant articles and documents

Electronic effect on the regioselectivity in the ring opening of para-substituted phenyloxiranes by acetylides

The electronic effect on the regioselectivity in the alkynylation of phenyloxiranes was investigated using three kinds of metal acetylides. BF 3 mediated lithium acetylide provided either the α- or β-alkynylated products by controlling the effe

External trapping of halomethyllithium enabled by flow microreactors

This work demonstrates that the accurate control of the reaction parameters realized within microreactor systems allowed for a taming of the reactivity of thermally unstable intermediates such as haloalkyllithiums. The first example of effective external trapping of a reactive carbenoid such as the chloromethyllithium is described. By using microreactor systems, a continuous flow synthesis of chloro alcohols and chloro amines could be achieved with high yields. By controlling the residence time the highly reactive chloromethyllithium could be generated and reacted with electrophiles at temperatures much higher than in batch-mode and without internal quenching. The developed continuous-flow process matches the requirements for sustainability.

Tandem concurrent processes: One-pot single-catalyst biohydrogen transfer for the simultaneous preparation of enantiopure secondary alcohols

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