39220-98-9

Basic information

• Product Name: Benzenemethanol, 3-chloro-a-(nitromethyl)-
• CAS NO: 39220-98-9
• Molecular Formula: C8H8ClNO3
• Molecular Weight: 201.609
• Mol File: 39220-98-9.mol
• Article Data: 30

Chemical Properties

• CAS DataBase Reference: Benzenemethanol, 3-chloro-a-(nitromethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanol, 3-chloro-a-(nitromethyl)-(39220-98-9)
• EPA Substance Registry System: Benzenemethanol, 3-chloro-a-(nitromethyl)-(39220-98-9)

Safety Data

• Hazardous Substances Data: 39220-98-9(Hazardous Substances Data)

Usage

General Description

Benzenemethanol, 3-chloro-a-(nitromethyl)- is a chemical compound with the molecular formula C8H8ClNO3. It is a derivative of benzyl alcohol and contains a nitromethyl group and a chlorine atom. Benzenemethanol, 3-chloro-a-(nitromethyl)- is commonly used in the synthesis of various pharmaceuticals and fine chemicals. It is also used as a building block in organic chemistry reactions. Due to the presence of the nitromethyl and chlorine groups, it is important to handle this compound with caution and follow proper safety protocols to prevent any harmful exposure.

Upstream product

• 75-52-5 nitromethane 
• 587-04-2 m-Chlorobenzaldehyde 
• 563-70-2 bromonitromethane 

Downstream Products

• 1377577-63-3 3-chloro-N-tosylbenzamide 
• 14367-95-4 1-(3-chlorophenyl)-2-nitro-1-ethanone 
• 66618-77-7 1-(3-chlorophenyl)-2-nitroethyl acetate 
• 1336918-20-7 (R)-1-(3-chlorophenyl)-2-nitroethyl acetate 
• 637780-48-4 2,6-diamino-5-[2-nitro-1-(3-chlorophenyl)ethyl]-3H-pyrimidin-4-one 
• 637780-49-5 2,4,6-triamino-5-[2-nitro-1-(3-chlorophenyl)ethyl]pyrimidine 
• 53360-89-7 2-amino-1-(3-chloro-phenyl)-ethanol 
• 468740-86-5 2-(3-chloro-phenyl)-2-triethylsilanyloxy-ethylamine 
• 468740-85-4 [1-(3-Chloro-phenyl)-2-nitro-ethoxy]-triethyl-silane 
• 3156-35-2 3-chloro-β-nitrostyrene 

Relevant articles and documents

Synthesis of DPA-triazole structures and their application as ligand for metal catalyzed organic reactions

In this work, the use of DPA-triazole (DPA = dipicolylamine) molecules as ligands for metal catalyzed organic reactions has been investigated. A small library of ligands has been prepared by a CuAAC (click reaction) between propargyl-DPA and different azi

Ketoreductase catalyzed stereoselective bioreduction of α-nitro ketones

We report here the stereoselective bioreduction of α-nitro ketones catalyzed by ketoreductases (KREDs) with publicly known sequences. YGL039w and RasADH/SyADH were able to reduce 23 class I substrates (1-aryl-2-nitro-1-ethanone (1)) and ten class II substrates (1-aryloxy-3-nitro-2-propanone (4)) to furnish both enantiomers of the corresponding β-nitro alcohols, with good-to-excellent conversions (up to >99%) and enantioselectivities (up to >99% ee) being achieved in most cases. To the best of our knowledge, KRED-mediated reduction of class II α-nitro ketones (1-aryloxy-3-nitro-2-propanone (4)) is unprecedented. Select β-nitro alcohols, including the synthetic intermediates of bioactive molecules (R)-tembamide, (S)-tembamide, (S)-moprolol, (S)-toliprolol and (S)-propanolol, were stereoselectively synthesized in preparative scale with 42% to 90% isolated yields, showcasing the practical potential of our developed system in organic synthesis. Finally, the advantage of using KREDs with known sequence was demonstrated by whole-cell catalysis, in which β-nitro alcohol (R)-2k, the key synthetic intermediate of hypoglycemic natural product (R)-tembamide, was produced in a space-time yield of 178 g L?1 d?1 as well as 95% ee by employing the whole cells of a recombinant E. coli strain coexpressing RasADH and glucose dehydrogenase as the biocatalyst.

Organocatalytic Asymmetric Domino Michael/Acyl Transfer Reaction Between α-Nitroketones and in situ-Generated ortho-Quinone Methides: Route to 2-(1-Arylethyl)phenols

An organocatalytic asymmetric domino Michael/acyl transfer reaction between α-nitroketones and o-quinone methides is disclosed. o-Quinone methides are generated in situ from 2-sulfonylmethylphenols in basic medium. With 10 mol% of bifunctional squaramide catalyst, high yields and excellent enantioselectivities are achieved for a variety of O-acyl 2-(1-arylethyl)phenols under mild reaction condition. (Figure presented.).