89979-04-4

Basic information

• Product Name: Benzenemethanol, 4-chloro-a-(nitromethyl)-
• CAS NO: 89979-04-4
• Molecular Formula: C8H8ClNO3
• Molecular Weight: 201.609
• Mol File: 89979-04-4.mol
• Article Data: 109

Chemical Properties

• CAS DataBase Reference: Benzenemethanol, 4-chloro-a-(nitromethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanol, 4-chloro-a-(nitromethyl)-(89979-04-4)
• EPA Substance Registry System: Benzenemethanol, 4-chloro-a-(nitromethyl)-(89979-04-4)

Safety Data

• Hazardous Substances Data: 89979-04-4(Hazardous Substances Data)

Usage

Structure

Consists of a benzene ring with a chloro substituent at the 4-position and a nitromethyl group attached to the alpha carbon

Uses

Building block in organic synthesis, pharmaceutical manufacturing, production of pesticides and agricultural chemicals

Safety precautions

Considered harmful if swallowed, inhaled, or comes into contact with skin

Upstream product

• 75-52-5 nitromethane 
• 104-88-1 4-chlorobenzaldehyde 
• 563-70-2 bromonitromethane 
• 5468-33-7 1-(4-chlorophenyl)-2-nitroethan-1-one 
• 74-11-3 para-chlorobenzoic acid 
• 10364-95-1 1-(4-chloro-benzoyl)-1H-imidazole 
• 555-16-8 4-nitrobenzaldehdye 

Downstream Products

• 85078-25-7 1,1-bis-(4-chloro-phenyl)-2-nitro-ethane 
• 5468-33-7 1-(4-chlorophenyl)-2-nitroethan-1-one 
• 41870-82-0 2-amino-1-(4-chlorophenyl)ethanol 

Relevant articles and documents

Revisit to Henry reaction by non conventional heterogeneous and efficient catalyst for nitroalcohol synthesis

A sustainable, green and efficient process for the synthesis of 2-nitro alcohol derivatives from different substituted aromatic aldehydes with nitroalkane by stirring at ambient temperature with high product yield is reported. Adoption of very mild reaction conditions, use of Calcined Eggshell (CES) as natural catalyst and simple workup are expected to contribute to the development of environmentally benign synthetic method for Henry (nitroaldol) reaction. CES is ecologically safe, inexpensive, and attractive heterogeneous base catalyst obtained from renewable resources, thus opening a new perspective for this process. Graphical abstract: [Figure not available: see fulltext.]

Efficient Synthesis of α-Ketothioamides From α-Nitroketones, Amines or DMF and Elemental Sulfur Under Oxidant-Free Conditions

We have developed a practical, general protocol for denitration of readily available α-nitroketones with sulfur and amines to access a broad range of α-ketothioamides under mild conditions. Such a reaction proceeds under metal-, oxidant-, and catalyst-free conditions to provide synthetically useful α-ketothioamides. Furthermore, the mild reaction conditions tolerate a wide range of substrates especially for the synthesis of aliphatic α-ketothioamides which are rarely reported.

Henry type reaction method and product of iron-mediated aldehyde and bromo-nitromethane

The invention discloses a Henry type reaction method and product of iron-mediated aldehyde and bromo-nitromethane. The method comprises the following steps: sequentially adding iron powder and ultra-dry MeCN, and then sequentially adding 1,2-dibromoethane and trimethylchlorosilane to activate the iron powder; adding a catalyst, an additive, bromo-nitromethane and an aldehyde compound, and stirring; performing quenching with a saturated NH4Cl solution, and performing extraction with ethyl acetate; performing washing the extract with a saturated saline solution, drying with anhydrous sodium sulfate, and removing the extract through rotary evaporation to obtain a crude product; and purifying the crude product through silica gel column chromatography to obtain a target product. The method has the advantages of mild reaction conditions, good regioselectivity, easiness in operation, economy and practicability, and no need of preparing an organic metal reagent sensitive to water in advance.