71022-43-0

Basic information

• Product Name: 3,5-DINITROBENZYL ALCOHOL
• Synonyms: 3,5-Dinitrobenzyl alcohol 98%;3,5-DINITROBENZYL ALCOHOL;(3,5-DINITRO-PHENYL)-METHANOL;3,5-DINITROBENZYL ALCOHOL 98+%;3,5-Dinitrobenzenemethanol;BenzeneMethanol,3,5-dinitro-
• CAS NO: 71022-43-0
• Molecular Formula: C₇H₆N₂O₅
• Molecular Weight: 198.13
• EINECS: 275-131-1
• Product Categories: Benzhydrols, Benzyl & Special Alcohols;Alcohols;C7 to C8;Oxygen Compounds
• Mol File: 71022-43-0.mol
• Article Data: 18

Chemical Properties

• Melting Point: 88-91 °C(lit.)
• Boiling Point: 335.43°C (rough estimate)
• Flash Point: 183.7 °C
• Appearance: slightly yellow amorphous powder and chunks
• Density: 1.560±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 2.94E-07mmHg at 25°C
• Refractive Index: 1.5460 (estimate)
• Solubility: soluble in Methanol
• PKA: 13.40±0.10(Predicted)
• BRN: 2054388
• CAS DataBase Reference: 3,5-DINITROBENZYL ALCOHOL(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-DINITROBENZYL ALCOHOL(71022-43-0)
• EPA Substance Registry System: 3,5-DINITROBENZYL ALCOHOL(71022-43-0)

Safety Data

• Statements: 22-36/37/38
• Safety Statements: 22-24/25-36/37-26
• WGK Germany: 3
• Hazardous Substances Data: 71022-43-0(Hazardous Substances Data)

Usage

Description

3,5-Dinitrobenzyl alcohol is an organic compound characterized by the presence of two nitro groups (-NO2) at the 3 and 5 positions on a benzyl alcohol (C6H5-CH2OH) backbone. 3,5-DINITROBENZYL ALCOHOL is known for its reactivity and is commonly used as an intermediate in the synthesis of various organic compounds.

Uses

Used in Chemical Synthesis:
3,5-Dinitrobenzyl alcohol is used as a synthetic intermediate for the preparation of various organic compounds. Its reactivity allows for the formation of a wide range of derivatives, making it a versatile building block in organic chemistry.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3,5-dinitrobenzyl alcohol is used as a key intermediate in the synthesis of certain pharmaceutical compounds. Its unique chemical properties enable the development of new drugs with potential therapeutic applications.
Used in the Synthesis of 3,5-Bis((bezoxycarbonyl)imino)benzyl Alcohol:
3,5-Dinitrobenzyl alcohol is specifically used in the synthesis of 3,5-bis((bezoxycarbonyl)imino)benzyl alcohol, a compound with potential applications in various fields, such as materials science or medicinal chemistry. The synthesis process involves the conversion of the nitro groups to the desired imino functionality, showcasing the versatility of 3,5-dinitrobenzyl alcohol as a synthetic precursor.

InChI:InChI=1/C7H6N2O5/c10-4-5-1-6(8(11)12)3-7(2-5)9(13)14/h1-3,10H,4H2

Upstream product

• 1221772-46-8 vinylglycine 3,5-dinitrobenzyl ester hydrochloride 
• 618-85-9 3,5-dinitrotoluene 
• 99-34-3 3,5-dinitrobenzoic acid 
• 74367-78-5 3,5-dinitrobenzyl chloride 
• 99-33-2 3,5-dinitrobenoyl chloride 

Downstream Products

• 14193-18-1 3,5-dinitrobenzaldehyde 
• 137570-75-3 1-bromomethyl-3,5-dinitrobenzene 
• 28150-15-4 3,5-diaminobenzyl alcohol dihydrochloride 
• 885613-00-3 5-triisopropylsilanyloxymethyl-benzene-1,3-diamine 
• 885613-01-4 2-(3-amino-5-triisopropylsilanyloxymethyl-phenyl)-6-[4-(4-methoxy-phenyl)-piperazin-1-yl]-benzo[de]isoquinoline-1,3-dione 
• 70136-12-8 (3,5-dinitrophenyl)nitromethane 
• 28150-13-2 3,5-diaminobenzyl alcohol 
• 444343-45-7 N-(3,5-dinitrobenzyl)phthalimide 

Relevant articles and documents

A mild and selective Cu(II) salts-catalyzed reduction of nitro, azo, azoxy, N-aryl hydroxylamine, nitroso, acid halide, ester, and azide compounds using hydrogen surrogacy of sodium borohydride

The first mild, in situ, single-pot, high-yielding well-screened copper (II) salt-based catalyst system utilizing the hydrogen surrogacy of sodium borohydride for selective hydrogenation of a broad range of nitro substrates into the corresponding amine under habitancy of water or methanol like green solvents have been described. Moreover, this catalytic system can also activate various functional groups for hydride reduction within prompted time, with low catalyst-loading, without any requirement of high pressure or molecular hydrogen supply. Notably, this system explores a great potential to substitute expensive traditional hydrogenation methodologies and thus offers a greener and simple hydrogenative strategy in the field of organic synthesis.

Novel method for synthesizing 3, 5-dinitrobenzyl chloride

The invention provides a novel method for synthesizing 3, 5-dinitrobenzyl chloride. The novel method comprises the following steps: a, carrying out reduction reaction on 3, 5-dinitrobenzoyl chloride and a reducing agent in a first solvent to obtain 3, 5-dinitrobenzene methanol; and b, carrying out chlorination reaction on the 3, 5-dinitrobenzene methanol, a chlorination reagent and a catalyst in asecond solvent to obtain the 3, 5-dinitrobenzyl chloride. According to the method, the reduction process of the 3, 5-dinitrobenzoyl chloride is remarkably improved, a simple reducing agent is used, nitro reduction is avoided under the assistance of Lewis acid and Lewis alkali, and the reaction selectivity and the product yield are improved.

Design, synthesis, and biological evaluation of m-amidophenol derivatives as a new class of antitubercular agents

A series of m-amidophenol derivatives (6a-6l, 7a-7q, 9a, 9b, 12a-12c, 14 and 15) were designed and synthesized. Their antitubercular activities were evaluated in vitro against M. tuberculosis strains H37Ra and H37Rv and clinically isolated multidrug-resistant M. tuberculosis strains. Ten compounds displayed minimal inhibitory concentrations (MICs) against M. tuberculosis H37Ra below 2.5 μg mL?1 and 6g was the most active compound (MIC = 0.625 μg mL?1). Compounds 6g and 7a also showed potent inhibitory activity against M. tuberculosis H37Rv (MIC = 0.39 μg mL?1) and several clinically isolated multidrug-resistant M. tuberculosis strains (MIC = 0.39-3.125 μg mL?1). The compounds did not show inhibitory activity against normal Gram-positive and Gram-negative bacteria. They exhibited low cytotoxicity against HepG2 and RAW264.7 cell lines. The results demonstrated m-amidophenol as an attractive scaffold for the development of new antitubercular agents.