10312-37-5

Basic information

• Product Name: 4-Nitrovaleric acid methyl ester
• Synonyms: 4-Nitropentanoic acid methyl ester;4-Nitrovaleric acid methyl ester;Nsc23473;Pentanoic acid, 4-nitro-, methyl ester;Valeric acid, 4-nitro-, methyl ester
• CAS NO: 10312-37-5
• Molecular Formula: C₆H₁₁NO₄
• Molecular Weight: 0
• Mol File: 10312-37-5.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 234.2°C at 760 mmHg
• Flash Point: 103.8°C
• Appearance: /
• Density: 1.117g/cm³
• Vapor Pressure: 0.0535mmHg at 25°C
• Refractive Index: 1.434
• CAS DataBase Reference: 4-Nitrovaleric acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Nitrovaleric acid methyl ester(10312-37-5)
• EPA Substance Registry System: 4-Nitrovaleric acid methyl ester(10312-37-5)

Safety Data

• Hazardous Substances Data: 10312-37-5(Hazardous Substances Data)

Usage

General Description

4-Nitrovaleric acid methyl ester is a compound that consists of a nitro group attached to the 4-carbon of a valeric acid methyl ester. It is commonly used in organic synthesis as a building block for various organic compounds. It can also be used as an intermediate in the production of pharmaceuticals, agrochemicals, and dyes. The compound has potential applications in the field of medicine and research as a precursor for the synthesis of various biologically active molecules. However, it is important to handle this compound with caution due to its potential hazardous properties and its reactivity.

InChI:InChI=1/C6H11NO4/c1-5(7(9)10)3-4-6(8)11-2/h5H,3-4H2,1-2H3

Upstream product

• 79-24-3 Nitroethane 
• 121-44-8 triethylamine 
• 292638-85-8 acrylic acid methyl ester 
• 79-10-7 acrylic acid 
• 3395-91-3 Methyl 3-bromopropionate 
• 67-56-1 methanol 
• 109178-35-0 4-bromo-4-nitro-valeric acid methyl ester 
• 127-08-2 potassium acetate 

Downstream Products

• 83565-97-3 6-Benzenesulfinyl-4-methyl-4-nitro-hexanoic acid methyl ester 
• 143957-88-4 (Z)-α-Phenyl-N-(1-carbomethoxy-3-butyl)nitrone 
• 108-27-0 5-methylpyrrolidin-2-one 
• 93338-64-8 methyl 4-aminopentanoate 
• 123-76-2 levulinic acid 
• 525-61-1 primaquine 
• 186903-41-3 (S)-4-tert-Butoxycarbonylamino-pentanoic acid methyl ester 
• 214402-34-3 Boc-(R)-γ⁴-Ala-OH 
• 927-55-9 (±)-4-amino-1-pentanol 
• 1381984-87-7 C₁₄H₁₉NO₅ 
• 83566-00-1 6-Benzenesulfinyl-4-methyl-hexanoic acid methyl ester 
• 86958-65-8 4-Methyl-4-nitro-5-(2-nitro-phenyl)-pentanoic acid methyl ester 
• 86958-64-7 4-Methyl-4-nitro-5-(4-nitro-phenyl)-pentanoic acid methyl ester 
• 624-45-3 levulinic acid methyl ester 

Relevant articles and documents

Synthesis of γ-nitro aliphatic methyl esters via michael additions promoted by microwave irradiation

A simple and efficient protocol has been developed for the direct synthesis of γ-nitrobutyric acid methyl esters under microwave irradiation. This methodology reduces reaction times from days to minutes, compared to conventional conditions. Additionally, these conditions increased yields and provided cleaner reactions.

An Improved Synthesis of 4-Nitrocarboxylic Acid Esters

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Ionic liquid as catalyst and reaction medium. The dramatic influence of a task-specific ionic liquid, [bmIm]OH, in Michael addition of active methylene compounds to conjugated ketones, carboxylic esters, and nitriles

(Chemical Equation Presented) A task-specific ionic liquid, [bmIm]OH, has been introduced as a catalyst and as a reaction medium in Michael addition. Very interestingly, although the addition to α,β-unsaturated ketones proceeds in the usual way, giving the monoaddition products, this ionic liquid always drives the reaction of open-chain 1,3-dicarbonyl compounds with α,β-unsaturated esters and nitriles toward bis-addition to produce exclusively bis-adducts in one stroke.

Effect of the Substituent and Amino Group Position on the Lipase-Catalyzed Resolution of γ-Amino Esters: A Molecular Docking Study Shedding Light on Candida antarctica lipase B Enantioselectivity

The kinetic resolution of N-tert-butoxycarbonyl γ-amino methyl esters bearing different stereocenters at alpha (γ2), beta (γ3), or gamma (γ4) positions was carried out by enantioselective hydrolysis with Candida antarctica lipase B (CaLB) in 2-methyl-2-butanol solvent. The results show that the process is significantly less enantioselective for the γ2-amino methyl ester (E=2.5), the γ3-amino methyl ester (E=7.6), and the γ4-amino methyl ester (E=8.3) when compared with the kinetic resolution of analogous N-protected β3-amino esters (E>80). Based on these results, molecular docking studies were carried out, through which particular regions in the CaLB catalytic cavity were analyzed. The steric exclusion region composed of Ile189 and Val190 residues, together with the amino bonding region that induces a hydrogen bond with the Asp134 residue, appear to be responsible for the high selectivity in the resolution of carboxylic acid derivatives with beta stereocenters. This interaction is well preserved for β-amino esters as substrates. By contrast, γ-amino esters exhibit greater conformational diversity, so the effectiveness of the interaction is reduced, which apparently is responsible for the loss of enantioselectivity in the resolution process.

APOPTOSIS SIGNAL-REGULATING KINASE INHIBITORS AND USES THEREOF

Described herein are ASK1 inhibitors and pharmaceutical compositions comprising said compounds. The subject compounds and compositions are useful for the treatment of blood disease, autoimmune disorders, pulmonary disorders, hypertension, inflammatory diseases, fibrotic diseases, diabetes, diabetic nephropathy, renal diseases, respiratory diseases, cardiovascular diseases, acute lung injuries, acute or chronic liver diseases, and neurodegenerative diseases.

Quinocide and preparation method of hydrochloride thereof

The invention discloses quinocide and a preparation method of hydrochloride thereof and belongs to the field of drug chemical research. According to the method, nitroethane and methyl acrylate serve as initial raw materials, and a Michael condensation reaction, formic ester removing, acyl chlorination, amidation, carbonyl reduction, nitro reduction, amino hydrochloric acid salinization and other reactions are sequentially performed so that quinocide and hydrochloride thereof can be prepared. The preparation method is easy to operate, raw materials are low in price, cost is low, the yield is high and reaches 94% or above, and industrial production can be achieved easily.