58263-53-9

Basic information

• Product Name: 4-CHLORO-3,5-DINITRO-BENZOIC ACID ISOBUTYL ESTER
• Synonyms: 4-CHLORO-3,5-DINITRO-BENZOIC ACID ISOBUTYL ESTER;ISOBUTYL 3,5-DINITRO-4-CHLOROBENZOATE;Isobutyl 4-chloro-3,5-dinitrobenzoate
• CAS NO: 58263-53-9
• Molecular Formula: C₁₁H₁₁ClN₂O₆
• Molecular Weight: 302.67
• Mol File: 58263-53-9.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 406.3 °C at 760 mmHg
• Flash Point: 199.5 °C
• Appearance: /
• Density: 1.421 g/cm³
• Vapor Pressure: 8.22E-07mmHg at 25°C
• Refractive Index: 1.57
• CAS DataBase Reference: 4-CHLORO-3,5-DINITRO-BENZOIC ACID ISOBUTYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLORO-3,5-DINITRO-BENZOIC ACID ISOBUTYL ESTER(58263-53-9)
• EPA Substance Registry System: 4-CHLORO-3,5-DINITRO-BENZOIC ACID ISOBUTYL ESTER(58263-53-9)

Safety Data

• Hazardous Substances Data: 58263-53-9(Hazardous Substances Data)

Usage

Uses

Isobutyl-3,5-dinitro-4-chlorobenzoate

InChI:InChI=1/C11H11ClN2O6/c1-6(2)5-20-11(15)7-3-8(13(16)17)10(12)9(4-7)14(18)19/h3-4,6H,5H2,1-2H3

Upstream product

• 41252-93-1 4-chloro-3,5-diiodobenzoic acid 
• 118-97-8 4-chloro-3,5-dinitrobenzoic acid 
• 78-83-1 2-methyl-propan-1-ol 
• 42486-87-3 3,5-dinitro-4-chlorobenzenecarboxylic acid chloride 
• 74-11-3 para-chlorobenzoic acid 

Downstream Products

• 32961-44-7 3,5-diamino-4-chlorobenzoic acid isobutyl ester 
• 1220561-94-3 4-chloro-3-hydroxyamino-5-nitrobenzoic acid isobutyl ester 

Relevant articles and documents

Aromatic triazole foldamers induced by C-H...X (X = F, Cl) intramolecular hydrogen bonding

Aryl-triazole oligomers based on isobutyl 4-fluorobenzoate and isobutyl 4-chlorobenzoate were designed and synthesized. Crystal structure and 1H-1H NOESY experiments demonstrate that the oligomers adopt stable helical conformation, which are induced by C5-H...X-C (X = F, Cl) intramolecular hydrogen bonding between triazole protons and halogen atoms. The stabilities of the folded conformations are confirmed by DFT calculations, which show that each C5-H...F-C planar interaction lowers the energy by ～3 kcal mol-1 on average, and by ～1 kcal mol-1 when C5-H...Cl-C bridges are formed. The hydrogen-bonding networks are disrupted in competitive hydrogen-bonding media such as DMSO, generating the unfolded oligomers.