1956-10-1

Basic information

• Product Name: 4-NITROPHENYL CAPRYLATE
• Synonyms: 4-NITROPHENYL OCTANOATE;4-NITROPHENYL CAPRYLATE;P-NITROPHENYL CAPRYLATE;Caprylic acid 4-nitrophenyl ester~4-Nitrophenyl octanoate~Octanoic acid 4-nitrophenyl ester;caprylic acid 4-nitrophenyl ester;4-Nitrophenyl caprylate, Caprylic acid 4-nitrophenyl ester, Octanoic acid 4-nitrophenyl ester;4-Nitrophenyl octanoate,4-Nitrophenyl caprylate, Caprylic acid 4-nitrophenyl ester, Octanoic acid 4-nitrophenyl ester;Octanoic acid 4-nitrophenyl ester
• CAS NO: 1956-10-1
• Molecular Formula: C₁₄H₁₉NO₄
• Molecular Weight: 265.3
• EINECS: -0
• Mol File: 1956-10-1.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 378.7 ºC at 760 mmHg
• Flash Point: 149.1 ºC
• Appearance: Liquid
• Density: 1.095 g/mL at 20 °C(lit.)
• Vapor Pressure: 6.16E-06mmHg at 25°C
• Refractive Index: n20/D 1.511
• Storage Temp.: 2-8°C
• BRN: 8989916
• CAS DataBase Reference: 4-NITROPHENYL CAPRYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-NITROPHENYL CAPRYLATE(1956-10-1)
• EPA Substance Registry System: 4-NITROPHENYL CAPRYLATE(1956-10-1)

Safety Data

• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37
• WGK Germany: 3
• F: 8-10-21
• Hazardous Substances Data: 1956-10-1(Hazardous Substances Data)

Usage

General Description

4-Nitrophenyl caprylate is a chemical compound and a substrate used for measuring the activities of various esterases and lipases in biological samples. It is an ester that consists of a 4-nitrophenol group attached to a caprylate group. The compound is commonly employed in enzyme assays and kinetic studies, as well as in the development of pharmaceuticals and other organic compounds. 4-Nitrophenyl caprylate is a colorless to pale yellow solid with a molecular weight of 325.38 g/mol, and it is soluble in organic solvents such as ethanol and methanol. Overall, this chemical plays a crucial role in biochemical research and various industrial applications.

InChI:InChI=1/C14H19NO4/c1-2-3-4-5-6-7-14(16)19-13-10-8-12(9-11-13)15(17)18/h8-11H,2-7H2,1H3

Upstream product

• 1956-11-2 p-Nitrophenyl laurate 
• 956-75-2 p-nitrophenyl hexanoate 
• 100-02-7 4-nitro-phenol 
• 124-07-2 Octanoic acid 
• 111-64-8 n-octanoic acid chloride 
• 7693-46-1 4-Nitrophenyl chloroformate 
• 2450-13-7 Heptyl-thiooctanoat 
• 143-07-7 lauric acid 

Downstream Products

• 124-07-2 Octanoic acid 
• 14609-74-6 p-nitrophenolate 
• 100-02-7 4-nitro-phenol 
• 59051-71-7 Octanoylsulfanyl-acetic acid 
• 1984-06-1 sodium caprylate 
• 1332570-01-0 N-((2S,3R,E)-1,3-dihydroxy-5-(4-methoxyphenyl)pent-4-en-2-yl)octanamide 
• 1332570-04-3 N-((2S,3R,E)-5-(4-heptylphenyl)-1,3-dihydroxypent-4-en-2-yl)octanamide 
• 1332570-02-1 N-((2S,3R,E)-5-(4-(tert-butyl)phenyl)-1,3-dihydroxypent-4-en-2-yl)octanamide 
• 83626-91-9 Octanoic acid 4-[bis-(2-chloro-ethyl)-amino]-phenyl ester 
• 83645-54-9 Octanoic acid 4-[bis-(2-hydroxy-ethyl)-amino]-phenyl ester 
• 158983-55-2 N-Octanoyl-1-O-benzoyl-3-O-tetrahydropyranyl-D-erythro-sphingosine 
• 158983-54-1 N-Octanoyl-1-O-benzoyl-D-erythro-sphingosine 
• 158983-53-0 D-erythro-C8-ceramide-1-phosphate 
• 851387-59-2 (2S,3R)-2-[octanoylamido]-3-O-benzyl-4-methylene-octadecane-1,3-diol 

Relevant articles and documents

A REMARKABLE ENHANCEMENT OF THE RATE OF ESTER THIOLYSIS BY SYNTHETIC AMPHIPHILE VESICLES

Cationic surfactant vesicles accelerate the rate of thiolysis of p-nitrophenyl octanoate by n-heptyl-mercaptan by several million fold in the pH range from 4 to 6, providing an efficient system for ester thiolysis in aqueous solution that is functional even at pH4, i.e. more than 6 pH units below the pKa of the SH group.Analysis of the data in terms of an ion exchange formalism implies that this rate acceleration is due primarily to concentration of the reagents in the dimensionally-restricted environment provided by the vesicle, coupled with small contributions from enhanced dissociation and reactivity of the nucleophile at the vesicle surface(s).

Enzyme mediated-transesterification of verbascoside and evaluation of antifungal activity of synthesised compounds

Enzymatic acylation of verbascoside, a polyhydroxylated natural product, has been reported in this study using five different commercial lipases and taking p-nitrophenyl alkanoates as acyl donors. Out of these enzymes, the immobilised Candida antarctica lipase B was found as the enzyme of choice. Mono-and di-acylated products were formed, with mono as major product indicating high regioselective nature of such transformations. A series of acyl esters of verbascoside have been synthesised by this enzymatic transesterification methodology. The lipophilicity of the synthesised analogues was also checked. The analogues were further subjected to synergistic antifungal activity with amphotericin B (AmB) against Candida albicans. Fourfold reduction in minimum inhibitory concentration of AmB was observed with few synthesised analogues such as verbascoside 4″-octanoate (3b), verbascoside 4″-palmitate (3d) and verbascoside 4″,4′-dipalmitate (4d) at a concentration of 0.5 g/mL.

Ytterbium triflate catalysed Friedel-Crafts reaction using carboxylic acids as acylating reagents under solvent-free conditions

The Friedel-Crafts acylation of 1-naphthol and phenol derivatives with carboxylic acids were investigated by using a catalytic amount of metal-triflate, in particular Yb(OTf)3, under solvent-free conditions. Both aliphatic and aromatic carboxylic acids reacted easily to afford the corresponding hydroxyaryl ketones.