78974-67-1

Basic information

• Product Name: CHLOROOXOACETIC ACID 4-NITROPHENYL ESTER
• Synonyms: CHLOROOXOACETIC ACID 4-NITROPHENYL ESTER
• CAS NO: 78974-67-1
• Molecular Formula: C₈H₄ClNO₅
• Molecular Weight: 229.57
• Mol File: 78974-67-1.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 335.3 °C at 760 mmHg
• Flash Point: 156.6 °C
• Appearance: /
• Density: 1.557 g/cm³
• Vapor Pressure: 0.000121mmHg at 25°C
• Refractive Index: 1.579
• CAS DataBase Reference: CHLOROOXOACETIC ACID 4-NITROPHENYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: CHLOROOXOACETIC ACID 4-NITROPHENYL ESTER(78974-67-1)
• EPA Substance Registry System: CHLOROOXOACETIC ACID 4-NITROPHENYL ESTER(78974-67-1)

Safety Data

• Hazardous Substances Data: 78974-67-1(Hazardous Substances Data)

Usage

General Description

CHLOROOXOACETIC ACID 4-NITROPHENYL ESTER is a chemical compound that is derived from chlorooxoacetic acid and 4-nitrophenol. It is a yellowish crystalline powder with a strong, pungent odor. CHLOROOXOACETIC ACID 4-NITROPHENYL ESTER is often used as a reagent in organic synthesis and as an intermediate in the production of pharmaceuticals and agrochemicals. It is known to be highly toxic and may cause skin and eye irritation upon contact. Additionally, it is combustible and should be handled with care in a well-ventilated area.

InChI:InChI=1/C8H4ClNO5/c9-7(11)8(12)15-6-3-1-5(2-4-6)10(13)14/h1-4H

Upstream product

• 100-02-7 4-nitro-phenol 
• 79-37-8 oxalyl dichloride 

Downstream Products

• 111337-51-0 p-nitrophenyl 3-diazopyruvate 
• 139300-66-6 Oxalic acid (2S,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 4-nitro-phenyl ester 
• 139300-67-7 Oxalic acid (2S,5R)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 4-nitro-phenyl ester 
• 139300-69-9 Oxalic acid (2S,5R)-5-(6-amino-purin-9-yl)-tetrahydro-furan-2-ylmethyl ester 4-nitro-phenyl ester 
• 139300-68-8 Oxalic acid (2S,5R)-5-(6-hydroxy-purin-9-yl)-tetrahydro-furan-2-ylmethyl ester 4-nitro-phenyl ester 

Relevant articles and documents

Photoactivated coumaryl-diazopyruvate fluorescent label for amine functional groups of tissues containing type-I collagen

The design, synthesis and application of a new fluorescent-labeling reagent for collagen has been developed as a prerequisite for the design of a photoactivated collagen-crosslinking compound for surgical wound closure. The amine groups in collagen are the targets of a rational design for a new fluorophore because natural collagen crosslinks are formed between primary (1°) amine groups of lysine and hydroxylysine. The availability of 1° amines for crosslinking in native collagenous tissues was evaluated by reacting tendon and corneal samples with o-phthalaldehyde and dansyl chloride, fluorophores commonly used for the detection of 1° and 2° amines. The resulting fluorescent collagen fibrils indicated the presence of amines in native tissue. Subsequently, a photoactivated fluorescent label for 1° and 2° amines, coumaryl gamma-amino-butyric acid diazopyruvate (CGDP), was designed and synthesized. CGDP was first used to photolabel poly-L-lysine, forming a fluorescent, covalent bond to the 1° amine. CGDP was then photoreacted with corneal and tendon tissue samples to produce CGDP fluorescent-labeled samples that were statistically significantly more fluorescent than were the controls. These experiments support the postulate that 1° or 2° (or both) amines in native collagenous tissues are available to serve as targets for photoactivated collagen crosslinkers for wound closure.