81012-92-2

Basic information

• Product Name: (2-NAPHTHOXY)ACETIC ACID N-HYDROXYSUCCINIMIDE ESTER
• Synonyms: (2-NAPHTHOXY)ACETIC ACID N-HYDROXYSUCCINIMIDE ESTER;succinimido (2-naphthyloxy)acetate;(2-NAPHTHOXY)ACETIC ACID N-HYDROXYSUCC;2-NAPHTHOXYACETIC ACID N-HYDROXYSUCCINIMIDE ESTER CRYSTALLINE;succinimidyl 2-naphthoxyacetate;N-Succinimidyl 2-naphthoxyacetate;[(2-Naphthalenyl)oxy]acetic acid 2,5-dioxopyrrolidin-1-yl ester;2-Naphthoxyacetic acid succinimidyl ester
• CAS NO: 81012-92-2
• Molecular Formula: C₁₆H₁₃NO₅
• Molecular Weight: 299.28
• EINECS: 279-655-1
• Mol File: 81012-92-2.mol
• Article Data: 2

Chemical Properties

• Melting Point: 150-152 °C(lit.)
• Boiling Point: 440.61°C (rough estimate)
• Flash Point: 247.2°C
• Appearance: /
• Density: 1.2365 (rough estimate)
• Vapor Pressure: 1.45E-09mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• Storage Temp.: 0-6°C
• CAS DataBase Reference: (2-NAPHTHOXY)ACETIC ACID N-HYDROXYSUCCINIMIDE ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (2-NAPHTHOXY)ACETIC ACID N-HYDROXYSUCCINIMIDE ESTER(81012-92-2)
• EPA Substance Registry System: (2-NAPHTHOXY)ACETIC ACID N-HYDROXYSUCCINIMIDE ESTER(81012-92-2)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 81012-92-2(Hazardous Substances Data)

Usage

Chemical Properties

white to off-white crystalline powder

InChI:InChI=1/C16H13NO5/c18-14-7-8-15(19)17(14)22-16(20)10-21-13-6-5-11-3-1-2-4-12(11)9-13/h1-6,9H,7-8,10H2

Upstream product

• 6066-82-6 1-hydroxy-pyrrolidine-2,5-dione 
• 40926-77-0 (2-naphthyloxy)acetyl chloride 
• 120-23-0 (2-naphthoyl)oxyacetic acid 

Downstream Products

• 397281-76-4 2-(2-(naphthalen-2-yloxy)acetamido)acetic acid 
• 1574223-26-9 N-(2-hydroxyphenyl)-3-(2-(naphthalen-2-yloxy)acetamido)propanamide 

Relevant articles and documents

Eight-membered ring-containing jadomycins: Implications for non-enzymatic natural products biosynthesis

Jadomycin Oct (1) was isolated from Streptomyces venezuelae ISP5230 and characterized as a structurally unique eight-membered l-ornithine ring-containing jadomycin. The structure was elucidated through the semisynthetic derivatization of starting material via chemoselective acylation of the l-ornithine α-amino group using activated succinimidyl esters. Incorporation of 5-aminovaleric acid led to jadomycin AVA, a second eight-membered ring-containing jadomycin. These natural products illustrate the structural diversity permissible from a non-enzymatic step within a biosynthetic pathway and exemplifies the potential for discovery of novel scaffolds.