6336-79-4

Usage

Chemical Family

Naphthalene derivatives

Physical State

White crystalline solid

Uses

a. Production of dyes and pigments
b. Applications in organic synthesis

Odor

Strong and distinct

Hazardous Nature

Can cause irritation and damage to skin, eyes, and respiratory system upon direct exposure

Environmental Impact

Toxic to aquatic organisms and may have adverse effects on the environment

Handling and Disposal

Proper procedures are necessary to ensure safety and minimize environmental impact

InChI:InChI=1/C14H12O4/c1-9(15)17-13-8-7-11-5-3-4-6-12(11)14(13)18-10(2)16/h3-8H,1-2H3

Upstream product

• 574-00-5 1,2-Dihydroxynaphthalene 
• 127-09-3 sodium acetate 
• 108-24-7 acetic anhydride 
• 524-42-5 1,2-naphthoquinone 
• 73194-62-4 1-Benzyl-1,4-epoxy-3,4-dihydro-2(1H)-naphthalenone 
• 879-15-2 2-diazo-1,2-naphthoquinone 
• 90-15-3 α-naphthol 
• 773-90-0 1-diazo-2(1H)naphthalenone 
• 75-07-0 acetaldehyde 

Downstream Products

• 574-00-5 1,2-Dihydroxynaphthalene 
• 771-16-4 (+/-)-trans-1,2-dihydroxy-1,2-dihydronaphthalene 
• 57189-64-7 1,2-dimethoxynaphthalene 

Relevant academic research and scientific papers

One-pot synthesis of (R)-2-acetoxy-1-indanone from 1,2-indanedione combining metal catalyzed hydrogenation and chemoenzymatic dynamic kinetic resolution

Combination of the regioselective hydrogenation of the prochiral diketone 1,2-indanedione with chemoenzymatic dynamic kinetic resolution of the resulting rac-2-hydroxy-1-indanone was investigated. A new simple to operate, one-pot reaction sequence provides the valuable building block (R)-2-acetoxy-1-indanone in moderate enantiopurity (86-92% ee) and a competitive isolated yield (39%) compared with a traditional isolated batch reaction approach.

Synthesis of 1,2-naphthalenediol diacetates by rhodium(II)-catalyzed reaction of 1,2-diazonaphthoquinones with acetic anhydride

A metal-catalyzed reaction of α-diazocarbonyl compounds with an acid anhydride is reported. In particular, 1,2-naphthalenediol diacetates were synthesized by the reaction of 1,2-diazonaphthoquinones with acetic anhydride catalyzed by Rh2(OAc)s

Synthesis of catechols from phenols via Pd-catalyzed silanol-directed C-H oxygenation

A silanol-directed, Pd-catalyzed C-H oxygenation of phenols into catechols is presented. This method is highly site selective and general, as it allows for oxygenation of not only electron-neutral but also electron-poor phenols. This method operates via a silanol-directed acetoxylation, followed by a subsequent acid-catalyzed cyclization reaction into a cyclic silicon-protected catechol. A routine desilylation of the silacyle with TBAF uncovers the catechol product.

Pd(II)-catalyzed formal O-H insertion reactions of diazonaphthoquinones to acetic acid: Synthesis of 1,2-naphthalenediol derivatives

Pd(II)-catalyzed formal O-H insertion reaction of diazonaphthoquinones to acetic acid proceeded to afford 1,2-naphthalenediol monoacetates. In the presence of lithium halides, halonaphthols were obtained under the reaction conditions.