849762-24-9

Basic information

• Product Name: BLATTELLAQUINONE
• Synonyms: BLATTELLAQUINONE;(3,6-dioxocyclohexa-1,4-dienyl)methyl 3-methylbutanoate;(3,6-Dioxocyclohexa-1,4-dien-1-yl)Methyl 3-Methylbutanoate;Butanoic acid, 3-Methyl-, (3,6-dioxo-1,4-cyclohexadien-1-yl)Methyl ester;3-Methyl-,(3,6-dioxo-1,4-cyclohexadien-1-yl)Methyl ester;Gentisyl Quinone Isovalerate;(3,6-Dioxocyclohexa-1,4-dien-1-yl)
• CAS NO: 849762-24-9
• Molecular Formula: C12H14O4
• Molecular Weight: 222.239
• Product Categories: pharmacetical;Sex pheromone
• Mol File: 849762-24-9.mol

Chemical Properties

• Melting Point: 46-47 °C(Solv: hexane (110-54-3))
• Boiling Point: 314.4 °C at 760 mmHg
• Flash Point: 136.2 °C
• Appearance: /
• Density: 1.16 g/cm³
• Vapor Pressure: 0.000467mmHg at 25°C
• Refractive Index: 1.504
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: BLATTELLAQUINONE(CAS DataBase Reference)
• NIST Chemistry Reference: BLATTELLAQUINONE(849762-24-9)
• EPA Substance Registry System: BLATTELLAQUINONE(849762-24-9)

Safety Data

• Hazardous Substances Data: 849762-24-9(Hazardous Substances Data)

Usage

Uses

Blattellaquinone is a sex pheromone of German cockroach (Blatella germanica).

InChI:InChI=1/C12H14O4/c1-8(2)5-12(15)16-7-9-6-10(13)3-4-11(9)14/h3-4,6,8H,5,7H2,1-2H3

Upstream product

• 876665-00-8 2,5-dimethoxybenzyl 3-methylbutanoate 

Relevant articles and documents

Hypervalent iodine oxidation of phenol derivatives using a catalytic amount of 4-iodophenoxyacetic acid and Oxone as a co-oxidant

Reaction of p-substituted phenols 2 with a catalytic amount of 4-iodophenoxyacetic acid (1) and Oxone as a co-oxidant in tetrahydrofuran (THF) or 1,4-dioxane-water gave the corresponding p-quinols 3 in excellent yields. Reaction of p-dialkoxyarenes 4 in 2,2,2-trifluoroethanol- water gave the corresponding p-quinones 5 in excellent yield without purification. These reactions provide efficient and practical methods for the preparation of p-quinols and p-quinones from p-substituted phenols and p-dialkoxyarenes, respectively. This quinone synthesis was applied to synthesis of blattellaquinone (13), the sex pheromone of the German cockroach Blattella germanica.

Catalytic hypervalent iodine oxidation of p-dialkoxybenzenes to p-quinones using 4-iodophenoxyacetic acid and Oxone

A catalytic hypervalent iodine oxidation of p-dialkoxybenzenes using 4-iodophenoxyacetic acid (1) and 2KHSO5·KHSO 4·K2SO4 (Oxone) was developed. Reaction of p-dialkoxybenzenes (2) with a catalytic amount of 1 in the presence of Oxone as a co-oxidant in 2,2,2-trifluoroethanol-water (1:2) gave the corresponding p-quinones (3) in excellent yields without purification. This procedure was applied to synthesis of blattellaquinone (9), the sex pheromone of the German cockroach, Blattella germanica.

GERMAN COCKROACH ATTRACTANT

A compound of formula (I) where R represents unsubstituted or substituted alkyl, cycloalkyl, alkenyl, alkynyl, or aryl, and X represents formula (II) or formula (III), where R1 and R2 are each H or alkyl, is disclosed. Compounds of formula (I) are particu