122408-83-7

Basic information

• Product Name: Naphth[2,3-b]oxirene-2,7-dione,1a-(fluoromethyl)-1a,7a-dihydro-7a-(3,7,11,15-tetramethyl-2-hexadecen-1-yl)-
• Synonyms: Naphth[2,3-b]oxirene-2,7-dione,1a-(fluoromethyl)-1a,7a-dihydro-7a-(3,7,11,15-tetramethyl-2-hexadecenyl)- (9CI)
• CAS NO: 122408-83-7
• Molecular Formula: C31H45 F O3
• Molecular Weight: 484.6856
• Mol File: 122408-83-7.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 573.2°Cat760mmHg
• Flash Point: 289.3°C
• Appearance: /
• Density: 1.043g/cm³
• Vapor Pressure: 3.8E-13mmHg at 25°C
• Refractive Index: 1.515
• CAS DataBase Reference: Naphth[2,3-b]oxirene-2,7-dione,1a-(fluoromethyl)-1a,7a-dihydro-7a-(3,7,11,15-tetramethyl-2-hexadecen-1-yl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Naphth[2,3-b]oxirene-2,7-dione,1a-(fluoromethyl)-1a,7a-dihydro-7a-(3,7,11,15-tetramethyl-2-hexadecen-1-yl)-(122408-83-7)
• EPA Substance Registry System: Naphth[2,3-b]oxirene-2,7-dione,1a-(fluoromethyl)-1a,7a-dihydro-7a-(3,7,11,15-tetramethyl-2-hexadecen-1-yl)-(122408-83-7)

Safety Data

• Hazardous Substances Data: 122408-83-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C31H45FO3/c1-22(2)11-8-12-23(3)13-9-14-24(4)15-10-16-25(5)19-20-30-28(33)26-17-6-7-18-27(26)29(34)31(30,21-32)35-30/h6-7,17-19,22-24H,8-16,20-21H2,1-5H3/b25-19+

Upstream product

• 127184-33-2 2-hydroxymethyl-3-phytyl-1,4-naphthoquinone 
• 90486-37-6 2-phythyl-1,4-naphthohydroquinone 
• 127184-29-6 2-hydroxymethyl-3-phytyl-1,4-naphthoquinone-2,3-epoxide 
• 122408-81-5 2-bromo-3-(fluoromethyl)-1,4-dimethoxy-naphthalene 
• 86489-90-9 2-bromo-3-(2-bromomethyl)-1,4-dimethoxynaphthalene 
• 53772-33-1 2-bromo-3-methyl-1,4-dimethoxynaphthalene 

Relevant articles and documents

2-(Fluoromethyl)-3-phytyl-1,4-naphthoquinone and its 2,3-epoxide. Inhibition of vitamin K epoxide reductase

2(Fluoromethyl)-3-phytyl-1,4-naphthoquinone (7) was synthesized from the known compound 2-bromo-3-methyl-1,4-dimethoxynapthalene by N-bromosuccinimide bromination of the 3-methyl group, conversion to the corresponding 3-fluoromethyl compound with silver fluoride, attachment of the 3-phytyl substitutent via the lithium diaryl cuprate and phytyl bromide, and then silver oxide oxidation to 7. Epoxidation with basic hydrogen peroxide gave the corresponding 2,3-oxide (1) in a very low yield. Compound 1 was not a time-dependent inhibitor of beef liver microsomal vitamin K epoxide reductase, but it was a competitive, reversible inhibitor. It was not possible to determine if 1 was a substrate for the enzyme because the expected product of reduction, namely 7, rapidly decomposed under the assay conditions.