82214-83-3

Basic information

• Product Name: 2-chloro-3-(3-methylbut-2-en-1-yl)naphthalene-1,4-dione
• Synonyms: 2-Chloro-3-(3-methyl-2-butenyl)naphthoquinone
• CAS NO: 82214-83-3
• Molecular Formula: C₁₅H₁₃ClO₂
• Molecular Weight: 260.7155
• Mol File: 82214-83-3.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 370.6°C at 760 mmHg
• Flash Point: 156.7°C
• Density: 1.23g/cm³
• Vapor Pressure: 1.09E-05mmHg at 25°C
• Refractive Index: 1.585
• CAS DataBase Reference: 2-chloro-3-(3-methylbut-2-en-1-yl)naphthalene-1,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-chloro-3-(3-methylbut-2-en-1-yl)naphthalene-1,4-dione(82214-83-3)
• EPA Substance Registry System: 2-chloro-3-(3-methylbut-2-en-1-yl)naphthalene-1,4-dione(82214-83-3)

Safety Data

• Hazardous Substances Data: 82214-83-3(Hazardous Substances Data)

Upstream product

• 1010-60-2 2-chloro-1,4-naphthoquinone 
• 870-63-3 prenyl bromide 
• 84-79-7 Lapachol 
• 117-80-6 2,3-Dichloro-1,4-naphthoquinone 
• 104108-29-4 prenyl tributylstannane 

Downstream Products

• 84-79-7 Lapachol 

Relevant articles and documents

Synthesis and radical scavenging activity of substituted Benzo [H] chromanols

Benzo[h]chromanols, which possess a tocopherol moiety, have been reported to exhibit potent antioxidant activity. Several benzo[h]chromanols with various substituents (nitro, chloro, bromo, methyl, or amino groups at the position ortho to the phenolic OH group) were synthesized, and the second-order rate constants (k) of their reaction with the galvinoxyl radical were determined. The introduction of electron-withdrawing bromo, chloro and nitro groups decreased the activity, and the activity correlated well with the substituent effect. ortho-Aminobenzo[h]chromanol showed the highest radical scavenging activity among the compounds synthesized.

Allylation of Carbonyl Compounds with Catalytic Amount of Indium

Allylation of aldehyde and ketone, and prenylation of 2-chlorobenzoquinone were achieved by using a combination of a catalytic amount of indium(III) chloride and metallic aluminium or zinc.

Allylation of Quinones via Photoinduced Electron-Transfer Reactions from Allylstannanes

Photochemical reactions of quinones with allylstannanes provided four types of products: adducts of allyl group to the carbonyl oxygens of quinones, adducts of allyl group to the olefinic carbons, adducts of allyl group to the carbonyl carbons, and hydroquinones.An electron-transfer mechanism was confirmed by 1H-CIDNP (Chemically Induced Dynamic Nuclear Polarization) method.This study suggests that a) photoinduced electron transfer from allylstannanes to quinones produces the corresponding quinone anion radicals and tin cation radicals, b) the tin cation radicals cleave to give allyl radicals as well as tin cation, and c) the allyl radicals attack the quinone anion radicals resulting in the formation of final products, allylated quinones.