2-Methyl-3-bromo-1,4-naphthoquinone

Base Information

• Chemical Name: 2-Methyl-3-bromo-1,4-naphthoquinone
• CAS No.: 3129-39-3
• Molecular Formula: C11H7 Br O2
• Molecular Weight: 251.079
• Hs Code.: 2914700090
• Mol file: 3129-39-3.mol

Synonyms:1,4-Naphthoquinone,2-bromo-3-methyl- (6CI,7CI,8CI); 2-Bromo-3-methyl-1,4-naphthalenedione;2-Bromo-3-methyl-1,4-naphthoquinone; 2-Methyl-3-bromo-1,4-naphthoquinone;3-Bromo-2-methyl-1,4-naphthoquinone

Chemical Property of 2-Methyl-3-bromo-1,4-naphthoquinone

Chemical Property:

• Vapor Pressure: 0.000162mmHg at 25°C
• Melting Point: 152.8°C
• Refractive Index: 1.5845 (estimate)
• Boiling Point: 330.9°Cat760mmHg
• Flash Point: 115.8°C
• PSA: 34.14000
• Density: 1.642g/cm³
• LogP: 2.73450

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Methyl-3-bromo-1,4-naphthoquinone

There total 25 articles about 2-Methyl-3-bromo-1,4-naphthoquinone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.9%

menadione (58-27-5,34524-96-4) → 2-bromo-3-methyl-[1,4]naphthoquinone (3129-39-3)

Guidance literature:

With aluminum oxide; bromine; for 2h; Ambient temperature; other reagents: iodine monobromide, acetic acid;

DOI:10.1080/00397919608003692

Reference yield: 90.0%

2-bromo-1,4-naphthoquinone (2065-37-4) + dimethyl sulfoxide (67-68-5,8070-53-9) → 2-bromo-3-methyl-[1,4]naphthoquinone (3129-39-3)

Guidance literature:

With copper(II) sulfate; at 50 ℃; for 2h;

DOI:10.1080/00397919508015851

Reference yield: 81.0%

tert-Butyl peroxybenzoate (614-45-9) + 2-bromo-1,4-naphthoquinone (2065-37-4) → 2-bromo-3-methyl-[1,4]naphthoquinone (3129-39-3)

Guidance literature:

With bismuth(lll) trifluoromethanesulfonate; In 1,2-dichloro-ethane; at 100 ℃; for 4h; Sealed tube; Green chemistry;

DOI:10.1016/j.tet.2019.130729

upstream raw materials:

menadione

2-bromo-3-methyl-5,8-dihydro-[1,4]naphthoquinone

2,3-dibromo-2-methyl-2,3-dihydro-[1,4]naphthoquinone

sodium acetate

Downstream raw materials:

2-bromo-3-methylnaphthohydroquinone

3-(1,4-dihydro-2-methyl-1,4-dioxo-naphthalen-3-yl-thio)propionic acid

6-bromo-8,8-diphenyl-1-methyl-3,4-benzobicyclo<4.2.0>oct-3-ene-2,5-dione

1-bromo-8,8-diphenyl-6-methyl-3,4-benzobicyclo<4.2.0>oct-3-ene-2,5-dione

Refernces

• 1、 Fry, Fiona H.,Holme, Andrea L.,Giles, Niroshini M.,Giles, Gregory I.,Collins, Catriona,Holt, Kim,Pariagh, Sandra,Gelbrich, Thomas,Hursthouse, Michael B.,Gutowski, Nick J.,Jacob, Claus. "Multifunctional redox catalysts as selective enhancers of oxidative stress". . p. 2579 - 2587. Retrieved 2005.
• 2、 Browne, Elisse C.,Parakh, Sonam,Duncan, Luke F.,Langford, Steven J.,Atkin, Julie D.,Abbott, Belinda M.. "Efficacy of peptide nucleic acid and selected conjugates against specific cellular pathologies of amyotrophic lateral sclerosis". . p. 1520 - 1527. Retrieved 2016.
• 3、 Ohta,Hinata,Yamashita,Kawasaki,Shoji,Yoshikawa,Obana. "Synthetic approaches to 3-amino-1,4-naphthoquinone-2-carboxylic acid derivatives and photochemical synthesis of novel 1,4,5,10-tetrahydro-5,10- dioxo-2H-naphth[2,3-d][1,3]oxazine derivatives". . p. 1185 - 1190. Retrieved 1994.
• 4、 Su, Jinling,Zhang, Yan,Chen, Mingren,Li, Weiming,Qin, Xuewei,Xie, Yanping,Qin, Lixiao,Huang, Shihua,Zhang, Min. "A Copper Halide Promoted Regioselective Halogenation of Coumarins Using N-Halosuccinimide as Halide Source". supporting information. p. 630 - 634. Retrieved 2019/03/08.