2,5-Cyclohexadiene-1,4-dione, 2-chloro-6-methoxy-

Base Information

• Chemical Name: 2,5-Cyclohexadiene-1,4-dione, 2-chloro-6-methoxy-
• CAS No.: 54490-80-1
• Molecular Formula: C7H5ClO3
• Molecular Weight: 172.568
• DSSTox Substance ID: DTXSID00454589
• Nikkaji Number: J597.914E
• Wikidata: Q82276196
• Mol file: 54490-80-1.mol

Synonyms:54490-80-1;2,5-Cyclohexadiene-1,4-dione, 2-chloro-6-methoxy-;SCHEMBL9364524;DTXSID00454589;2-Chloro-6-methoxy-1,4-benzoquinone

Chemical Property of 2,5-Cyclohexadiene-1,4-dione, 2-chloro-6-methoxy-

Chemical Property:

• Melting Point: 155-157 °C
• Boiling Point: 276.9±40.0 °C(Predicted)
• PSA: 43.37000
• Density: 1.38±0.1 g/cm3(Predicted)
• LogP: 0.79120
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 171.9927217
• Heavy Atom Count: 11
• Complexity: 275

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC(=O)C=C(C1=O)Cl

Technology Process of 2,5-Cyclohexadiene-1,4-dione, 2-chloro-6-methoxy-

There total 6 articles about 2,5-Cyclohexadiene-1,4-dione, 2-chloro-6-methoxy- 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: 70.0%

1-chloro-3,5-dimethoxybenzene (7051-16-3) → 2-chloro-6-methoxy-p-benzoquinone (54490-80-1)

Guidance literature:

With C₃₃H₃₃N₅O₈Ru; dihydrogen peroxide; In ethyl acetate; at 20 ℃; for 15h; chemoselective reaction; Schlenk technique; Green chemistry;

DOI:10.1039/c6ob00969g

Reference yield: 7.0%

3-methoxy-2-hydroxybenzaldehyde (148-53-8) → 2-chloro-6-methoxy-p-benzoquinone (54490-80-1) + (Z)-4-(methoxycarbonyl)-1,3-butadiene-1,1-dicarboxylic acid (81158-33-0)

Guidance literature:

With sodium chlorite; citrate-phosphate buffer; In water; at -5 ℃; for 0.333333h;

DOI:10.1021/jo00132a008

Reference yield:

5-chlorovanillin (19463-48-0) → 2-chloro-6-methoxy-p-benzoquinone (54490-80-1)

Guidance literature:

With sodium hydroxide; dihydrogen peroxide; und anschliessend mit FeCl₃ in wss.HCl;

upstream raw materials:

5-chlorovanillin

optically inactive 5,6-dichloro-2-methoxy-cyclohex-2-ene-1,4-dione

2-chloro-6-methoxy-hydroquinone

3-methoxy-2-hydroxybenzaldehyde

Downstream raw materials:

N-mesyl-6,8-dimethoxy-2-(2-methoxycarbonylanilino)-p-naphthoquinone

2-(N-Mesyl-2-methoxycarbonylanilino)-6-methoxy-1,4-benzoquinone

2-methoxy-6-(4-methoxy-2-methoxycarbonylphenoxy)benzoquinone

2-methoxy-6-<2-methoxycarbonyl-4-(p-tolylsulphonyloxy)phenoxy>benzoquinone

Refernces

• 1、 Yoshida, Ryota,Isozaki, Katsuhiro,Yokoi, Tomoya,Yasuda, Nobuhiro,Sadakane, Koichiro,Iwamoto, Takahiro,Takaya, Hikaru,Nakamura, Masaharu. "ONO-pincer ruthenium complex-bound norvaline for efficient catalytic oxidation of methoxybenzenes with hydrogen peroxide". supporting information. p. 7468 - 7479. Retrieved 2016/08/16.