2,5-Cyclohexadiene-1,4-dione, 2-chloro-5-methyl-

Base Information

• Chemical Name: 2,5-Cyclohexadiene-1,4-dione, 2-chloro-5-methyl-
• CAS No.: 19832-87-2
• Molecular Formula: C7H5 Cl O2
• Molecular Weight: 156.569
• Hs Code.: 2914700090
• DSSTox Substance ID: DTXSID10173572
• Nikkaji Number: J534.050K
• Wikidata: Q83043627
• Mol file: 19832-87-2.mol

Synonyms:19832-87-2;2-Chloro-5-methyl-1,4-benzoquinone;2-chloro-5-methylcyclohexa-2,5-diene-1,4-dione;2,5-Cyclohexadiene-1,4-dione, 2-chloro-5-methyl-;5-Chlorotoluquinone;2-chloro-5-methylbenzo-1,4-quinone;2-Chloro-5-methyl-p-quinone;2-chloro-5-methylbenzoquinone;SCHEMBL2931396;DTXSID10173572;2-chloro-5-methyl-p-benzoquinone;MFCD00189381;p-Benzoquinone, 2-chloro-5-methyl-;AKOS015849003;AS-67737;CS-0328390;FT-0637916;T70516;A813975

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

Chemical Property:

• Melting Point: 106°C
• Boiling Point: 220.2°Cat760mmHg
• Flash Point: 88.2°C
• PSA: 34.14000
• Density: 1.32g/cm³
• LogP: 1.20720
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 155.9978071
• Heavy Atom Count: 10
• Complexity: 261

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Chloro-5-methyl-1,4-benzoquinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N,Xi
• Hazard Codes: T,N,Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=O)C(=CC1=O)Cl
• Uses: 2-Chloro-5-methyl-1,4-benzoquinone is used as a reactant in the synthesis of benzofuran-5-ols with antifungal activity.

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

There total 19 articles about 2,5-Cyclohexadiene-1,4-dione, 2-chloro-5-methyl- 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: 90.0%

2-chloro-5-methyl-hydroquinone (5465-62-3) → 2-chloro-5-methyl-1,4-benzoquinone (19832-87-2)

Guidance literature:

With ammonium cerium(IV) nitrate; Fe⁽³⁺⁾-montmorillonitrite K-10 clay; In dichloromethane; at 20 ℃; for 1.5h; sonication;

DOI:10.1055/s-2003-36824

Reference yield: 60.0%

2-Methyl-1,4-benzoquinone (553-97-9) → 2-chloro-5-methyl-1,4-benzoquinone (19832-87-2)

Guidance literature:

With chlorine; mercury(II) oxide; In tetrachloromethane; for 1h;

DOI:10.1080/00397919408011701

Reference yield: 40.0%

3-methyl-phenol (108-39-4) → 2-chloro-5-methyl-1,4-benzoquinone (19832-87-2) + 2-Methyl-1,4-benzoquinone (553-97-9) + 3,3',5,5'-tetramethyl-4,4'-diphenoquinone (142763-32-4)

Guidance literature:

With chlorine monoxide; In acetonitrile; at 25 ℃; Kinetics; Activation energy;

DOI:10.1007/s11172-005-0114-x

upstream raw materials:

ethanol

5,6-dichloro-2-methyl-cyclohex-2-ene-1,4-dione

2-chloro-5-methyl-hydroquinone

5-chloro-4-amino-2-methyl-phenol

Downstream raw materials:

C₇H₅ClO₂*C₇H₈*C₂₀H₁₄O₂

2-Chloro-3-(β-ethylamino-β-methyl-α-ethoxycabonl)vinyl-5-methylbenzoquinone

2-Chloro-3-(β-methylamino-β-methyl-α-ethoxycabonl)vinyl-5-methylbenzoquinone

5-hydroxy-2-methyl-1,4-naphthoquinone

Refernces

• 1、 Singh, Vasundhara,Sapehiyia, Varinder,Kad, Goverdhan L.. "Ultrasonically activated oxidation of hydroquinones to quinones catalysed by ceric ammonium nitrate doped on metal exchanged K-10 clay". . p. 198 - 200. Retrieved 2007/10/03.
• 2、 Singh,Khanna. "Selective halogenation of 1,4-benzoquinones and 1,4-naphthoquinones with copper(II) halide adsorbed on alumina". . p. 2083 - 2089. Retrieved 2007/10/02.