2,5-Dimethylhydroquinone

Base Information

• Chemical Name: 2,5-Dimethylhydroquinone
• CAS No.: 615-90-7
• Molecular Formula: C8H10O2
• Molecular Weight: 138.166
• European Community (EC) Number: 210-452-2
• NSC Number: 401090
• UNII: FK3M8O9X4U
• DSSTox Substance ID: DTXSID90210479
• Nikkaji Number: J7.031I
• Wikidata: Q27278033
• ChEMBL ID: CHEMBL1795408
• Mol file: 615-90-7.mol

Synonyms:2,5-Dimethylhydroquinone;2,5-dimethylbenzene-1,4-diol;615-90-7;1,4-Benzenediol, 2,5-dimethyl-;UNII-FK3M8O9X4U;FK3M8O9X4U;Phen-1,4-diol, 3,6-dimethyl-;EINECS 210-452-2;NSC-401090;AI3-61027;NSC401090;Cc1cc(O)c(C)cc1O;SCHEMBL70123;GPASWZHHWPVSRG-UHFFFAOYA;CHEMBL1795408;DTXSID90210479;2,5-Dimethyl-1,4-benzenediol #;1,4-dihydroxy-3,6-dimethylbenzene;1,4-dihydroxy-2,5-dimethyl benzene;AKOS006272649;NSC 401090;CS-0454221;FT-0703598;Q27278033

Chemical Property of 2,5-Dimethylhydroquinone

Chemical Property:

• Vapor Pressure: 0.00186mmHg at 25°C
• Boiling Point: 283.4°C at 760 mmHg
• Flash Point: 140.4°C
• Density: 1.162g/cm³
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 138.068079557
• Heavy Atom Count: 10
• Complexity: 99.8

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1O)C)O

Technology Process of 2,5-Dimethylhydroquinone

There total 62 articles about 2,5-Dimethylhydroquinone 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: 100.0%

2,5-Dimethyl-1,4-benzoquinone (137-18-8) → 2,5-dimethylhydroquinone (615-90-7)

Guidance literature:

With isopropyl alcohol; zirconium(IV) oxide; for 2h; Heating;

Reference yield: 98.0%

2,5-Dimethyl-1,4-benzoquinone (137-18-8) → 2,5-dimethylhydroquinone (615-90-7) + 1,2,4,5-Tetramethyl-cyclohexa-2,5-diene-1,4-diol

Guidance literature:

With methyllithium; In tetrahydrofuran; diethyl ether; at -78 ℃; for 1h;

DOI:10.1016/S0040-4039(00)71450-X

Reference yield: 70.0%

2,5-dimethyl-cyclohex-3-ene-1,2-diol (869163-37-1) → 2,5-Dimethyl-1,4-benzoquinone (137-18-8) + 2,5-dimethylhydroquinone (615-90-7)

Guidance literature:

With silica gel; pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1039/b511067j

upstream raw materials:

2,5-Dimethylphenol

2,4-dimethylquinoline

2,4-dimethylphenyl azide

para-xylene

Downstream raw materials:

α,α'-(2,5-dimethyl-p-phenylenedioxy)-di-isobutyric acid diethyl ester

4-ethoxy-2,5-dimethylphenol

1,4-diethoxy-2,5-dimethyl-benzene

2.5-Dimethyl-3-(3.3-diphenyl-allyl)-benzochinon

Refernces

• 1、 Smith, Ian M.,Sutcliffe, Leslie H.,Wiesner, Stefan,Lubitz, Wolfgang,Kurreck, Harry. "Magnetic Resonance Studies of Cation Radicals from Chromans". . p. 3021 - 3036. Retrieved 1984.
• 2、 Bereczki, Laura,Garcia, Sergio Navarro,Kónya, Dénes,Yang, Xian. "Aqueous solubility of organic compounds for flow battery applications: Symmetry and counter ion design to avoid low-solubility polymorphs". . . Retrieved 2021/05/31.
• 3、 Bruns, David L.,Musaev, Djamaladdin G.,Stahl, Shannon S.. "Can Donor Ligands Make Pd(OAc)2a Stronger Oxidant? Access to Elusive Palladium(II) Reduction Potentials and Effects of Ancillary Ligands via Palladium(II)/Hydroquinone Redox Equilibria". supporting information. p. 19678 - 19688. Retrieved 2020/12/18.