2,5-Dimethyl-1,4-benzoquinone

Base Information

• Chemical Name: 2,5-Dimethyl-1,4-benzoquinone
• CAS No.: 137-18-8
• Molecular Formula: C8H8O2
• Molecular Weight: 136.15
• Hs Code.: 29146990
• European Community (EC) Number: 205-283-6
• NSC Number: 37558,36547,15309
• UNII: 18D1OR9CE1
• DSSTox Substance ID: DTXSID0059669
• Nikkaji Number: J10.038B
• Wikidata: Q81988919
• Metabolomics Workbench ID: 123560
• ChEMBL ID: CHEMBL150457
• Mol file: 137-18-8.mol

Synonyms:2,5-dimethyl-1,4-benzoquinone;2,5-dimethyl-4-benzoquinone;2,5-dimethyl-p-benzoquinone;2,5-dimethylquinone

Chemical Property of 2,5-Dimethyl-1,4-benzoquinone

Chemical Property:

• Vapor Pressure: 0.317mmHg at 25°C
• Melting Point: 123-125 °C
• Refractive Index: 1.51
• Boiling Point: 200.9 °C at 760 mmHg
• Flash Point: 71.1 °C
• PSA: 34.14000
• Density: 1.115 g/cm³
• LogP: 1.03080
• Storage Temp.: 2-8°C
• Solubility.: toluene: soluble0.5g/10 mL, clear to faintly turbid, yellow to b
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 136.052429494
• Heavy Atom Count: 10
• Complexity: 228

Purity/Quality:

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

2,5-Xyloquinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Aromatic Ketones
• Canonical SMILES: CC1=CC(=O)C(=CC1=O)C
• Uses: 2,5-Dimethyl-1,4-benzoquinone may be used in a key step involved in the total synthesis of (?)-cyathin A3.

Technology Process of 2,5-Dimethyl-1,4-benzoquinone

There total 93 articles about 2,5-Dimethyl-1,4-benzoquinone 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: 96.0%

1,4-dimethoxy-2,5-dimethylbenzene (2674-32-0) → 2,5-Dimethyl-1,4-benzoquinone (137-18-8)

Guidance literature:

With ammonium cerium(IV) nitrate; In acetonitrile; at 20 ℃; for 0.133333h;

DOI:10.1055/s-1999-2875

Reference yield: 94.7%

2,5-Dimethylphenol (95-87-4) → 2,5-Dimethyl-1,4-benzoquinone (137-18-8)

Guidance literature:

With potassiuim nitrosodisulfonate;

DOI:10.1002/ejoc.200700885

Reference yield: 94.0%

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

Guidance literature:

With dihydrogen peroxide; bis-(tributyltin oxide) dioxochromium(VI); In benzene; at 50 ℃; for 4h;

DOI:10.1246/cl.1986.2075

upstream raw materials:

2,5-Dimethylphenol

2,5-dimethylhydroquinone

2,5-Dimethylaniline

2,4,5-trimethylaniline

Downstream raw materials:

2,5-dimethylhydroquinone

2,5-dihydroxy-3,6-dimethyl-1,4-benzoquinone

2,5-dimethyl-p-benzoquinone 4-oxime

2,5-dimethyl-p-benzoquinone dioxime

Refernces

• 1、 Shimizu, Masao,Orita, Hideo,Hayakawa, Takashi,Takehira, Katsuomi. "A CONVENIENT SYNTHESIS OF ALKYL-SUBSTITUTED p-BENZOQUINONES FROM PHENOLS BY A H2O2/HETEROPOLYACID SYSTEM". . p. 471 - 474. Retrieved 1989.
• 2、 Nelson,David A.,Landsman, Steven D.,Molton, Peter M.. "Formation, during liquefaction of cellulose, of 2,5-dimethyl-1,5-benzenediol via aldol addition and a reduction-oxidation pathway". . p. 356 - 360. Retrieved 1984.
• 3、 Nishinaga et al.. "". . p. 1811. Retrieved 1974.
• 4、 Bansal,Thapliyal,Khanna. "Dimethyl sulfoxide and anhydrous copper (II) sulfate as alkylating reagent for 1,4-quinones". . p. 1669 - 1675. Retrieved 1995.
• 5、 Fan, Yafang,An, Zengjian,Pan, Xiulian,Liu, Xiumei,Bao, Xinhe. "Quinone tailored selective oxidation of methane over palladium catalyst with molecular oxygen as an oxidant". . p. 7488 - 7490. Retrieved 2009.
• 6、 Tabushi et al.. "". . p. 2083. Retrieved 1978.
• 7、 Darzi, Evan R.,Garg, Neil K.. "Electrochemical oxidation of Δ9-tetrahydrocannabinol: a simple strategy for marijuana detection". . p. 3951 - 3955. Retrieved 2020.
• 8、 An, Haiyan,Chang, Shenzhen,Chen, Yanhong,Huang, Yaohui,Luo, Huiyun,Zhu, Qingshan. "Polyoxometalate-based supramolecular porous frameworks with dual-active centers towards highly efficient synthesis of functionalized: P -benzoquinones". . p. 8591 - 8603. Retrieved 2021/11/17.
• 9、 -. "PHOTOOXIDATION OF 2,3,6-TRIMETHYLPHENOL". Page/Page column 14-15. . Retrieved 2021/11/26.