2,5-Di-tert-butyl-1,4-benzoquinone

Base Information

• Chemical Name: 2,5-Di-tert-butyl-1,4-benzoquinone
• CAS No.: 2460-77-7
• Molecular Formula: C14H20O2
• Molecular Weight: 220.312
• Hs Code.: 29146990
• European Community (EC) Number: 219-552-0
• NSC Number: 43579,7489
• UNII: G893OSV02D
• DSSTox Substance ID: DTXSID3044889
• Nikkaji Number: J24.267E,J3.330.117K
• Wikidata: Q27278928
• ChEMBL ID: CHEMBL3560130
• Mol file: 2460-77-7.mol

Synonyms:2,5-di-tert-butyl-1,4-benzoquinone;2,5-di-tert-butylbenzoquinone;2,5-TBQ

Chemical Property of 2,5-Di-tert-butyl-1,4-benzoquinone

Chemical Property:

• Appearance/Colour: Yellow to golden crystalline powder
• Vapor Pressure: 0.00281mmHg at 25°C
• Melting Point: 152-154 °C(lit.)
• Refractive Index: 1.504
• Boiling Point: 285.405 °C at 760 mmHg
• Flash Point: 106.247 °C
• PSA: 34.14000
• Density: 1.027 g/cm³
• LogP: 3.08320
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: 18.716mg/L at 25℃
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 220.146329876
• Heavy Atom Count: 16
• Complexity: 355

Purity/Quality:

99% ^*data from raw suppliers

2,5-Di-tert-butyl-1,4-benzoquinone >98.0%(GC) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Aromatic Ketones
• Canonical SMILES: CC(C)(C)C1=CC(=O)C(=CC1=O)C(C)(C)C

Technology Process of 2,5-Di-tert-butyl-1,4-benzoquinone

There total 16 articles about 2,5-Di-tert-butyl-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: 100.0%

2,5-bis(1,1-dimethylethyl)-1,4-benzenediol (88-58-4) → 2,5-di-tert-butyl-p-benzoquinone (2460-77-7)

Guidance literature:

With benzyltrimethylammonium tribromide; In water; acetic acid; for 0.166667h; Ambient temperature;

DOI:10.1246/bcsj.64.336

Reference yield: 99.0%

1,4-bis(tert-butyldimethylsiloxy)-2,5-di-(tert-butyl)benzene (73759-45-2) → 2,5-di-tert-butyl-p-benzoquinone (2460-77-7)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 25 ℃; for 2h;

DOI:10.1021/jo00329a013

Reference yield: 97.0%

C14H24O2 → 2,5-di-tert-butyl-p-benzoquinone (2460-77-7)

Guidance literature:

With rhodium(III) chloride hydrate; oxygen; C₂₅H₄₄NO₂PS; In 1,2-dichloro-ethane; at 23 ℃; for 40h;

DOI:10.1021/acscatal.0c05684

upstream raw materials:

2,5-bis(1,1-dimethylethyl)-1,4-benzenediol

tertiary butyl chloride

hydroquinone

2,4-di-tert-Butylphenol

Downstream raw materials:

1,4-diacetoxy-2,5-di-tert-butyl-benzene

2,5-bis(1,1-dimethylethyl)-1,4-benzenediol

2,5-di-tert-butyl-p-benzoquinone monoxime

1,2,4-triacetoxy-5-tert-butylbenzene

Refernces

• 1、 Iwasa, Seiji,Fakhruddin, Ahmad,Widagdo, Herman Setyo,Nishiyama, Hisao. "A rapid and efficient synthesis of quinone derivatives: Ru(II)-or Ir(I)-catalyzed hydrogen peroxide oxidation of phenols and methoxyarenes". . p. 517 - 520. Retrieved 2005.
• 2、 Maeda, Chihiro,Shinokubo, Hiroshi,Osuka, Atsuhiro. "Oxidation of hydroquinones with meso-hexakispentafluorophenyl [26]hexaphyrin(1.1.1.1.1.1)". . p. 200 - 202. Retrieved 2006.
• 3、 Hu, Rong-Bin,Lam, Ying-Pong,Ng, Wing-Hin,Wong, Chun-Yuen,Yeung, Ying-Yeung. "Zwitterion-induced organic-metal hybrid catalysis in aerobic oxidation". . p. 3498 - 3506. Retrieved 2021/04/07.
• 4、 Ali, Mohammed Hashmat,Welker, Andrea,York, Crystal. "A Facile and Selective Procedure for Oxidation of Hydroquinones using Silica Gel Supported Catalytic Cerium(IV) Ammonium Nitrate". . p. 3207 - 3211. Retrieved 2015/10/19.