3,5-Di-tert-butylcatechol

Base Information

• Chemical Name: 3,5-Di-tert-butylcatechol
• CAS No.: 1020-31-1
• Deprecated CAS: 122983-47-5
• Molecular Formula: C14H22O2
• Molecular Weight: 222.327
• Hs Code.: 29072900
• European Community (EC) Number: 213-816-9
• NSC Number: 59767
• UNII: 1328KN3F8B
• DSSTox Substance ID: DTXSID4061414
• Nikkaji Number: J149.833I
• Wikidata: Q27251465
• ChEMBL ID: CHEMBL1795400
• Mol file: 1020-31-1.mol

Synonyms:3,5-di-t-butyl catechol;3,5-di-tert-butylcatechol

Chemical Property of 3,5-Di-tert-butylcatechol

Chemical Property:

• Appearance/Colour: white to pale brown solid
• Vapor Pressure: 0.000344mmHg at 25°C
• Melting Point: 95-100 °C(lit.)
• Refractive Index: 1.52
• Boiling Point: 309.7 °C at 760 mmHg
• PKA: 10.04±0.15(Predicted)
• Flash Point: 136.5 °C
• PSA: 40.46000
• Density: 1.012 g/cm³
• LogP: 3.69280
• Storage Temp.: Store below +30°C.
• Water Solubility.: Insoluble in water.
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 222.161979940
• Heavy Atom Count: 16
• Complexity: 234

Purity/Quality:

99%min ^*data from raw suppliers

3,5-Di-tert-butylcatechol >98.0%(GC) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Phenols
• Canonical SMILES: CC(C)(C)C1=CC(=C(C(=C1)O)O)C(C)(C)C
• Uses: It is an important raw material and intermediate used in organic synthesis, Pharmaceuticals, agrochemicals and dyestuffs.

Technology Process of 3,5-Di-tert-butylcatechol

There total 97 articles about 3,5-Di-tert-butylcatechol 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: 65.0%

3,5-di-tert-butyl-o-benzoquinone (3383-21-9) + 1,2-bis-(diphenylphosphino)ethane (1663-45-2) → 3,5-Di-tert-butylcatechol (1020-31-1,122983-47-5,881376-69-8) + C54H64O6P2 + 1,2-bis(diphenylphosphinoyl)ethane (4141-50-8)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 5h;

DOI:10.1080/10426507.2012.702822

Reference yield: 46.0%

4,6-Di-tert-butyl-2,9,11,12,13-pentaoxa-tricyclo[8.2.1.03,8]trideca-3,5,7-triene (110851-19-9) → 3,5-Di-tert-butylcatechol (1020-31-1,122983-47-5,881376-69-8) + 3,5-di-tert-butyl-o-benzoquinone (3383-21-9)

Guidance literature:

In dichloromethane; at -78 ℃; for 1h; Irradiation;

DOI:10.1021/jo00234a020

Reference yield: 42.0%

3,5-di-tert-butyl-o-benzoquinone (3383-21-9) + diethylchlorogermane (10177-53-4) → 3,5-Di-tert-butylcatechol (1020-31-1,122983-47-5,881376-69-8) + 2,2-diethyl(6,8-di-tert-butyl)-4,5-benzo-2-germa-1,3-dioxolane (78100-52-4) + diethyl germanium dichloride (13314-52-8)

Guidance literature:

In benzene; byproducts: HCl; heating in a sealed tube at 80 ° C for 12 h,; concn. (reduced pressure), anal. (IR, H-NMR, MS); 13% starting germane;

DOI:10.1016/0022-328X(88)80524-2

upstream raw materials:

3,5-di-tert-butyl-o-benzoquinone

tertiary butyl chloride

benzene-1,2-diol

tert-butyl alcohol

Downstream raw materials:

3-tert-butylbenzene-1,2-diol

4-tert-Butylcatechol

Diphenylphosphinsaeure-2-hydroxy-3,5-di-tert-butylphenylester

4,6-di-tert-butyl-1,2-diacetoxybenzene

Refernces

• 1、 Qiao, Chunhua,Jeon, Heung-Bae,Sayre, Lawrence M.. "Selective inhibition of bovine plasma amine oxidase by homopropargylamine, a new inactivator motif". . p. 8038 - 8045. Retrieved 2004.
• 2、 Chatterjee, Arnab,Yadav, Hare Ram,Choudhury, Angshuman Roy,Ali, Anzar,Singh, Yogesh,Ghosh, Rajarshi. "Tyrosinase and catecholase-like activities of a dinuclear Cu(II) complex". . p. 140 - 146. Retrieved 2018.
• 3、 Dokukina, M. A.,Vol'eva, V. B.,Belostotskaya, I. S.,Komissarova, N. L.,Karmilov, A. Yu.,Ershov, V. V.. "SEMI-HINDERED PHENOLS. 1. SYNTHESIS OF 3,5-DI-TERT-BUTYLSALICYLIC ALDEHYDE". . p. 1868 - 1870. Retrieved 1992.
• 4、 Boulos, Leila S.,Ewies, Ewies F.,Ibrahim, Nabila M.,Mohram, Maysa E.. "Reaction of 1,1-Bis(Diphenylphosphino)Methane with O-Quinones and Naphtho[2,1-B]Furan-1,2-Dione. Novel Synthesis of Bis(Diphenylphosphoryl) Derivatives and their Antimicrobial Activity". . p. 1706 - 1717. Retrieved 2014.
• 5、 Riviere-Baudet, Monique,Morere, Alain,Khallaayoun, Abdelhay. "Etude comparative des reactions par transfert monoelectronique entre les germylamines primaires, secondaires et tertiaires et la 3,5-di-tert-butylorthoquinone". . p. 43 - 49. Retrieved 1993.
• 6、 Kurkovskaya, L. N.,Ovsyannikova, M. N.,Vol’eva, V. B.,Zhorin, V. A.. "Solid-Phase ortho-Hydroxylation of 2,4-Di-tert-butylphenol and Its Derivatives". . p. 350 - 352. Retrieved 2020.
• 7、 Nishinaga, A.,Tomita, H.,Matsuura, T.. "REXTION OF SUPEROXO Co(III) COMPLEX WITH QUINONES FORMATION OF A SEMIQUINONE Co(III) COMPLEX". . p. 4853 - 4854. Retrieved 1980.
• 8、 Baschieri, Andrea,Amorati, Riccardo,Valgimigli, Luca,Sambri, Letizia. "1-Methyl-1,4-cyclohexadiene as a Traceless Reducing Agent for the Synthesis of Catechols and Hydroquinones". . p. 13655 - 13664. Retrieved 2019.
• 9、 Puthiyaveetil Yoosaf, Mohammed Ajmal,Ghosh, Somnath,Narayan, Yatheesh,Yadav, Munendra,Sahoo, Subash Chandra,Kumar, Pankaj. "Finding a new pathway for acid-induced nitrite reduction reaction: Formation of nitric oxide with hydrogen peroxide". . p. 13916 - 13920. Retrieved 2019.
• 10、 Gunaratne, H. Q. Nimal,Lotz, Tobias J.,Seddon, Kenneth R.. "Chloroindate(iii) ionic liquids as catalysts for alkylation of phenols and catechol with alkenes". . p. 1821 - 1824. Retrieved 2010.