3-Isopropyl-6-methylpyrocatechol

Base Information

• Chemical Name: 3-Isopropyl-6-methylpyrocatechol
• CAS No.: 490-06-2
• Molecular Formula: C10H14 O2
• Molecular Weight: 166.22
• European Community (EC) Number: 622-747-7
• NSC Number: 40567
• UNII: 93XFQ715UL
• DSSTox Substance ID: DTXSID10197652
• Nikkaji Number: J87.059E
• Wikidata: Q83070456
• Mol file: 490-06-2.mol

Synonyms:Cymopyrocatechol;490-06-2;3-Isopropyl-6-methylpyrocatechol;p-cymene-2,3-diol;3-isopropyl-6-methylbenzene-1,2-diol;3-isopropyl-6-methylcatechol;NSC 40567;Pyrocatechol, 2-isopropyl-6-methyl-;BRN 2248022;93XFQ715UL;3-methyl-6-(propan-2-yl)benzene-1,2-diol;1,2-Benzenediol, 3-methyl-6-(1-methylethyl)-;NSC-40567;3-methyl-6-propan-2-ylbenzene-1,2-diol;NSC40567;UNII-93XFQ715UL;SCHEMBL1494556;2,3-DIHYDROXY-P-CYMENE;DTXSID10197652;p-Cymene-2,3-diol (7CI,8CI);AKOS006275160;3-isopropyl-6-methyl-1,2-benzenediol;3-methyl-6-propan-2-yl-benzene-1,2-diol;LS-136440;CS-0353716;EN300-1599484;2,3-DIHYDROXY-4-ISOPROPYL-1-METHYLBENZENE;A828568;3-METHYL-6-(1-METHYLETHYL)-1,2-BENZENEDIOL;1,2-Benzenediol, 3-methyl-6-(1-methylethyl)- (9CI)

Chemical Property of 3-Isopropyl-6-methylpyrocatechol

Chemical Property:

• Vapor Pressure: 0.00423mmHg at 25°C
• Melting Point: 48°C
• Refractive Index: 1.5277 (estimate)
• Boiling Point: 270°Cat760mmHg
• Flash Point: 131.4°C
• PSA: 40.46000
• Density: 1.088g/cm³
• LogP: 2.52960
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 166.099379685
• Heavy Atom Count: 12
• Complexity: 145

Purity/Quality:

99% ^*data from raw suppliers

3-Isopropyl-6-methylbenzene-1,2-diol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C(=C(C=C1)C(C)C)O)O
• Uses: 3-Isopropyl-6-methylbenzene-1,2-diol is an antioxidant used in food.

Technology Process of 3-Isopropyl-6-methylpyrocatechol

There total 26 articles about 3-Isopropyl-6-methylpyrocatechol 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: 78.0%

2-hydroxyl-3-isopropyl-6-methylbenzaldehyde (1666-00-8) → 3-isopropyl-6-methyl-1,2-benzenediol (490-06-2)

Guidance literature:

With sodium hydroxide; dihydrogen peroxide; In water; at 25 - 40 ℃; for 2h;

DOI:10.1515/znb-1983-1014

Reference yield: 50.0%

lithium 2-isopropyl-5-methylphenolate → 3-isopropyl-6-methyl-1,2-benzenediol (490-06-2)

Guidance literature:

With tetrakis(actonitrile)copper(I) hexafluorophosphate; oxygen; (-)-sparteine; 3 A molecular sieve; In tetrahydrofuran; at -78 ℃; for 16h;

DOI:10.1021/ja711018z

Reference yield: 50.0%

thymol (89-83-8) → 3,10-dihydroxy-3,10-di-isopropyl-6,12-dimethyl-tricyclo[6.2.2.02,7]dodeca-5,11-diene-4,9-dione + 3-isopropyl-6-methyl-1,2-benzenediol (490-06-2)

Guidance literature:

thymol; With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; at 20 ℃; for 24h;

With trifluoroacetic acid; for 12h; Further stages.;

DOI:10.1002/anie.200604610

upstream raw materials:

2-hydroxy-1-p-menthen-3-one

thymol

2-hydroxyl-3-isopropyl-6-methylbenzaldehyde

(-)-(3S,4S)-3,4-Dihydroxy-dihydro-umbellulon

Downstream raw materials:

4-bromo-6-isopropyl-3-methyl-pyrocatechol

2-Methyl-3,4-dihydroxy-5-isopropylbenzaldehyde

3-methyl-6-(2-propyl)-1,2-benzoquinone

2,3-diacetoxy-1-isopropyl-4-methyl-benzene

Refernces

• 1、 Huang, Zheng,Lumb, Jean-Philip. "A Catalyst-Controlled Aerobic Coupling of ortho-Quinones and Phenols Applied to the Synthesis of Aryl Ethers". supporting information. p. 11543 - 11547. Retrieved 2016/11/17.
• 2、 Gagnepain, Julien,Méreau, Rapha?l,Dejugnac, Delphine,Léger, Jean-Michel,Castet, Frédéric,Deffieux, Denis,Pouységu, Laurent,Quideau, Stéphane. "Regio- and stereoselectivities in Diels-Alder cyclodimerizations of orthoquinonoid cyclohexa-2,4-dienones". . p. 6493 - 6505. Retrieved 2008/02/08.