5-Isopropyl-3-methylphenol

Base Information

• Chemical Name: 5-Isopropyl-3-methylphenol
• CAS No.: 3228-03-3
• Molecular Formula: C10H14 O
• Molecular Weight: 150.221
• Hs Code.: 2907199090
• European Community (EC) Number: 221-762-2
• UNII: 27O3KU2MLN
• DSSTox Substance ID: DTXSID6062915
• Nikkaji Number: J262.335H
• Wikidata: Q81990357
• Mol file: 3228-03-3.mol

Synonyms:5-Isopropyl-3-methylphenol;3-isopropyl-5-methylphenol;3228-03-3;5-Isopropyl-m-cresol;Phenol, 3-methyl-5-(1-methylethyl)-;3-methyl-5-propan-2-ylphenol;m-cymen-5-ol;27O3KU2MLN;3-isopropyl-5-methyl-phenol;3-Methyl-5-(1-methylethyl)phenol;3-methyl-5-(propan-2-yl)phenol;Carvacrol derivative, 7;UNII-27O3KU2MLN;SCHEMBL487239;DTXSID6062915;ZDUIHRJGDMTBEX-UHFFFAOYSA-;BDBM248164;AMY37161;EINECS 221-762-2;GS2750;AKOS000120995;FT-0612074;EN300-20596;F0001-0963;Z104479096

Chemical Property of 5-Isopropyl-3-methylphenol

Chemical Property:

• Vapor Pressure: 0.0229mmHg at 25°C
• Melting Point: 49-51 °C(lit.)
• Refractive Index: 1.5106 (estimate)
• Boiling Point: 241.6°Cat760mmHg
• PKA: 10.14±0.10(Predicted)
• Flash Point: 108.3°C
• PSA: 20.23000
• Density: 0.974g/cm³
• LogP: 2.82400
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 150.104465066
• Heavy Atom Count: 11
• Complexity: 120

Purity/Quality:

99% ^*data from raw suppliers

5-Isopropyl-3-methylphenol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1)O)C(C)C
• Uses: 5-Isopropyl-3-methylphenol is a derivative of Carvacrol (C184600); a major phenolic component of oregano oil and a novel inhibitor of the Mycobacterium tuberculosis (MTB) chorismate mutase (CM) enzyme.

Technology Process of 5-Isopropyl-3-methylphenol

There total 38 articles about 5-Isopropyl-3-methylphenol 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: 39.0%

3-thujen-2-one (24545-81-1) → thymol (89-83-8) + 3,5-diisopropyl-4-methylphenol (15269-17-7) + 3-isopropyl-5-methylphenol (3228-03-3) + 3-terpinolenone (491-09-8)

Guidance literature:

With trifluorormethanesulfonic acid; for 40h; Further byproducts given; Ambient temperature; Irradiation;

DOI:10.1021/jo00220a011

Reference yield: 39.0%

3-thujen-2-one (24545-81-1) → thymol (89-83-8) + 3,5-diisopropyl-4-methylphenol (15269-17-7) + 3-isopropyl-5-methylphenol (3228-03-3) + 2,5-Diisopropyl-4-methylphenol (15269-16-6)

Guidance literature:

With trifluorormethanesulfonic acid; for 40h; Further byproducts given; Ambient temperature; Irradiation;

DOI:10.1021/jo00220a011

Reference yield: 39.0%

3-thujen-2-one (24545-81-1) → thymol (89-83-8) + 3,5-diisopropyl-4-methylphenol (15269-17-7) + 3-isopropyl-5-methylphenol (3228-03-3) + methyl-4 bicyclo<3.1.0>hexen-3 one-2 (24760-21-2)

Guidance literature:

With trifluorormethanesulfonic acid; for 40h; Further byproducts given; Ambient temperature; Irradiation;

DOI:10.1021/jo00220a011

upstream raw materials:

3-methyl-5-(1-methylethyl)-2-cyclohexen-1-one

1-isopropoxy-3-methylbenzene

isopropyl chloride

3-methyl-phenol

Downstream raw materials:

2,4,6-tribromo-3-isopropyl-5-methyl-phenol

2-Hydroxy-4-isopropyl-6-methyl-benzoesaeure

phenyl-carbamic acid-(3-isopropyl-5-methyl-phenyl ester)

(2R,4S)-4-(3-Isopropyl-5-methyl-phenoxy)-pentan-2-ol

Refernces

• 1、 Teodorescu, Florina,Enache, Adrian,Sandulescu, Madalina. "Selective alkylation of m-cresol with isopropyl alcohol under solvent-free conditions". . p. 58 - 66. Retrieved 2017/07/26.
• 2、 -. "ALKYLATION OF HYDROXYARENES WITH OLEFINS, ALCOHOLS AND ETHERS IN IONIC LIQUIDS". Page/Page column 20. . Retrieved 2008/06/13.