2-Chloro-6-methylphenol

Base Information

• Chemical Name: 2-Chloro-6-methylphenol
• CAS No.: 87-64-9
• Molecular Formula: C7H7ClO
• Molecular Weight: 142.585
• Hs Code.: 2908190090
• European Community (EC) Number: 201-760-8
• NSC Number: 2878
• UNII: EQL8JA6BSZ
• DSSTox Substance ID: DTXSID0075362
• Nikkaji Number: J67.703E
• Wikidata: Q72454486
• Mol file: 87-64-9.mol

Synonyms:6-chloro-o-cresol

Chemical Property of 2-Chloro-6-methylphenol

Chemical Property:

• Appearance/Colour: Coloroless to yellow liquid
• Vapor Pressure: 0.229mmHg at 25°C
• Melting Point: 130 °C
• Refractive Index: 1.5450
• Boiling Point: 200.4 °C at 760 mmHg
• PKA: 8.84±0.10(Predicted)
• Flash Point: 75°C
• PSA: 20.23000
• Density: 1,201 g/cm³
• LogP: 2.35400
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Soluble in water (24 mg/ml at 25°C).
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 142.0185425
• Heavy Atom Count: 9
• Complexity: 94.9

Purity/Quality:

99.9% ^*data from raw suppliers

2-Chloro-6-methylphenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): XiXn
• Hazard Codes: Xi,Xn
• Statements: 21/22-36/38-36/37/38-22-38
• Safety Statements: 26-28-36/37/39-23

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)Cl)O
• Uses: 2-Chloro-6-methylphenol is s an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and Dyestuffs.

Technology Process of 2-Chloro-6-methylphenol

There total 14 articles about 2-Chloro-6-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: 77.0%

ortho-cresol (95-48-7,77504-84-8) → 2-methyl-4-chlorophenol (1570-64-5) + 2-chloro-6-methylphenol (87-64-9)

Guidance literature:

With oxone; potassium chloride; In acetonitrile; at 20 ℃; for 15h;

DOI:10.1081/SCC-120002013

Reference yield: 28.0%

2-methylchlorobenzene (95-49-8) → 4-Chloro-3-methylphenol (59-50-7) + 2-Chlorobenzyl alcohol (17849-38-6) + 3-chloro-o-cresol (3260-87-5) + 3-chloro-4-methylphenol (615-62-3) + 2-chloro-m-cresol (608-26-4) + 2-chloro-6-methylphenol (87-64-9)

Guidance literature:

With wild type cytochrome P₄₅₀ CYP₁₀₂A₁ variants RLYF/A₃₃₀P; oxygen; NADPH; Enzymatic reaction;

DOI:10.1002/cctc.201700116

Reference yield:

MCPA (94-74-6) → 4,6-dichloro-2-methylphenol (1570-65-6) + 2-methyl-4-chlorophenol (1570-64-5) + 2-methylbenzene-1,4-diol (95-71-6,96937-50-7) + 2-methylbenzene-1,3-diol (608-25-3) + 2,5-dihydroxy-3-methylbenzoaldehyde (108372-60-7) + 2-Methyl-1,4-benzoquinone (553-97-9) + ortho-cresol (95-48-7,77504-84-8) + 3-methylbenzene-1,2-diol (488-17-5) + 2-chloro-6-methylphenol (87-64-9) + 5-chloro-7-methyl-3H-benzofuran-2-one

Guidance literature:

With water; UV-irradiation;

DOI:10.1016/j.jphotochem.2011.11.004

upstream raw materials:

4-bromo-2-chloro-6-methyl-phenol

ortho-cresol

1-chloro-3-methylbenzene

sulfuric acid

Downstream raw materials:

acetic acid-(2-chloro-6-methyl-phenyl ester)

2-methyl-6-chlorophenoxyacetic acid

1-(2-chloro-6-methyl-phenoxy)-propan-2-ol

3-(2-chloro-6-methyl-phenoxy)-propan-1-ol

Refernces

• 1、 Smith, Keith,Williams, Des,El-Hiti, Gamal A.. "Regioselective chlorination of phenols in the presence of tetrahydrothiopyran derivatives". . p. 529 - 538. Retrieved 2019/06/13.
• 2、 Munday, Samuel D.,Dezvarei, Shaghayegh,Lau, Ian C.-K.,Bell, Stephen G.. "Examination of Selectivity in the Oxidation of ortho- and meta-Disubstituted Benzenes by CYP102A1 (P450 Bm3) Variants". . p. 2512 - 2522. Retrieved 2017/07/12.