2-Chloro-5-methylphenol

Base Information

• Chemical Name: 2-Chloro-5-methylphenol
• CAS No.: 615-74-7
• Molecular Formula: C7H7 Cl O
• Molecular Weight: 142.585
• Hs Code.: 29081000
• European Community (EC) Number: 210-444-9
• UNII: 16Z94994Z4
• DSSTox Substance ID: DTXSID1046558
• Nikkaji Number: J95.420I
• Wikidata: Q27251848
• ChEMBL ID: CHEMBL3186024
• Mol file: 615-74-7.mol

Synonyms:2-chloro-5-methyl phenol;2-chloro-5-methylphenol

Chemical Property of 2-Chloro-5-methylphenol

Chemical Property:

• Appearance/Colour: BEIGE CRYSTALLINE POWDER
• Melting Point: 47
• Refractive Index: 1.5200 (estimate)
• Boiling Point: 196 °C(lit.)
• PKA: 8.60±0.10(Predicted)
• Flash Point: 81
• PSA: 20.23000
• Density: 1.215 g/mL at 25 °C(lit.)
• LogP: 2.35400
• Solubility.: Slightly Soluble (1.2 g/L) (25°C).
• XLogP3: 2.4
• 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%, ^*data from raw suppliers

2-Chloro-5-methylphenol ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Chlorophenols
• Canonical SMILES: CC1=CC(=C(C=C1)Cl)O
• Uses: 2-Chloro-5-methylphenol, is used as a pharmaceutical intermediate. It is also used to make other chemicals. 2-Chloro-5-methylphenol was used in the synthesis of 2-(4-chlorophenyl)-2-(4-chloro-3-thiophenol)-1,1-dichloroethene.

Technology Process of 2-Chloro-5-methylphenol

There total 18 articles about 2-Chloro-5-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: 93.0%

(2-chloro-5-methylphenyl)boronic acid (193353-35-4) → 2-chloro-5-methylphenol (615-74-7)

Guidance literature:

With potassium hydroxide; In dimethyl sulfoxide; at 100 ℃; for 0.0833333h; Microwave irradiation; Green chemistry;

DOI:10.1039/c9gc01965k

Reference yield: 50.0%

3-methyl-phenol (108-39-4) → 4-Chloro-3-methylphenol (59-50-7) + 2-chloro-5-methylphenol (615-74-7) + 2-chloro-m-cresol (608-26-4)

Guidance literature:

With NHCl₂; In water; pH=6.0; Further Variations:; Reagents; pH-values; Product distribution;

DOI:10.1021/es030644h

Reference yield: 32.1%

3-methyl-phenol (108-39-4) → 4-Chloro-3-methylphenol (59-50-7) + 2-chloro-5-methylphenol (615-74-7) + 3-methyl-2,6-dichlorophenol (13481-70-4) + 2-chloro-m-cresol (608-26-4)

Guidance literature:

With chloroamine; In water; pH=9.0; Further Variations:; Reagents; pH-values; Product distribution;

DOI:10.1021/es030644h

upstream raw materials:

3,4-Dichlorotoluene

sodium methylate

2-chloro-5-methylaniline

3-methyl-phenol

Downstream raw materials:

toluene-4-sulfonic acid-(2-chloro-5-methyl-phenyl ester)

2-chloro-5-methyl-4-nitro-phenol

2-chloro-5-methyl-4-nitroso-phenol

1-chloro-2-(1-isopropyl-allyloxy)-4-methyl-benzene

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、 Bommegowda, Yadaganahalli K.,Mallesha, Ningegowda,Vinayaka, Ajjampura C.,Sadashiva, Maralinganadoddi P.. "IPSO-hydroxylation of boronic acid via ozonolysis: A metal-, ligand-, and base-free method". supporting information. p. 268 - 270. Retrieved 2016/05/02.