615-74-7

Basic information

• Product Name: 2-CHLORO-5-METHYLPHENOL
• Synonyms: 2-chloro-5-methyl-pheno;3-Methyl-6-chlorophenol;5-Methyl-2-chlorophenol;6-Chloro-3-methylphenol;m-Cresol, 6-chloro-;2-CHLORO-5-METHYLPHENOL;2-Chloro-5-cresol;4-CHLORO-5-HYDROXYTOLUENE
• CAS NO: 615-74-7
• Molecular Formula: C₇H₇ClO
• Molecular Weight: 142.58
• EINECS: 210-444-9
• Product Categories: Aromatic Phenols;Phenol&Thiophenol&Mercaptan;Chlorine Compounds;Phenols
• Mol File: 615-74-7.mol
• Article Data: 14

Chemical Properties

• Melting Point: 46-48 °C(lit.)
• Boiling Point: 196 °C(lit.)
• Flash Point: 178 °F
• Appearance: Beige/Crystalline Powder
• Density: 1.215 g/mL at 25 °C(lit.)
• Refractive Index: 1.5200 (estimate)
• Solubility: Slightly Soluble (1.2 g/L) (25°C).
• PKA: 8.60±0.10(Predicted)
• BRN: 2041487
• CAS DataBase Reference: 2-CHLORO-5-METHYLPHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-5-METHYLPHENOL(615-74-7)
• EPA Substance Registry System: 2-CHLORO-5-METHYLPHENOL(615-74-7)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-38-21/22
• Safety Statements: 26-36/37/39-28
• RIDADR: UN 3437 6.1/PG 2
• WGK Germany: 3
• RTECS: SK4930000
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: II
• Hazardous Substances Data: 615-74-7(Hazardous Substances Data)

Usage

Description

2-Chloro-5-methylphenol is an organic compound with the chemical formula C7H7ClO. It is a derivative of phenol, featuring a chlorine atom at the 2nd position and a methyl group at the 5th position on the benzene ring. 2-CHLORO-5-METHYLPHENOL is known for its potential applications in various industries, particularly as a pharmaceutical intermediate and in the synthesis of other chemicals.

Uses

Used in Pharmaceutical Industry:
2-Chloro-5-methylphenol is used as a pharmaceutical intermediate for the development and production of various pharmaceutical compounds. Its unique chemical structure allows it to be a key component in the synthesis of drugs, contributing to the creation of new and effective medications.
Used in Chemical Synthesis:
2-Chloro-5-methylphenol is also utilized in the synthesis of other chemicals, expanding its applications beyond the pharmaceutical industry. Its versatility in chemical reactions makes it a valuable building block for the development of new chemical products.
Used in Organic Chemistry Research:
In addition to its industrial applications, 2-chloro-5-methylphenol is used in organic chemistry research to study the properties and reactions of substituted phenols. This research can lead to a better understanding of the compound's behavior and potential applications in various fields.
Used in the Synthesis of 2-(4-chlorophenyl)-2-(4-chloro-3-thiophenol)-1,1-dichloroethene:
2-Chloro-5-methylphenol has been specifically used in the synthesis of 2-(4-chlorophenyl)-2-(4-chloro-3-thiophenol)-1,1-dichloroethene, a compound with potential applications in various industries. This demonstrates the compound's versatility and importance in the development of new chemical products.

InChI:InChI=1/C7H7ClO/c1-5-2-3-6(8)7(9)4-5/h2-4,9H,1H3

Upstream product

• 7791-25-5 sulfuryl dichloride 
• 108-39-4 3-methyl-phenol 
• 67-56-1 methanol 
• 7782-50-5 chlorine 
• 56-23-5 tetrachloromethane 
• 106-43-4 para-chlorotoluene 
• 193353-35-4 (2-chloro-5-methylphenyl)boronic acid 
• 95-81-8 2-chloro-5-methylaniline 
• 95-75-0 3,4-Dichlorotoluene 
• 124-41-4 sodium methylate 

Downstream Products

• 98490-85-8 5-chloro-4-hydroxy-2-methyl-benzyl alcohol 
• 15534-74-4 4,4'-methylenebis(3-methylphenol) 
• 103038-58-0 3-(2-chloro-5-methyl-phenoxy)-propionic acid 
• 107517-11-3 2-(2-chloro-5-methyl-phenoxy)-benzoic acid 
• 1124-07-8 4,6-dichloro-3-methylphenol 
• 57982-80-6 2-chloro-5-methyl-[1,4]benzoquinone-4-oxime 
• 106320-00-7 3-benzoyloxy-4-chlorotoluene 
• 62509-09-5 2-chloro-5-methyl-4-nitroso-phenol 
• 13481-70-4 3-methyl-2,6-dichlorophenol 
• 847832-74-0 1-chloro-4-methyl-2-(1-methyl-allyloxy)-benzene 
• 847832-75-1 1-chloro-2-(1-ethyl-allyloxy)-4-methyl-benzene 
• 847832-76-2 1-chloro-4-methyl-2-(1-propyl-allyloxy)-benzene 
• 478613-56-8 1-chloro-2-[1-(2-chloro-ethyl)-2-methyl-propoxy]-4-methyl-benzene 
• 847832-80-8 2-(1-Benzyl-allyloxy)-1-chloro-4-methyl-benzene 

Relevant articles and documents

para-Selective chlorination of cresols and m-xylenol using sulfuryl chloride in the presence of poly(alkylene sulfide)s

Chlorination of o-cresol, m-cresol, and m-xylenol using sulfuryl chloride in the presence of a range of poly(alkylene sulfide)s and a Lewis acid (aluminum or ferric chloride) has been studied. The sulfur containing catalysts used led to the production of para-chlorophenols in high yields and higher para/ortho ratios than for reactions in the absence of such poly(alkylene sulfide)s. The effectiveness of the polymers was found to be dependent on the length of the spacer groups between the sulfur atoms. For example, polymers with shorter spacers provided high yields of 4-chloro-o-cresol (ca. 97%), while polymers with at least one longer spacer provided high yields of both 4-chloro-m-cresol (up to 94.6%) and 4-chloro-m-xylenol (up to 97.6%).

Regioselective chlorination of phenols in the presence of tetrahydrothiopyran derivatives

Four six-membered cyclic sulfides, namely tetrahydrothiopyran, 3-methyltetrahydrothiopyran, 4-methyltetrahydrothiopyran and 4,4-dimethyltetrahyrdrothiopyran have been used as moderators in chlorination reactions of various phenols with sulfuryl chloride in the presence of aluminum or ferric chloride. On chlorination of phenol, ortho-cresol and meta-cresol the para/ortho chlorination ratios and yields of the para-chloro isomers are higher than when no cyclic sulfide is used for all of the cyclic sulfides, but chlorination of meta-xylenol is less consistent, with some cyclic sulfides producing higher p/o ratios and others producing lower ratios than reactions having no sulfide present.

Comparison of cyclic and polymeric disulfides as catalysts for the regioselective chlorination of phenols

Two cyclic and two polymeric disulfides have been synthesized and established to be useful catalysts for the chlorination of m-xylenol, o-cresol, m-cresol and phenol using freshly distilled sulfuryl chloride in the presence of aluminum or ferric chloride as a co-catalyst at room temperature. The yields of p-isomers and para/ortho ratios were higher compared to cases where no catalyst was used with most catalysts for most phenols even when a very low concentration of disulfide was used.