3-Chloro-5-methoxyphenol

Base Information

• Chemical Name: 3-Chloro-5-methoxyphenol
• CAS No.: 65262-96-6
• Molecular Formula: C7H7ClO2
• Molecular Weight: 158.584
• Hs Code.: 2909500000
• European Community (EC) Number: 265-661-1
• DSSTox Substance ID: DTXSID60215577
• Nikkaji Number: J149.974B
• Wikidata: Q72453288
• Mol file: 65262-96-6.mol

Synonyms:3-Chloro-5-methoxyphenol;65262-96-6;Phenol, 3-chloro-5-methoxy-;EINECS 265-661-1;MFCD00002260;3-Chloro-5-methoxy-phenol;SCHEMBL440836;DTXSID60215577;3-CHLORO-5-HYDROXYANISOLE;CS-D1537;CL8483;AKOS006229142;AM84116;FS-3469;MB00121;2-Benzothiazolamine,N-2-propenyl-(9CI);SY096759;FT-0650670;EN300-191973;Z1079209556

Chemical Property of 3-Chloro-5-methoxyphenol

Chemical Property:

• Vapor Pressure: 0.00564mmHg at 25°C
• Melting Point: 99℃
• Boiling Point: 265.3°Cat760mmHg
• Flash Point: 114.2°C
• PSA: 29.46000
• Density: 1.28g/cm³
• LogP: 2.05420
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 158.0134572
• Heavy Atom Count: 10
• Complexity: 108

Purity/Quality:

97% ^*data from raw suppliers

3-Chloro-5-methoxyphenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Phenols
• Canonical SMILES: COC1=CC(=CC(=C1)O)Cl

Technology Process of 3-Chloro-5-methoxyphenol

There total 10 articles about 3-Chloro-5-methoxyphenol 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: 98.0%

1-bromo-3-chloro-5-methoxybenzene (174913-12-3) → 3-chloro-5-methoxyphenol (65262-96-6)

Guidance literature:

With copper acetylacetonate; N¹-(4-hydroxy-2,6-dimethylphenyl)-N²-(4-hydroxy-3,5-dimethylphenyl)oxalamide; water; In water; dimethyl sulfoxide; at 80 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1021/jacs.6b08114

Reference yield: 90.0%

1-chloro-3,5-dimethoxybenzene (7051-16-3) → 3-chloro-5-methoxyphenol (65262-96-6)

Guidance literature:

With sodium thiomethoxide; In 1-methyl-pyrrolidin-2-one; at 20 - 140 ℃;

Reference yield: 82.0%

3,5-dichloroanisole (33719-74-3) → 3-chloro-5-methoxyphenol (65262-96-6)

Guidance literature:

With copper acetylacetonate; N¹-(4-hydroxy-2,6-dimethylphenyl)-N²-(4-hydroxy-3,5-dimethylphenyl)oxalamide; water; In water; dimethyl sulfoxide; at 130 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1021/jacs.6b08114

upstream raw materials:

3-chloro-5-methoxyaniline

3,5-dichloroanisole

sodium methylate

2-(3-chloro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Downstream raw materials:

chloro-3,5-dihydroxybenzene

1-chloro-3,5-dimethoxybenzene

1-allyloxy-3-chloro-5-methoxy-benzene

trifluoro-methanesulfonic acid 3-chloro-5-methoxy-phenyl ester

Refernces

• 1、 Yang, Liu,Huang, Zhiyan,Li, Gang,Zhang, Wei,Cao, Rui,Wang, Chao,Xiao, Jianliang,Xue, Dong. "Synthesis of Phenols: Organophotoredox/Nickel Dual Catalytic Hydroxylation of Aryl Halides with Water". supporting information. p. 1968 - 1972. Retrieved 2018/02/06.
• 2、 Conradt, David,Hermann, Bianca,Gerhardt, Stefan,Einsle, Oliver,Müller, Michael. "Biocatalytic Properties and Structural Analysis of Phloroglucinol Reductases". supporting information. p. 15531 - 15534. Retrieved 2016/12/09.