4,5-Dichloroguaiacol

Base Information

• Chemical Name: 4,5-Dichloroguaiacol
• CAS No.: 2460-49-3
• Molecular Formula: C7H6 Cl2 O2
• Molecular Weight: 193.029
• Hs Code.: 2909500000
• UNII: UE34XAW6L9
• DSSTox Substance ID: DTXSID5022192
• Nikkaji Number: J122.150G
• Wikidata: Q27894657
• Mol file: 2460-49-3.mol

Synonyms:4,5-Dichloro-2-methoxyphenol;4,5-DICHLOROGUAIACOL;2460-49-3;Phenol, 4,5-dichloro-2-methoxy-;BRN 1950125;UE34XAW6L9;4,5-dichloro-2-(methyloxy)phenol;C7H6Cl2O2;UNII-UE34XAW6L9;SCHEMBL248581;DTXSID5022192;CAA46049;AKOS006278453;BS-22107;HY-133599;LS-104337;CS-0128344;FT-0768553;Q27894657

Chemical Property of 4,5-Dichloroguaiacol

Chemical Property:

• Vapor Pressure: 0.00262mmHg at 25°C
• Melting Point: 72-73 °C
• Refractive Index: 1.4590 (estimate)
• Boiling Point: 277.8°Cat760mmHg
• PKA: 8.58±0.23(Predicted)
• Flash Point: 121.8°C
• PSA: 29.46000
• Density: 1.421g/cm³
• LogP: 2.70760
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 191.9744848
• Heavy Atom Count: 11
• Complexity: 132

Purity/Quality:

99% ^*data from raw suppliers

4,5-Dichloro-2-methoxyphenol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1O)Cl)Cl

Technology Process of 4,5-Dichloroguaiacol

There total 6 articles about 4,5-Dichloroguaiacol 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: 64.0%

2-methoxy-phenol (90-05-1) → 4,5-dichloroguaiacol (2460-49-3)

Guidance literature:

With N-chloro-N-fluoro-benzenesulfonamide; In acetonitrile; at 0 ℃;

DOI:10.1039/c5cc05052a

Reference yield: 45.0%

4,5-dichlorocatechol (3428-24-8) + methyl iodide (74-88-4) → 4,5-dichloroguaiacol (2460-49-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 130 ℃; for 20h; Inert atmosphere;

Reference yield:

4-chloro-6,6-dimethoxycyclohexa-2,4-dienone (1120310-43-1) → 4,5-dichloroguaiacol (2460-49-3) + 4,6-Dichloroguaiacol (16766-31-7)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; water; at 20 ℃; for 0.0333333h; Overall yield = 90 %;

DOI:10.1016/j.tetlet.2015.11.012

upstream raw materials:

4,5-dichlorocatechol

2-methoxy-phenol

benzene-1,2-diol

dimethyl sulfate

Downstream raw materials:

2-(4,5-dichloro-2-methoxy-phenoxy)-propionic acid

4,5-Dichlor-brenzcatechindimethylether

(4,5-dichloro-2-methoxy-phenoxy)-acetic acid

4,5-dichloro-2-(2',3',5',6'-tetrachlorophenoxy)anisole

Refernces

• 1、 Lu, Zehai,Li, Qingwei,Tang, Minghua,Jiang, Panpan,Zheng, Hao,Yang, Xianjin. "CFBSA: a novel and practical chlorinating reagent". supporting information. p. 14852 - 14855. Retrieved 2015/10/06.
• 2、 Lindstroem, K.,Oesterberg, F.. "Synthesis, X-ray structure determination, and formation of 3,4,5-trichloroquaiacol occuring in kraft pulp spent bleach liquors". . p. 815 - 822. Retrieved 2007/10/02.