Chlorohydroquinone

Base Information

• Chemical Name: Chlorohydroquinone
• CAS No.: 615-67-8
• Deprecated CAS: 134900-92-8,140627-31-2,68103-34-4,140627-31-2,68103-34-4
• Molecular Formula: C6H5ClO2
• Molecular Weight: 144.558
• Hs Code.: 29081990
• European Community (EC) Number: 210-442-8
• NSC Number: 5934,427
• UNII: 93SNN9E337
• DSSTox Substance ID: DTXSID4060656
• Nikkaji Number: J86.748I
• Wikidata: Q27103255
• Metabolomics Workbench ID: 51414
• Mol file: 615-67-8.mol

Synonyms:2-chloro-1,4-hydroxyquinone

Chemical Property of Chlorohydroquinone

Chemical Property:

• Appearance/Colour: light brown to grey fine crystalline powder
• Vapor Pressure: 0.00647mmHg at 25°C
• Melting Point: 100-104 °C(lit.)
• Refractive Index: 1.629
• Boiling Point: 263 °C at 760 mmHg
• PKA: 9.21±0.18(Predicted)
• Flash Point: 119.7 °C
• PSA: 40.46000
• Density: 1.471 g/cm³
• LogP: 1.75120
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: soluble
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 143.9978071
• Heavy Atom Count: 9
• Complexity: 97.1

Purity/Quality:

99% ^*data from raw suppliers

Chlorohydroquinone(TechnicalGrade,~90%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 21-36/37/38-43
• Safety Statements: 36/37-37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Halogenated Monoaromatics
• Canonical SMILES: C1=CC(=C(C=C1O)Cl)O
• Uses: Chlorohydroquinone is a component of polyethers based on organotin with potential application to breast cancer treatment via growth inhibition. Also a component in the synthesis of contraceptive agents in pharmaceutical compounds. It is also used within hydroxylation and catalysis organic reactions in the synthesis of pharmacologically active phenolic compounds.

Technology Process of Chlorohydroquinone

There total 57 articles about Chlorohydroquinone 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: 99.0%

p-benzoquinone (106-51-4) → chloro-p-hydroquinone (615-67-8)

Guidance literature:

With hydrogenchloride; In benzene; at 20 ℃; for 0.25h;

Reference yield: 93.6%

hydroquinone (123-31-9,8027-02-9) → chloro-p-hydroquinone (615-67-8)

Guidance literature:

With chlorine; iron; In tetrachloromethane; for 5h; UV-irradiation; Reflux;

Reference yield: 87.0%

1,4-O-di-propanoylchlorohydroquinone → chloro-p-hydroquinone (615-67-8)

Guidance literature:

With Candida antarctica lipase B; In di-isopropyl ether; isopropyl alcohol; at 45 ℃; for 1h; regioselective reaction; Enzymatic reaction;

DOI:10.1139/cjc-2015-0335

upstream raw materials:

5,6-dichlorocyclohex-2-ene-1,4-dione

ethanol

3-monochlorophenol

i-Amyl alcohol

Downstream raw materials:

2-chloro-1,4-dihydroxy-9,10-anthraquinone

2-chlorohydroquinone diacetate

2-chloro-1,4-diethoxybenzene

2-chloro-1,4-dimethoxybenzene

Refernces

• 1、 Marr,Kremer,Sterner,Anke. "Transformation and mineralization of halophenols by Penicillium simplicissimum SK9117". . p. 165 - 171. Retrieved 1996.
• 2、 -. "Preparation method of sesamol". Paragraph 0022; 0026; 0028-0029. . Retrieved 2021/11/21.
• 3、 Bugnola, Marco,Shen, Kaiji,Haviv, Eynat,Neumann, Ronny. "Reductive Electrochemical Activation of Molecular Oxygen Catalyzed by an Iron-Tungstate Oxide Capsule: Reactivity Studies Consistent with Compound i Type Oxidants". . p. 4227 - 4237. Retrieved 2020/05/05.