Chlorothymol

Base Information

• Chemical Name: Chlorothymol
• CAS No.: 89-68-9
• Molecular Formula: C10H13 Cl O
• Molecular Weight: 184.666
• Hs Code.: 2908199090
• European Community (EC) Number: 201-930-1
• NSC Number: 406261,4964
• UNII: LJ25TI0CVT
• DSSTox Substance ID: DTXSID2041547
• Nikkaji Number: J4.306K
• Wikidata: Q3680956
• NCI Thesaurus Code: C77040
• RXCUI: 1363702
• ChEMBL ID: CHEMBL1441646
• Mol file: 89-68-9.mol

Synonyms:Chlorothymol;89-68-9;4-Chloro-2-isopropyl-5-methylphenol;6-Chlorothymol;4-Chlorothymol;Chlorthymol;THYMOL, 6-CHLORO-;Phenol, 4-chloro-5-methyl-2-(1-methylethyl)-;Caswell No. 216;4-Chloro-6-isopropyl-3-methylphenol;4-Chlor-2-isopropyl-5-methylphenol;Chlorothymol [NF];4-chloro-5-methyl-2-propan-2-ylphenol;4-chloro-5-methyl-2-(propan-2-yl)phenol;4-Chloro-5-methyl-2-(1-methylethyl)phenol;Chlorothymol [NF XII];NSC-4964;EINECS 201-930-1;UNII-LJ25TI0CVT;LJ25TI0CVT;4-chloro-2-isopropyl-5-methyl-phenol;EPA Pesticide Chemical Code 080403;NSC 406261;NSC-406261;BRN 2084453;AI3-00120;DTXSID2041547;NCGC00159384-02;NCGC00159384-04;4-06-00-03344 (Beilstein Handbook Reference);DTXCID0021547;CAS-89-68-9;6-chlorthymol;6- chlorothymol;Pioral (TN);MONOCHLOROTHYMOL;CHLOROTHYMOL [MI];CHLOROTHYMOL [INCI];CHLOROTHYMOL [MART.];BIDD:ER0220;CHLOROTHYMOL [WHO-DD];SCHEMBL159122;Caniprevent [veterinary] (TN);CHEMBL1441646;NSC4964;Tox21_111622;Tox21_300909;MFCD00002326;NSC406261;STK701337;2-chloro-6-isopropyl-3-methyl-phenol;AKOS000120533;Tox21_111622_1;NCGC00159384-03;NCGC00159384-05;NCGC00254813-01;4-Chloro-2-isopropyl-5-methylphenol, 99%;LS-153804;FT-0618272;EN300-20939;D07681;D89230;A843280;SR-01000944417;Q3680956;SR-01000944417-1;Z104485030

Chemical Property of Chlorothymol

Chemical Property:

• Appearance/Colour: white crystals or powder
• Vapor Pressure: 0.00906mmHg at 25°C
• Melting Point: 60-62 °C(lit.)
• Refractive Index: 1.5310 (estimate)
• Boiling Point: 259-263°C
• PKA: 10.16±0.23(Predicted)
• Flash Point: 109.5 °C
• PSA: 20.23000
• Density: 1.111 g/cm³
• LogP: 3.47740
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Sensitive.: Light Sensitive
• Solubility.: ethanol: soluble10%, clear to very slightly hazy, yellow
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 184.0654927
• Heavy Atom Count: 12
• Complexity: 147

Purity/Quality:

96% 1H NMR ^*data from raw suppliers

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

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1Cl)C(C)C)O
• Uses: 4-Chloro-2-isopropyl-5-methylphenol is preservative; which is used in preparation method of nano-resin multifunctional ceramic tile interface agent.

Technology Process of Chlorothymol

There total 18 articles about Chlorothymol 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%

thymol (89-83-8) → 4-chloro-2-isopropyl-5-methylphenol (89-68-9)

Guidance literature:

With oxygen; lithium chloride; copper dichloride; In acetic acid; at 80 ℃; for 6h; regioselective reaction;

DOI:10.1021/acs.jafc.7b04418

Reference yield: 98.0%

(4-chloro-2-isopropyl-5-methyl-phenoxy)-acetic acid (5411-11-0) → 4-chloro-2-isopropyl-5-methylphenol (89-68-9)

Guidance literature:

(4-chloro-2-isopropyl-5-methyl-phenoxy)-acetic acid; With triethylamine; In N,N-dimethyl-formamide; toluene; for 3h; Heating;

With potassium hydroxide; glycerol; In ethanol; N,N-dimethyl-formamide; toluene; for 2h; Further stages.; Heating;

DOI:10.1002/ejoc.200700769

Reference yield: 37.0%

thymol (89-83-8) → 4-chloro-2-isopropyl-5-methylphenol (89-68-9) + 2-chloro-6-isopropyl-3-methylphenol (7408-66-4)

Guidance literature:

With N-chloro-succinimide; 1-(3,5-bis(trifluoromethyl)phenyl)-3-((1S,2S)-2-(mesitylselanyl)-2,3-dihydro-1H-inden-1-yl)thiourea; In chloroform-d1; at 20 ℃; for 12h; regioselective reaction;

DOI:10.1021/acs.joc.0c01917

upstream raw materials:

4-Chloro-3-methylphenol

propene

isopropyl chloride

di-isopropyl ether

Downstream raw materials:

nicotinic acid-(4-chloro-2-isopropyl-5-methyl-phenyl ester)

thymol

2-chloro-6-isopropyl-3-methyl-4-nitro-phenol

2,5-dichloro-p-cymene

Refernces

• 1、 -. "A shan tiefen derivative and its synthetic method and application in pesticide". Paragraph 0036-0039. . Retrieved 2019/07/08.
• 2、 Xiong, Yawen,Duan, Hongdong,Meng, Xia,Ding, Zhaoyun,Feng, Weichun. "Highly Selective Synthesis of Chlorophenols under Microwave Irradiation". . . Retrieved 2016/06/14.