5-Chloro-2-methylphenol

Base Information

• Chemical Name: 5-Chloro-2-methylphenol
• CAS No.: 5306-98-9
• Molecular Formula: C7H7 Cl O
• Molecular Weight: 142.585
• Hs Code.: 29081990
• European Community (EC) Number: 226-160-3
• NSC Number: 157349
• UNII: 9HC5YEV5N6
• DSSTox Substance ID: DTXSID50201126
• Nikkaji Number: J141.559J
• Wikidata: Q27461803
• Mol file: 5306-98-9.mol

Synonyms:5-Chloro-2-methylphenol;5306-98-9;5-Chloro-o-cresol;o-Cresol, 5-chloro-;Phenol, 5-chloro-2-methyl-;5-chloro-2-cresol;2-Methyl-5-chlorophenol;3-Chloro-6-methylphenol;5-chloro-2-methyl-phenol;4-Chloro-2-hydroxytoluene;MFCD00060672;9HC5YEV5N6;EINECS 226-160-3;NSC 157349;NSC-157349;Oc1cc(Cl)ccc1C;NSC157349;5-chloro2-methylphenol;UNII-9HC5YEV5N6;SCHEMBL172727;5-Chloro-2-methylphenol, 97%;DTXSID50201126;BBL100089;STL268069;AKOS005199329;AC-1141;CCG-302528;CS-W013320;CS-11353;C1723;FT-0620271;EN300-78782;J-517326;Q27461803;Z384970604;JZ2

Chemical Property of 5-Chloro-2-methylphenol

Chemical Property:

• Vapor Pressure: 0.0819mmHg at 25°C
• Melting Point: 72-76 ºC
• Refractive Index: 1.565
• Boiling Point: 219.2 °C at 760 mmHg
• PKA: 9.35±0.10(Predicted)
• Flash Point: 86.4 °C
• PSA: 20.23000
• Density: 1.228 g/cm³
• LogP: 2.35400
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 142.0185425
• Heavy Atom Count: 9
• Complexity: 94.9

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38-38-21/22
• Safety Statements: 26-36-28

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1)Cl)O
• Uses: 5-Chloro-2-methylphenol may be used in the synthesis of 4-chlorosalicylaldehyde triacetate and 1-chloro-3-isopropoxy-4-methylbenzene.

Technology Process of 5-Chloro-2-methylphenol

There total 15 articles about 5-Chloro-2-methylphenol 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: 14.0%

morpholine (110-91-8,99108-56-2) + 2,4-dichlorotoluene (95-73-8) → 5-chloro-2-methyl-phenol (5306-98-9) + 3-chloro-4-methylphenol (615-62-3) + 4-(3-chloro-4-methylphenyl)morpholine + 4-(5-chloro-2-methylphenyl)morpholine

Guidance literature:

With Adipic acid; N'-phenyloxalyl bishydrazide; copper diacetate; sodium acetate; cetyltrimethylammonim bromide; 2,5-hexanedione; potassium hydroxide; In water; at 110 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.tet.2015.07.071

Reference yield:

para-chlorotoluene (106-43-4) → 4-chlorosalicylaldehyde (2420-26-0) + 5-chloro-2-methyl-phenol (5306-98-9) + 2-chloro-5-methylphenol (615-74-7) + 4-chlorobenzaldehyde (104-88-1) + para-Chlorobenzyl alcohol (873-76-7)

Guidance literature:

With Fe(CN)^3-; hydroxide; In water; Product distribution; Rate constant; Mechanism; Irradiation; var. pH; also 4-chlorobenzyl alcohol;

Reference yield:

2,4-dichlorotoluene (95-73-8) → 5-chloro-2-methyl-phenol (5306-98-9) + 3-chloro-4-methylphenol (615-62-3)

Guidance literature:

With sodium methylate; sodium isopropanethiolate; Yield given. Multistep reaction. Yields of byproduct given; 1.) HMPA, 120 degC, 2h; 2.) 120 degC, 1h;

DOI:10.1016/S0040-4020(01)97647-1

upstream raw materials:

2,4-dichlorotoluene

sodium methylate

2-bromo-4-chloro-1-methyl-benzene

5-chloro-2-methyl-benzenamine

Downstream raw materials:

2-(5-chloro-2-methylphenoxy)-5-methoxybenzoic acid

2-(5-chloro-2-methyl-phenoxy)-6-methoxy-benzoic acid

4-mercapto-2-methylphenol

4,5,6-trichloro-2-methylphenol

Refernces

• 1、 Kurandina,Eliseenkov,Khaibulova,Petrov,Boyarskiy. "Copper-catalyzed C-N bond cross-coupling of aryl halides and amines in water in the presence of ligand derived from oxalyl dihydrazide: Scope and limitation". . p. 7931 - 7937. Retrieved 2015/09/15.
• 2、 Merga, Getahun,Schuchmann, Heinz-Peter,Rao, B. S. Madhava,Von Sonntag, Clemens. "Oxidation of benzyl radicals by Fe(CN)63-". . p. 551 - 556. Retrieved 2007/10/03.