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608-26-4

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608-26-4 Usage

Uses

2-Chloro-m-cresol is a derivative of m-cresol (C781915) which is one of the components that make up liquid rice hull smoke, and may contribute to its anti-inflammatory effects in mice.

Check Digit Verification of cas no

The CAS Registry Mumber 608-26-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,0 and 8 respectively; the second part has 2 digits, 2 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 608-26:
(5*6)+(4*0)+(3*8)+(2*2)+(1*6)=64
64 % 10 = 4
So 608-26-4 is a valid CAS Registry Number.
InChI:InChI=1/C7H7ClO/c1-5-3-2-4-6(9)7(5)8/h2-4,9H,1H3

608-26-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Chloro-3-methylphenol

1.2 Other means of identification

Product number -
Other names 2-Chlor-m-kresol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:608-26-4 SDS

608-26-4Synthetic route

1-bromo-2-chloro-3-methyl-benzene
97329-43-6

1-bromo-2-chloro-3-methyl-benzene

2-chloro-m-cresol
608-26-4

2-chloro-m-cresol

Conditions
ConditionsYield
Stage #1: 1-bromo-2-chloro-3-methyl-benzene With potassium hydroxide In 1,4-dioxane; water for 0.25h; Inert atmosphere;
Stage #2: With tris-(dibenzylideneacetone)dipalladium(0); tert-butyl XPhos In 1,4-dioxane; water at 100℃; for 0.583333h; Temperature; Sealed tube; Inert atmosphere;
80%
3-methyl-phenol
108-39-4

3-methyl-phenol

A

4-Chloro-3-methylphenol
59-50-7

4-Chloro-3-methylphenol

B

2-chloro-5-methylphenol
615-74-7

2-chloro-5-methylphenol

C

2-chloro-m-cresol
608-26-4

2-chloro-m-cresol

Conditions
ConditionsYield
With NHCl2 In water pH=6.0; Product distribution; Further Variations:; Reagents; pH-values;A 50%
B 22%
C 28%
With sodium hydroxide; sodium hypochlorite; sodium nitrate at 4.85℃; Kinetics; Further Variations:; Temperatures;
With sodium hydroxide; tert-butylhypochlorite; sodium chloride at -35.15℃; Kinetics; Further Variations:; pH-values; conc.;
3-methyl-phenol
108-39-4

3-methyl-phenol

A

4-Chloro-3-methylphenol
59-50-7

4-Chloro-3-methylphenol

B

2-chloro-5-methylphenol
615-74-7

2-chloro-5-methylphenol

C

3-methyl-2,6-dichlorophenol
13481-70-4

3-methyl-2,6-dichlorophenol

D

2-chloro-m-cresol
608-26-4

2-chloro-m-cresol

Conditions
ConditionsYield
With chloroamine In water pH=9.0; Product distribution; Further Variations:; Reagents; pH-values;A 23%
B 19.3%
C 10.1%
D 32.1%
2-methylchlorobenzene
95-49-8

2-methylchlorobenzene

A

4-Chloro-3-methylphenol
59-50-7

4-Chloro-3-methylphenol

B

2-Chlorobenzyl alcohol
17849-38-6

2-Chlorobenzyl alcohol

C

3-chloro-o-cresol
3260-87-5

3-chloro-o-cresol

D

3-chloro-4-methylphenol
615-62-3

3-chloro-4-methylphenol

E

2-chloro-m-cresol
608-26-4

2-chloro-m-cresol

F

2-chloro-6-methylphenol
87-64-9

2-chloro-6-methylphenol

Conditions
ConditionsYield
With wild type cytochrome P450 CYP102A1 variants RLYF/A330P; oxygen; NADPH Enzymatic reaction;A 22%
B 15%
C 22%
D n/a
E 10%
F 28%
With wild type cytochrome P450 CYP102A1(P450Bm3); oxygen; NADPH Enzymatic reaction;A 24%
B 25%
C 28%
D n/a
E 7%
F 13%
2-amino-3-methylphenol
2835-97-4

2-amino-3-methylphenol

2-chloro-m-cresol
608-26-4

2-chloro-m-cresol

Conditions
ConditionsYield
ueber die Diazonium-Verbindung;
Stage #1: 2-amino-3-methylphenol With hydrogenchloride; sodium nitrite In water cooling;
Stage #2: With copper(l) chloride In water Further stages.;
5-hydroxy-toluene-2,4-disulfonic acid
15509-33-8

5-hydroxy-toluene-2,4-disulfonic acid

2-chloro-m-cresol
608-26-4

2-chloro-m-cresol

Conditions
ConditionsYield
Bei Chlorierung und nachfolgender Entfernung der Sulfogruppen;
Chlorieren und Entfernen der Sulfogruppen;
2-chloro-1-methoxy-3-methylbenzene
90807-19-5

2-chloro-1-methoxy-3-methylbenzene

2-chloro-m-cresol
608-26-4

2-chloro-m-cresol

Conditions
ConditionsYield
With hydrogen iodide
tert-butylhypochlorite
507-40-4

tert-butylhypochlorite

3-methyl-phenol
108-39-4

3-methyl-phenol

2-chloro-m-cresol
608-26-4

2-chloro-m-cresol

Conditions
ConditionsYield
With tetrachloromethane
3-methyl-phenol
108-39-4

3-methyl-phenol

2-chloro-m-cresol
608-26-4

2-chloro-m-cresol

Conditions
ConditionsYield
With N-chloro-3-methyl-2,6-diphenylpiperidin-4-one; hydrogen cation In ethanol; water at 30℃; Product distribution; Thermodynamic data; ΔH(excit.), ΔS(excit.);
With chloroform; chlorine at 0℃;
With tetrachloromethane; chlorine
With sulfuric acid; chlorine Erhitzen des erhaltenen Sulfonsaeure-Gemisches mit Wasser auf 200grad unter Durchleiten von ueberhitztem Wasserdampf;
With N-chloro-3-methyl-2,6-diphenylpiperidin-4-one; hydrogen cation In ethanol; water at 30℃;
2-methylchlorobenzene
95-49-8

2-methylchlorobenzene

A

4-Chloro-3-methylphenol
59-50-7

4-Chloro-3-methylphenol

B

2-Chlorobenzyl alcohol
17849-38-6

2-Chlorobenzyl alcohol

C

3-chloro-o-cresol
3260-87-5

3-chloro-o-cresol

D

3-chloro-4-methylphenol
615-62-3

3-chloro-4-methylphenol

E

2-chloro-m-cresol
608-26-4

2-chloro-m-cresol

Conditions
ConditionsYield
With dinitrogen monoxide In water Rate constant; Product distribution; Mechanism; Ambient temperature; Irradiation; reaction with OH or SO4(2-) radicals;
tetrachloromethane
56-23-5

tetrachloromethane

chlorine
7782-50-5

chlorine

3-methyl-phenol
108-39-4

3-methyl-phenol

A

4-Chloro-3-methylphenol
59-50-7

4-Chloro-3-methylphenol

B

2-chloro-5-methylphenol
615-74-7

2-chloro-5-methylphenol

C

2-chloro-m-cresol
608-26-4

2-chloro-m-cresol

sulfuric acid
7664-93-9

sulfuric acid

3-methyl-phenol
108-39-4

3-methyl-phenol

A

3-methyl-2,6-dichlorophenol
13481-70-4

3-methyl-2,6-dichlorophenol

B

2,4-dichloro-3-methylphenol
17788-00-0

2,4-dichloro-3-methylphenol

C

2-chloro-m-cresol
608-26-4

2-chloro-m-cresol

Conditions
ConditionsYield
anschl. mit rauchender H2SO4 und mit Nitrobenzol, Einleiten von Chlor bei 55grad, anschl. mit ueberhitztem Wasserdampf bei 115-180grad;
3-methyl-phenol
108-39-4

3-methyl-phenol

A

4-Chloro-3-methylphenol
59-50-7

4-Chloro-3-methylphenol

B

2-chloro-m-cresol
608-26-4

2-chloro-m-cresol

Conditions
ConditionsYield
With Oxone; ammonium chloride In acetonitrile at 20℃; for 24h;
1-methoxy-3-methyl-2-nitro-benzene
5345-42-6

1-methoxy-3-methyl-2-nitro-benzene

2-chloro-m-cresol
608-26-4

2-chloro-m-cresol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: tin (II)-chloride; hydrochloric acid
3: hydriodic acid
View Scheme
Multi-step reaction with 3 steps
1: tin (II)-chloride; hydrochloric acid
3: hydriodic acid
View Scheme
2-methoxy-6-methylbenzeneamine
50868-73-0

2-methoxy-6-methylbenzeneamine

2-chloro-m-cresol
608-26-4

2-chloro-m-cresol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: hydriodic acid
View Scheme
2-chloro-m-cresol
608-26-4

2-chloro-m-cresol

4-bromo-2-chloro-3-methylphenol

4-bromo-2-chloro-3-methylphenol

Conditions
ConditionsYield
With bromine; acetic acid In dichloromethane at 0℃; for 0.25h; Reagent/catalyst; Solvent; Temperature; Large scale;95%
2-chloro-5-methylphenol
615-74-7

2-chloro-5-methylphenol

2-chloro-m-cresol
608-26-4

2-chloro-m-cresol

3-methyl-phenol
108-39-4

3-methyl-phenol

Conditions
ConditionsYield
With hydrogen; 0.75% Pd/Al2O3 at 180℃; Product distribution / selectivity;94.7%
With hydrogen at 180℃; Product distribution / selectivity;60.07%
With hydrogen; palladium on activated charcoal at 180℃; for 0 - 48h; Product distribution / selectivity;45.54%
2-chloro-m-cresol
608-26-4

2-chloro-m-cresol

hydrogen
1333-74-0

hydrogen

2,3-dichlorotoluene
32768-54-0

2,3-dichlorotoluene

Conditions
ConditionsYield
With chlorine; triphenylphosphine In chlorobenzene92%
2-chloro-m-cresol
608-26-4

2-chloro-m-cresol

A

3-methyl-2,6-dichlorophenol
13481-70-4

3-methyl-2,6-dichlorophenol

B

2,4-dichloro-3-methylphenol
17788-00-0

2,4-dichloro-3-methylphenol

Conditions
ConditionsYield
With chloroamine In water pH=9.0; Product distribution; Further Variations:; Reagents; pH-values;A 31.6%
B 68.4%
2-chloro-m-cresol
608-26-4

2-chloro-m-cresol

Phosphorochloridic acid bis-(2-chloro-3-methyl-phenyl) ester
116992-72-4

Phosphorochloridic acid bis-(2-chloro-3-methyl-phenyl) ester

Conditions
ConditionsYield
With trichlorophosphate Heating;54%
2-chloro-m-cresol
608-26-4

2-chloro-m-cresol

3-methyl-2,6-dichlorophenol
13481-70-4

3-methyl-2,6-dichlorophenol

Conditions
ConditionsYield
With chloroform; chlorine at 0℃;
2-chloro-m-cresol
608-26-4

2-chloro-m-cresol

2,4-dichloro-3-methylphenol
17788-00-0

2,4-dichloro-3-methylphenol

Conditions
ConditionsYield
With chloroform; chlorine at 0℃;
2-chloro-m-cresol
608-26-4

2-chloro-m-cresol

benzoic acid-(2-chloro-3-methyl-phenyl ester)

benzoic acid-(2-chloro-3-methyl-phenyl ester)

2-chloro-m-cresol
608-26-4

2-chloro-m-cresol

benzenesulfonyl chloride
98-09-9

benzenesulfonyl chloride

benzenesulfonic acid-(2-chloro-3-methyl-phenyl ester)

benzenesulfonic acid-(2-chloro-3-methyl-phenyl ester)

Conditions
ConditionsYield
With pyridine
2-chloro-m-cresol
608-26-4

2-chloro-m-cresol

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

toluene-4-sulfonic acid-(2-chloro-3-methyl-phenyl ester)

toluene-4-sulfonic acid-(2-chloro-3-methyl-phenyl ester)

2-chloro-m-cresol
608-26-4

2-chloro-m-cresol

chlorine
7782-50-5

chlorine

cold chloroform

cold chloroform

A

3-methyl-2,6-dichlorophenol
13481-70-4

3-methyl-2,6-dichlorophenol

B

2,4-dichloro-3-methylphenol
17788-00-0

2,4-dichloro-3-methylphenol

2-chloro-m-cresol
608-26-4

2-chloro-m-cresol

Phosphoramidic acid bis-(2-chloro-3-methyl-phenyl) ester
116992-76-8

Phosphoramidic acid bis-(2-chloro-3-methyl-phenyl) ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 54 percent / POCl3 / Heating
2: 62 percent / ammonia / H2O; ethanol
View Scheme
2-chloro-m-cresol
608-26-4

2-chloro-m-cresol

C14H15Cl2NO6P2

C14H15Cl2NO6P2

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 54 percent / POCl3 / Heating
2: 62 percent / ammonia / H2O; ethanol
3: 1.) PCl5
4: 66 percent / H2O
View Scheme
2-chloro-m-cresol
608-26-4

2-chloro-m-cresol

C14H12Cl5NO3P2
116992-87-1

C14H12Cl5NO3P2

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 54 percent / POCl3 / Heating
2: 62 percent / ammonia / H2O; ethanol
3: 1.) PCl5
View Scheme
2-chloro-m-cresol
608-26-4

2-chloro-m-cresol

2,4,6-trichloro-m-cresol
551-76-8

2,4,6-trichloro-m-cresol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: chloroform; chlorine / 0 °C
2: chloroform; chlorine (1 mol)
View Scheme
Multi-step reaction with 2 steps
1: chloroform; chlorine / 0 °C
2: chloroform; chlorine (1 mol)
View Scheme

608-26-4Relevant articles and documents

NEW PROCESS FOR THE SYNTHESIS OF PIPERAZINYL-ETHOXY-BROMOPHENYL DERIVATES AND THEIR APPLICATION IN THE PRODUCTION OF COMPOUNDS CONTAINING THEM

-

Page/Page column 23-26, (2020/05/21)

Process for the industrial synthesis of the compound of formula (I).

Regioselective chlorination of phenols in the presence of tetrahydrothiopyran derivatives

Smith, Keith,Williams, Des,El-Hiti, Gamal A.

, p. 529 - 538 (2019/06/13)

Four six-membered cyclic sulfides, namely tetrahydrothiopyran, 3-methyltetrahydrothiopyran, 4-methyltetrahydrothiopyran and 4,4-dimethyltetrahyrdrothiopyran have been used as moderators in chlorination reactions of various phenols with sulfuryl chloride in the presence of aluminum or ferric chloride. On chlorination of phenol, ortho-cresol and meta-cresol the para/ortho chlorination ratios and yields of the para-chloro isomers are higher than when no cyclic sulfide is used for all of the cyclic sulfides, but chlorination of meta-xylenol is less consistent, with some cyclic sulfides producing higher p/o ratios and others producing lower ratios than reactions having no sulfide present.

Comparison of cyclic and polymeric disulfides as catalysts for the regioselective chlorination of phenols

Smith, Keith,Al-Zuhairi, Ali J.,El-Hiti, Gamal A.,Alshammari, Mohammed B.

, p. 74 - 85 (2015/10/20)

Two cyclic and two polymeric disulfides have been synthesized and established to be useful catalysts for the chlorination of m-xylenol, o-cresol, m-cresol and phenol using freshly distilled sulfuryl chloride in the presence of aluminum or ferric chloride as a co-catalyst at room temperature. The yields of p-isomers and para/ortho ratios were higher compared to cases where no catalyst was used with most catalysts for most phenols even when a very low concentration of disulfide was used.

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