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608-23-1 Usage

Chemical Properties

Clear colourless to light yellow liquid

Uses

3-Chloro-o-xylene, is used as a reagent in the preparation of internal alkynes by palladacycle-catalyzed decarboxlative coupling of alkynyl carboxylic acids with aryl chlorides.

Flammability and Explosibility

Notclassified

Check Digit Verification of cas no

The CAS Registry Mumber 608-23-1 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 3 respectively.
Calculate Digit Verification of CAS Registry Number 608-23:
(5*6)+(4*0)+(3*8)+(2*2)+(1*3)=61
61 % 10 = 1
So 608-23-1 is a valid CAS Registry Number.
InChI:InChI=1/C8H9Cl/c1-6-4-3-5-8(9)7(6)2/h3-5H,1-2H3

608-23-1 Well-known Company Product Price

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  • Alfa Aesar

  • (B21505)  3-Chloro-o-xylene, 97%   

  • 608-23-1

  • 25g

  • 477.0CNY

  • Detail
  • Alfa Aesar

  • (B21505)  3-Chloro-o-xylene, 97%   

  • 608-23-1

  • 100g

  • 1884.0CNY

  • Detail

608-23-1SDS

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 3-CHLORO-O-XYLENE

1.2 Other means of identification

Product number -
Other names 3-Chloroxylene

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:608-23-1 SDS

608-23-1Synthetic route

o-xylene
95-47-6

o-xylene

A

4-chloro-1,2-dimethylbenzene
615-60-1

4-chloro-1,2-dimethylbenzene

B

3-chloro-o-xylene
608-23-1

3-chloro-o-xylene

Conditions
ConditionsYield
With chlorine; iron(III) chloride; 1,3,7,9-tetrachloro-2,8-dimethylphenoxathiin at -5 - 20℃; for 2.5 - 5h; Product distribution / selectivity;A 61.2%
B 10.8%
With chlorine; iron(III) chloride at 22℃; for 2h; Product distribution; study of the effect of the nature of the catalysts (AlCl3, SbCl3, SbCl5, Fe, I2) on the composition of the reaction mass;
With iodine beim Chlorieren;
2,3-dimethylphenyl chloroformate
36018-19-6

2,3-dimethylphenyl chloroformate

3-chloro-o-xylene
608-23-1

3-chloro-o-xylene

Conditions
ConditionsYield
With aluminium trichloride In various solvent(s) at 200℃; for 3.5h;60%
cis-3,4-dimethylhexa-1,5-diyn-3-ene
78071-51-9

cis-3,4-dimethylhexa-1,5-diyn-3-ene

A

3-chloro-o-xylene
608-23-1

3-chloro-o-xylene

B

1,4-dichloro-2,3-dimethyl-benzene
52331-02-9

1,4-dichloro-2,3-dimethyl-benzene

Conditions
ConditionsYield
With tetrachloromethane at 190℃;A 5%
B 20%
o-xylene
95-47-6

o-xylene

3-chloro-o-xylene
608-23-1

3-chloro-o-xylene

Conditions
ConditionsYield
With disulfur dichloride; aluminium trichloride; sulfuryl dichloride
With sulfuryl dichloride
2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

3-chloro-o-xylene
608-23-1

3-chloro-o-xylene

Conditions
ConditionsYield
With hydrogenchloride Diazotization.Behandlung der Diazoniumsalz-Loesung mit CuCl;
o-xylene
95-47-6

o-xylene

iodine
7553-56-2

iodine

A

4-chloro-1,2-dimethylbenzene
615-60-1

4-chloro-1,2-dimethylbenzene

B

3-chloro-o-xylene
608-23-1

3-chloro-o-xylene

Conditions
ConditionsYield
beim Chlorieren;
o-xylene
95-47-6

o-xylene

chlorine
7782-50-5

chlorine

acetic acid
64-19-7

acetic acid

A

4-chloro-1,2-dimethylbenzene
615-60-1

4-chloro-1,2-dimethylbenzene

B

3-chloro-o-xylene
608-23-1

3-chloro-o-xylene

Conditions
ConditionsYield
at 25℃; Rate constant;
o-xylene
95-47-6

o-xylene

A

dichlorinated o-xylenes; mixture of

dichlorinated o-xylenes; mixture of

B

4-chloro-1,2-dimethylbenzene
615-60-1

4-chloro-1,2-dimethylbenzene

C

3-chloro-o-xylene
608-23-1

3-chloro-o-xylene

Conditions
ConditionsYield
With chlorine; tetrachlorinated 2,8-dimethylphenoxathiine at 20℃; for 5h;A n/a
B 71.5 %Chromat.
C n/a
o-xylene
95-47-6

o-xylene

A

2,4-dimethylchlorobenzene
95-66-9

2,4-dimethylchlorobenzene

B

1-chloro-3,5-dimethylbenzene
556-97-8

1-chloro-3,5-dimethylbenzene

C

2-chloro-1,4-dimethyl-benzene
95-72-7

2-chloro-1,4-dimethyl-benzene

D

2,6-dimethyl-1-chlorobenzene
6781-98-2

2,6-dimethyl-1-chlorobenzene

E

4-chloro-1,2-dimethylbenzene
615-60-1

4-chloro-1,2-dimethylbenzene

F

3-chloro-o-xylene
608-23-1

3-chloro-o-xylene

G

1,2-dichloro-4,5-dimethyl-benzene
20824-80-0

1,2-dichloro-4,5-dimethyl-benzene

H

1,2-dichloro-3,4-dimethyl-benzene
68266-67-1

1,2-dichloro-3,4-dimethyl-benzene

I

2-methyl-5-chlorobenzyl chloride
34060-72-5

2-methyl-5-chlorobenzyl chloride

J

1,4-dichloro-2,3-dimethyl-benzene
52331-02-9

1,4-dichloro-2,3-dimethyl-benzene

K

3,5-dichloro-o-xylene
70172-92-8

3,5-dichloro-o-xylene

L

1-chloromethyl-2-methylbenzene
552-45-4

1-chloromethyl-2-methylbenzene

M

alpha,2-dichloro-6-methyltoluene
55676-90-9

alpha,2-dichloro-6-methyltoluene

Conditions
ConditionsYield
With chlorine; the fluorine-containing K-L-type zeolite In 1,2-dichloro-ethane at 80℃; for 1.75 - 3.66667h; Product distribution / selectivity;
With chlorine; a K-L-type zeolite In 1,4-dioxane; 1,2-dichloro-ethane at 80℃; for 6.75h;
o-xylene
95-47-6

o-xylene

A

4-chloro-1,2-dimethylbenzene
615-60-1

4-chloro-1,2-dimethylbenzene

B

3-chloro-o-xylene
608-23-1

3-chloro-o-xylene

C

1-chloromethyl-2-methylbenzene
552-45-4

1-chloromethyl-2-methylbenzene

Conditions
ConditionsYield
With N-chloro-succinimide; copper dichloride at 102℃; under 2625.26 Torr; for 0.0666667h; Microwave irradiation; Darkness; chemoselective reaction;
acetic acid
64-19-7

acetic acid

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

A

2,3-Dimethylphenol
526-75-0

2,3-Dimethylphenol

B

3-chloro-o-xylene
608-23-1

3-chloro-o-xylene

C

2,3-dimethylphenyl acetate
22618-22-0

2,3-dimethylphenyl acetate

Conditions
ConditionsYield
Stage #1: 2,3-Dimethylaniline With hydrogenchloride; acetic acid; sodium nitrite In water at 0 - 5℃;
Stage #2: acetic acid With hydrogenchloride; water; copper(l) chloride; calcium oxide; crotonaldehyde In acetone at 0 - 20℃; for 5h;
3-chloro-o-xylene
608-23-1

3-chloro-o-xylene

1,2-bis(bromomethyl)-6-chlorobenzene
22479-40-9

1,2-bis(bromomethyl)-6-chlorobenzene

Conditions
ConditionsYield
With N-Bromosuccinimide In tetrachloromethane Irradiation;100%
With N-Bromosuccinimide In tetrahydrofuran Irradiation; Reflux;89%
With bromine
3-chloro-o-xylene
608-23-1

3-chloro-o-xylene

phenylboronic acid
98-80-6

phenylboronic acid

2,3-dimethyl-1,1'-biphenyl
3864-18-4

2,3-dimethyl-1,1'-biphenyl

Conditions
ConditionsYield
With potassium carbonate; PdCl2[diisopropyl(o-isopropylphenyl)phosphane]2 In water; N,N-dimethyl-formamide at 150℃; for 0.5h; Suzuki-Miyaura coupling reaction; microwave irradiation;98%
With C26H29Br2Cl2N5Pd2; caesium carbonate In water; N,N-dimethyl-formamide for 1.5h; Time; Suzuki-Miyaura Coupling;69%
3-chloro-o-xylene
608-23-1

3-chloro-o-xylene

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

2-(2,3-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
1232132-73-8

2-(2,3-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); 2-(2-methoxyphenyl)-1-methyl-3-(diphenylphosphino)-1H-indole; cesium acetate In 1,4-dioxane at 110℃; for 24h; Inert atmosphere;93%
3-chloro-o-xylene
608-23-1

3-chloro-o-xylene

phenylpropyolic acid
637-44-5

phenylpropyolic acid

1,2-dimethyl-3-(phenylethynyl)benzene
1262044-52-9

1,2-dimethyl-3-(phenylethynyl)benzene

Conditions
ConditionsYield
With [Pd((η5-C5H5)Fe[(η5-C5H3)C(Me)=N(C6H4-4-Me)])(μ-Cl)]2; potassium carbonate; XPhos In 5,5-dimethyl-1,3-cyclohexadiene; water at 120℃; for 3h;91%
4-chloro-1,2-dimethylbenzene
615-60-1

4-chloro-1,2-dimethylbenzene

3-chloro-o-xylene
608-23-1

3-chloro-o-xylene

o-xylene
95-47-6

o-xylene

Conditions
ConditionsYield
With hydrogen; 5%-palladium/activated carbon at 290 - 320℃; for 1h;90%
3-chloro-o-xylene
608-23-1

3-chloro-o-xylene

2,3-dimethylphenylmagnesium bromide
134640-85-0

2,3-dimethylphenylmagnesium bromide

2,2′,3,3′-tetramethylbiphenyl
7495-46-7

2,2′,3,3′-tetramethylbiphenyl

Conditions
ConditionsYield
With iron(III)-acetylacetonate In tetrahydrofuran at 80℃; for 0.5h; Flow reactor; Industrial scale;90%
3-chloro-o-xylene
608-23-1

3-chloro-o-xylene

4-butoxyphenylboronic acid
105365-51-3

4-butoxyphenylboronic acid

4′-butoxy-2,3-dimethyl-1,1′-biphenyl

4′-butoxy-2,3-dimethyl-1,1′-biphenyl

Conditions
ConditionsYield
With potassium phosphate; 3-(dicyclohexylphosphino)-2-(2,6-dimethoxyphenyl)-1-methyl-1H-indole; palladium diacetate In 1,4-dioxane at 100℃; for 24h; Suzuki-Miyaura Coupling; Schlenk technique; Sealed tube; Inert atmosphere;90%
4-chloro-1,2-dimethylbenzene
615-60-1

4-chloro-1,2-dimethylbenzene

3-chloro-o-xylene
608-23-1

3-chloro-o-xylene

2,3,3’,4’-tetramethyl-1,1‘-biphenyl
5006-39-3

2,3,3’,4’-tetramethyl-1,1‘-biphenyl

Conditions
ConditionsYield
With iodine; magnesium; triphenylphosphine at 110℃; for 7h; Inert atmosphere;88%
3-chloro-o-xylene
608-23-1

3-chloro-o-xylene

2,6-dimethylbenzene boronic acid
100379-00-8

2,6-dimethylbenzene boronic acid

2,2',3,6'-tetramethylbiphenyl

2,2',3,6'-tetramethylbiphenyl

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); potassium phosphate monohydrate; 2-(2-methoxyphenyl)-1-methyl-3-(diphenylphosphino)-1H-indole In 1,4-dioxane at 110℃; for 24h; Suzuki-Miyaura coupling; Inert atmosphere;87%
3-chloro-o-xylene
608-23-1

3-chloro-o-xylene

2,2′,3,3′-tetramethylbiphenyl
7495-46-7

2,2′,3,3′-tetramethylbiphenyl

Conditions
ConditionsYield
With 4,4'-bipyridine; isopropylmagnesium chloride; magnesium; nickel dichloride at 115℃; for 8h; Inert atmosphere;85%
With nickel(II) triflate; lithium; magnesium; ethylene dibromide In tetrahydrofuran at 20℃; Reflux; Inert atmosphere;70%
Stage #1: 3-chloro-o-xylene With iodine; magnesium In tetrahydrofuran at 110℃; for 10h; Inert atmosphere;
Stage #2: With iron(III) chloride In tetrahydrofuran at 60℃; for 12h;
50%
3-chloro-o-xylene
608-23-1

3-chloro-o-xylene

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

2,3-dimethylbenzaldehyde
5779-93-1

2,3-dimethylbenzaldehyde

Conditions
ConditionsYield
Stage #1: 3-chloro-o-xylene With magnesium In tetrahydrofuran for 5h; Inert atmosphere; Reflux;
Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at 20 - 30℃; for 5h;
82%
3-chloro-o-xylene
608-23-1

3-chloro-o-xylene

potassium o-tolyltrifluoroborate

potassium o-tolyltrifluoroborate

2,2',3'-trimethylbiphenyl
76708-75-3

2,2',3'-trimethylbiphenyl

Conditions
ConditionsYield
With N-methyl-2-phenyl-3-(dicyclohexylphosphino)-1H-indole; palladium diacetate; triethylamine; sodium t-butanolate In water at 100℃; for 18h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;80%
3-chloro-o-xylene
608-23-1

3-chloro-o-xylene

phenyl trimethylsiloxane
2996-92-1

phenyl trimethylsiloxane

2,3-dimethyl-1,1'-biphenyl
3864-18-4

2,3-dimethyl-1,1'-biphenyl

Conditions
ConditionsYield
With 3-(dicyclohexylphosphino)-2-(2-methoxyphenyl)-1-methyl-1-H-indole; tetrabutyl ammonium fluoride; palladium diacetate at 110℃; for 3h; Hiyama Coupling; Schlenk technique; Inert atmosphere; Sealed tube;80%
3-chloro-o-xylene
608-23-1

3-chloro-o-xylene

acetic anhydride
108-24-7

acetic anhydride

1-(2,3-dimethyl-phenyl)-ethanone
2142-71-4

1-(2,3-dimethyl-phenyl)-ethanone

Conditions
ConditionsYield
Stage #1: 3-chloro-o-xylene With ethylmagnesium bromide; magnesium; lithium chloride In tetrahydrofuran at 40 - 50℃; for 10h;
Stage #2: acetic anhydride In tetrahydrofuran; toluene at -5 - 5℃; for 2h; Temperature; Inert atmosphere;
79.2%
1-bromo-4-tert-butylbenzene
3972-65-4

1-bromo-4-tert-butylbenzene

3-chloro-o-xylene
608-23-1

3-chloro-o-xylene

4-tert-butyl-2',3'-dimethylbiphenyl

4-tert-butyl-2',3'-dimethylbiphenyl

Conditions
ConditionsYield
Stage #1: 3-chloro-o-xylene With iodine; magnesium; ethylene dibromide In tetrahydrofuran for 2h; Grignard Reaction; Heating / reflux;
Stage #2: 1-bromo-4-tert-butylbenzene; nickel dichloride In tetrahydrofuran at 50 - 55℃; for 2h;
75%
Thien-3-ylboronic acid
6165-69-1

Thien-3-ylboronic acid

3-chloro-o-xylene
608-23-1

3-chloro-o-xylene

3-(2,3-dimethylphenyl)thiophene

3-(2,3-dimethylphenyl)thiophene

Conditions
ConditionsYield
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); 3-(dicyclohexylphosphino)-2-(2,6-dimethoxyphenyl)-1-methyl-1H-indole In 1,4-dioxane at 100℃; for 2h; Suzuki-Miyaura Coupling; Schlenk technique; Sealed tube; Inert atmosphere;70%
3-chloro-o-xylene
608-23-1

3-chloro-o-xylene

Propiolic acid
471-25-0

Propiolic acid

C18H18
121477-81-4

C18H18

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium dichloride; XPhos In dimethyl sulfoxide at 120℃; for 24h; Inert atmosphere;68%
2,3-dimethyl-2,3-butane diol
76-09-5

2,3-dimethyl-2,3-butane diol

3-chloro-o-xylene
608-23-1

3-chloro-o-xylene

boron triiodide
13517-10-7

boron triiodide

2-(3-chloro-4,5-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

2-(3-chloro-4,5-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions
ConditionsYield
Stage #1: 3-chloro-o-xylene; boron triiodide at 160℃; for 16h; Inert atmosphere; Schlenk technique;
Stage #2: 2,3-dimethyl-2,3-butane diol With triethylamine at 0 - 20℃; for 0.5h; regioselective reaction;
66%
3-chloro-o-xylene
608-23-1

3-chloro-o-xylene

acetic acid
64-19-7

acetic acid

3-chloro-2-methylbenzoic acid
7499-08-3

3-chloro-2-methylbenzoic acid

Conditions
ConditionsYield
With oxygen at 100 - 105℃; under 750.075 Torr; for 1h; Temperature; Pressure; Reagent/catalyst; Autoclave;60%
3-chloro-o-xylene
608-23-1

3-chloro-o-xylene

1,3-Dihydrobenzothiophen
2471-92-3

1,3-Dihydrobenzothiophen

Conditions
ConditionsYield
With sodiumsulfide nonahydrate; benzyltrimethylammonium chloride In dichloromethane Reflux;55%
3-chloro-o-xylene
608-23-1

3-chloro-o-xylene

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

A

o-xylene
95-47-6

o-xylene

B

2-(2,3-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
1232132-73-8

2-(2,3-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

C

2,2'-(3,4-dimethyl-1,2-phenylene)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

2,2'-(3,4-dimethyl-1,2-phenylene)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

Conditions
ConditionsYield
With bis(1,3-dimesityl-1H-imidazol-2(3H)-ylidene)nickel(0); potassium methanolate In hexane at 25℃; for 6h; Inert atmosphere; Irradiation;A 18 %Chromat.
B 55%
C 7 %Chromat.
3-chloro-o-xylene
608-23-1

3-chloro-o-xylene

3-chlorobenzene-1,2-dicarboxylic acid
27563-65-1

3-chlorobenzene-1,2-dicarboxylic acid

Conditions
ConditionsYield
With potassium permanganate; cetyltrimethylammonim bromide In water at 50 - 60℃; for 24h;40%
With potassium permanganate; water; cetyltrimethylammonim bromide for 120h; Reflux;35%
3-chloro-o-xylene
608-23-1

3-chloro-o-xylene

crotonaldehyde
123-73-9

crotonaldehyde

(3-(2,3-xylyl)-2-butenal)

(3-(2,3-xylyl)-2-butenal)

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; tri-tert-butyl phosphine; palladium diacetate In N,N-dimethyl-formamide; toluene at 100℃; for 21h; Product distribution / selectivity;4%
dimethylmonochlorosilane
1066-35-9

dimethylmonochlorosilane

3-chloro-o-xylene
608-23-1

3-chloro-o-xylene

(2,3-dimethyl-phenyl)-trimethyl-silane
17961-79-4

(2,3-dimethyl-phenyl)-trimethyl-silane

Conditions
ConditionsYield
With sodium
3-chloro-o-xylene
608-23-1

3-chloro-o-xylene

1,2-dichloro-3,4-dimethyl-benzene
68266-67-1

1,2-dichloro-3,4-dimethyl-benzene

Conditions
ConditionsYield
With iron at -10℃; Einleiten von Chlor;
3-chloro-o-xylene
608-23-1

3-chloro-o-xylene

acetyl chloride
75-36-5

acetyl chloride

1-(2-chloro-4,5-dimethyl-phenyl)-ethanone
15089-73-3

1-(2-chloro-4,5-dimethyl-phenyl)-ethanone

Conditions
ConditionsYield
With aluminium trichloride

608-23-1Relevant articles and documents

NEW PROCESSES FOR PREPARING 4-SUBSTITUTED IMIDAZOLES

-

Page/Page column 40; 41, (2013/03/26)

There is provided a novel process for the preparation of a compound of formula (I), (Formula (I)). There is also provided novel processes to intermediates of the compound of formula (I), as well as novel intermediates themselves.

Regiospecific chlorination of xylenes using K-10 montmorrillonite clay

Thirumamagal,Narayanasamy, Sureshbabu,Venkatesan

body text, p. 2820 - 2825 (2009/05/07)

Regiospecific chlorination of xylenes has been developed by employing NCS as a reagent and K-10 montmorrillonite clay as a solid support. Copyright Taylor & Francis Group, LLC.

PROCESS FOR HALOGENATION OF BENZENE AND BENZENE DERIVATIVES

-

Page/Page column 11; 12, (2008/06/13)

In a process of halogenation of benzene or benzene derivatives, di-substituted halobenzene derivatives having para-aromatic compounds or tri-substituted halobenzene derivatives having 1,2,4-substituted aromatic compounds are selectively produced. In halogenation of benzene or benzene derivatives, a fluorine-containing zeolite catalyst such as L-type zeolite, or a zeolite catalyst having the crystal size of at most 100 nm is used. The reaction is preferably effected in the presence of a solvent, and the solvent is preferably a halogenated compound.

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