1-Chloro-2,3-dimethylbenzene supplier

Name
3-CHLORO-O-XYLENE
EINECS 229-843-4
CAS No. 608-23-1
Article Data22
CAS DataBase
Density 1.049 g/cm³
Solubility 20.1mg/L at 24℃
Melting Point -41.95°C (estimate)
Formula C₈H₉Cl
Boiling Point 186 °C at 760 mmHg
Molecular Weight 140.612
Flash Point 63.6 °C
Transport Information
Appearance Clear colourless to light yellow liquid
Safety 26-36/37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 1,2-Dimethyl-3-chlorobenzene;1-Chloro-2,3-dimethylbenzene;2,3-Dimethylchlorobenzene;3-Chloro-1,2-dimethylbenzene;3-Chloro-o-xylene;o-Xylene,3-chloro- (8CI);
PSA 0.00000
LogP 2.95680

Synthetic route

: 95-47-6
o-xylene

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

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

Conditions

Conditions	Yield
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;

: 36018-19-6
2,3-dimethylphenyl chloroformate

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

Conditions

Conditions	Yield
With aluminium trichloride In various solvent(s) at 200℃; for 3.5h;	60%

: 78071-51-9
cis-3,4-dimethylhexa-1,5-diyn-3-ene

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

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

Conditions

Conditions	Yield
With tetrachloromethane at 190℃;	A 5% B 20%

: 95-47-6
o-xylene

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

Conditions

Conditions	Yield
With disulfur dichloride; aluminium trichloride; sulfuryl dichloride
With sulfuryl dichloride

: 87-59-2
2,3-Dimethylaniline

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

Conditions

Conditions	Yield
With hydrogenchloride Diazotization.Behandlung der Diazoniumsalz-Loesung mit CuCl;

: 95-47-6
o-xylene

: 7553-56-2
iodine

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

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

Conditions

Conditions	Yield
beim Chlorieren;

...Expand

: 95-47-6
o-xylene

: 7782-50-5
chlorine

: 64-19-7
acetic acid

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

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

Conditions

Conditions	Yield
at 25℃; Rate constant;

...Expand

: 95-47-6
o-xylene

A dichlorinated o-xylenes; mixture of: dichlorinated o-xylenes; mixture of

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

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

Conditions

Conditions	Yield
With chlorine; tetrachlorinated 2,8-dimethylphenoxathiine at 20℃; for 5h;	A n/a B 71.5 %Chromat. C n/a

...Expand

: 95-47-6
o-xylene

A: 95-66-9
2,4-dimethylchlorobenzene

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

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

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

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

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

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

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

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

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

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

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

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

Conditions

Conditions	Yield
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;

...Expand

: 95-47-6
o-xylene

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

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

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

Conditions

Conditions	Yield
With N-chloro-succinimide; copper dichloride at 102℃; under 2625.26 Torr; for 0.0666667h; Microwave irradiation; Darkness; chemoselective reaction;

...Expand

: 64-19-7
acetic acid

: 87-59-2
2,3-Dimethylaniline

A: 526-75-0
2,3-Dimethylphenol

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

C: 22618-22-0
2,3-dimethylphenyl acetate

Conditions

Conditions	Yield
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;

...Expand

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

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

Conditions

Conditions	Yield
With N-Bromosuccinimide In tetrachloromethane Irradiation;	100%
With N-Bromosuccinimide In tetrahydrofuran Irradiation; Reflux;	89%
With bromine

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

: 98-80-6
phenylboronic acid

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

Conditions

Conditions	Yield
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%

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

: 73183-34-3
bis(pinacol)diborane

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

Conditions

Conditions	Yield
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%

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

: 637-44-5
phenylpropyolic acid

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

Conditions

Conditions	Yield
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%

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

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

: 95-47-6
o-xylene

Conditions

Conditions	Yield
With hydrogen; 5%-palladium/activated carbon at 290 - 320℃; for 1h;	90%

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

: 134640-85-0
2,3-dimethylphenylmagnesium bromide

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

Conditions

Conditions	Yield
With iron(III)-acetylacetonate In tetrahydrofuran at 80℃; for 0.5h; Flow reactor; Industrial scale;	90%

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

: 105365-51-3
4-butoxyphenylboronic acid

: 4′-butoxy-2,3-dimethyl-1,1′-biphenyl

Conditions

Conditions	Yield
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%

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

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

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

Conditions

Conditions	Yield
With iodine; magnesium; triphenylphosphine at 110℃; for 7h; Inert atmosphere;	88%

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

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

: 2,2',3,6'-tetramethylbiphenyl

Conditions

Conditions	Yield
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%

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

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

Conditions

Conditions	Yield
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%

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

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

: 5779-93-1
2,3-dimethylbenzaldehyde

Conditions

Conditions	Yield
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%

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

: potassium o-tolyltrifluoroborate

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

Conditions

Conditions	Yield
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%

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

: 2996-92-1
phenyl trimethylsiloxane

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

Conditions

Conditions	Yield
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%

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

: 108-24-7
acetic anhydride

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

Conditions

Conditions	Yield
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%

: 3972-65-4
1-bromo-4-tert-butylbenzene

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

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

Conditions

Conditions	Yield
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%

: 6165-69-1
Thien-3-ylboronic acid

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

: 3-(2,3-dimethylphenyl)thiophene

Conditions

Conditions	Yield
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%

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

: 471-25-0
Propiolic acid

: 121477-81-4
C18H18

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium dichloride; XPhos In dimethyl sulfoxide at 120℃; for 24h; Inert atmosphere;	68%

: 76-09-5
2,3-dimethyl-2,3-butane diol

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

: 13517-10-7
boron triiodide

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

Conditions

Conditions	Yield
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%

...Expand

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

: 64-19-7
acetic acid

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

Conditions

Conditions	Yield
With oxygen at 100 - 105℃; under 750.075 Torr; for 1h; Temperature; Pressure; Reagent/catalyst; Autoclave;	60%

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

: 2471-92-3
1,3-Dihydrobenzothiophen

Conditions

Conditions	Yield
With sodiumsulfide nonahydrate; benzyltrimethylammonium chloride In dichloromethane Reflux;	55%

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

: 73183-34-3
bis(pinacol)diborane

A: 95-47-6
o-xylene

B: 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)

Conditions

Conditions	Yield
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.

...Expand

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

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

Conditions

Conditions	Yield
With potassium permanganate; cetyltrimethylammonim bromide In water at 50 - 60℃; for 24h;	40%
With potassium permanganate; water; cetyltrimethylammonim bromide for 120h; Reflux;	35%

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

: 123-73-9
crotonaldehyde

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

Conditions

Conditions	Yield
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%

: 1066-35-9
dimethylmonochlorosilane

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

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

Conditions

Conditions	Yield
With sodium

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

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

Conditions

Conditions	Yield
With iron at -10℃; Einleiten von Chlor;

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

: 75-36-5
acetyl chloride

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

Conditions

Conditions	Yield
With aluminium trichloride

1-Chloro-2,3-dimethylbenzene Specification

The CAS registry number of Benzene,1-chloro-2,3-dimethyl- is 608-23-1. The systematic name is 1-chloro-2,3-dimethylbenzene. In addition, the molecular formula is C₈H₉Cl and the molecular weight is 140.61. It is also called 3-Chloro-o-xylene. What's more, it is a kind of clear colourless to light yellow liquid and belongs to the classes of Aromatic Halides (substituted); Halogen toluene; Chlorine Compounds. What's more, it should be stored in sealed container, and placed in a cool and dry place.

Physical properties about this chemical are: (1)ACD/LogP: 3.73; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.73; (4)ACD/LogD (pH 7.4): 3.73; (5)ACD/BCF (pH 5.5): 405.01; (6)ACD/BCF (pH 7.4): 405.01; (7)ACD/KOC (pH 5.5): 2558.75; (8)ACD/KOC (pH 7.4): 2558.75; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 0 Å²; (13)Index of Refraction: 1.521; (14)Molar Refractivity: 40.79 cm³; (15)Molar Volume: 133.9 cm³; (16)Polarizability: 16.17×10^-24cm³; (17)Surface Tension: 31.9 dyne/cm; (18)Enthalpy of Vaporization: 40.49 kJ/mol; (19)Vapour Pressure: 0.931 mmHg at 25°C.

Preparation of Benzene,1-chloro-2,3-dimethyl-: it can be prepared by 2,3-Dimethylphenyl-chlorameisensaeureester. This reaction will need reagent AlCl₃ and various solvents. The reaction time is 210 minutes at reaction temperature of 200 °C. The yield is about 60%.

Uses of Benzene,1-chloro-2,3-dimethyl-: it can be used to get 3-chloro-phthalic acid. This reaction will need reagents cetyltrimethylammonium bromide and KMnO₄, and solvent H₂O. The reaction time is 24 hours at reaction temperature of 50-60 °C. The yield is about 40%.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. During using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: Clc1cccc(c1C)C
(2)InChI: InChI=1/C8H9Cl/c1-6-4-3-5-8(9)7(6)2/h3-5H,1-2H3
(3)InChIKey: NVLHGZIXTRYOKT-UHFFFAOYAS

Product Name

3-CHLORO-O-XYLENE

Synthetic route

1-Chloro-2,3-dimethylbenzene Specification

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