2-Chlorotoluene supplier

Name
2-Chlorotoluene
EINECS 202-424-3
CAS No. 95-49-8
Article Data203
CAS DataBase
Density 1.076 g/cm³
Solubility slightly soluble in water
Melting Point -36 °C
Formula C₇H₇Cl
Boiling Point 156.189 °C at 760 mmHg
Molecular Weight 126.586
Flash Point 45.67 °C
Transport Information UN 2238 3/PG 3
Appearance clear liquid
Safety 24/25-61-45-36/37-16-7
Risk Codes 20-51/53-39/23/24/25-23/24/25-11
Molecular Structure
Hazard Symbols Xn, F, Xi, T, N
Synonyms Toluene,o-chloro- (8CI);1-Chloro-2-methylbenzene;1-Methyl-2-chlorobenzene;2-Chloro-1-methylbenzene;
PSA 0.00000
LogP 2.64840

Synthetic route

: 98-34-0
3-chloro-4-methylbenzenesulfonic acid

: 95-49-8
2-methylchlorobenzene

Conditions

Conditions	Yield
With quinoline; sulfuric acid; copper(II) oxide at 220℃; for 3h;	95%

: 636-21-5
o-toluidine hydrochloride

: 95-49-8
2-methylchlorobenzene

Conditions

Conditions	Yield
Stage #1: o-toluidine hydrochloride With isopentyl nitrite In acetone at 0 - 15℃; Stage #2: With copper dichloride In ethanol; acetone at 5 - 20℃; for 2h; Reagent/catalyst; Solvent; Temperature; Sandmeyer Reaction;	87%

: 13716-12-6
tri-tert-butyl phosphine

[(t-Bu)3P](o-tolyl)PdCl: [(t-Bu)3P](o-tolyl)PdCl

: 95-49-8
2-methylchlorobenzene

Conditions

Conditions	Yield
In benzene-d6 at 70℃; Equilibrium constant;	76%

: 201230-82-2
carbon monoxide

: 611-19-8
1-chloro-2-(chloromethyl)benzene

A: 95-49-8
2-methylchlorobenzene

B: 6639-40-3
1,2-bis(2-chlorophenyl)ethane

C: 85150-76-1
1,3-bis(2-chlorophenyl)propan-2-one

Conditions

Conditions	Yield
With [2,2]bipyridinyl; tetrabutylammonium tetrafluoroborate; iron(II) chloride; Fe64/Ni36 anode In N,N-dimethyl-formamide Ambient temperature; electrolysis;	A 2 % Chromat. B 10 % Chromat. C 75%

...Expand

: 7782-50-5
chlorine

: 108-88-3
toluene

A: 106-43-4
para-chlorotoluene

B: 95-49-8
2-methylchlorobenzene

Conditions

Conditions	Yield
With iron(III) chloride In ethanol at 50 - 80℃; for 14h; Temperature; Inert atmosphere;	A 26.8% B 72.3%

...Expand

: 108-88-3
toluene

A: 106-43-4
para-chlorotoluene

B: 95-49-8
2-methylchlorobenzene

Conditions

Conditions	Yield
With chlorine; natural kaolinitic clay In tetrachloromethane for 2h; Heating;	A 72% B 23%
With aluminum (III) chloride; chlorine at 50℃; for 6h; Temperature; Inert atmosphere;	A 71.3% B 27.8%
With hydrogenchloride; 1-(n-butyl)-3-methylimidazolium triflate at 100℃; for 96h;	A 38% B 60%

: 95-53-4
o-toluidine

: 95-49-8
2-methylchlorobenzene

Conditions

Conditions	Yield
With chloro-trimethyl-silane; N-benzyl-N,N,N-triethylammonium chloride; sodium nitrite In tetrachloromethane 1.) 0 deg C, 1.5 h, 2.) r.t., 17 h;	70%
With hydrogenchloride Diazotization.Behandlung der Diazoniumsalz-Loesung mit CuCl;
Reaktion ueber mehrere Stufen;

: 108-88-3
toluene

: 95-49-8
2-methylchlorobenzene

Conditions

Conditions	Yield
With potassium hydrogensulfate; potassium chloride; isoquinolinium dichromate In water at 20℃; Catalytic behavior; Reagent/catalyst; Temperature; Sonication; Green chemistry; regioselective reaction;	69%
With chlorine; iron im diffusen Licht;

: C32H25ClN(1+)*BF4(1-)

A: 95-49-8
2-methylchlorobenzene

B: 345-34-6
1-chloro-2-(fluoromethyl)benzene

Conditions

Conditions	Yield
at 180℃; under 0.5 Torr; for 3h;	A 30% B 65%

: 137092-29-6
Dithiopivalinsaeure-2-chlorbenzylester

A: 35181-77-2
2-(tert-butyl)benzo[b]thiophene

B: 40920-16-9
methyl dithiopivalate

C: 95-49-8
2-methylchlorobenzene

Conditions

Conditions	Yield
In N,N-dimethyl-formamide Mechanism; cathodic reduction, Hg cathode;	A n/a B 63% C 62%

...Expand

: 108-88-3
toluene

A: 106-43-4
para-chlorotoluene

B: 95-49-8
2-methylchlorobenzene

C: 95-73-8
2,4-dichlorotoluene

Conditions

Conditions	Yield
With hydrogenchloride; sodium hypochlorite In water at 20℃; Product distribution; Further Variations:; Temperatures; molar quantity of reagents; Chlorination; oxidative chlorination;	A 29% B 63% C 3.5%
With oxone; potassium chloride In acetonitrile at 20℃; for 24h; Product distribution; Further Variations:; Reagents ratio;
With sulfuric acid; [BMIM]Cl; chlorine at 70℃; for 8h;

...Expand

: 97-65-4
2-methylenesuccinic acid

: 2028-34-4
o-toluene-diazonium chloride

A: 95-49-8
2-methylchlorobenzene

B: 1427331-00-7
2-chloro-2-(2-methylbenzyl)butanedioic acid

Conditions

Conditions	Yield
With copper(II) choride dihydrate In [(2)H6]acetone; water at 25℃; for 2.5h; Meerwein Arylation;	A n/a B 58%

...Expand

: 922-69-0
1,1-dimethoxyethylene

: 694-80-4
2-bromo-1-chlorobenzene

A: 95-49-8
2-methylchlorobenzene

B: 81447-53-2
7,7-Dimethoxybicyclo<4.2.0>octa-1,3,5-triene

Conditions

Conditions	Yield
With methyllithium In diethyl ether Heating;	A 10% B 54%

...Expand

: C6H4S2O4N(1-)*N2C6H5CH2(1+)

: 95-49-8
2-methylchlorobenzene

Conditions

Conditions	Yield
With N-benzyl-N,N,N-triethylammonium chloride; copper In acetonitrile at 20℃; for 0.75h; Substitution;	51%

: 876-99-3
2,6-dimethylphenyl chloroformic acid ester

A: 95-49-8
2-methylchlorobenzene

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

Conditions

Conditions	Yield
With aluminum (III) chloride at 80 - 110℃; for 3h;	A n/a B 43.8%

: 108-88-3
toluene

A: 106-43-4
para-chlorotoluene

B: 95-49-8
2-methylchlorobenzene

C: 100-44-7
benzyl chloride

Conditions

Conditions	Yield
With iron(III)porphyrinate; boron trifluoride diethyl etherate In dichloromethane	A 14% B 11% C 38%
With sulfuryl dichloride; chromium(0) hexacarbonyl at 120℃; for 20h; Product distribution; with various metal complexes at various temperatures;	A 5.6% B 3.4% C 25.6%
With chlorine for 2h; Irradiation;	A n/a B n/a C 12%

...Expand

: 108-88-3
toluene

A: 106-43-4
para-chlorotoluene

B: 95-49-8
2-methylchlorobenzene

C: 102607-12-5
2,2,3,3,4,4,5,5,6,6,7,7,7-Tridecafluoro-heptanoic acid p-tolyl ester

Conditions

Conditions	Yield
With lead(IV) acetate; C6F13COOH; lithium chloride at 80℃; for 7h;	A n/a B n/a C 21.2%

...Expand

: 1-(2-chlorobenzyl)-2,4,6-triphenylpyridin-1-ium tetrafluoroborate

A: 95-49-8
2-methylchlorobenzene

B: 345-34-6
1-chloro-2-(fluoromethyl)benzene

Conditions

Conditions	Yield
at 200℃; under 2 Torr; for 3h;	A 5% B 15%

: 2037-26-5
(2)H8-toluene

: 127356-68-7
bis(4-chlorophenyl)(4-methylphenyl)-selenonium chloride

A: 106-43-4
para-chlorotoluene

B: 95-49-8
2-methylchlorobenzene

C: 84344-06-9
C7(2)H7Cl

D: 84344-05-8
C7(2)H7Cl

Conditions

Conditions	Yield
aluminium trichloride at 20℃; for 4h; other Lewis acids, other rct.-temp., other yields;	A 0.53% B 2.27% C 1.15% D 1.31%
aluminium trichloride at 20℃; for 4h; Product distribution; Mechanism; other lewis acids (FeCl3, SbCl5, SbCl3, SbF3), other temp. (50 deg C), other yields;	A 0.53% B 2.27% C 1.15% D 1.31%

...Expand

: 676-58-4
methylmagnesium chloride

: 95-50-1
1,2-dichloro-benzene

A: 95-47-6
o-xylene

B: 95-49-8
2-methylchlorobenzene

Conditions

Conditions	Yield
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In tetrahydrofuran at 105℃; for 1h;	A 2% B 93 % Chromat.
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In tetrahydrofuran at 105℃; for 1h; Product distribution; other substrates, other Grignard reagent, other catalysts, other time, other temperature;	A 2 % Chromat. B 93 % Chromat.

...Expand

: 88-20-0
o-toluenesulfonic acid

: 95-49-8
2-methylchlorobenzene

Conditions

Conditions	Yield
With copper dichloride

: 42413-03-6
3-chloro-4-methylbenzenesulfonyl chloride

: 95-49-8
2-methylchlorobenzene

Conditions

Conditions	Yield
With sulfuric acid anschliessend Kochen mit H2SO4;
Multi-step reaction with 2 steps 1: aqueous alkali View Scheme

: 77164-28-4
dichloro-tris-o-tolyloxy-phosphorane

: 95-49-8
2-methylchlorobenzene

Conditions

Conditions	Yield
at 180℃;
at 180℃;

: 2028-34-4
o-toluene-diazonium chloride

: 95-49-8
2-methylchlorobenzene

Conditions

Conditions	Yield
With copper(l) chloride
With hydrogenchloride; copper hydride at 0℃;
With hydrogenchloride

: 89-98-5
2-chloro-benzaldehyde

: 95-49-8
2-methylchlorobenzene

Conditions

Conditions	Yield
With hydrazine hydrate; diethylene glycol Erhitzen des mit Kaliumhydroxid versetzten Reaktionsgemisches;

: 104-15-4
toluene-4-sulfonic acid

: 95-49-8
2-methylchlorobenzene

Conditions

Conditions	Yield
With sulfuric acid; chlorine; iron(III) chloride

: 27876-29-5
acetic acid-(2,4,6,N-tetrachloro-anilide)

: 64-19-7
acetic acid

: 108-88-3
toluene

A: 106-43-4
para-chlorotoluene

B: 95-49-8
2-methylchlorobenzene

Conditions

Conditions	Yield
im Dunkeln;

...Expand

: 2229-07-4
methyl radical

: 108-90-7
chlorobenzene

A: 108-41-8
1-chloro-3-methylbenzene

B: 106-43-4
para-chlorotoluene

C: 95-49-8
2-methylchlorobenzene

Conditions

Conditions	Yield
at 130℃;

...Expand

: 124-38-9
carbon dioxide

: 95-73-8
2,4-dichlorotoluene

A: 118-90-1
ortho-methylbenzoic acid

B: 95-49-8
2-methylchlorobenzene

C: 5162-82-3
3-chloro-4-methylbenzoic acid

D: 7499-06-1
5-chloro-2-methylbenzoic acid

Conditions

Conditions	Yield
With tetrabutylammomium bromide In N,N-dimethyl-formamide at 5℃; electrolysis (I=0.4 A); Yield given. Further byproducts given. Yields of byproduct given;

...Expand

: 126541-37-5
18-crown-6/o-methylbenzenediazonium tetrafluoroborate complex

A: 17455-13-9
18-crown-6 ether

B: 95-49-8
2-methylchlorobenzene

Conditions

Conditions	Yield
In 1,2-dichloro-ethane at 20℃; Rate constant; Kinetics; Thermodynamic data; var. crown ethers, ΔH(excit.), ΔS(excit.);

: 95-49-8
2-methylchlorobenzene

: 98-80-6
phenylboronic acid

: 643-58-3
2-methylbiphenyl

Conditions

Conditions	Yield
With Cs2O3; PCy3 adduct of cyclopalladated ferrocenylimine In 1,4-dioxane at 100℃; for 15h; Suzuki cross-coupling reaction;	100%
With potassium phosphate; C50H63Cl2N3Pd In ethanol at 80℃; for 4h; Catalytic behavior; Reagent/catalyst; Solvent; Suzuki-Miyaura Coupling;	100%
With potassium carbonate In water; isopropyl alcohol at 100℃; for 18h; Suzuki-Miyaura Coupling; Inert atmosphere;	100%

: 95-49-8
2-methylchlorobenzene

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

: 10273-87-7
2,2',6'-trimethylbiphenyl

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate In 1,4-dioxane for 12h; Suzuki coupling; Inert atmosphere; Reflux;	100%
With potassium phosphate; C22H23Br2N3Pd In water; isopropyl alcohol at 20℃; for 44h; Reagent/catalyst; Suzuki-Miyaura Coupling;	98%
With potassium phosphate monohydrate; R-Phos; bis(dibenzylideneacetone)-palladium(0) In 1,4-dioxane at 100℃; for 0.666667h; Suzuki-Miyaura reaction; Inert atmosphere;	95%

: 95-49-8
2-methylchlorobenzene

: 24544-04-5
2,6-diisopropylbenzenamine

: N-(2,6-diisopropylphenyl)-N-(o-tolyl)amine

Conditions

Conditions	Yield
With di-μ-bromobis-(tritert-butylphosphine)dipalladium(I); sodium t-butanolate In toluene at 100℃; for 0.75h; Catalytic behavior; Time; Buchwald-Hartwig Coupling;	100%
With C34H39N3O4Pd; sodium t-butanolate In 1,4-dioxane at 100℃; for 0.166667h; Buchwald-Hartwig Coupling; Schlenk technique; Inert atmosphere;	99%
With C28H29Cl2N3OPd; potassium tert-butylate In toluene at 110℃; for 15h; Buchwald-Hartwig Coupling; Schlenk technique; Inert atmosphere;	99%

: 95-49-8
2-methylchlorobenzene

: 36934-19-7
2,3,3-trimethyl-4-penten-2-ol

: 1146120-91-3
1-methyl-2-(3-methylbut-2-en-1-yl)benzene

Conditions

Conditions	Yield
With palladium diacetate; caesium carbonate; tricyclohexylphosphine In toluene for 17h; Inert atmosphere; Reflux;	100%

: 95-49-8
2-methylchlorobenzene

: 108-95-2
phenol

: 3991-61-5
1-methyl-2-phenoxybenzene

Conditions

Conditions	Yield
With copper(I) oxide; caesium carbonate In tetrahydrofuran at 150℃; for 3h; Ullmann condensation;	100%
With potassium carbonate In N,N-dimethyl-formamide at 110℃; for 12h;	69%
With copper(l) iodide; potassium carbonate In N,N-dimethyl-formamide at 20 - 110℃;	33%

: 430-67-1
2,2-difluorethylamine

: 95-49-8
2-methylchlorobenzene

: 2366-95-2
N-(2,2-difluoro-ethyl)-o-toluidine

Conditions

Conditions	Yield
With bis(η3-allyl-μ-chloropalladium(II)); 5-(di(adamantan-1-yl)phosphino)-1′,3′,5′-triphenyl-1′H-1,4′-bipyrazole; potassium phenolate In 1,4-dioxane at 100℃; for 6h; Sealed tube; Inert atmosphere;	99%
With copper(I) oxide; copper

: 110-89-4
piperidine

: 95-49-8
2-methylchlorobenzene

: 7250-70-6
1-(2-methylphenyl)piperidine

Conditions

Conditions	Yield
With C35H44Cl2N4Pd; potassium tert-butylate In tetrahydrofuran at 130℃; for 12h; Inert atmosphere; Sealed tube;	99%
With C36H43Cl2N3Pd; potassium tert-butylate In 1,4-dioxane at 110℃; for 12h; Buchwald-Hartwig Coupling; Inert atmosphere; Schlenk technique;	94%
With C40H44ClN3Pd; potassium tert-butylate In toluene at 110℃; for 24h; Buchwald-Hartwig Coupling; Inert atmosphere;	87%

: 95-49-8
2-methylchlorobenzene

: 16419-60-6
2-Methylphenylboronic acid

: 605-39-0
2,2'-dimethyl-1,1'-biphenyl

Conditions

Conditions	Yield
With PdCl2(TMes)2; caesium carbonate In ethanol at 90℃; for 15h; Suzuki coupling; Inert atmosphere; Reflux;	99%
With potassium phosphate; C22H23Br2N3Pd In water; isopropyl alcohol at 20℃; for 44h; Reagent/catalyst; Suzuki-Miyaura Coupling;	99%
With potassium fluoride; 18-crown-6 ether; bis-phenanthrylimidazolium chloride; palladium diacetate In tetrahydrofuran at 50℃; for 8h; Suzuki-Miyaura coupling;	98%

: 95-49-8
2-methylchlorobenzene

: 98-86-2
acetophenone

: 5033-67-0
2-(2-methylphenyl)-1-phenyl-1-ethanone

Conditions

Conditions	Yield
With C41H50ClN3Pd; sodium t-butanolate In 1,4-dioxane at 100℃; for 4h;	99%
With C34H36ClN3Pd; sodium t-butanolate In 1,4-dioxane at 100℃; for 4h; Reagent/catalyst;	97%
With (C5H5)Fe(C5H3C(CH3)NC6H4CH3)PdCl(CN2(C6H3(CH(CH3)2)2)2C2H2); potassium tert-butylate In toluene for 2h; Inert atmosphere; Reflux;	96%

: 95-49-8
2-methylchlorobenzene

: 93-55-0
1-phenyl-propan-1-one

: 53423-27-1
2-(2-methylphenyl)-1-phenylpropan-1-one

Conditions

Conditions	Yield
With C41H50ClN3Pd; sodium t-butanolate In 1,4-dioxane at 100℃; for 4h;	99%
Stage #1: 2-methylchlorobenzene; 1-phenyl-propan-1-one With sodium t-butanolate In tetrahydrofuran at 20℃; for 0.0333333h; Glovebox; Inert atmosphere; Stage #2: With C26H42ClNPd In tetrahydrofuran at 20℃; for 4h; Glovebox; Inert atmosphere;	97%
With N-heterocyclic carbene-palladacycle; sodium t-butanolate In tetrahydrofuran at 70℃; for 2h;	94%

: 95-49-8
2-methylchlorobenzene

: 13139-86-1
4-methoxyphenyl magnesium bromide

: 92495-54-0
4'-methoxy-2-methylbiphenyl

Conditions

Conditions	Yield
With C35H31BrN4NiP In tetrahydrofuran at 70℃; for 17h; Schlenk technique; Inert atmosphere;	99%
Stage #1: 2-methylchlorobenzene With Ni(PPh3)(1,3-di-tert-butylimidazol-2-ylidene)Br2 In tetrahydrofuran at 0℃; for 0.0333333h; Inert atmosphere; Schlenk technique; Stage #2: 4-methoxyphenyl magnesium bromide In tetrahydrofuran at 0 - 25℃; for 4h; Inert atmosphere; Schlenk technique;	98%
With C46H55ClFeN3Pd; lithium chloride In tetrahydrofuran at 60℃; for 12h; Kumada coupling reaction; Inert atmosphere;	92%

: 95-49-8
2-methylchlorobenzene

: 87-62-7
2,6-dimethylaniline

: 68014-57-3
2,6-dimethyl-N-(o-tolyl)aniline

Conditions

Conditions	Yield
With potassium tert-butylate In 1,4-dioxane at 110℃; for 3h;	99%
With tris-(dibenzylideneacetone)dipalladium(0); 1-methyl-2-(2-(dicyclohexylphosphino)phenyl)-1H-benzoimidazole; sodium t-butanolate In toluene at 20 - 135℃; for 20h; Buchwald-Hartwig reaction; Inert atmosphere;	99%
With C35H44Cl2N4Pd; potassium tert-butylate In tetrahydrofuran at 110℃; for 1h; Inert atmosphere; Sealed tube;	98%

: 95-49-8
2-methylchlorobenzene

: 100-61-8
N-methylaniline

: 6590-44-9
N-methyl-N-(2-methylphenyl)aniline

Conditions

Conditions	Yield
With palladium diacetate; sodium t-butanolate; ruphos In neat (no solvent) at 110℃; for 12h; Buchwald-Hartwig Coupling; Green chemistry;	99%
With C16H34ClPPd; sodium t-butanolate In toluene at 100℃; Buchwald-Hartwig amination; Inert atmosphere;	98%
With [Pd(N,N′-bis(2,6-bis(diphenylmethyl)-4-methoxyphenyl)imidazol-2-ylidene)(acac)Cl]; potassium 2-methylbutan-2-olate In 1,4-dioxane at 110℃; for 21h; Buchwald-Hartwig Coupling; Glovebox; Inert atmosphere;	98%

: 110-91-8
morpholine

: 95-49-8
2-methylchlorobenzene

: 7178-40-7
N-(o-tolyl)morpholine

Conditions

Conditions	Yield
With potassium tert-butylate In 1,4-dioxane at 110℃; for 3h;	99%
With (1,3-bis(2,6-diisopropylphenyl)-3,4,5,6-tetrahydropyrimidin-2-ylidene)Pd(cinnamyl, 3-phenylallyl)Cl; sodium t-butanolate In neat (no solvent) at 110℃; for 12h; Buchwald-Hartwig Coupling; Inert atmosphere; Green chemistry;	99%
With C28H29Cl2N3OPd; potassium tert-butylate In toluene at 110℃; for 15h; Buchwald-Hartwig Coupling; Schlenk technique; Inert atmosphere;	99%

: 95-49-8
2-methylchlorobenzene

: 5720-07-0
4-methoxyphenylboronic acid

: 92495-54-0
4'-methoxy-2-methylbiphenyl

Conditions

Conditions	Yield
With NHC-Pd(II)-Im; potassium tert-butylate In water at 80℃; for 24h; Suzuki-Miyaura coupling;	99%
With potassium phosphate tribasic trihydrate; PdCl2(C3H3N2(CH3))(C3H2N2(C6H3(C3H7)2)2) In tetrahydrofuran; water at 20℃; for 24h; Suzuki-Miyaura coupling reaction; Inert atmosphere;	99%
With potassium dihydrogen phosphate trihydrate; [1,3-bis(2,6-diisopropylphenyl)imidazol-2-yl-isoquinolin-2-yl]palladium dichloride In tetrahydrofuran; water at 50℃; for 6h; Inert atmosphere;	99%

: 95-49-8
2-methylchlorobenzene

: 104-94-9
4-methoxy-aniline

: 85448-89-1
N-(4-methoxyphenyl)-2-methylbenzenamine

Conditions

Conditions	Yield
With sodium t-butanolate; tris(dibenzylideneacetone)dipalladium (0); P(i-BuNCH2CH2)3N In toluene at 100℃; for 24h; Buchwald-Hartwig amination;	99%
With sodium hydride; 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride; tert-butyl alcohol; bis(acetylacetonate)nickel(II) In 1,4-dioxane at 100℃;	99%
With bis(η3-allyl-μ-chloropalladium(II)); potassium tert-butylate; 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride In 1,4-dioxane at 100℃; for 1.5h; Inert atmosphere;	99%

: 95-49-8
2-methylchlorobenzene

: 122-39-4
diphenylamine

: 4316-55-6
2-methyl-N,N-diphenylaniline

Conditions

Conditions	Yield
With sodium t-butanolate; tris(dibenzylideneacetone)dipalladium (0); P(i-BuNCH2CH2)3N In toluene at 100℃; for 20h; Buchwald-Hartwig amination;	99%
With monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene at 80℃; for 21h;	99%
With 4-di-tert-butylphosphanyl-1-phenyl-5-(2-methoxyphenyl)-1H-[1,2,3]triazole; sodium t-butanolate; bis(dibenzylideneacetone)-palladium(0) In toluene at 110℃; for 20h;	96%

: 95-49-8
2-methylchlorobenzene

: 62-53-3
aniline

: 1205-39-6
N-phenyl-2-methylaniline

Conditions

Conditions	Yield
With dichloro(3-chloropyridinyl)(1,3-(diisopropylphenyl)-4,5-bis(dimethylamino)imidazol-2-ylidene)palladium(II); caesium carbonate In 1,2-dimethoxyethane at 80℃; for 24h; Buchwald-Hartwig Coupling; Schlenk technique; Sealed tube; Inert atmosphere;	99%
With C28H29Cl2N3OPd; potassium tert-butylate In toluene at 110℃; for 15h; Buchwald-Hartwig Coupling; Schlenk technique; Inert atmosphere;	99%
With C36H45Cl2N3OPd; potassium tert-butylate In 1,4-dioxane at 90℃; for 1h; Buchwald-Hartwig Coupling; Inert atmosphere; Schlenk technique;	98%

: 95-49-8
2-methylchlorobenzene

: 108-91-8
cyclohexylamine

: 14185-37-6
N-(2-methylphenyl)cyclohexylamine

Conditions

Conditions	Yield
With potassium tert-butylate In 1,4-dioxane at 110℃; for 3h;	99%
With C35H44Cl2N4Pd; potassium tert-butylate In tetrahydrofuran at 110℃; for 3h; Inert atmosphere; Sealed tube;	98%
With C33H40ClN3O2Pd; potassium tert-butylate In toluene at 110℃; for 12h; Buchwald-Hartwig Coupling; Inert atmosphere; Schlenk technique; Sealed tube;	94%

: 111-86-4
n-Octylamine

: 95-49-8
2-methylchlorobenzene

: N-(2-methylphenyl)octylamine

Conditions

Conditions	Yield
With C38H49N2P*C9H10ClPd In 1,4-dioxane at 20℃; for 18h; Inert atmosphere; Schlenk technique;	99%
With (R)-(-)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyl di-t-butylphosphine; sodium t-butanolate; palladium diacetate In 1,2-dimethoxyethane at 100℃; for 48h;	98%
With sodium t-butanolate; palladium diacetate; (R)-(-)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyl di-t-butylphosphine In 1,2-dimethoxyethane at 100℃; for 48h;	98%

: 95-49-8
2-methylchlorobenzene

: 106-49-0
p-toluidine

: 34160-14-0
N-(4-methylphenyl)-2-methylaniline

Conditions

Conditions	Yield
With bis(η3-allyl-μ-chloropalladium(II)); potassium tert-butylate; 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride In 1,4-dioxane at 100℃; for 1.5h; Inert atmosphere;	99%
With C35H44Cl2N4Pd; potassium tert-butylate In tetrahydrofuran at 130℃; for 12h; Inert atmosphere; Sealed tube;	98%
With C33H40ClN3O2Pd; potassium tert-butylate In toluene at 110℃; for 12h; Buchwald-Hartwig Coupling; Inert atmosphere; Schlenk technique; Sealed tube;	97%

: 95-49-8
2-methylchlorobenzene

: 95-78-3
2,5-Dimethylaniline

: N-(2-methylphenyl)-2,5-dimethylaniline

Conditions

Conditions	Yield
With potassium tert-butylate In 1,4-dioxane at 110℃; for 3h;	99%
With [PdCl{[(η5-C5H5)]Fe[(η5-C5H3)-N2C4H2-Cl]}(DCPAB)]; potassium tert-butylate at 120℃; for 12h; Buchwald-Hartwig reaction;	95%
With [PdCl(η5-C5H5)Fe((η5-C5H3)-NC5H3Br)C3H2N2(C6H4-2,6-iPr2)2]; potassium tert-butylate In poly(ethylene glycol-400) at 120℃; for 24h; Buchwald-Hartwig amination; Inert atmosphere;	92%
With C37H44ClN2O3PPd; potassium hydroxide; tert-butyl alcohol In water at 100℃; for 12h; Buchwald-Hartwig Coupling; Schlenk technique; Inert atmosphere;	91%

: 124-22-1
n-Dodecylamine

: 95-49-8
2-methylchlorobenzene

: 20025-92-7
N-dodecyl-2-methylaniline

Conditions

Conditions	Yield
With potassium tert-butylate In 1,4-dioxane at 110℃; for 3h;	99%

: 932-31-0
ortho-tolylmagnesium bromide

: 95-49-8
2-methylchlorobenzene

: 605-39-0
2,2'-dimethyl-1,1'-biphenyl

Conditions

Conditions	Yield
amido pincer complex of nickel chloride catalyst In tetrahydrofuran at 20℃; for 28h; Kumada cross-coupling reaction;	99%

: 95-49-8
2-methylchlorobenzene

: 95-53-4
o-toluidine

: 617-00-5
2,2'-dimethyldiphenylamine

Conditions

Conditions	Yield
With C28H29Cl2N3OPd; potassium tert-butylate In toluene at 110℃; for 15h; Buchwald-Hartwig Coupling; Schlenk technique; Inert atmosphere;	99%
With C35H44Cl2N4Pd; potassium tert-butylate In tetrahydrofuran at 110℃; for 1h; Inert atmosphere; Sealed tube;	98%
With C36H43Cl2N3Pd; potassium tert-butylate In 1,4-dioxane at 110℃; for 1h; Buchwald-Hartwig Coupling; Inert atmosphere; Schlenk technique;	98%

: 95-49-8
2-methylchlorobenzene

: 88-05-1
2,4,6-trimethylaniline

: 39267-45-3
2,4,6-trimethyl-N-(2-methylphenyl)aniline

Conditions

Conditions	Yield
With C28H29Cl2N3OPd; potassium tert-butylate In toluene at 110℃; for 15h; Buchwald-Hartwig Coupling; Schlenk technique; Inert atmosphere;	99%
With C35H44Cl2N4Pd; potassium tert-butylate In tetrahydrofuran at 110℃; for 1h; Inert atmosphere; Sealed tube;	98%
With bis{1,1’-diphenyl-3,3’-methylenediimidazoline-2,2’-diylidene}nickel(II) dibromide; potassium tert-butylate In 1,4-dioxane at 90℃; for 4h; Catalytic behavior; Reagent/catalyst; Buchwald-Hartwig Coupling; Inert atmosphere; Schlenk technique;	98%

: 95-49-8
2-methylchlorobenzene

: 98-85-1, 13323-81-4
1-Phenylethanol

: 5033-67-0
2-(2-methylphenyl)-1-phenyl-1-ethanone

Conditions

Conditions	Yield
Stage #1: 1-Phenylethanol With allylchloro[1,3-bis(2,6-di-isopropylphenyl)imidazol-2-ylidine]palladium(II); para-chlorotoluene; potassium tert-butylate In toluene at 40℃; for 3h; Inert atmosphere; Stage #2: 2-methylchlorobenzene In toluene at 80℃; for 6h; Inert atmosphere;	99%

: 95-49-8
2-methylchlorobenzene

: 3319-15-1
rac-1-(4-methoxyphenyl)-ethanol

: 33509-94-3
1-(4-methoxyphenyl)-2-(2-methylphenyl)ethanone

Conditions

Conditions	Yield
Stage #1: rac-1-(4-methoxyphenyl)-ethanol With allylchloro[1,3-bis(2,6-di-isopropylphenyl)imidazol-2-ylidine]palladium(II); para-chlorotoluene; potassium tert-butylate In toluene at 40℃; for 3h; Inert atmosphere; Stage #2: 2-methylchlorobenzene In toluene at 80℃; for 3h; Inert atmosphere;	99%

: 95-49-8
2-methylchlorobenzene

: 55-21-0
benzamide

: 584-70-3
N-benzoyl-2-methylaniline

Conditions

Conditions	Yield
With 4-diphenylphosphino-13-dicyclohexylphosphino-[2.2]paracyclophane; water; palladium diacetate; caesium carbonate In 1,4-dioxane at 125℃; for 24h; Buchwald-Hartwig coupling;	99%
With 5-(di-tert-butylphosphino)-1′, 3′, 5′-triphenyl-1′H-[1,4′]bipyrazole; bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; potassium carbonate In 1,4-dioxane at 90℃; for 18h; Buchwald-Hartwig Coupling; Inert atmosphere; Glovebox;	99%
With copper(I) oxide; potassium phosphate; N1,N2-bis(thiophen-2-ylmethyl)oxalamide In tert-butyl alcohol at 130℃; for 24h; Schlenk technique;	79%
With potassium carbonate; N,N`-dimethylethylenediamine at 130℃; for 23h; Neat (no solvent);	78%
Stage #1: 2-methylchlorobenzene; benzamide With copper(l) iodide; potassium carbonate; trans-N,N'-dimethylcyclohexane-1,2-diamine In acetonitrile for 0.00277778h; Inert atmosphere; Glovebox; Stage #2: In acetonitrile at 200℃; for 1h; Microwave irradiation;	38 %Chromat.

: 95-49-8
2-methylchlorobenzene

: 637-44-5
phenylpropyolic acid

: 14309-60-5
1-phenylethynyltoluene

Conditions

Conditions	Yield
With bis[dicyclohexyl(2,4,6-triisopropyl-[1,1':3',1''-terphenyl]-2-yl)phosphane]palladium(II) dichloride; caesium carbonate In tetrahydrofuran at 80℃; for 2.5h;	99%
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;	88%
With (R)-1-[(SP)-2-(dicyclohexylphosphino)ferrocenyl]ethyldi-tert-butylphosphine; palladium diacetate; caesium carbonate In dimethyl sulfoxide at 130℃; for 12h;	31%

2-Chlorotoluene Chemical Properties

The Molecular Structure of 2-Chlorotoluene (CAS NO.95-49-8):

Molecular Formula: C₇H₇Cl
Molecular Weight: 126.58
EINECS: 202-424-3
Melting point: -36 °C
Boiling point: 157-159 °C(lit.)
Density: 1.083 g/mL at 25 °C(lit.)
Vapor density: 4.38 (vs air)
Vapor pressure: 10 mm Hg ( 43 °C)
Refractive index: n20/D 1.525(lit.)
Flash point: 117 °F
Storage temp.: 0-6°C
Water Solubility: slightly soluble
Appearance: clear liquid
Synonyms: o-Chlorotoluene ; 1-chloro-2-methyl-benzen ; 2-Chloro-1-methylbenzene,o-tolylchloride ; 2-Chlortoluol ; 2-Methylchlorobenzene ; Benzene,1-chloro-2-methyl- ; Halso 99 ; halso99 ; o-chloro-toluen

2-Chlorotoluene Uses

2-Chlorotoluene (CAS NO.95-49-8) is commonly used in the medicine and pesticide products.

2-Chlorotoluene Toxicity Data With Reference

1.	ihl-rat LCLo:17,500 ppm	DTLVS* Documentation of Threshold Limit Values for Substances in Workroom Air. 4 (1980),95.
2.	unr-rat LD50:5700 mg/kg	GISAAA Gigiena i Sanitariya. 45 (12)(1980),64.
3.	unr-mus LD50:4400 mg/kg	GISAAA Gigiena i Sanitariya. 45 (12)(1980),64.
4.	unr-gpg LD50:3000 mg/kg	GISAAA Gigiena i Sanitariya. 46 (2)(1981),14.

2-Chlorotoluene Consensus Reports

Reported in EPA TSCA Inventory.

2-Chlorotoluene Safety Profile

Moderately toxic by unspecified routes. Flammable when exposed to heat or flame. When heated to decomposition it emits toxic fumes of Cl⁻.
Hazard Codes: Harmful Xn Irritant Xi Dangerous NF Toxic T
Risk Statements: 20-51/53-39/23/24/25-23/24/25-11
R20: Harmful by inhalation
R51/53: Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment
R23/24/25: Toxic by inhalation, in contact with skin and if swallowed
R11: Highly flammable
Safety Statements: 24/25-61-45-36/37-16-7
S24/25: Avoid contact with skin and eyes
S61: Avoid release to the environment. Refer to special instructions / safety data sheets
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S36/37: Wear suitable protective clothing and gloves
S16: Keep away from sources of ignition
RIDADR: UN 2238 3/PG 3
WGK Germany: 2
RTECS: XS9000000
Hazard Note: Irritant/Flammable
HazardClass: 3
PackingGroup: III
HS Code: 29036990