Product Name

  • Name

    3-Methylbenzyl chloride

  • EINECS 210-628-9
  • CAS No. 620-19-9
  • Article Data47
  • CAS DataBase
  • Density 1.054 g/cm3
  • Solubility insoluble in water
  • Melting Point -41.95°C (estimate)
  • Formula C8H9Cl
  • Boiling Point 197.9 °C at 760 mmHg
  • Molecular Weight 140.612
  • Flash Point 75.6 °C
  • Transport Information UN 3265 8/PG 2
  • Appearance clear colorless to slightly yellow liquid
  • Safety 23-26-27-36/37/39-45-37/39
  • Risk Codes 34-36/37-36/37/38
  • Molecular Structure Molecular Structure of 620-19-9 (3-Methylbenzyl chloride)
  • Hazard Symbols IrritantXi, CorrosiveC
  • Synonyms m-Xylene, a-chloro- (7CI,8CI);1-Chloromethyl-3-methylbenzene;1-Methyl-3-chloromethylbenzene;3-(Chloromethyl)toluene;3-Methylphenylmethylchloride;NSC 76592;m-(Chloromethyl)toluene;m-Methylbenzyl chloride;m-Xylylchloride;m-Xylyl-a-chloride;a-Chloro-m-xylene;Benzene,1-(chloromethyl)-3-methyl-;
  • PSA 0.00000
  • LogP 2.73380

Synthetic route

m-tolyl aldehyde
620-23-5

m-tolyl aldehyde

1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

Conditions
ConditionsYield
With chloro-trimethyl-silane; trimethylsilan In acetic acid methyl ester at 0℃; for 4h;80%
3-methylbenzyl Co(III)(dmgH)2py
36583-13-8

3-methylbenzyl Co(III)(dmgH)2py

1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

Conditions
ConditionsYield
With chlorine In chloroform a solution of two equivalents of halogen added dropwise to a solution of organocobaloxime at room temperature under nitrogen in the dark; NMR, UV;75%
With chlorine In acetic acid a solution of two equivalents of halogen added dropwise to a solution of organocobaloxime at room temperature under nitrogen in the dark; NMR, UV;75%
m-xylene
108-38-3

m-xylene

1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

Conditions
ConditionsYield
With N-chloro-succinimide In 1,2-dichloro-ethane at 80℃; regiospecific reaction;70%
With N-hydroxyphthalimide; carbon tetrabromide; trichloroisocyanuric acid; copper(II) acetate monohydrate In dichloromethane at 25℃; for 42h;33%
With N-chloro-succinimide; N-hydroxyphthalimide; 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetonitrile at 80℃; for 16h; Time; Sealed tube; Inert atmosphere;26%
N-chloro-succinimide
128-09-6

N-chloro-succinimide

m-xylene
108-38-3

m-xylene

A

1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

B

3-(chloromethyl)benzyl chloride
626-16-4

3-(chloromethyl)benzyl chloride

Conditions
ConditionsYield
Irradiation.UV-Licht;
3-methylbenzyl alcohol
587-03-1

3-methylbenzyl alcohol

1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

Conditions
ConditionsYield
With hydrogenchloride at 60 - 70℃;
tetrachloromethane
56-23-5

tetrachloromethane

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

acetic acid-(2,4,6,N-tetrachloro-anilide)

m-xylene
108-38-3

m-xylene

dibenzoyl peroxide
94-36-0

dibenzoyl peroxide

1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

3-Methylbenzoyl chloride
1711-06-4

3-Methylbenzoyl chloride

1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

Conditions
ConditionsYield
With triethylsilane; zinc(II) chloride
3-methyl-benzylium
60154-94-1

3-methyl-benzylium

1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

Conditions
ConditionsYield
With tertiary butyl chloride In gaseous matrix at 600℃; chloride affinity;
dichloro-phenyl-methylium
24154-22-1

dichloro-phenyl-methylium

1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

Conditions
ConditionsYield
With tertiary butyl chloride In gaseous matrix at 600℃; chloride affinity;
3-methylbicyclo<4.1.0>hepta-1,3,5-triene
75366-05-1

3-methylbicyclo<4.1.0>hepta-1,3,5-triene

A

1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

B

4-Methylbenzyl chloride
104-82-5

4-Methylbenzyl chloride

Conditions
ConditionsYield
With hydrogenchloride In tetrachloromethane for 1h; Yield given. Yields of byproduct given;
2-methyl-1H-cyclopropabenzene
75366-04-0

2-methyl-1H-cyclopropabenzene

A

1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

B

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

1-chloromethyl-2-methylbenzene

Conditions
ConditionsYield
With hydrogenchloride In tetrachloromethane for 1h; Product distribution; Mechanism; reaction regioselectivity; a series of reagents;
m-xylene
108-38-3

m-xylene

A

1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

B

3-(chloromethyl)benzyl chloride
626-16-4

3-(chloromethyl)benzyl chloride

C

m-chloromethylbenzylidene chloride
30220-25-8

m-chloromethylbenzylidene chloride

D

α,α-dichloro-m-xylene
2719-42-8

α,α-dichloro-m-xylene

E

α,α,α',α'-Tetrachloro-m-xylene
30430-40-1

α,α,α',α'-Tetrachloro-m-xylene

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); chlorine at 70℃; for 1.2h; Product distribution; various educt-reagent ratio, various time;
<(3-methylphenyl)methyl>trimethylsilane
38226-17-4

<(3-methylphenyl)methyl>trimethylsilane

oxovanadium(V) ethoxydichloride
1801-77-0

oxovanadium(V) ethoxydichloride

A

1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

B

α-ethoxy-m-xylene
64988-09-6

α-ethoxy-m-xylene

Conditions
ConditionsYield
In acetonitrile Product distribution; -30 deg C, 2 h; RT, 4 h;
m-xylene
108-38-3

m-xylene

A

2,4-dimethylchlorobenzene
95-66-9

2,4-dimethylchlorobenzene

B

1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

Conditions
ConditionsYield
With perchloric acid; trichloroisocyanuric acid In acetic acid at 35℃; Rate constant; Mechanism;
With perchloric acid; trichloroisocyanuric acid In acetic acid at 35℃;
3-(chloromethyl)benzyl chloride
626-16-4

3-(chloromethyl)benzyl chloride

A

1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

B

1,2-di-m-tolylethane
4662-96-8

1,2-di-m-tolylethane

C

C16H17Cl

C16H17Cl

Conditions
ConditionsYield
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In tetrahydrofuran; N,N-dimethyl-formamide Ambient temperature; n-Bu4NBF4, Hg pool cathode, SCE reference electrode;A 1 % Spectr.
B 43 % Spectr.
C 12 % Spectr.
chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

toluene
108-88-3

toluene

A

1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

B

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

1-chloromethyl-2-methylbenzene

C

4-Methylbenzyl chloride
104-82-5

4-Methylbenzyl chloride

Conditions
ConditionsYield
With tin(IV) chloride In dichloromethane at 25℃; Rate constant; Mechanism;A 0.5 % Chromat.
B 31 % Chromat.
C 69 % Chromat.
chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

toluene
108-88-3

toluene

A

1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

B

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

1-chloromethyl-2-methylbenzene

C

4-Methylbenzyl chloride
104-82-5

4-Methylbenzyl chloride

D

Methanol; compound with GENERIC INORGANIC NEUTRAL COMPONENT

Methanol; compound with GENERIC INORGANIC NEUTRAL COMPONENT

Conditions
ConditionsYield
With aluminium trichloride In nitromethane at 0℃; Product distribution; Mechanism;A 0.37 % Chromat.
B 31 % Chromat.
C 68 % Chromat.
D n/a
Methoxyacetyl chloride
38870-89-2

Methoxyacetyl chloride

toluene
108-88-3

toluene

A

carbon monoxide
201230-82-2

carbon monoxide

B

1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

C

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

1-chloromethyl-2-methylbenzene

D

4-Methylbenzyl chloride
104-82-5

4-Methylbenzyl chloride

Conditions
ConditionsYield
With tin(IV) chloride In dichloromethane at 25℃; Rate constant;
Methoxyacetyl chloride
38870-89-2

Methoxyacetyl chloride

toluene
108-88-3

toluene

A

carbon monoxide
201230-82-2

carbon monoxide

B

1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

C

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

1-chloromethyl-2-methylbenzene

D

4-Methylbenzyl chloride
104-82-5

4-Methylbenzyl chloride

E

Methanol; compound with GENERIC INORGANIC NEUTRAL COMPONENT

Methanol; compound with GENERIC INORGANIC NEUTRAL COMPONENT

Conditions
ConditionsYield
With aluminium trichloride In nitromethane at 0℃; for 0.555h; Product distribution; Rate constant; Mechanism; effects of various periods of time (up to 1072.5 min) and conc. of AlCl3;A n/a
B 0.52 % Chromat.
C 26.54 % Chromat.
D 73.22 % Chromat.
E n/a
4-(1-Chloro-2,2,2-trifluoro-ethyl)-1,2-dimethyl-benzene
191402-56-9

4-(1-Chloro-2,2,2-trifluoro-ethyl)-1,2-dimethyl-benzene

3-methyl-benzylium
60154-94-1

3-methyl-benzylium

A

1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

B

C10H10F3(1+)
128408-29-7

C10H10F3(1+)

Conditions
ConditionsYield
at 69.85℃; Thermodynamic data; chloride-transfer;
chlorine
7782-50-5

chlorine

m-xylene
108-38-3

m-xylene

1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

Conditions
ConditionsYield
Dampfphase.Irradiation;
Irradiation;
tetrachloromethane
56-23-5

tetrachloromethane

sulfuryl dichloride
7791-25-5

sulfuryl dichloride

m-xylene
108-38-3

m-xylene

dibenzoyl peroxide
94-36-0

dibenzoyl peroxide

1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

hydrogenchloride
7647-01-0

hydrogenchloride

formaldehyd
50-00-0

formaldehyd

water
7732-18-5

water

toluene
108-88-3

toluene

A

1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

B

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

1-chloromethyl-2-methylbenzene

C

4-Methylbenzyl chloride
104-82-5

4-Methylbenzyl chloride

m-Toluic acid
99-04-7

m-Toluic acid

1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aqueous-alcoholic sulfuric acid / bei der elektrolytischen Reduktion
2: hydrogen chloride / 60 - 70 °C
View Scheme
m-xylene
108-38-3

m-xylene

A

1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

B

3-(chloromethyl)benzyl chloride
626-16-4

3-(chloromethyl)benzyl chloride

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); 1,3,4,6-tetrachloro-3α,6α-diphenyl glycoluril In tetrachloromethane at 81℃; for 2h; Inert atmosphere;A 52 %Chromat.
B 16 %Chromat.
1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

triphenylphosphine
603-35-0

triphenylphosphine

(3-methylbenzyl)triphenylphosphonium chloride
63368-37-6

(3-methylbenzyl)triphenylphosphonium chloride

Conditions
ConditionsYield
In acetonitrile for 4.5h; Reflux;100%
In benzene
Yield given;
In 5,5-dimethyl-1,3-cyclohexadiene at 20℃; Reflux;28 g
In toluene at 20℃; Reflux;
1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

(Z)-6-methoxy-2-(pyridin-4-ylmethylene)benzofuran-3(2H)-one
1178094-73-9

(Z)-6-methoxy-2-(pyridin-4-ylmethylene)benzofuran-3(2H)-one

(Z)-1-(3-methylbenzyl)-4-((6-methoxy-3-oxobenzofuran-2(3H)-ylidene)methyl)pyridinium chloride
1250364-34-1

(Z)-1-(3-methylbenzyl)-4-((6-methoxy-3-oxobenzofuran-2(3H)-ylidene)methyl)pyridinium chloride

Conditions
ConditionsYield
In acetonitrile Reflux;100%
1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

(Z)-6-ethoxy-2-(pyridin-4-ylmethylene)benzofuran-3(2H)-one
1250364-18-1

(Z)-6-ethoxy-2-(pyridin-4-ylmethylene)benzofuran-3(2H)-one

(Z)-1-(3-methylbenzyl)-4-((6-ethoxy-3-oxobenzofuran-2(3H)-ylidene)methyl)pyridinium chloride
1250364-49-8

(Z)-1-(3-methylbenzyl)-4-((6-ethoxy-3-oxobenzofuran-2(3H)-ylidene)methyl)pyridinium chloride

Conditions
ConditionsYield
In acetonitrile Reflux;100%
1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

(Z)-6-propoxy-2-(pyridin-4-ylmethylene)benzofuran-3(2H)-one
1250364-19-2

(Z)-6-propoxy-2-(pyridin-4-ylmethylene)benzofuran-3(2H)-one

(Z)-1-(3-methylbenzyl)-4-((6-propoxy-3-oxobenzofuran-2(3H)-ylidene)methyl)pyridinium chloride
1250364-60-3

(Z)-1-(3-methylbenzyl)-4-((6-propoxy-3-oxobenzofuran-2(3H)-ylidene)methyl)pyridinium chloride

Conditions
ConditionsYield
In acetonitrile Reflux;100%
1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

m-xylene
108-38-3

m-xylene

Conditions
ConditionsYield
With palladium dichloride In methanol at 40℃; for 1h; Green chemistry; chemoselective reaction;99%
With Perbenzoic acid; tri-n-butyl-tin hydride In benzene at 90℃; for 12h; Mechanism; in the presence of α-chlorotoluene (competitor), relative reactivity;
1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

phenylboronic acid
98-80-6

phenylboronic acid

1-methyl-3-(phenylmethyl)-benzene
620-47-3

1-methyl-3-(phenylmethyl)-benzene

Conditions
ConditionsYield
With C58H82Cl4N6Pd2; potassium tert-butylate In water; isopropyl alcohol at 80℃; for 4h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;99%
With potassium phosphate; triphenylphosphine; palladium diacetate In toluene for 19h; Suzuki cross-coupling reaction;96%
With potassium phosphate; C114H132Cl6N10Pd3 In water; isopropyl alcohol at 80℃; for 6h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;96%
With potassium carbonate; N,N-dimethyl-formamide; palladium dichloride In water at 90℃; for 1h; Suzuki Coupling;90%
With potassium carbonate; sodium chloride; palladium dichloride; cucurbituril In ethanol; water at 90℃; for 1h; Suzuki Coupling; Inert atmosphere;76%
1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

tributyl(p-tolyl)stannane
31614-66-1

tributyl(p-tolyl)stannane

1-methyl-3-(4-methylbenzyl)benzene
21895-16-9

1-methyl-3-(4-methylbenzyl)benzene

Conditions
ConditionsYield
With 1,1'-bis-(diphenylphosphino)ferrocene; potassium fluoride; palladium diacetate In 1,4-dioxane at 80℃; for 3h; Stille cross-coupling;99%
4-morpholinecarboxaldehyde
4394-85-8

4-morpholinecarboxaldehyde

1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

4-(3-methylbenzyl)morpholine
90754-64-6

4-(3-methylbenzyl)morpholine

Conditions
ConditionsYield
With NHC-Pd(II)-Im; sodium hydroxide In water at 50℃; for 3h; Inert atmosphere; Schlenk technique;99%
With potassium hydroxide In water at 50℃; for 3h; Green chemistry;80%
1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

para-thiocresol
106-45-6

para-thiocresol

1-methyl-3-((p-tolylsulfinyl)methyl)benzene
1312161-87-7

1-methyl-3-((p-tolylsulfinyl)methyl)benzene

Conditions
ConditionsYield
With iodine pentoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 90℃; for 6h;99%
With iodine pentoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 100℃; for 6h;98%
1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

m-tolyl aldehyde
620-23-5

m-tolyl aldehyde

Conditions
ConditionsYield
With water; sodium hydroxide at 20℃; for 0.05h; Microwave irradiation;98%
With 4-methylmorpholine N-oxide; 1-ethyl-3-methyl-1H-imidazol-3-ium chloride; potassium iodide at 100℃; for 0.0333333h; Microwave irradiation; Ionic liquid;90%
With 4-methylmorpholine N-oxide In tetrahydrofuran at 20℃; for 12h; Reflux;80%
1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

2-iodophenylamine
615-43-0

2-iodophenylamine

2-(m-tolyl)benzo[d]thiazole
1211-32-1

2-(m-tolyl)benzo[d]thiazole

Conditions
ConditionsYield
With copper(II) acetate monohydrate; sodium carbonate; sulfur In dimethyl sulfoxide at 130℃; for 24h; Schlenk technique; Inert atmosphere;98%
4-nitro-phenol
100-02-7

4-nitro-phenol

1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

1-methyl-3-((4-nitrophenoxy)methyl)benzene

1-methyl-3-((4-nitrophenoxy)methyl)benzene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 24h;98%
1-Methylbenzimidazole
1632-83-3

1-Methylbenzimidazole

1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

C16H17N2(1+)*Cl(1-)

C16H17N2(1+)*Cl(1-)

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 95℃; for 4h; Inert atmosphere; Schlenk technique;97%
1-methyl-1H-imidazole
616-47-7

1-methyl-1H-imidazole

1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

1-methyl-3-(3’-methylbenzyl)imidazolium chloride
958445-59-5

1-methyl-3-(3’-methylbenzyl)imidazolium chloride

Conditions
ConditionsYield
In acetonitrile for 48h; Inert atmosphere; Reflux;96%
In tetrahydrofuran at 69.84℃; for 48h;94%
In acetonitrile at 59.84℃; Kinetics; Mechanism; Solvent; Menshutkin reaction;
In toluene at 45 - 105℃; for 24.5h;
1H-imidazole
288-32-4

1H-imidazole

1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

1-(3-methylbenzyl)-1H-imidazole

1-(3-methylbenzyl)-1H-imidazole

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 2h;96%
1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

2-Chloronitrobenzene
88-73-3

2-Chloronitrobenzene

2-(m-tolyl)benzo[d]thiazole
1211-32-1

2-(m-tolyl)benzo[d]thiazole

Conditions
ConditionsYield
With N-methylcyclohexylamine; sulfur at 110℃; for 24h; Sealed tube; Inert atmosphere;96%
1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

potassium thioacyanate
333-20-0

potassium thioacyanate

3-methylbenzyl thiocyanate
37141-50-7

3-methylbenzyl thiocyanate

Conditions
ConditionsYield
With silica gel at 30℃; for 48h;95%
With Fe3O4*SiO2/DABCO In water at 90℃; for 1.5h;85%
1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

2-chloroindole-3-carboxaldehyde
5059-30-3

2-chloroindole-3-carboxaldehyde

2-Chloro-1-(3-methyl-benzyl)-1H-indole-3-carbaldehyde
75621-55-5

2-Chloro-1-(3-methyl-benzyl)-1H-indole-3-carbaldehyde

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 60℃; for 6h;95%
With potassium carbonate In acetone at 20℃; for 2h;
1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

phenyltriisopropoxytitanium(IV)
16635-23-7

phenyltriisopropoxytitanium(IV)

1-methyl-3-(phenylmethyl)-benzene
620-47-3

1-methyl-3-(phenylmethyl)-benzene

Conditions
ConditionsYield
With palladium diacetate; Tri(p-tolyl)phosphine In toluene at 25℃; for 2h; Inert atmosphere;95%
1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

4-Methylbenzyl bromide
104-81-4

4-Methylbenzyl bromide

(3-methyl-benzyl)-(4-methyl-benzyl)-sulfide

(3-methyl-benzyl)-(4-methyl-benzyl)-sulfide

Conditions
ConditionsYield
Stage #1: 4-Methylbenzyl bromide With thiourea In methanol Inert atmosphere; Reflux;
Stage #2: With sodium hydroxide In methanol Inert atmosphere; Reflux;
Stage #3: 1-chloromethyl-3-methyl-benzene In methanol at 20℃; Inert atmosphere; Reflux;
95%
1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

1-(azidomethyl)-3-methylbenzene
126799-82-4

1-(azidomethyl)-3-methylbenzene

Conditions
ConditionsYield
With sodium azide; potassium iodide In water; acetone at 20℃; for 60h; Inert atmosphere;95%
With sodium azide In water at 90℃; for 0.25h;88%
With sodium azide In water at 80℃; for 0.333333h; Green chemistry;82%
1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

potassium 2-cyano-2-methyl-propanoate
851233-80-2

potassium 2-cyano-2-methyl-propanoate

2,2-dimethyl-3-(m-tolyl)propanenitrile
1228309-98-5

2,2-dimethyl-3-(m-tolyl)propanenitrile

Conditions
ConditionsYield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; bis(η3-allyl-μ-chloropalladium(II)) In toluene at 110℃; for 12h; Inert atmosphere;95%
benzoxazole
273-53-0

benzoxazole

1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

2-(3-methylbenzyl)benzo[d]oxazole

2-(3-methylbenzyl)benzo[d]oxazole

Conditions
ConditionsYield
With NHC-Pd(II)-Im; lithium tert-butoxide In toluene at 130℃; for 3h; Inert atmosphere; Sealed tube;95%
1-H-perimidine
204-02-4

1-H-perimidine

1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

1-(3-methylbenzyl)perimidine

1-(3-methylbenzyl)perimidine

Conditions
ConditionsYield
Stage #1: 1-H-perimidine With potassium tert-butylate In dimethyl sulfoxide at 20℃; for 0.5h;
Stage #2: 1-chloromethyl-3-methyl-benzene In dimethyl sulfoxide at 110℃; for 0.5h; Microwave irradiation;
95%
1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

2-hydroxy-5-methylbenzaldehyde
613-84-3

2-hydroxy-5-methylbenzaldehyde

5-methyl-2-(3-methylbenzyloxy)benzaldehyde

5-methyl-2-(3-methylbenzyloxy)benzaldehyde

Conditions
ConditionsYield
With potassium carbonate In acetone for 6h; Reflux; Inert atmosphere;95%
1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

5,7-dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-thiol
51646-17-4

5,7-dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-thiol

5,7-dimethyl-2-(3-methyl-benzylsulfanyl)-[1,2,4]triazolo[1,5-a]pyrimidine
51646-24-3

5,7-dimethyl-2-(3-methyl-benzylsulfanyl)-[1,2,4]triazolo[1,5-a]pyrimidine

Conditions
ConditionsYield
With sodium hydroxide In methanol at 25℃;94%
1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

phenylacetylene
536-74-3

phenylacetylene

1‐(3‐methylbenzyl)‐4‐phenyl‐1H‐1,2,3‐triazole
126800-03-1

1‐(3‐methylbenzyl)‐4‐phenyl‐1H‐1,2,3‐triazole

Conditions
ConditionsYield
With sodium azide; sodium L-ascorbate In water; tert-butyl alcohol at 70℃; for 0.75h; Huisgen Cycloaddition; Green chemistry; regioselective reaction;94%
With sodium azide In water at 70℃; for 7h; Huisgen Cycloaddition; Green chemistry; regioselective reaction;91%
With sodium azide; sodium L-ascorbate In water at 70℃; for 3h;90%
1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

(E)-3,3'-dimethylstilbene
35286-92-1

(E)-3,3'-dimethylstilbene

Conditions
ConditionsYield
With Benzyl phenyl selenoxide; potassium hexamethylsilazane In toluene at 25℃; for 4h; Inert atmosphere;94%
With potassium phenyl selenide In 1,2-dimethoxyethane for 5h; Inert atmosphere; Sealed tube;84%
With sodium 4-methylbenzenesulfinate; potassium hydroxide In dimethyl sulfoxide at 100℃; for 16h;66%
1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

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

1-chloromethyl-2-methylbenzene

(2-methyl-benzyl)-(3-methyl-benzyl)-sulfide

(2-methyl-benzyl)-(3-methyl-benzyl)-sulfide

Conditions
ConditionsYield
Stage #1: 1-chloromethyl-3-methyl-benzene With thiourea In methanol Inert atmosphere; Reflux;
Stage #2: With sodium hydroxide In methanol Inert atmosphere; Reflux;
Stage #3: 1-chloromethyl-2-methylbenzene In methanol at 20℃; Inert atmosphere; Reflux;
94%
Diisopropylsilyl dichloride
7751-38-4

Diisopropylsilyl dichloride

1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

diisopropyl(3-methylbenzyl)silanol
1361982-34-4

diisopropyl(3-methylbenzyl)silanol

Conditions
ConditionsYield
Stage #1: Diisopropylsilyl dichloride; 1-chloromethyl-3-methyl-benzene With iodine; magnesium In tetrahydrofuran at 20℃; for 1.5h; Inert atmosphere;
Stage #2: With water; sodium hydrogencarbonate In tetrahydrofuran; N,N-dimethyl-formamide at 0 - 20℃; for 0.5h; Inert atmosphere;
94%
Stage #1: 1-chloromethyl-3-methyl-benzene With magnesium In diethyl ether at 0℃; Reflux;
Stage #2: Diisopropylsilyl dichloride In tetrahydrofuran; diethyl ether at 0℃; for 12h; Reflux;
Stage #3: With triethylamine; sodium chloride In tetrahydrofuran; diethyl ether at 0 - 20℃; for 1h;
76%

3-Methylbenzyl chloride Chemical Properties


IUPAC Name: 1-(Chloromethyl)-3-methylbenzene
Canonical SMILES: CC1=CC(=CC=C1)CCl
InChI: InChI=1S/C8H9Cl/c1-7-3-2-4-8(5-7)6-9/h2-5H,6H2,1H3
InChIKey: LZBOHNCMCCSTJX-UHFFFAOYSA-N
Molecular Weight: 140.61006 [g/mol]
Molecular Formula: C8H9Cl
XLogP3: 2.9 
EINECS: 210-628-9 
Index of Refraction: 1.524
Molar Refractivity: 40.84 cm3
Molar Volume: 133.4 cm3
Surface Tension: 33.1 dyne/cm
Density: 1.054 g/cm3
Flash Point: 75.6 °C
Enthalpy of Vaporization: 41.63 kJ/mol
Boiling Point: 197.9 °C at 760 mmHg
Vapour Pressure: 0.521 mmHg at 25 °C
storage temp.: Refrigerator (+4 °C)
Water Solubility: Insoluble
Appearance of m-Xylyl chloride (CAS NO.620-19-9): clear colorless to slightly yellow liquid

3-Methylbenzyl chloride Safety Profile

 Hazard Codes: CorrosiveC,IrritantXi
Risk Statements: 34-36/37-36/37/38 
R34:Causes burns. 
R36/37:Irritating to eyes and respiratory system. 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 23-26-27-36/37/39-45-37/39 
S23:Do not breathe vapour. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S27:Take off immediately all contaminated clothing. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S37/39:Wear suitable gloves and eye/face protection.
RIDADR: UN 3265 8/PG 2
WGK Germany: 2
Hazard Note: Irritant/Corrosive
HazardClass: 8
PackingGroup of m-Xylyl chloride (CAS NO.620-19-9): III

3-Methylbenzyl chloride Specification

  m-Xylyl chloride (CAS NO.620-19-9), its Synonyms are 3-(Chloromethyl)toluene ; 3-Methylbenzyl chloride ; alpha-Chloro-m-xylene ; m-(Chloromethyl)toluene ; m-Methylbenzyl chloride ; m-Xylyl-alpha-chloride ; Benzene, 1-(chloromethyl)-3-methyl- (9CI) ; m-Xylene, alpha-chloro- (8CI) .

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