3-Methylbenzyl bromide supplier

Name
3-Methylbenzyl bromide
EINECS 210-625-2
CAS No. 620-13-3
Article Data52
CAS DataBase
Density 1.37 g/cm³
Solubility practically insoluble in water
Melting Point 18ºC
Formula C₈H₉Br
Boiling Point 211.5 °C at 760 mmHg
Molecular Weight 185.063
Flash Point 82.2 °C
Transport Information UN 1701 6.1/PG 2
Appearance clear colorless to light yellow liquid
Safety 26-27-36/37/39-45-7/9
Risk Codes 20/22-34-20/21/22
Molecular Structure
Hazard Symbols C
Synonyms m-Xylene, a-bromo- (6CI,7CI,8CI);1-(Bromomethyl)-3-methylbenzene;3-(Bromomethyl)toluene;3-Methylbenzylbromide;NSC 60146;m-Methylbenzyl bromide;m-Xylyl bromide;a-Bromo-m-xylene;
PSA 0.00000
LogP 2.88990

Synthetic route

: 620-13-3
1-bromomethyl-3-methyl-benzene

Conditions

Conditions	Yield
With N-Bromosuccinimide; trityl tetrafluoroborate In dichloromethane; benzene at 20℃; Irradiation; Inert atmosphere; chemoselective reaction;	92%
With dibenzoyl peroxide In ethyl acetate for 3.5h; Reflux;	75%
With hydrogen bromide; dihydrogen peroxide In water at 0℃; Incandescent lamp light;	71.1%

: 620-23-5
m-tolyl aldehyde

: 620-13-3
1-bromomethyl-3-methyl-benzene

Conditions

Conditions	Yield
With bromine; trimethylamine borane In chloroform at 0 - 5℃; for 0.0333333h;	92%
Multi-step reaction with 2 steps 1: sodium tetrahydroborate / methanol / 0.5 h / 20 °C 2: phosphorus tribromide / dichloromethane / 0.5 h / 0 °C View Scheme
Multi-step reaction with 2 steps 1: sodium tetrahydroborate; methanol / 0.17 h / 0 °C 2: phosphorus tribromide / diethyl ether / 3 h / 0 - 20 °C View Scheme
Multi-step reaction with 2 steps 1: sodium tetrahydroborate / methanol / 2 h / 0 °C 2: phosphorus tribromide / diethyl ether / 0.5 h / 0 °C View Scheme

: 108-38-3
m-xylene

A: 620-13-3
1-bromomethyl-3-methyl-benzene

B: 626-15-3
1,3-bis-(bromomethyl)benzene

Conditions

Conditions	Yield
With hydrogen bromide; dihydrogen peroxide In water at 20℃; Irradiation;	A 73% B 11%
With N-Bromosuccinimide for 0.15h; microwave irradiation;	A 40% B 42%
With bromine In water Irradiation;	A 40 % Chromat. B 53 % Chromat.

: 108-38-3
m-xylene

A: 583-70-0
1-bromo-2,4-dimethylbenzene

B: 620-13-3
1-bromomethyl-3-methyl-benzene

Conditions

Conditions	Yield
With sodium bromate; sodium hydrogensulfite In cyclohexane; water at 20℃; for 4h; Bromination;	A 1% B 64%
With sodium bromate; sodium hydrogensulfite In water; acetonitrile at 20℃; for 4h; Bromination;	A 57% B n/a
With N-Bromosuccinimide at 150℃; under 2625.26 Torr; for 0.0666667h; microwave irradiation;	A 1.5 % Chromat. B 56 % Chromat.

: 36583-13-8
3-methylbenzyl Co(III)(dmgH)2py

: 75-62-7
Bromotrichloromethane

A: bromo Co(III)(dmgH)2py

B: 67-72-1
hexachloroethane

C: 620-13-3
1-bromomethyl-3-methyl-benzene

D: 1-Methyl-3-(2,2,2-trichloro-ethyl)-benzene

Conditions

Conditions	Yield
In chloroform Excess of CHCl3, 55°C for 5 h;; detected by NMR spectra and GLC;;	A n/a B n/a C 45% D 55%

...Expand

m-MeC6H4CH2Co(dmgH)2Py: m-MeC6H4CH2Co(dmgH)2Py

A: 620-13-3
1-bromomethyl-3-methyl-benzene

B: 27561-50-8
1-bromo-2-(bromomethyl)-4-methylbenzene

Conditions

Conditions	Yield
With bromine In chloroform Ambient temperature;	A 50% B 50%

: m-methylbenzyl-p-methylphenyldimethylammonium bromide

A: 620-13-3
1-bromomethyl-3-methyl-benzene

B: 99-97-8
Dimethyl-p-toluidine

Conditions

Conditions	Yield
In acetone at 45℃; Rate constant; Equilibrium constant;

: m-methylbenzyl-m-methylphenyldimethylammonium bromide

A: 121-72-2
N,N-dimethyl-m-toluidine

B: 620-13-3
1-bromomethyl-3-methyl-benzene

Conditions

Conditions	Yield
In acetone at 45℃; Rate constant; Equilibrium constant;

: m-methylbenzyl-p-bromophenyldimethylammonium bromide

A: 620-13-3
1-bromomethyl-3-methyl-benzene

B: 586-77-6
4-bromo-N,N-dimethylaniline

Conditions

Conditions	Yield
In acetone at 45℃; Rate constant; Equilibrium constant;

: m-methylbenzyl-m-chlorophenyldimethylammonium bromide

A: 620-13-3
1-bromomethyl-3-methyl-benzene

B: 6848-13-1
3-chloro-N,N-dimethylaniline

Conditions

Conditions	Yield
In acetone at 45℃; Rate constant; Equilibrium constant;

: 108-38-3
m-xylene

1 mol tetrabromomethane: 1 mol tetrabromomethane

: 620-13-3
1-bromomethyl-3-methyl-benzene

Conditions

Conditions	Yield
at 150 - 180℃;

: 7726-95-6
bromine

: 108-38-3
m-xylene

A: 620-13-3
1-bromomethyl-3-methyl-benzene

B: 626-15-3
1,3-bis-(bromomethyl)benzene

...Expand

: 7726-95-6
bromine

: 108-38-3
m-xylene

A: 620-13-3
1-bromomethyl-3-methyl-benzene

B: 626-15-3
1,3-bis-(bromomethyl)benzene

C ω.ω.ω'.ω'-tetrabromo-1.3-dimethyl-benzene: ω.ω.ω'.ω'-tetrabromo-1.3-dimethyl-benzene

Conditions

Conditions	Yield
im Sonnenlicht;

...Expand

: 7726-95-6
bromine

: 108-38-3
m-xylene

A: 620-13-3
1-bromomethyl-3-methyl-benzene

B: 626-15-3
1,3-bis-(bromomethyl)benzene

C ω.ω.ω'-tribromo-m-xylene: ω.ω.ω'-tribromo-m-xylene

...Expand

: 56-23-5
tetrachloromethane

: 38461-17-5
3,5-dimethylenecyclohexene

: 7726-95-6
bromine

sodium hydrogencarbonate: sodium hydrogencarbonate

A: 620-13-3
1-bromomethyl-3-methyl-benzene

B: 626-15-3
1,3-bis-(bromomethyl)benzene

...Expand

: 506-68-3
bromocyane

: 20441-10-5
N-benzyl-N-methyl-1-(m-tolyl)methanamine

A: 620-13-3
1-bromomethyl-3-methyl-benzene

B: 34065-04-8
N-benzyl-N-methyl cyanamide

C methyl-benzyl-bis-<3-methyl-benzyl>-ammonium bromide: methyl-benzyl-bis-<3-methyl-benzyl>-ammonium bromide

...Expand

: 75-62-7
Bromotrichloromethane

<3-MeC6H4CH2Co(dmgH)2Py>: <3-MeC6H4CH2Co(dmgH)2Py>

A: 620-13-3
1-bromomethyl-3-methyl-benzene

B: 1-Methyl-3-(2,2,2-trichloro-ethyl)-benzene

Conditions

Conditions	Yield
With 1H-imidazole In chloroform at 70℃; for 3h; Title compound not separated from byproducts;

...Expand

: 150-46-9
triethyl borate

: 201230-82-2
carbon monoxide

: 620-13-3
1-bromomethyl-3-methyl-benzene

: 40061-55-0
ethyl m-methylphenylacetate

Conditions

Conditions	Yield
1,5-hexadienerhodium(I)-chloride dimer at 75℃; under 760 Torr; Heating; overnight; other solvent;	100%

...Expand

: 688-71-1
tri-n-propyl borate

: 201230-82-2
carbon monoxide

: 620-13-3
1-bromomethyl-3-methyl-benzene

: 93579-00-1
m-Tolyl-acetic acid propyl ester

Conditions

Conditions	Yield
1,5-hexadienerhodium(I)-chloride dimer at 75℃; under 760 Torr; Heating; overnight; other solvent;	100%

...Expand

: 1795-31-9
tris(trimethylsilyl) phosphite

: 620-13-3
1-bromomethyl-3-methyl-benzene

: 368454-35-7
bis(trimethylsilyl) 3-methylbenzylphosphonate

Conditions

Conditions	Yield
In toluene at 95℃; for 4h; Michaelis-Arbuzov reaction;	100%
In toluene at 95℃; for 4h; Michaelis-Arbuzov reaction;	100 % Spectr.

: 620-13-3
1-bromomethyl-3-methyl-benzene

: 36669-02-0
2,3-bis(methoxycarbonyl)phenol

: 1061605-99-9
3-(3-methyl-benzyloxy)-phthalic acid dimethyl ester

Conditions

Conditions	Yield
With potassium carbonate In acetone Heating / reflux;	100%

: 943620-65-3
N-[4-(2-amino-4-hydroxy-phenylsulfanyl)-phenyl]-acetamide

: 620-13-3
1-bromomethyl-3-methyl-benzene

: 943617-50-3
N-{4-[2-amino-4-(3-methyl-benzyloxy)-phenylsulfanyl]-phenyl}-acetamide

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 15h;	100%

: 620-13-3
1-bromomethyl-3-methyl-benzene

: 100-01-6
4-nitro-aniline

: 1032373-71-9
bis(3-methylbenzyl)(4-nitrophenyl)amine

Conditions

Conditions	Yield
With potassium carbonate; sodium iodide In N,N-dimethyl-formamide at 100℃; for 24h; Inert atmosphere;	100%

: 620-13-3
1-bromomethyl-3-methyl-benzene

: 1314917-55-9
1-hydroxy-3,6,7-tris(methoxymethoxy)-9H-xanthen-9-one

: 1314917-77-5
C27H28O9

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 6h;	100%

: 620-13-3
1-bromomethyl-3-methyl-benzene

: methyl 3-chloro-1H-indole-4-carboxylate

: C18H16ClNO2

Conditions

Conditions	Yield
With sodium hydride at 0℃; for 5h;	100%

: 4769-97-5
4-nitro-1H-indoIe

: 620-13-3
1-bromomethyl-3-methyl-benzene

: C16H14N2O2

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 3.15h;	100%

: 620-13-3
1-bromomethyl-3-methyl-benzene

: 603-35-0
triphenylphosphine

: 1702-41-6
(3-methylbenzyl)(triphenyl)phosphonium bromide

Conditions

Conditions	Yield
In chloroform for 2h; Heating;	99%

: 620-13-3
1-bromomethyl-3-methyl-benzene

: 86799-80-6
3,6-Diisopropyl-2-pyrazinethiol

: 120061-26-9
2-(3-methylbenzylthio)-3,6-diisopropylpyrazine

Conditions

Conditions	Yield
With sodium carbonate	99%

: 620-13-3
1-bromomethyl-3-methyl-benzene

: 204196-32-7
(3-Hydroxy-propyl)-[2-((3-methyl-benzyl)-{6-[(3-trifluoromethyl-benzylamino)-methyl]-pyridin-2-ylmethyl}-amino)-ethyl]-carbamic acid tert-butyl ester

: 204196-35-0
(3-Hydroxy-propyl)-{2-[(3-methyl-benzyl)-(6-{[(3-methyl-benzyl)-(3-trifluoromethyl-benzyl)-amino]-methyl}-pyridin-2-ylmethyl)-amino]-ethyl}-carbamic acid tert-butyl ester

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile Ambient temperature;	99%

: 6602-32-0
2-bromo-pyridin-3-ol

: 620-13-3
1-bromomethyl-3-methyl-benzene

: 2-bromo-3-((3-methylbenzyl)oxy)pyridine

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 60℃; for 15.5h;	99%

: 620-13-3
1-bromomethyl-3-methyl-benzene

: 4-(3-methyl-5-oxo-4H-pyrazol-1-yl)-N-(pyridine-4-ylmethyl)benzamide

: 4-({[4-(3-methyl-5-oxo-4H-pyrazol-1-yl)phenyl]formamido}methyl)-1-[(3-methylphenyl)methyl]pyridin-1-ium bromide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 40 - 50℃;	98.3%

: 1019996-87-2
methyl N-[4'-(trifluoromethoxy)biphenyl-4-yl]oxamate

: 620-13-3
1-bromomethyl-3-methyl-benzene

: 1019996-90-7
methyl N-(3-methylbenzyl)-N-[4'-(trifluoromethoxy)biphenyl-4-yl]oxamate

Conditions

Conditions	Yield
With potassium carbonate; 18-crown-6 ether In acetonitrile at 50℃; for 3h;	98%
With 18-crown-6 ether; potassium carbonate In acetonitrile at 50℃; for 3h; Inert atmosphere;	98%

: 620-13-3
1-bromomethyl-3-methyl-benzene

: 16635-23-7
phenyltriisopropoxytitanium(IV)

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

Conditions

Conditions	Yield
With palladium diacetate; Tri(p-tolyl)phosphine In toluene at 25℃; for 2h; Inert atmosphere;	98%

: 620-13-3
1-bromomethyl-3-methyl-benzene

: 536-74-3
phenylacetylene

: 1-(3-methyl-benzyl)-4-phenyl-1H-[1,2,3]triazole

Conditions

Conditions	Yield
With sodium azide In water at 23 - 25℃; for 24h; Inert atmosphere; Schlenk technique; Green chemistry;	98%

: 85-18-7
8-chlorotheophylline

: 620-13-3
1-bromomethyl-3-methyl-benzene

: 8-chloro-1,3-dimethyl-7-(3-methylbenzyl)-1H-purine-2,6-(3H,7H)-dione

Conditions

Conditions	Yield
Stage #1: 8-chlorotheophylline With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Stage #2: 1-bromomethyl-3-methyl-benzene In N,N-dimethyl-formamide at 20 - 60℃; for 2.5h;	98%
Stage #1: 8-chlorotheophylline With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Stage #2: 1-bromomethyl-3-methyl-benzene In N,N-dimethyl-formamide at 20 - 60℃; for 2.5h;	98%

: 620-13-3
1-bromomethyl-3-methyl-benzene

: 6093-71-6
7-hydroxy-2-oxo-2H-chromene-3-carboxylic acid ethyl ester

: ethyl 7-((3-methylbenzyl)oxy)-2-oxo-2H-chromene-3-carboxylate

Conditions

Conditions	Yield
Stage #1: 7-hydroxy-2-oxo-2H-chromene-3-carboxylic acid ethyl ester With potassium carbonate In N,N-dimethyl-formamide at 20℃; Stage #2: 1-bromomethyl-3-methyl-benzene In N,N-dimethyl-formamide at 20℃; for 48h;	98%

: 620-13-3
1-bromomethyl-3-methyl-benzene

: 611-71-2, 611-72-3, 17199-29-0, 90-64-2
MANDELIC ACID

: 3-methylbenzyl 2-oxo-2-phenylacetate

Conditions

Conditions	Yield
With [1,1'-bis(diphenylphosphino)ferrocene]nickel(II) chloride; 5,10,15,20-tetraphenyl-21H,23H-porphine; bis(triphenylphosphane)copper(I) nitrate; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In acetonitrile at 80℃; for 10h; Catalytic behavior; Temperature; Solvent; Reagent/catalyst;	97.7%

: 67-56-1
methanol

: 620-13-3
1-bromomethyl-3-methyl-benzene

: 7116-51-0
α-methoxy-m-xylene

Conditions

Conditions	Yield
With silver(II) oxide for 0.5h; Heating;	97%

: 620-13-3
1-bromomethyl-3-methyl-benzene

: 182576-19-8
7-(tert-butoxycarbonyl)-3,7,12,18-tetraazabicyclo[12.3.1]octadeca-1(18),14,16-triene

: 189182-04-5
3,12-Bis-(3-methyl-benzyl)-3,7,12,18-tetraaza-bicyclo[12.3.1]octadeca-1(18),14,16-triene-7-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile Ambient temperature;	97%

: 620-13-3
1-bromomethyl-3-methyl-benzene

: 204196-39-4
(3-Hydroxy-propyl)-[2-((3-trifluoromethyl-benzyl)-{6-[(3-trifluoromethyl-benzylamino)-methyl]-pyridin-2-ylmethyl}-amino)-ethyl]-carbamic acid tert-butyl ester

: 204196-42-9
(3-Hydroxy-propyl)-{2-[(6-{[(3-methyl-benzyl)-(3-trifluoromethyl-benzyl)-amino]-methyl}-pyridin-2-ylmethyl)-(3-trifluoromethyl-benzyl)-amino]-ethyl}-carbamic acid tert-butyl ester

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile Ambient temperature;	97%

: 620-13-3
1-bromomethyl-3-methyl-benzene

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

Conditions

Conditions	Yield
With sodium azide In N,N-dimethyl-formamide at 20 - 80℃; for 4h;	97%
With sodium azide In dimethyl sulfoxide at 20℃; for 24h;	94%
With sodium azide In water; acetone at 20 - 60℃;

: 620-13-3
1-bromomethyl-3-methyl-benzene

: potassium phenyltrifluoborate

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

Conditions

Conditions	Yield
With [Pd(N-(3-chloro-2-quinoxalinyl)-N'-(2,6-diisopropylphenyl)imidazolium)(PPh3)Cl2]; potassium carbonate In water at 70℃; for 3h; Catalytic behavior; Suzuki-Miyaura Coupling;	97%

: 15015-57-3
bis(4-hydroxyphenyl)disulfide

: 620-13-3
1-bromomethyl-3-methyl-benzene

: C28H26O2S2

Conditions

Conditions	Yield
With potassium carbonate In acetone at 60℃; Inert atmosphere;	97%

: 620-13-3
1-bromomethyl-3-methyl-benzene

: 766-97-2
4-n-methylphenylacetylene

: 1-(3-methylbenzyl)-4-(p-tolyl)-1H-1,2,3-triazole

Conditions

Conditions	Yield
With sodium azide In methanol; water at 70℃; for 4h;	97%

: 620-13-3
1-bromomethyl-3-methyl-benzene

: 6-methoxy-1-(pyridin-2-yl)-9H-pyrido[3,4-b]indole

: 1-pyridin-2-yl-6-methoxy-9-(3-methylbenzyl)-β-carboline

Conditions

Conditions	Yield
With palladium diacetate; caesium carbonate; silver(l) oxide In acetonitrile at 55℃;	96.2%
Stage #1: 6-methoxy-1-(pyridin-2-yl)-9H-pyrido[3,4-b]indole With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.333333h; Stage #2: 1-bromomethyl-3-methyl-benzene In N,N-dimethyl-formamide at 20℃; for 0.333333h; Temperature; Concentration;	85.8%

: 106-42-3
para-xylene

: 620-13-3
1-bromomethyl-3-methyl-benzene

: 61819-81-6
1,4-dimethyl-2-(3-methylbenzyl) benzene

Conditions

Conditions	Yield
With indium(III) chloride; 4 A molecular sieve In dichloromethane at 20℃; for 16h; Friedel-Crafts alkylation;	96%

: 620-13-3
1-bromomethyl-3-methyl-benzene

: 536-74-3
phenylacetylene

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

Conditions

Conditions	Yield
With sodium azide In methanol; water at 70℃; for 2h;	96%
With choline azide at 75℃; for 0.416667h; Green chemistry;	95%
With sodium azide In water for 0.333333h; Reflux; regioselective reaction;	91%

3-Methylbenzyl bromide Specification

The IUPAC name of m-Methylbenzyl bromide is 1-(bromomethyl)-3-methylbenzene. With the CAS registry number 620-13-3, it is also named as m-Xylene, alpha-bromo-. The product's categories are Methyl Halides; Phenyls & Phenyl-Het; Benzyl; Phenyls & Phenyl-Het. It is clear colorless to light yellow liquid practically insoluble in water. Additionally, this chemical should be sealed in the container and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 3.38; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.38; (4)ACD/LogD (pH 7.4): 3.38; (5)#H bond acceptors: 0; (6)#H bond donors: 0; (7)#Freely Rotating Bonds: 1; (8)Index of Refraction: 1.56; (9)Molar Refractivity: 43.72 cm³; (10)Molar Volume: 135.2 cm³; (11)Polarizability: 17.33×10^-24 cm³; (12)Surface Tension: 37.1 dyne/cm; (13)Flash Point: 82.2 °C; (14)Enthalpy of Vaporization: 42.96 kJ/mol; (15)Boiling Point: 211.5 °C at 760 mmHg; (16)Vapour Pressure: 0.264 mmHg at 25°C; (17)Rotatable Bond Count: 1; (18)Exact Mass: 183.988763; (19)MonoIsotopic Mass: 183.988763; (20)Heavy Atom Count: 9; (21)Complexity: 80.6.

Preparation of m-Methylbenzyl bromide: It can be obtained by 1,3-dimethyl-benzene. The reaction time is 2.5 hours.

Uses of m-Methylbenzyl bromide: It can react with triphenylphosphane to get (3-methyl-benzyl)-triphenyl-phosphonium; bromide. This reaction needs reagent N, N-dichloro-p-toluenesulfonamide and solvent acetonitrile at temperature of 55 °C. The reaction time is 4.0 hours. The yield is 80%.

When you are using this chemical, please be cautious about it as the following:
It is not only harmful by inhalation, in contact with skin and if swallowed, but also can cause burns. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

People can use the following data to convert to the molecule structure.
1. SMILES:Cc1cccc(CBr)c1
2. InChI:InChI=1/C8H9Br/c1-7-3-2-4-8(5-7)6-9/h2-5H,6H2,1H3
3. InChIKey:FWLWTILKTABGKQ-UHFFFAOYAZ

Product Name

3-Methylbenzyl bromide

Synthetic route

3-Methylbenzyl bromide Specification

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