2-Chlorobenzyl bromide supplier

Name
2-Chlorobenzyl bromide
EINECS 210-257-2
CAS No. 611-17-6
Article Data49
CAS DataBase
Density 1.586 g/cm³
Solubility
Melting Point 83-84 °C
Formula C₇H₆BrCl
Boiling Point 235.2 °C at 760 mmHg
Molecular Weight 205.482
Flash Point 108 ºC
Transport Information UN 3265
Appearance Clear yellow liquid
Safety 45-36/37/39-26-28-27
Risk Codes 34-36/37
Molecular Structure
Hazard Symbols C
Synonyms Toluene,a-bromo-o-chloro- (6CI,8CI);1-(Bromomethyl)-2-chlorobenzene;2-Chlorobenzyl bromide;o-Chlorobenzylbromide;a-Bromo-o-chlorotoluene;
PSA 0.00000
LogP 3.23490

Synthetic route

: 17849-38-6
2-Chlorobenzyl alcohol

: 611-17-6
1-bromomethyl-2-chlorobenzene

Conditions

Conditions	Yield
With 1,1,1,2,2,2-hexamethyldisilane In chloroform for 1.5h; Reflux;	96%
With phosphorus pentoxide; potassium bromide In acetonitrile at 20℃; for 0.5h;	89%
With hydrogen bromide; benzene

: 95-49-8
2-methylchlorobenzene

A: 89-98-5
2-chloro-benzaldehyde

B: 611-17-6
1-bromomethyl-2-chlorobenzene

C: 118-91-2
ortho-chlorobenzoic acid

Conditions

Conditions	Yield
With oxygen; cobalt(II) acetate; sodium bromide In acetic acid at 95℃; for 0.666667h; Kinetics; Mechanism; Rate constant; other time; other temperature; various concentrations of Co(OAc)2 and NaBr;	A n/a B n/a C 96%
With oxygen; cobalt(II) acetate; sodium bromide In acetic acid at 95℃; for 0.666667h;	A n/a B n/a C 95%

...Expand

: 95-49-8
2-methylchlorobenzene

: 611-17-6
1-bromomethyl-2-chlorobenzene

Conditions

Conditions	Yield
With dihydrogen peroxide; bromine In dichloromethane; water for 4h; Reflux;	94%
With N-Bromosuccinimide In acetonitrile at 40℃; for 0.216667h; Flow reactor; Irradiation;	88%
With sodium bromate; 2,2'-azobis(isobutyronitrile); sulfuric acid; sodium bromide; dibenzoyl peroxide In water; 1,2-dichloro-ethane Reflux;	80%

: 89-98-5
2-chloro-benzaldehyde

: 611-17-6
1-bromomethyl-2-chlorobenzene

Conditions

Conditions	Yield
With Dichloromethylsilane; phosphorus tribromide; iron(III) chloride In acetonitrile for 4h; Heating;	93%
With chloro-trimethyl-silane; 1,1,3,3-Tetramethyldisiloxane; lithium bromide In acetonitrile at 80℃; for 0.25h;	64%
With chloro-trimethyl-silane; 1,1,3,3-Tetramethyldisiloxane; lithium bromide 1.) acetonitrile, room temperature, 10 min, 2.) 15 min, 80 deg C; Yield given. Multistep reaction;

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

A: 51070-66-7
2-bromo-2’-chlorodiethyl ether

B: 611-17-6
1-bromomethyl-2-chlorobenzene

Conditions

Conditions	Yield
With sodium bromide; 1,2-dibromomethane In N,N-dimethyl-formamide at 100℃; for 6h;	A n/a B 93%

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

: 611-17-6
1-bromomethyl-2-chlorobenzene

Conditions

Conditions	Yield
With 1,1'-[1,2-phenylenebis(nitrilomethylylidene)dinaphthalen-2-olato]uranyl(VI); bromine In dichloromethane at 20℃; for 0.583333h;	82%

: 1058649-12-9
2-chloro-1-(methoxymethoxy)methyl benzene

: 611-17-6
1-bromomethyl-2-chlorobenzene

Conditions

Conditions	Yield
With tetrabutylammomium bromide; 1-(n-butyl)-3-methylimidazolium tetrachloroindate at 135 - 140℃; for 0.0833333h; Microwave irradiation; Neat (no solvent); chemoselective reaction;	81%

: 1058649-16-3
2-chloro-1-[(ethoxymethoxy)methyl]benzene

: 611-17-6
1-bromomethyl-2-chlorobenzene

Conditions

Conditions	Yield
With tetrabutylammomium bromide; 1-(n-butyl)-3-methylimidazolium tetrachloroindate at 135 - 140℃; for 0.0833333h; Microwave irradiation; Neat (no solvent); chemoselective reaction;	79%

: 95-49-8
2-methylchlorobenzene

A: 611-17-6
1-bromomethyl-2-chlorobenzene

B: 118-91-2
ortho-chlorobenzoic acid

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; copper(ll) bromide In acetic anhydride	A 72% B 12%

: 506-68-3
bromocyane

: 10175-31-2
1-(2-chlorophenyl)-N,N-dimethylmethanamine

: 611-17-6
1-bromomethyl-2-chlorobenzene

: 506-68-3
bromocyane

: 65763-39-5
(2-chloro-benzyl)-methyl-(4-nitro-benzyl)-amine

A: 52245-37-1
methyl-(4-nitro-benzyl)-carbamonitrile

B: 611-17-6
1-bromomethyl-2-chlorobenzene

...Expand

: 506-68-3
bromocyane

: (2-chloro-benzyl)-(3-iodo-benzyl)-methyl-amine

A: (2-chloro-benzyl)-methyl-carbamonitrile

B: (3-iodo-benzyl)-methyl-carbamonitrile

C: 611-17-6
1-bromomethyl-2-chlorobenzene

D: 49617-83-6
3-iodobenzyl bromide

...Expand

: 506-68-3
bromocyane

: 876476-07-2
(2-bromo-benzyl)-(2-chloro-benzyl)-methyl-amine

A: (2-bromo-benzyl)-methyl-carbamonitrile

B: 611-17-6
1-bromomethyl-2-chlorobenzene

...Expand

: 506-68-3
bromocyane

: 854392-01-1
(2-chloro-benzyl)-methyl-(2-nitro-benzyl)-amine

A: methyl-(2-nitro-benzyl)-carbamonitrile

B: 611-17-6
1-bromomethyl-2-chlorobenzene

...Expand

: 506-68-3
bromocyane

: 10175-31-2
1-(2-chlorophenyl)-N,N-dimethylmethanamine

A: 611-17-6
1-bromomethyl-2-chlorobenzene

B: 1467-79-4
NCNMe2

C dimethyl-bis-<2-chloro-benzyl>-ammonium bromide: dimethyl-bis-<2-chloro-benzyl>-ammonium bromide

...Expand

: 108-90-7
chlorobenzene

: 74-95-3
1,1-dibromomethane

A: 611-17-6
1-bromomethyl-2-chlorobenzene

B: 622-95-7
4-chlorobenzyl bromide

Conditions

Conditions	Yield
Stage #1: chlorobenzene With sodium hydride In N,N-dimethyl-formamide at 20℃; Stage #2: 1,2-dibromomethane In N,N-dimethyl-formamide at 60℃; for 2h;

...Expand

: 118-91-2
ortho-chlorobenzoic acid

: 611-17-6
1-bromomethyl-2-chlorobenzene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium tetrahydroborate / methanol / 2 h / 0 - 20 °C 2: phosphorus tribromide / dichloromethane / 0.5 h / 0 - 5 °C View Scheme
Multi-step reaction with 2 steps 1: sodium tetrahydroborate; iodine / tetrahydrofuran / 12 h / 0 °C / Heating 2: acetic acid; hydrogen bromide / water / 2 h / 100 °C View Scheme

: 94420-55-0
methyl 2-hydroxy-5-(tetrahydropyranyloxy)benzoate

: 611-17-6
1-bromomethyl-2-chlorobenzene

: 945989-82-2
C20H21ClO5

Conditions

Conditions	Yield
With caesium carbonate In acetone at 40℃; for 4h;	100%

: 444901-29-5
ethyl 4-bromo-2-nitro-6-(trifluoromethyl)phenylcarbamate

: 611-17-6
1-bromomethyl-2-chlorobenzene

: 444901-30-8
ethyl 4-bromo-2-nitro-6-(trifluoromethyl)phenyl(2-chlorobenzyl)carbamate

Conditions

Conditions	Yield
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 50℃; for 1h;	100%

: 100511-00-0
1,3-Dihydro-3,3-dimethyl-5-nitro-2H-indol-2-one

: 611-17-6
1-bromomethyl-2-chlorobenzene

: 925220-74-2
C17H15ClN2O3

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 80℃; for 12h;	100%

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

: 611-17-6
1-bromomethyl-2-chlorobenzene

: 1314917-82-2
C26H25ClO9

Conditions

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

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

: 611-17-6
1-bromomethyl-2-chlorobenzene

: C17H13Cl2NO2

Conditions

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

: 2973-77-5
3,5-dibromo-4-hydroxybenzaldehyde

: 611-17-6
1-bromomethyl-2-chlorobenzene

: 1207104-21-9
(E)-2,6-dibromo-4-(2-chlorostyryl)phenol

Conditions

Conditions	Yield
Stage #1: 1-bromomethyl-2-chlorobenzene With triethyl phosphite at 150℃; for 3h; Horner-Wittig reaction; Inert atmosphere; Stage #2: With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; Horner-Wittig reaction; Inert atmosphere; Stage #3: 3,5-dibromo-4-hydroxybenzaldehyde In N,N-dimethyl-formamide; mineral oil at 0℃; Horner-Wittig reaction; Inert atmosphere;	99%

: 108-01-0
2-(N,N-dimethylamino)ethanol

: 611-17-6
1-bromomethyl-2-chlorobenzene

: 2-((2-chlorobenzyl)oxy)-N,N-dimethylethanamine hydrochloride

Conditions

Conditions	Yield
Stage #1: 2-(N,N-dimethylamino)ethanol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.5h; Stage #2: 1-bromomethyl-2-chlorobenzene In N,N-dimethyl-formamide; mineral oil at 20℃; for 16h; Stage #3: With hydrogenchloride In 1,4-dioxane; methanol for 0.5h;	99%

: de(3'-N-methyl)-9-dihydro-pseudoerythromycin A 6,9-epoxide

: 611-17-6
1-bromomethyl-2-chlorobenzene

: de(3'-N-methyl)-3'-N-(o-chlorobenzyl)-9-dihydro-pseudoerythromycin A 6,9-epoxide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In chloroform at 20℃; for 2.5h;	98%

: 1283095-51-1
t-butyl 3-(2-fluorospiro[4,5-dihydrothieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)propanoate

: 611-17-6
1-bromomethyl-2-chlorobenzene

: 1283095-53-3
tert-butyl 2-[(2-chlorophenyl)methyl]-3-(2-fluorospiro[4,5-dihydrothieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)propanoate

Conditions

Conditions	Yield
Stage #1: t-butyl 3-(2-fluorospiro[4,5-dihydrothieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)propanoate With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 1.5h; Stage #2: With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone In tetrahydrofuran at -78℃; for 0.5h; Stage #3: 1-bromomethyl-2-chlorobenzene In tetrahydrofuran at -78 - 0℃; for 1h;	98%

: 611-17-6
1-bromomethyl-2-chlorobenzene

: 108-59-8
malonic acid dimethyl ester

: 77738-21-7
diethyl 2-(2-chlorobenzyl)malonate

Conditions

Conditions	Yield
Stage #1: malonic acid dimethyl ester With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.25h; Stage #2: 1-bromomethyl-2-chlorobenzene In tetrahydrofuran; mineral oil at 60℃;	98%

: 611-17-6
1-bromomethyl-2-chlorobenzene

: 3425-46-5
potassium selenocyanate

: 57239-47-1
(2-chlorophenyl)methaneselenenyl cyanide

Conditions

Conditions	Yield
In ethanol for 0.166667h;	97%
In ethanol for 5h; Ambient temperature;	85%

: 1274905-18-8
2-(2-chloro-5-hydroxyphenyl)-2-isopropyl-3-methylbutanenitrile

: 611-17-6
1-bromomethyl-2-chlorobenzene

: 1274905-20-2
2-(2-chloro-((2-chlorobenzyl)oxy)phenyl)-2-isopropyl-3-methylbutanenitrile

Conditions

Conditions	Yield
With potassium carbonate In acetone at 50℃;	97%

: 611-17-6
1-bromomethyl-2-chlorobenzene

: 73874-95-0
(piperidin-4-yl)carbamic acid tert-butyl ester

: 1286273-10-6
C17H25ClN2O2

Conditions

Conditions	Yield
With potassium carbonate In dichloromethane at 20℃;	97%
With triethylamine In ethanol
With sodium hydride In tetrahydrofuran at -20℃; for 12h;

: 433703-81-2
methyl 2-(7-hydroxy-4,8-dimethyl-2-oxo-2H-chromen-3-yl)acetate

: 611-17-6
1-bromomethyl-2-chlorobenzene

: methyl 2-(7-((2-chlorobenzyl)oxy)-4,8-dimethyl-2-oxo-2H-chromen-3-yl)acetate

Conditions

Conditions	Yield
With potassium carbonate In acetone Reflux;	97%

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

: 611-17-6
1-bromomethyl-2-chlorobenzene

: 1-[(2-chlorophenyl)methyl]-4-({[4-(3-methyl-5-oxo-4H-pyrazol-1-yl)phenyl]formamido}methyl)pyridin-1-ium bromide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 40 - 50℃;	96.53%

: 611-17-6
1-bromomethyl-2-chlorobenzene

: 122-52-1
triethyl phosphite

: 29074-98-4
2-chlorobenzyl diethylphosphonate

Conditions

Conditions	Yield
at 150℃; Inert atmosphere; neat (no solvent);	96%
In xylene for 20h; Reflux;	91%

: 932-22-9
4,5-dichloro-2H-pyridazin-3-one

: 611-17-6
1-bromomethyl-2-chlorobenzene

: 4,5-dichloro-2-[2-chlorophenyl]methylpyridazin-3-one

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 90℃; for 2h;	96%

: 4-(4-chlorophenyl)-1-(2-methoxyethyl)-6-methyl-2-oxo-3,4-dihydropyridine-5-carboxylic acid

: 611-17-6
1-bromomethyl-2-chlorobenzene

: (2-chlorophenyl)methyl 4-(4-chlorophenyl)-1-(2-methoxyethyl)-6-methyl-2-oxo-3,4-dihydropyridine-5-carboxylate

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 1h;	96%

: 588-73-8
(Z)-β-bromostyrene

: 611-17-6
1-bromomethyl-2-chlorobenzene

: 63778-13-2
1-(2-chlorobenzyl)-4-phenyl-1H-1,2,3-triazole

Conditions

Conditions	Yield
With copper(l) iodide; sodium azide; 1,8-diazabicyclo[5.4.0]undec-7-ene at 100℃; for 0.5h;	96%

: 4279-76-9
phenoxyacetylene

: 611-17-6
1-bromomethyl-2-chlorobenzene

: C15H12ClN3O

Conditions

Conditions	Yield
Stage #1: 1-bromomethyl-2-chlorobenzene With sodium azide In methanol at 20℃; Green chemistry; Stage #2: phenoxyacetylene In methanol at 20℃; Green chemistry;	96%

: 611-17-6
1-bromomethyl-2-chlorobenzene

: 637-44-5
phenylpropyolic acid

: 63778-13-2
1-(2-chlorobenzyl)-4-phenyl-1H-1,2,3-triazole

Conditions

Conditions	Yield
With copper(l) iodide; sodium azide; potassium carbonate at 60℃; for 0.5h;	96%

: 91-21-4
1,2,3,4-tetrahydroisoquinoline

: 611-17-6
1-bromomethyl-2-chlorobenzene

: 72809-43-9
2-(2-chlorobenzyl)-1,2,3,4-tetrahydroisoquinoline

Conditions

Conditions	Yield
With sodium hydride; N,N-dimethyl-formamide In mineral oil at 50℃;	96%

: 8-tert-butyl-3,3,5-trimethyl-3H,11H-pyrano[3,2-a]carbazole

: 611-17-6
1-bromomethyl-2-chlorobenzene

: 8-(tert-butyl)-11-(2-chlorobenzyl)-3,3,5-trimethyl-3,11-dihydropyrano[3,2-a]carbazole

Conditions

Conditions	Yield
Stage #1: 8-tert-butyl-3,3,5-trimethyl-3H,11H-pyrano[3,2-a]carbazole With sodium hydride In tetrahydrofuran at 0℃; for 0.5h; Stage #2: 1-bromomethyl-2-chlorobenzene In tetrahydrofuran at 0 - 20℃; for 3h;	96%

: 57239-47-1
(2-chlorophenyl)methaneselenenyl cyanide

: 611-17-6
1-bromomethyl-2-chlorobenzene

: 56344-09-3
bis-(2-chloro-benzyl)-selenide

Conditions

Conditions	Yield
With sodium tetrahydroborate In benzene for 1h; Ambient temperature;	95%

: 611-17-6
1-bromomethyl-2-chlorobenzene

: 138433-41-7
α-deuterio-o-chlorotoluene

Conditions

Conditions	Yield
With lithium aluminium deuteride In tetrahydrofuran	95%
With sodium borodeuteride In dimethylsulfoxide-d6 at 0 - 20℃; for 4h; Inert atmosphere;	72%

: 611-17-6
1-bromomethyl-2-chlorobenzene

: 63777-70-8
2-chlorobenzylazide

Conditions

Conditions	Yield
With sodium azide In N,N-dimethyl-formamide at 20 - 80℃; for 4h;	95%
With sodium azide In dimethyl sulfoxide at 20℃; for 24h;	92%
With sodium azide In water; acetone at 20 - 60℃;

: 109-12-6
2-aminopyrimidine

: 611-17-6
1-bromomethyl-2-chlorobenzene

: 23676-58-6
N-(2-chlorobenzyl)-(2-pyrimidyl)amine

Conditions

Conditions	Yield
Stage #1: 2-aminopyrimidine With sodium hydride In tetrahydrofuran for 0.25h; Cooling with ice; Stage #2: 1-bromomethyl-2-chlorobenzene In tetrahydrofuran at 20℃; for 24h; Cooling with ice;	95%

: 1455006-14-0
benzyl 2-(benzyloxy)-4-(N-(4-cyclohexylbenzyl)-2-(perfluorophenylsulfonamido)acetamido)benzoate

: 611-17-6
1-bromomethyl-2-chlorobenzene

: 1455006-27-5
benzyl 2-(benzyloxy)-4-(2-(N-(2-chlorobenzyl)-2,3,4,5,6-pentafluorophenylsulfonamido)-N-(4-cyclohexylbenzyl)acetamido)benzoate

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 20℃; Inert atmosphere;	95%

2-Chlorobenzyl bromide Specification

The IUPAC name of o-Chlorobenzyl bromide is 1-(bromomethyl)-2-chlorobenzene. With the CAS registry number 611-17-6, it is also named as Toluene, alpha-bromo-o-chloro-. The product's categorie is benzyl. It is clear yellow liquid which is soluble in benzene and chloroform. In addition, this chemical can decompose in hot water. Furthermore, it 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: 3.51; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.51; (4)ACD/LogD (pH 7.4): 3.51; (5)ACD/BCF (pH 5.5): 275.87; (6)ACD/BCF (pH 7.4): 275.87; (7)ACD/KOC (pH 5.5): 1943.87; (8)ACD/KOC (pH 7.4): 1943.87; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.583; (13)Molar Refractivity: 43.79 cm³; (14)Molar Volume: 130.8 cm³; (15)Polarizability: 17.36×10^-24 cm³; (16)Surface Tension: 41.4 dyne/cm; (17)Enthalpy of Vaporization: 45.28 kJ/mol; (18)Vapour Pressure: 0.0777 mmHg at 25°C; (19)Rotatable Bond Count: 1; (20)Exact Mass: 203.934141; (21)MonoIsotopic Mass: 203.934141; (22)Heavy Atom Count: 9; (23)Complexity: 85.

Preparation of o-Chlorobenzyl bromide: o-Chlorotoluene reacts with bromine in the light, and then carry on vacuum distillation of brominated products. We collect 100-120 °C (1.33kPa) fractions. The yield is 98%.

Uses of o-Chlorobenzyl bromide: It can be used in organic synthesis. For example: It reacts with pyridine to get 1-(2-chloro-benzyl)-pyridinium; bromide. This reaction needs reagent tetrahydrothiophene 1,1-dioxide at ambient temperature. The reaction time is 3 days. The yield is 60%.

When you are using this chemical, please be cautious about it as the following:
It can cause burns. And it is also irritating to eyes and respiratory system. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. After contact with skin, wash immediately with plenty of soap-suds. 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:BrCc1ccccc1Cl
2. InChI:InChI=1/C7H6BrCl/c8-5-6-3-1-2-4-7(6)9/h1-4H,5H2
3. InChIKey:PURSZYWBIQIANP-UHFFFAOYAV

Product Name

2-Chlorobenzyl bromide

Synthetic route

2-Chlorobenzyl bromide Specification

Related Products

Hot Products