4-Bromobenzyl bromide supplier

Name
4-Bromobenzyl bromide
EINECS 209-636-5
CAS No. 589-15-1
Article Data121
CAS DataBase
Density 1.849 g/cm³
Solubility easily soluble in hot alcohol, ether, carbon disulfide, benzene and glacial acetic acid, soluble in water and alcohol
Melting Point 62-64 °C(lit.)
Formula C₇H₆Br₂
Boiling Point 258.2 °C at 760 mmHg
Molecular Weight 249.933
Flash Point 122.2 °C
Transport Information UN 1224 3/PG 3
Appearance white solid
Safety 22-26-36/37/39-45-25
Risk Codes 34-42/43
Molecular Structure
Hazard Symbols C
Synonyms Toluene,p,a-dibromo- (6CI,7CI,8CI);1-(Bromomethyl)-4-bromobenzene;1-Bromo-4-(bromomethyl)benzene;4-Bromo-1-bromomethylbenzene;4-Bromobenzylbromide;NSC 113584;p-Bromobenzyl bromide;a,p-Dibromotoluene;Benzene,1-bromo-4-(bromomethyl)-;
PSA 0.00000
LogP 3.34400

Synthetic route

: 3446-90-0
4-(methylthio)benzyl alcohol

: 589-15-1
1-bromomethyl-4-bromobenzene

Conditions

Conditions	Yield
Stage #1: 4-(methylthio)benzyl alcohol With triphenylphosphine dibromide 1:1 addition complex In acetonitrile at 0℃; for 0.166667h; Bromination; Stage #2: With aluminum oxide; Oxone In chloroform for 2h; Hydrolysis; Heating;	100%

: 873-75-6
4-bromobenzenemethanol

: 589-15-1
1-bromomethyl-4-bromobenzene

Conditions

Conditions	Yield
With bromine; triphenylphosphine In dichloromethane at -78 - 20℃; for 18h; Inert atmosphere;	99%
With 1,1,1,2,2,2-hexamethyldisilane In chloroform for 2h; Reflux;	98%
With phosphorus tribromide In chloroform at 0 - 20℃; for 1h;	94%

: 24856-58-4
1,1-dimethoxy-1-(4-bromophenyl)methane

: 589-15-1
1-bromomethyl-4-bromobenzene

Conditions

Conditions	Yield
With triethylsilane; Acetyl bromide; tin(II) bromide In dichloromethane for 7h; Ambient temperature;	97%

: 104-83-6
1-Chloro-4-(chloromethyl)benzene

: 589-15-1
1-bromomethyl-4-bromobenzene

Conditions

Conditions	Yield
With hydrogen bromide; ferric(III) bromide In dichloromethane at 25℃; for 0.2h;	96%

: 106-38-7
para-bromotoluene

: 589-15-1
1-bromomethyl-4-bromobenzene

Conditions

Conditions	Yield
With N-Bromosuccinimide In tetrachloromethane Heating;	95.8%
With N-Bromosuccinimide; dibenzoyl peroxide In Diethyl carbonate for 0.333333h; Reflux; Microwave irradiation;	95%
With bromine at 40℃; for 4h; Inert atmosphere; Irradiation;	95%

: 106-38-7
para-bromotoluene

A: 586-76-5
4-Bromobenzoic acid

B: 589-15-1
1-bromomethyl-4-bromobenzene

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; copper(ll) bromide In acetic anhydride	A 3% B 95%

: 1122-91-4
4-bromo-benzaldehyde

: 589-15-1
1-bromomethyl-4-bromobenzene

Conditions

Conditions	Yield
With isopinocampheyl-boron dibromide dimethylsulfide complex In hexane at 20℃; for 3h; Reduction; bromination;	87%
Multi-step reaction with 2 steps 1: sodium tetrahydroborate / methanol / 1 h / 0 - 20 °C 2: acetic acid; hydrogen bromide / 0.5 h / 0 °C View Scheme
Multi-step reaction with 2 steps 1: sodium tetrahydroborate / methanol / 1 h / 0 - 20 °C 2: hydrogen bromide / acetic acid / 0.5 h / 0 °C View Scheme

: 216443-67-3
4-bromo-1-[(ethoxymethoxy)methyl]benzene

: 589-15-1
1-bromomethyl-4-bromobenzene

Conditions

Conditions	Yield
With phosphotungstic acid; tetrabutylammomium bromide at 130 - 142℃; for 0.0416667h; Microwave irradiation; Ionic liquid; chemoselective reaction;	87%
With tetrabutylammomium bromide; 1-(n-butyl)-3-methylimidazolium tetrachloroindate at 135 - 140℃; for 0.0833333h; Microwave irradiation; Neat (no solvent); chemoselective reaction;	81%

: 130534-91-7
1-bromo-4-[(methoxymethyloxy)methyl]benzene

: 589-15-1
1-bromomethyl-4-bromobenzene

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;	80%

: 100-41-4
ethylbenzene

: 589-15-1
1-bromomethyl-4-bromobenzene

Conditions

Conditions	Yield
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane at 80℃; for 4h; Wohl-Ziegler reaction;	77%

: 1878-68-8
2-(4-bromophenyl)-acetic acid

: 589-15-1
1-bromomethyl-4-bromobenzene

Conditions

Conditions	Yield
With [bis(acetoxy)iodo]benzene; potassium bromide at 25℃; Irradiation;	76%

: 99-94-5
p-Toluic acid

A: 7697-26-9
3-bromo-4-methylbenzoic acid

B: 589-15-1
1-bromomethyl-4-bromobenzene

Conditions

Conditions	Yield
With Oxone; sodium carbonate; sodium bromide In methanol; water at 20℃; for 24h;	A 71% B 8%

: 873-75-6
4-bromobenzenemethanol

A: 1122-91-4
4-bromo-benzaldehyde

B: 589-15-1
1-bromomethyl-4-bromobenzene

Conditions

Conditions	Yield
With N-Bromosuccinimide; water In 1,4-dioxane at 70℃; for 1h;	A n/a B 13%

: 108-86-1
bromobenzene

: 4497-29-4
bis(bromomethyl) ether

: 589-15-1
1-bromomethyl-4-bromobenzene

Conditions

Conditions	Yield
With zinc(II) chloride

: 506-68-3
bromocyane

: 876476-05-0
(4-bromo-benzyl)-(3-chloro-benzyl)-methyl-amine

A: 59709-66-9
(3-chloro-benzyl)-methyl-carbamonitrile

B: 589-15-1
1-bromomethyl-4-bromobenzene

...Expand

: 106-38-7
para-bromotoluene

: 95-46-5
2-methylphenyl bromide

: 589-15-1
1-bromomethyl-4-bromobenzene

Conditions

Conditions	Yield
With bromine

: 100-44-7
benzyl chloride

: 589-15-1
1-bromomethyl-4-bromobenzene

Conditions

Conditions	Yield
With beryllium; diethyl ether; bromine

: 100-39-0
benzyl bromide

A: 589-15-1
1-bromomethyl-4-bromobenzene

B: 3433-80-5
1-Bromo-2-bromomethyl-benzene

Conditions

Conditions	Yield
With bromine; Aliquat 336 at 65℃; for 1h; Product distribution; other α-substituted alkylbenzenes; other catalysts and reaction conditions;
With bromine; Aliquat 336 at 65℃; for 1h; Yield given. Yields of byproduct given;

: 106-38-7
para-bromotoluene

A: 106-43-4
para-chlorotoluene

B: 104-83-6
1-Chloro-4-(chloromethyl)benzene

C: 589-15-1
1-bromomethyl-4-bromobenzene

D: 589-17-3
p-bromobenzyl chloride

Conditions

Conditions	Yield
With sodium chlorite; trichloroacetic acid In dichloromethane for 3h; Bromination; chlorination; substitution; Further byproducts given;	A 20 % Chromat. B 18 % Chromat. C 20 % Chromat. D 25 % Chromat.

...Expand

: 60-29-7
diethyl ether

: 7726-95-6
bromine

: 100-44-7
benzyl chloride

beryllium: beryllium

: 589-15-1
1-bromomethyl-4-bromobenzene

...Expand

: 106-38-7
para-bromotoluene

A: 589-15-1
1-bromomethyl-4-bromobenzene

B p-bromo-benzyl chloride: p-bromo-benzyl chloride

Conditions

Conditions	Yield
beim Chlorieren;
beim Chlorieren;

: 100-44-7
benzyl chloride

A: 589-15-1
1-bromomethyl-4-bromobenzene

B p-bromo-benzyl chloride: p-bromo-benzyl chloride

Conditions

Conditions	Yield
With iodine beim Bromieren;

: 7726-95-6
bromine

: 7553-56-2
iodine

: 100-44-7
benzyl chloride

A: 589-15-1
1-bromomethyl-4-bromobenzene

B p-bromo-benzyl chloride: p-bromo-benzyl chloride

...Expand

: 106-38-7
para-bromotoluene

: 7726-95-6
bromine

: 589-15-1
1-bromomethyl-4-bromobenzene

Conditions

Conditions	Yield
Sonnenlicht;
Quecksilberdampflicht;
bei Siedetemperatur;

: 7791-25-5
sulfuryl dichloride

: 106-38-7
para-bromotoluene

: 94-36-0
dibenzoyl peroxide

A: 106-43-4
para-chlorotoluene

B: 104-83-6
1-Chloro-4-(chloromethyl)benzene

C: 589-15-1
1-bromomethyl-4-bromobenzene

D: 589-17-3
p-bromobenzyl chloride

Conditions

Conditions	Yield
at 110℃;

...Expand

: 106-38-7
para-bromotoluene

: 7782-50-5
chlorine

A: 589-15-1
1-bromomethyl-4-bromobenzene

B p-bromo-benzyl chloride: p-bromo-benzyl chloride

Conditions

Conditions	Yield
in direktem Sonnenlicht;

...Expand

: 140-11-4
Benzyl acetate

: 7726-95-6
bromine

A: 589-15-1
1-bromomethyl-4-bromobenzene

B o-bromo-benzyl bromide: o-bromo-benzyl bromide

...Expand

: 108-88-3
toluene

I2, Al2O3: I2, Al2O3

A: 589-15-1
1-bromomethyl-4-bromobenzene

B 4-bromo-2.2.3.3-tetramethyl-bicyclo-<0.1.2>-pentanol-(1)-one-(5): 4-bromo-2.2.3.3-tetramethyl-bicyclo-<0.1.2>-pentanol-(1)-one-(5)

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium bromide; aq. HBr / H2O; CHCl3 / 0 - 2 °C / Electrolysis 2: 89 percent / sodium bromide; aq. HBr / H2O; CHCl3 / 0 - 2 °C / Electrolysis View Scheme

...Expand

: 108-88-3
toluene

mercury: mercury

A: 589-15-1
1-bromomethyl-4-bromobenzene

B (C6H5)2C=N-CH2-COO-Wang-resin: (C6H5)2C=N-CH2-COO-Wang-resin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaBrO3; NaHSO3 / acetonitrile; H2O / 4 h / 20 °C 2: 76 percent / NaBrO3; NaHSO3 / ethyl acetate; H2O / 4 h / 20 °C View Scheme

...Expand

: 110-86-1
pyridine

: 589-15-1
1-bromomethyl-4-bromobenzene

: 125713-97-5
1-(4'-bromobenzyl)pyridinium bromide

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 24h;	100%
In nitrobenzene at 40℃; Rate constant; Mechanism;

: 1074-82-4
potassium phtalimide

: 589-15-1
1-bromomethyl-4-bromobenzene

: 153171-22-3
2-(4-bromobenzyl)-1H-isoindole-1,3(2H)-dione

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 100℃; for 6h;	100%
In N,N-dimethyl-formamide at 120℃; for 15h; Inert atmosphere;	82%
at 200℃;

: 589-15-1
1-bromomethyl-4-bromobenzene

: 19829-56-2
4,4'-dibromobibenzyl

Conditions

Conditions	Yield
With Wilkinson's catalyst; dimethyl zinc(II) In tetrahydrofuran; hexane at 20℃; for 1h;	100%
With copper nickel; pyrographite In 1,2-dimethoxyethane at 85℃; for 20h;	90%
With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium; nickel dichloride In tetrahydrofuran for 8h; Inert atmosphere; Reflux; chemoselective reaction;	90%

: 589-15-1
1-bromomethyl-4-bromobenzene

: 20883-11-8
(4-bomophenyl)(methyl)sulfide

Conditions

Conditions	Yield
With dithiooxamide; sodium hydroxide In water at 30 - 35℃; for 0.5h; Green chemistry;	100%
With sodium sulfide
With sodium sulfide; ethanol

: 589-15-1
1-bromomethyl-4-bromobenzene

: 603-35-0
triphenylphosphine

: 51044-13-4
4-bromobenzyl triphenylphosphonium bromide

Conditions

Conditions	Yield
In chloroform for 4h; Heating / reflux;	100%
In acetonitrile for 4.5h; Reflux;	100%
In acetone at 20℃; for 12h;	99%

: 66605-19-4
methyl 2,3-di-O-p-tolylsulfonyl-α-D-glucopyranoside

: 589-15-1
1-bromomethyl-4-bromobenzene

: 146195-48-4
methyl 4,6-di-O-p-bromobenzyl-2,3-di-O-p-tolylsulfonyl-α-D-glucopyranoside

Conditions

Conditions	Yield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane for 72h; Heating;	100%

: 589-15-1
1-bromomethyl-4-bromobenzene

: 107047-10-9
p-bromobenzylazide

Conditions

Conditions	Yield
With sodium azide In N,N-dimethyl-formamide at 80℃;	100%
With sodium azide In dimethyl sulfoxide	100%
With sodium azide In dimethyl sulfoxide at 20℃;	100%

: 589-15-1
1-bromomethyl-4-bromobenzene

: sodium 4-bromobenzylsulfanesulfonate

Conditions

Conditions	Yield
With sodium thiosulfate In water; toluene	100%
With Sodium thiosulfate pentahydrate In methanol; water for 24h; Reflux;	100%
With Sodium thiosulfate pentahydrate In methanol; water at 65℃; for 1h; Green chemistry;	93%

: 589-15-1
1-bromomethyl-4-bromobenzene

: 122-52-1
triethyl phosphite

: 38186-51-5
diethyl (4-bromobenzyl)phosphonate

Conditions

Conditions	Yield
at 100℃; for 24h;	100%
for 1h; Reflux;	100%
at 130℃; for 18h; Arbuzov reaction;	99%

: 22323-82-6
(S)-(+)-(2,2-dimethyl-[1,3]dioxolan-4-yl)methanol

: 589-15-1
1-bromomethyl-4-bromobenzene

: 201275-55-0
(S)-4-(4-bromobenzyloxymethyl)-2,2-dimethyl-1,3-dioxolane

Conditions

Conditions	Yield
With potassium hydroxide In toluene for 16h; Heating;	100%
With potassium hydroxide In toluene for 20h; Reflux;	93%
With sodium hydride In tetrahydrofuran
Stage #1: (S)-(+)-(2,2-dimethyl-[1,3]dioxolan-4-yl)methanol With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 0.5h; Inert atmosphere; Stage #2: 1-bromomethyl-4-bromobenzene With tetra-(n-butyl)ammonium iodide In tetrahydrofuran; mineral oil at 0 - 20℃; for 2h; Inert atmosphere;

: 171860-41-6
(S,S)-4-methyl-5-oxo-2-phenyl-oxazolidine-3-carboxylic acid benzyl ester

: 589-15-1
1-bromomethyl-4-bromobenzene

: 330795-80-7
(R,S)-4-(4-bromobenzyl)-4-methyl-5-oxo-2-phenyl-oxazolidine-3-carboxylic acid benzyl ester

Conditions

Conditions	Yield
With potassium hexamethylsilazane In tetrahydrofuran; toluene at -30 - 20℃;	100%

: 589-15-1
1-bromomethyl-4-bromobenzene

: 346577-99-9
(2S,4S)-2-(biphenyl-4-yl)-4-methyl-5-oxo-oxazolidine-3-carboxylic acid isobutyl ester

: 346578-01-6
(2S,4R)-2-Biphenyl-4-yl-4-(4-bromo-benzyl)-4-methyl-5-oxo-oxazolidine-3-carboxylic acid isobutyl ester

Conditions

Conditions	Yield
With lithium hexamethyldisilazane In tetrahydrofuran; hexane at -27℃;	100%
With lithium hexamethyldisilazane In tetrahydrofuran at -25 - 20℃; for 3.5h;

: 589-15-1
1-bromomethyl-4-bromobenzene

: 159407-19-9
phenyl 4,6-O-benzylidene-1-thio-α-D-mannopyranoside

: 407616-83-5
S-phenyl 2,3-di-O-p-bromobenzyl-4,6-O-benzylidene-1-thia-α-D-mannopyranoside

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 3h;	100%

: 589-15-1
1-bromomethyl-4-bromobenzene

: 186754-07-4
methyl (2S,3S)-3,4-O-isopropylidene-2,3,4-trihydroxybutyrate

: 552887-05-5
methyl (2S,3S)-2-(4-bromobenzyloxy)-3,4-dihydroxy-3,4-O-isopropylidene-butyrate

Conditions

Conditions	Yield
With potassium iodide; silver(l) oxide In toluene at 20℃; for 0.25h;	100%

: 4005-46-3, 4494-96-6, 22248-87-9, 142941-40-0
3-deoxy-1,2-O-isopropylidene-D-glucose

: 589-15-1
1-bromomethyl-4-bromobenzene

: 724733-47-5
6-(4-bromobenzyloxy)-3-deoxy-1,2-O-isopropylidene-D-glucose

Conditions

Conditions	Yield
Stage #1: 3-deoxy-1,2-O-isopropylidene-D-glucose With di(n-butyl)tin oxide In toluene for 5h; Heating; Stage #2: 1-bromomethyl-4-bromobenzene With tetrabutylammomium bromide In toluene at 90℃;	100%
Stage #1: 3-deoxy-1,2-O-isopropylidene-D-glucose With di(n-butyl)tin oxide In toluene for 5h; Heating / reflux; Stage #2: 1-bromomethyl-4-bromobenzene With tetrabutylammomium bromide In toluene at 90℃;	87%
Stage #1: 3-deoxy-1,2-O-isopropylidene-D-glucose With di(n-butyl)tin oxide In toluene for 5h; Reflux; Stage #2: 1-bromomethyl-4-bromobenzene With tetrabutylammomium bromide In toluene at 90℃;	87%

: 107-10-8
propylamine

: 589-15-1
1-bromomethyl-4-bromobenzene

: 150869-52-6
N-(4-bromophenylmethyl)-N-propylamine

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 4h;	100%

: 876288-70-9
(2'R,3'S,5'R,7'S,8'R)-2'-(tret-butyldimethylsilyloxymethyl)-7'-hydroxy-8'-hydroxymethyl-5'-methyl-oxocan-3'-yl 2,2-dimethylpropionate

: 589-15-1
1-bromomethyl-4-bromobenzene

: 876288-71-0
(2'R,3'S,5'R,7'S,8'R)-7'-(4-bromobenzyloxy)-8'-(4-bromobenzyloxymethyl)-2'-(tret-butyldimethylsilyloxymethyl)-5'-methyl-oxocan-3'-yl 2,2-dimethylpropionate

Conditions

Conditions	Yield
With tetra-(n-butyl)ammonium iodide; sodium hydride In tetrahydrofuran at 25℃; for 14h;	100%
With tetra-(n-butyl)ammonium iodide; sodium hydride In tetrahydrofuran at 0 - 25℃; for 16h;	100%

: 32233-43-5
2-[(S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethanol

: 589-15-1
1-bromomethyl-4-bromobenzene

: (S)-4-[2-(4-bromobenzyloxy)ethyl]-2,2-dimethyl-1,3-dioxolane

Conditions

Conditions	Yield
With potassium hydroxide In toluene for 16h; Heating;	100%

: 68579-60-2
2-(methylamino)-1-phenylethanol

: 589-15-1
1-bromomethyl-4-bromobenzene

: 415954-71-1
α-[[[(4-bromophenyl)methyl]methylamino]methyl]benzenemethanol

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃;	100%

Polyglycol A 500, poly(ethylene glycol) mono-allyl ether MW = 500 g/mol: Polyglycol A 500, poly(ethylene glycol) mono-allyl ether MW = 500 g/mol

: 589-15-1
1-bromomethyl-4-bromobenzene

poly(ethylene glycol) [α-mono-allyl-ω-(4-bromophenyl)] ether, poly(ethylene glycol) mono-allyl ether MW = 500 g/mol: poly(ethylene glycol) [α-mono-allyl-ω-(4-bromophenyl)] ether, poly(ethylene glycol) mono-allyl ether MW = 500 g/mol

Conditions

Conditions	Yield
With potassium hydroxide In tetrahydrofuran at 75℃; for 20h;	100%

Polyglycol A 1100, poly(ethylene glycol) mono-allyl ether MW = 1100 g/mol: Polyglycol A 1100, poly(ethylene glycol) mono-allyl ether MW = 1100 g/mol

: 589-15-1
1-bromomethyl-4-bromobenzene

poly(ethylene glycol) [α-mono-allyl-ω-(4-bromophenyl)] ether, poly(ethylene glycol) mono-allyl ether MW = 1100 g/mol: poly(ethylene glycol) [α-mono-allyl-ω-(4-bromophenyl)] ether, poly(ethylene glycol) mono-allyl ether MW = 1100 g/mol

Conditions

Conditions	Yield
With potassium hydroxide In tetrahydrofuran at 75℃; for 20h;	100%

: 109-83-1
(2-hydroxyethyl)(methyl)amine

: 589-15-1
1-bromomethyl-4-bromobenzene

: 918642-06-5
2-[(4-bromo-benzyl)-methyl-amino]-ethanol

Conditions

Conditions	Yield
In 1,2-dimethoxyethane at 40℃; for 1h;	100%
With potassium carbonate In acetonitrile at 20℃; for 2h;

: 1128268-02-9
ethyl 1-(6-(2-hydroxyphenyl)pyridin-2-yl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate

: 589-15-1
1-bromomethyl-4-bromobenzene

: 1128268-07-4
Ethyl 1-(6-{2-[(4-bromobenzyl)oxy]phenyl}pyridin-2-yl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate

Conditions

Conditions	Yield
Stage #1: ethyl 1-[6-(2-hydroxylphenyl)pyridine-2-yl]-5-trifluoromethyl-1H-pyrazole-4-carboxylate With caesium carbonate In acetone at 20℃; for 0.166667h; Stage #2: 1-bromomethyl-4-bromobenzene In acetone for 2h; Heating / reflux;	100%
With caesium carbonate In N,N-dimethyl-formamide for 1.5h;

: 1164294-57-8
2-[(3'R,5'S)-5'-(tert-butyldimethylsilanyloxy)-3'-fluoro-2',6'-dioxopiperidin-3'-yl]isoindole-1,3-dione

: 589-15-1
1-bromomethyl-4-bromobenzene

: 1164294-64-7
2-[(3'R,5'S)-1'-(4"-bromobenzyl)-3'-fluoro-5'-(isopropyldimethylsilanyloxy)-2',6'-dioxopiperidin-3'-yl]isoindole-1,3-dione

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 0 - 20℃; for 4h;	100%

: 536-74-3
phenylacetylene

: 589-15-1
1-bromomethyl-4-bromobenzene

: 126800-09-7
1-(4-bromobenzyl)-4-phenyl-1H-1,2,3-triazole

Conditions

Conditions	Yield
With sodium azide In water at 55℃; for 4h; Green chemistry; regioselective reaction;	100%
With sodium azide; sodium ascorbate In ethanol; water at 20℃; for 0.333333h; Reagent/catalyst; Solvent; Concentration; regioselective reaction;	99%
With sodium azide at 50℃; for 48h;	99%

: 817176-69-5
2-[1,2,3]triazol-2-yl-malonic acid diethyl ester

: 589-15-1
1-bromomethyl-4-bromobenzene

: 2-(4-bromo-benzyl)-2-[1,2,3]triazol-2-yl-malonic acid diethyl ester

Conditions

Conditions	Yield
Stage #1: 2-[1,2,3]triazol-2-yl-malonic acid diethyl ester With potassium carbonate In N,N-dimethyl-formamide for 0.333333h; Stage #2: 1-bromomethyl-4-bromobenzene With tetrabutylammomium bromide In 1,2-dimethoxyethane at 20℃; for 20h;	100%

: 123-90-0
Thiomorpholin

: 589-15-1
1-bromomethyl-4-bromobenzene

: 17494-28-9
4-(4-bromobenzyl)thiomorpholine

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 16h;	100%
In acetonitrile for 1h; Reflux;	92%

: 279-24-3
2-aza-bicyclo[2.2.1]heptane

: 589-15-1
1-bromomethyl-4-bromobenzene

: 1200131-54-9
2-(4-bromobenzyl)-2-azabicyclo[2.2.1]heptane

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran for 5h; Reflux;	100%

: 118042-94-7
1-Methyl-9H-carbazol-3-carbonsaeure-ethylester

: 589-15-1
1-bromomethyl-4-bromobenzene

: 953797-82-5
ethyl 9-(4-bromobenzyl)-1-methyl-9H-carbazole-3-carboxylate

Conditions

Conditions	Yield
Stage #1: 1-Methyl-9H-carbazol-3-carbonsaeure-ethylester With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 0.5h; Stage #2: 1-bromomethyl-4-bromobenzene In N,N-dimethyl-formamide at 0 - 20℃; for 0.5h;	100%

4-Bromobenzyl bromide Specification

1. Introduction of 4-Bromobenzyl bromide
4-Bromobenzyl bromide, with the CAS registry number 589-15-1, it is also named as 1-Bromo-4-(bromomethyl)benzene. The product's categories are Aromatic Halides (substituted); Methyl Halides; Phenyls & Phenyl-Het; Miscellaneous; Methyl Halides; Phenyls & Phenyl-Het;Benzyl. The IUPAC name of this chemical is 1-bromo-4-(bromomethyl)benzene. 4-Bromobenzyl bromide is white solid which is easily soluble in hot alcohol, ether, carbon disulfide, benzene and glacial acetic acid, soluble in water and alcohol.

2. Properties of 4-Bromobenzyl bromide
(1)ACD/LogP: 3.69; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.69; (4)ACD/LogD (pH 7.4): 3.69; (5)ACD/BCF (pH 5.5): 375.8; (6)ACD/BCF (pH 7.4): 375.8; (7)ACD/KOC (pH 5.5): 2425.28; (8)ACD/KOC (pH 7.4): 2425.28; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 0 Å²; (13)Index of Refraction: 1.605; (14)Molar Refractivity: 46.59 cm³; (15)Molar Volume: 135.1 cm³; (16)Polarizability: 18.47×10^-24cm³; (17)Surface Tension: 43.3 dyne/cm; (18)Enthalpy of Vaporization: 47.58 kJ/mol; (19)Vapour Pressure: 0.0224 mmHg at 25°C.

3. Structure Descriptors of 4-Bromobenzyl bromide
(1)SMILES: BrCc1ccc(Br)cc1
(2)InChI: InChI=1/C7H6Br2/c8-5-6-1-3-7(9)4-2-6/h1-4H,5H2
(3)InChIKey: YLRBJYMANQKEAW-UHFFFAOYAE

4. Safety Information of 4-Bromobenzyl bromide
Hazard Symbols: Corrosive C
Risk Codes:
R34:Causes burns.
R42/43:May cause sensitization by inhalation and skin contact.
Safety Description:
S22:Do not breathe dust.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
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.)
S25:Avoid contact with eyes.

5. Preparation of 4-Bromobenzyl bromide
4-Bromobenzyl bromide can be prepared by 1-bromo-4-methyl-benzene. This reaction will need reagents silica gel, bromine and solvent CCl₄ at temperature of 20 °C. The reaction time is 5 hours. The yield is about 65%.

Benzene,1-bromo-4-(bromomethyl)- can be prepared by 1-bromo-4-methyl-benzene

6. Use of 4-Bromobenzyl bromide
4-Bromobenzyl bromide is used as intermediate in organic synthesis. It also can be used to produce 4,4'-dibromo-bibenzyl. This reaction will need reagent zinc dust.

Benzene,1-bromo-4-(bromomethyl)- can be used to produce 4,4'-dibromo-bibenzyl

7. Other details of 4-Bromobenzyl bromide
When you are using this chemical, please be cautious about it as the following:
4-Bromobenzyl bromide can cause burns and may cause sensitization by inhalation and skin contact. So people should not breathe dust and avoid contact with eyes. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. If contact with eyes, rinse immediately with plenty of water and seek medical advice. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

Product Name

4-Bromobenzyl bromide

Synthetic route

4-Bromobenzyl bromide Specification

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