Product Name

  • Name

    4-Bromoethylbenzene

  • EINECS 216-439-8
  • CAS No. 1585-07-5
  • Article Data120
  • CAS DataBase
  • Density 1.336 g/cm3
  • Solubility 23.3 mg/L at 25 °C in water
  • Melting Point -43 °C
  • Formula C8H9Br
  • Boiling Point 204.6 °C at 760 mmHg
  • Molecular Weight 185.063
  • Flash Point 71.2 °C
  • Transport Information UN 2810
  • Appearance Clear colourless to light yellow liquid
  • Safety 23-24/25
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 1585-07-5 (4-Bromoethylbenzene)
  • Hazard Symbols IrritantXi
  • Synonyms 1-Bromo-4-ethylbenzene;4-Ethyl-1-bromobenzene;4-Ethylphenylbromide;p-Ethylbromobenzene;Benzene,1-bromo-4-ethyl-;
  • PSA 0.00000
  • LogP 3.01150

Synthetic route

1-bromo-4-ethenyl-benzene
2039-82-9

1-bromo-4-ethenyl-benzene

1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

Conditions
ConditionsYield
With C50H57IrN2P; hydrogen In dichloromethane at -78 - 20℃;100%
With hydrogen In methanol; ethanol at 25℃; under 5171.62 Torr; for 18h; Inert atmosphere;99%
With 0.42C23H20N4O4*2Cl(1-)*Zn(2+)*10.16H2O*0.58Pd(2+)*0.58C23H20N4O4(1-); hydrogen In tetrahydrofuran at 20℃; under 760.051 Torr; for 1h;99%
1-bromo-4-ethenyl-benzene
2039-82-9

1-bromo-4-ethenyl-benzene

2-(4-(tert-butyl)phenyl)benzo[d][1,3,2]dioxaborole
241147-96-6

2-(4-(tert-butyl)phenyl)benzo[d][1,3,2]dioxaborole

A

para-tert-butylphenol
98-54-4

para-tert-butylphenol

B

1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

Conditions
ConditionsYield
With oxygen; hydrazine hydrate In acetonitrile at 32℃; under 760.051 Torr; for 3h; Schlenk technique;A 99%
B 89%
4-bromo-1-ethynylbenzene
766-96-1

4-bromo-1-ethynylbenzene

A

1-bromo-4-ethenyl-benzene
2039-82-9

1-bromo-4-ethenyl-benzene

B

1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

Conditions
ConditionsYield
With hydrogen In hexane at 40℃; under 760.051 Torr; for 6h;A 97%
B 3%
With hydrogen; dimethyl sulfoxide In ethyl acetate at 20℃; under 760.051 Torr; for 24h;A 88 %Spectr.
B 9 %Spectr.
1-bromo-4-ethenyl-benzene
2039-82-9

1-bromo-4-ethenyl-benzene

A

1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

B

ethylbenzene
100-41-4

ethylbenzene

Conditions
ConditionsYield
With iron(III) chloride; lithium aluminium tetrahydride; hydrogen In tetrahydrofuran at 18℃; under 750.075 Torr; for 6h; Inert atmosphere; Sealed tube;A 94%
B 12%
With palladium 10% on activated carbon; hydrogen In isopropyl alcohol at 50℃; under 4950.5 Torr;
para-bromoacetophenone
99-90-1

para-bromoacetophenone

1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

Conditions
ConditionsYield
With gallium(III) triflate; dimethylmonochlorosilane In dichloromethane at 20℃; for 1.5h;89%
With lithium aluminium tetrahydride; diphosphorus tetraiodide In benzene for 3h; Heating;87%
With titanium tetrachloride; dimethylamine borane In dichloromethane for 0.5h; Ambient temperature;80%
2-(4-bromophenyl)-2-methyl-1,3-dithiolane
41159-12-0

2-(4-bromophenyl)-2-methyl-1,3-dithiolane

1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

Conditions
ConditionsYield
With sodium tetrahydroborate; nickel(II) chloride hexahydrate In tetrahydrofuran; methanol at 20℃; for 0.333333h;86%
ethylbenzene
100-41-4

ethylbenzene

A

1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

B

1-bromo-2-ethylbenzene
1973-22-4

1-bromo-2-ethylbenzene

Conditions
ConditionsYield
With oxygen; sodium bromide In dibutyl ether at 45℃; under 760.051 Torr; for 5h; Schlenk technique;A 83%
B 9%
With carbon dioxide; bromine at 40℃; under 187519 Torr; for 2h; Supercritical conditions; Green chemistry;A 64%
B 36%
With ammonium nitrate; N-Bromosuccinimide In acetonitrile for 8h;A 53%
B 30%
1-(4-bromophenyl)ethanol
5391-88-8

1-(4-bromophenyl)ethanol

1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

Conditions
ConditionsYield
With indium(III) chloride; diphenylsilyl chloride In dichloromethane at 20℃; for 3h;83%
With formic acid; methanesulfonic acid; 1,2-bis((di-tert-butylphosphoryl)methyl)benzene; palladium(II) acetylacetonate; 1,2-bis[di(t-butyl)phosphinomethyl]benzene In 1,2-dichloro-ethane at 100℃; for 18h; Schlenk technique; Sealed tube; Inert atmosphere;62 %Chromat.
ethylbenzene
100-41-4

ethylbenzene

1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

Conditions
ConditionsYield
With sulfuric acid; sodium bromide at 60℃; for 2h;81%
With sulfur dioxide; bromine; nitric acid; acetic acid Lichtausschluss;
(bromination);
With bromine; iodine; iron
methyl (E)-2-(1-(4-bromophenyl)ethylidene)hydrazine-1-carboxylate

methyl (E)-2-(1-(4-bromophenyl)ethylidene)hydrazine-1-carboxylate

1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

Conditions
ConditionsYield
With potassium hydroxide In 2,2'-[1,2-ethanediylbis(oxy)]bisethanol at 140℃; for 4h; Wolff-Kishner Reduction;76%
4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

bis(iodozinc)methane
31729-70-1

bis(iodozinc)methane

1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

Conditions
ConditionsYield
With Wilkinson's catalyst; hydrogen In tetrahydrofuran at 25℃; under 760.051 Torr;76%
C12H9BrN2O4S2

C12H9BrN2O4S2

triethyl borane
97-94-9

triethyl borane

1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

Conditions
ConditionsYield
Pd(Cl2)dppf In tetrahydrofuran at 20℃; for 30h;74%
triethyl borane
97-94-9

triethyl borane

4-bromophenyl trifluoromethanesulfonate
66107-30-0

4-bromophenyl trifluoromethanesulfonate

1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; cesium acetate In tetrahydrofuran Suzuki-Miyaura cross-coupling; Reflux; Inert atmosphere;72%
ethylbenzene
100-41-4

ethylbenzene

A

1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

B

(1-bromoethyl)benzne
585-71-7, 38661-81-3

(1-bromoethyl)benzne

Conditions
ConditionsYield
With K10-montmorillonite clay; bromine In tetrachloromethane for 1.5h; Ambient temperature;A 69%
B 25%
With 1-butyl-3-methylimidazolium tribromide at 50℃; for 2.5h; regioselective reaction;
1-bromo-4-ethenyl-benzene
2039-82-9

1-bromo-4-ethenyl-benzene

carbon monoxide
201230-82-2

carbon monoxide

A

1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

B

2-(4-bromophenyl)propanal
40460-91-1

2-(4-bromophenyl)propanal

C

3-(4-bromophenyl)propanal
80793-25-5

3-(4-bromophenyl)propanal

Conditions
ConditionsYield
With hydrogen; N-dodecyl-N-(2-hydroxyethyl)-N,N-dimethylammonium bromide; {Rh(cod)[μ-S(CH2)3Si(OMe)3]}2; triphenylphosphine In water; butan-1-ol at 80℃; under 10350.8 Torr; for 6h; microemulsion/sol-gel;A 1.3%
B 51%
C 16.5%
ethylbenzene
100-41-4

ethylbenzene

A

1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

B

para-bromophenacyl bromide
99-73-0

para-bromophenacyl bromide

Conditions
ConditionsYield
With oxone; sodium bromide In water; acetonitrile at 50℃;A 13%
B 16%
ethyl bromide
74-96-4

ethyl bromide

bromobenzene
108-86-1

bromobenzene

A

1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

B

1-bromo-2-ethylbenzene
1973-22-4

1-bromo-2-ethylbenzene

Conditions
ConditionsYield
With aluminium at 80℃;
diethyl sulfate
64-67-5

diethyl sulfate

(4-bromophenyl)magnesium bromide
18620-02-5

(4-bromophenyl)magnesium bromide

1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

Conditions
ConditionsYield
With diethyl ether; benzene
ethylbenzene
100-41-4

ethylbenzene

A

1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

B

1-ethyl-2,4-dibromo-benzene
66634-86-4

1-ethyl-2,4-dibromo-benzene

Conditions
ConditionsYield
With sulfur dioxide; bromine; nitric acid; acetic acid Lichtausschluss;
1.4-dibromobenzene
106-37-6

1.4-dibromobenzene

ethyl iodide
75-03-6

ethyl iodide

1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

Conditions
ConditionsYield
With sodium; benzene
4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

Conditions
ConditionsYield
(i) NaNO2, H2SO4, (ii) CuSO4, Cu, NaBr, aq. H2SO4; Multistep reaction;
bromobenzene
108-86-1

bromobenzene

ethene
74-85-1

ethene

A

1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

B

1-bromo-2-ethylbenzene
1973-22-4

1-bromo-2-ethylbenzene

C

1-bromo-3-ethylbenzene
2725-82-8

1-bromo-3-ethylbenzene

Conditions
ConditionsYield
H-ZSM-5 catalyst at 400℃; Product distribution; alkylation of benzene and momosubstituted benzenes with ethylene over H-ZSM-5 and mordenite-H catalysts; isomerization of ethylarenes over H-mordenite;
1-bromo-4-ethenyl-benzene
2039-82-9

1-bromo-4-ethenyl-benzene

carbon monoxide
201230-82-2

carbon monoxide

A

1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

B

3-(4-bromophenyl)propanal
80793-25-5

3-(4-bromophenyl)propanal

C

(S)-2-(4-bromophenyl)propanal

(S)-2-(4-bromophenyl)propanal

D

(R)-2-(4-bromophenyl)propanal

(R)-2-(4-bromophenyl)propanal

Conditions
ConditionsYield
With hydrogen; tin(ll) chloride; ((2S,4S)-N-(tert-butoxycarbonyl)-4-(diphenylphosphino)-2-{(diphenylphosphino)methyl}pyrrolidine)PtCl2 In benzene at 60℃; under 137044 Torr; for 8h; Yield given. Yields of byproduct given;
ethylbenzene
100-41-4

ethylbenzene

A

bromobenzene
108-86-1

bromobenzene

B

1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

C

1-bromo-2-ethylbenzene
1973-22-4

1-bromo-2-ethylbenzene

Conditions
ConditionsYield
With hydrogen bromide; dihydrogen peroxide at 50℃; Product distribution; Kinetics; Thermodynamic data; oth. temperature, var. stirring rate, var. ratio of reactants, E(activ.), ΔH(activ.), ΔS(activ.), ΔG(activ.);A 1.6 % Chromat.
B 73.3 % Chromat.
C 22.2 % Chromat.
With hydrogenchloride; sodium hypochlorite; sodium bromide In water at 19.85℃; for 5h; Product distribution; Further Variations:; Temperatures;
ethylbenzene
100-41-4

ethylbenzene

A

1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

B

1-bromo-2-ethylbenzene
1973-22-4

1-bromo-2-ethylbenzene

C

1-bromo-3-ethylbenzene
2725-82-8

1-bromo-3-ethylbenzene

Conditions
ConditionsYield
With bromine; iron(III) chloride In acetic acid at 25 - 75℃; Rate constant; Product distribution; other solvents (nitromethane, acetic anhydride), k (rel. to benzene);
1-bromo-2-ethylbenzene
1973-22-4

1-bromo-2-ethylbenzene

A

1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

B

1-bromo-3-ethylbenzene
2725-82-8

1-bromo-3-ethylbenzene

Conditions
ConditionsYield
H-mordenite at 250℃; Product distribution; alkylation of benzene and momosubstituted benzenes with ethylene over H-ZSM-5 and mordenite-H catalysts; isomerization of ethylarenes over H-mordenite;
styrene
292638-84-7

styrene

para-bromoacetophenone
99-90-1

para-bromoacetophenone

A

1-bromo-4-ethenyl-benzene
2039-82-9

1-bromo-4-ethenyl-benzene

B

1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

1-Bromo-4-((1R,2R)-1-methyl-2-phenyl-cyclopropyl)-benzene

1-Bromo-4-((1R,2R)-1-methyl-2-phenyl-cyclopropyl)-benzene

C16H14Br2

C16H14Br2

Conditions
ConditionsYield
In ethanol Mechanism; Zn(Hg), HCl;
With amalgamated zinc In ethanol at 20℃;
para-bromoacetophenone
99-90-1

para-bromoacetophenone

A

1-bromo-4-ethenyl-benzene
2039-82-9

1-bromo-4-ethenyl-benzene

B

1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

1-Bromo-4-((1R,2R)-1-methyl-2-phenyl-cyclopropyl)-benzene

1-Bromo-4-((1R,2R)-1-methyl-2-phenyl-cyclopropyl)-benzene

C16H14Br2

C16H14Br2

Conditions
ConditionsYield
With styrene; amalgamated zinc In ethanol at 20℃;
1,4-bromoiodobenzene
589-87-7

1,4-bromoiodobenzene

ethyl iodide
75-03-6

ethyl iodide

1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

Conditions
ConditionsYield
With CuI*P(Et)3; naphthalen-1-yl-lithium 1.) THF, 25 deg C, 30 min, 2.) 25 deg C, 30 min; Yield given. Multistep reaction;
1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

1-bromo-4-(1-bromoethyl)benzene
159755-11-0

1-bromo-4-(1-bromoethyl)benzene

Conditions
ConditionsYield
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane at 90℃; for 3h;100%
With bromine In tetrachloromethane at 50℃; for 1.25h; Irradiation;98%
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane at 90℃; for 3h;68%
1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

phenylboronic acid
98-80-6

phenylboronic acid

4-ethylbiphenyl
5707-44-8

4-ethylbiphenyl

Conditions
ConditionsYield
With potassium tert-butylate In ethanol; water at 25℃; for 17h; Suzuki-Miyaura Coupling;98%
With sodium carbonate; palladium on activated charcoal In ethanol at 80℃; for 19h;96%
With potassium carbonate In water at 75℃; for 5h; Suzuki-Miyaura coupling; Inert atmosphere;94%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

(4-ethylphenyl)trimethylsilane
17988-50-0

(4-ethylphenyl)trimethylsilane

Conditions
ConditionsYield
Stage #1: 1-bromo-4-ethylbenzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h;
Stage #2: chloro-trimethyl-silane In tetrahydrofuran; hexane at -78 - 20℃;
98%
1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

2-methyl-but-3-yn-2-ol
115-19-5

2-methyl-but-3-yn-2-ol

4-(4-ethylphenyl)-2-methylbut-3-yn-2-ol
155105-68-3

4-(4-ethylphenyl)-2-methylbut-3-yn-2-ol

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide at 60℃; for 24h; Sonogashira Cross-Coupling; Schlenk technique; Inert atmosphere;98%
1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

para-bromoacetophenone
99-90-1

para-bromoacetophenone

Conditions
ConditionsYield
With tert.-butylhydroperoxide In water at 20℃; for 18h; Sealed tube;97%
With Iron(III) nitrate nonahydrate; 1-hydroxy-pyrrolidine-2,5-dione; oxygen In benzonitrile at 90℃; for 30h;97%
With Oxone; potassium bromide In nitromethane at 50℃; for 24h;96%
1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

4,4'-diethylbiphenyl
13049-40-6

4,4'-diethylbiphenyl

Conditions
ConditionsYield
With caesium carbonate In water at 80℃; for 24h; Ullmann Condensation; Green chemistry;97%
With 2Pd(2+)*4Br(1-)*C56H102N4; potassium carbonate at 75℃; for 12h; Ullmann Condensation;92%
Multi-step reaction with 2 steps
1.1: n-butyllithium / tetrahydrofuran / 3 h / -78 °C
1.2: -78 - 20 °C
1.3: 1 h
2.1: caesium carbonate / 1-methyl-pyrrolidin-2-one; water / 20 h / 120 °C
View Scheme
With potassium carbonate; benzyl alcohol In acetonitrile at 30℃; for 10h; Ullmann Condensation; Inert atmosphere; Irradiation;99 %Chromat.
phthalimide
136918-14-4

phthalimide

1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

3-(4-ethylphenyl)-3-hydroxyisoindolin-1-one
1436866-94-2

3-(4-ethylphenyl)-3-hydroxyisoindolin-1-one

Conditions
ConditionsYield
Stage #1: 1-bromo-4-ethylbenzene With magnesium In tetrahydrofuran
Stage #2: phthalimide In tetrahydrofuran; dichloromethane at 20℃; for 1.5h; Inert atmosphere;
96%
1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

trimethylsilylacetylene
1066-54-2

trimethylsilylacetylene

(2-(4-ethylphenyl)ethynyl)trimethylsilane

(2-(4-ethylphenyl)ethynyl)trimethylsilane

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In acetonitrile at 120℃; for 0.0833333h; Sonogashira Cross-Coupling; Microwave irradiation; Sealed tube; Inert atmosphere;95%
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,3,5,7-tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphatricyclo[3.3.1.13,7]decane In N,N-dimethyl-formamide at 120℃; for 0.5h; microwave-assisted Sonogashira reaction; Microwave irradiation;85%
1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

4-ethyl-4'-methoxy-1,1'-biphenyl
58244-47-6

4-ethyl-4'-methoxy-1,1'-biphenyl

Conditions
ConditionsYield
With potassium phosphate tribasic heptahydrate; C31H25N2O4PPd In toluene at 80℃; for 2h;93.5%
aqueous NH4 Cl

aqueous NH4 Cl

1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

(4-ethylphenyl)trimethylsilane
17988-50-0

(4-ethylphenyl)trimethylsilane

Conditions
ConditionsYield
With chloro-trimethyl-silane; magnesium In tetrahydrofuran93%
1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

p-bromobenzamide
698-67-9

p-bromobenzamide

Conditions
ConditionsYield
With tert.-butylhydroperoxide; ammonia; iodine In water at 100℃; for 3h; Sealed tube; Green chemistry;93%
Stage #1: 1-bromo-4-ethylbenzene With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); water In ethyl acetate at 60℃; for 6h;
Stage #2: With ammonium hydroxide; iodine In ethyl acetate; acetonitrile at 20℃; for 12h;
83%
1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

carbon monoxide
201230-82-2

carbon monoxide

acetylacetone
123-54-6

acetylacetone

1-(4-ethylphenyl)butane-1,3-dione
58278-92-5

1-(4-ethylphenyl)butane-1,3-dione

Conditions
ConditionsYield
With dichloro(1,5-cyclooctadiene)palladium(II); triethylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; magnesium chloride In 1,4-dioxane at 80℃; for 18h; Sealed tube;93%
1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

4-ethylbenzylaldehyde
4748-78-1

4-ethylbenzylaldehyde

Conditions
ConditionsYield
With samarium; copper(l) iodide at 20℃; for 4h; Inert atmosphere;93%
10-Undecenal
112-45-8

10-Undecenal

1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

1-Ethyl-4-undec-10-enyl-benzene
90900-80-4

1-Ethyl-4-undec-10-enyl-benzene

Conditions
ConditionsYield
With ammonia; lithium In diethyl ether Ambient temperature;92%
1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

toluene-4-sulfonamide
70-55-3

toluene-4-sulfonamide

4-bromo-α-(p-toluenesulfonylamido)ethylbenzene

4-bromo-α-(p-toluenesulfonylamido)ethylbenzene

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; iodine at 50℃; Inert atmosphere;92%
With N-iodo-succinimide In dichloromethane at 20℃; for 16h; Irradiation;74%
With tetrabutylammonium tetrafluoroborate In 1,2-dichloro-ethane at 20℃; for 2.5h; Electrochemical reaction; Inert atmosphere; regioselective reaction;74%
1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

1,2,4,5-tetrahydro-3-methyl-3H-3-benzazepin-2-one
73644-95-8

1,2,4,5-tetrahydro-3-methyl-3H-3-benzazepin-2-one

1-(4-ethylphenyl)-4,5-dihydro-3-methyl-1H-benzo[d]azepin-2(3H)-one
1428449-40-4

1-(4-ethylphenyl)-4,5-dihydro-3-methyl-1H-benzo[d]azepin-2(3H)-one

Conditions
ConditionsYield
With copper(l) iodide; palladium diacetate; sodium hydride; triphenylphosphine In 1,4-dioxane; N,N-dimethyl-formamide at 100℃; for 0.166667h; Microwave irradiation;92%
1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

2-trimethylsilyl ethane sulfonic acid azide
871949-46-1

2-trimethylsilyl ethane sulfonic acid azide

C13H22BrNO2SSi

C13H22BrNO2SSi

Conditions
ConditionsYield
Stage #1: 1-bromo-4-ethylbenzene; 2-trimethylsilyl ethane sulfonic acid azide at -10℃; for 0.5h; Inert atmosphere; Molecular sieve;
Stage #2: With C61H44F4N2O3Ru at -10℃; for 24h; Inert atmosphere; Molecular sieve;
92%
1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

benzyl(bromo)zinc
62673-31-8

benzyl(bromo)zinc

1-benzyl-4-ethylbenzene
620-85-9

1-benzyl-4-ethylbenzene

Conditions
ConditionsYield
With SiliaCat DPP-Pd In tetrahydrofuran at 60℃; for 0.1h; Negishi Coupling; Inert atmosphere; Flow reactor;92%
1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

1-ethyl-4-(4-methylphenyl)benzene
76708-90-2

1-ethyl-4-(4-methylphenyl)benzene

Conditions
ConditionsYield
With potassium carbonate In water; dimethyl sulfoxide at 60℃; for 24h; Suzuki-Miyaura coupling;91%
With potassium carbonate In ethanol; water at 50℃; for 2h; Catalytic behavior; Suzuki-Miyaura Coupling;89%
With water; triethylamine; Pd(OAc)2EnCatTM In N,N-dimethyl-formamide at 120℃; for 0.25h; Suzuki-Miyaura reaction; microwave irradiation;72%
1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

5-bromo-4-(bromomethyl)-2-chloro-N-methoxy-N-methylbenzamide

5-bromo-4-(bromomethyl)-2-chloro-N-methoxy-N-methylbenzamide

[5-bromo-4-(bromomethyl)-2-chlorophenyl](4-ethylphenyl)methanone

[5-bromo-4-(bromomethyl)-2-chlorophenyl](4-ethylphenyl)methanone

Conditions
ConditionsYield
Stage #1: 1-bromo-4-ethylbenzene With magnesium In tetrahydrofuran; ethylene dibromide at 20 - 48℃; Large scale;
Stage #2: 5-bromo-4-(bromomethyl)-2-chloro-N-methoxy-N-methylbenzamide In tetrahydrofuran; ethylene dibromide at 25℃; for 2h; Inert atmosphere; Large scale;
91%
bis(tetrahydrofuran)tris(trimethylsilylmethyl)yttrium(III)

bis(tetrahydrofuran)tris(trimethylsilylmethyl)yttrium(III)

1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

4-(trimethylsilylmethyl)ethylbenzene

4-(trimethylsilylmethyl)ethylbenzene

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); XPhos In toluene at 20℃; for 1h; Inert atmosphere; Schlenk technique;91%
3,7-dimethyl-oct-6-enal
106-23-0, 26489-02-1

3,7-dimethyl-oct-6-enal

1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

1-(3,7-Dimethyl-oct-6-enyl)-4-ethyl-benzene
93741-47-0

1-(3,7-Dimethyl-oct-6-enyl)-4-ethyl-benzene

Conditions
ConditionsYield
With ammonia; lithium In diethyl ether90%
3,7-dimethyl-2,6-octadienal
141-27-5

3,7-dimethyl-2,6-octadienal

1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

1-((E)-3,7-Dimethyl-octa-2,6-dienyl)-4-ethyl-benzene
93741-43-6

1-((E)-3,7-Dimethyl-octa-2,6-dienyl)-4-ethyl-benzene

Conditions
ConditionsYield
With ammonia; lithium In diethyl ether for 1h;90%
1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
61676-62-8

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

2-(4-ethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
1075719-87-7

2-(4-ethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions
ConditionsYield
With n-butyllithium; Triisopropyl borate In tetrahydrofuran; hexane at -60℃;90%
With n-butyllithium In tetrahydrofuran; hexane at -60℃; Flow reactor;87%
1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

(E)-methyl 3-(4-ethylphenyl)acrylate

(E)-methyl 3-(4-ethylphenyl)acrylate

Conditions
ConditionsYield
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 140℃; for 18h; Heck Reaction; Inert atmosphere;90%

4-Bromoethylbenzene Chemical Properties


IUPAC Name: 1-Bromo-4-ethylbenzene
Canonical SMILES: CCC1=CC=C(C=C1)Br
InChI: InChI=1S/C8H9Br/c1-2-7-3-5-8(9)6-4-7/h3-6H,2H2,1H3
InChIKey: URFPRAHGGBYNPW-UHFFFAOYSA-N
Molecular Weight: 185.06106 [g/mol]
Molecular Formula: C8H9Br
XLogP3: 3.6
H-Bond Donor: 0
H-Bond Acceptor: 0 
EINECS: 216-439-8
Product Categories: Aromatic Hydrocarbons (substituted) & Derivatives; Halides; Phenyls & Phenyl-Het; Benzene derivates; Bromine Compounds; 4-Alkylbromobenzenes (Building Blocks for Liquid Crystals); Building Blocks for Liquid Crystals; Functional Materials; Phenyls & Phenyl-Het; Aryl; C8; Halogenated Hydrocarbons 
Stability: Stable. Incompatible with strong oxidizing agents. 
Index of Refraction: 1.54
Molar Refractivity: 43.49 cm3
Molar Volume: 138.4 cm3
Surface Tension: 34 dyne/cm
Density: 1.336 g/cm3
Flash Point: 71.2 °C
Enthalpy of Vaporization: 42.29 kJ/mol
Boiling Point: 204.6 °C at 760 mmHg
Vapour Pressure: 0.373 mmHg at 25 °C
Water Solubility: 23.3 mg/L at 25 °C
Appearance: Clear colourless to light yellow liquid
Melting Point of p-Bromoethylbenzene (CAS NO.1585-07-5): -43 °C

4-Bromoethylbenzene Uses

 p-Bromoethylbenzene (CAS NO.1585-07-5) is used as an organic reagent and a pharmaceutical intermediate.

4-Bromoethylbenzene Safety Profile

Safety Information of p-Bromoethylbenzene (CAS NO.1585-07-5):
Hazard Codes:Xi
Risk Statements:36/37/38
36/37/38:Irritating to eyes, respiratory system and skin
Safety Statements:23-24/25
23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer)
24/25:Avoid contact with skin and eyes
RIDADR:UN 2810
WGK Germany:3
Hazard Note:Irritant
TSCA:T
HS Code:29036990

4-Bromoethylbenzene Specification

  p-Bromoethylbenzene (CAS NO.1585-07-5), its Synonyms are 1-Bromo-4-ethylbenzene ; 4-Ethylbromobenzene ; p-Ethylbromobenzene ; Benzene, 1-bromo-4-ethyl- .

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