Product Name

  • Name

    2'-Bromoacetophenone

  • EINECS 218-398-1
  • CAS No. 2142-69-0
  • Article Data114
  • CAS DataBase
  • Density 1.451 g/cm3
  • Solubility practically insoluble in water
  • Melting Point °C
  • Formula C8H7BrO
  • Boiling Point 249 °C at 760 mmHg
  • Molecular Weight 199.047
  • Flash Point 86.6 °C
  • Transport Information
  • Appearance Clear pale yellow to orange liquid
  • Safety 26-36-37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 2142-69-0 (2'-Bromoacetophenone)
  • Hazard Symbols IrritantXi
  • Synonyms Acetophenone,2'-bromo- (7CI,8CI);1-(2-Bromophenyl)ethanone;1-Acetyl-2-bromobenzene;2-Acetylbromobenzene;2-Bromophenyl methyl ketone;NSC155380;o-Bromoacetophenone;o-Bromophenyl methyl ketone;
  • PSA 17.07000
  • LogP 2.65170

Synthetic route

(1-(2-bromophenyl)ethoxy)trimethylsilane
1025869-90-2

(1-(2-bromophenyl)ethoxy)trimethylsilane

2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

Conditions
ConditionsYield
With nitrogen dioxide at 20℃; for 1h;100%
1-bromo-2-ethylbenzene
1973-22-4

1-bromo-2-ethylbenzene

2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

Conditions
ConditionsYield
With Iron(III) nitrate nonahydrate; 1-hydroxy-pyrrolidine-2,5-dione; oxygen In benzonitrile at 90℃; for 21h;99%
With Iron(III) nitrate nonahydrate; N-hydroxyphthalimide In benzonitrile at 100℃; for 20h;95%
With oxygen; silica gel; 4-aminoperbenzoic acid In dichloromethane at 20℃; for 12h;73%
o-cyanobromobenzene
2042-37-7

o-cyanobromobenzene

methylmagnesium bromide
75-16-1

methylmagnesium bromide

2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran; water; toluene at 20 - 25℃; for 2h; Friedel-Crafts Acylation;96.5%
1-(2-bromophenyl)ethanol
5411-56-3

1-(2-bromophenyl)ethanol

2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

Conditions
ConditionsYield
With silica gel; pyridinium chlorochromate In dichloromethane at 20℃; for 2h; Inert atmosphere;96%
With silica gel; pyridinium chlorochromate In dichloromethane at 20℃; for 2h; Inert atmosphere;95%
With C53H46ClN3P2Ru; potassium tert-butylate; acetone at 56℃; under 750.075 Torr; for 3h; Oppenauer Oxidation;94%
2-bromo-1-ethynylbenzene
766-46-1

2-bromo-1-ethynylbenzene

2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

Conditions
ConditionsYield
With water at 80℃; for 2h; Temperature; Green chemistry;86%
With iron(III) chloride; water; silver(I) triflimide In 1,4-dioxane at 80℃; for 60h; regioselective reaction;84%
With water at 80℃; for 15h;84%
methylmagnesium bromide
75-16-1

methylmagnesium bromide

2-bromobenzoic acid chloride
7154-66-7

2-bromobenzoic acid chloride

A

2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

B

2-Methylacetophenone
577-16-2, 122382-54-1

2-Methylacetophenone

Conditions
ConditionsYield
With iron(III)-acetylacetonate In tetrahydrofuran at -78℃;A 85%
B 7 % Chromat.
ortho-bromobenzenesulfonyl hydrazide
60199-33-9

ortho-bromobenzenesulfonyl hydrazide

acetonitrile
75-05-8

acetonitrile

2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

Conditions
ConditionsYield
With 1,10-Phenanthroline; water; palladium diacetate at 100℃; under 760.051 Torr; for 6h;82%
acetophenone
98-86-2

acetophenone

2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

Conditions
ConditionsYield
With trifluoromethanesulfonic acid anhydride; magnesium bromide In diethyl ether at 0℃; for 0.166667h;79%
With N-Bromosuccinimide; silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper diacetate In 1,2-dichloro-ethane at 120℃; for 21h; Inert atmosphere; regioselective reaction;50%
With tetra-n-butylammonium tribromide In methanol; diethyl ether; dichloromethane
With N-Bromosuccinimide; C18H24I2N5Pd(1+) In acetonitrile at 95℃; for 24h; Reagent/catalyst; Sealed tube;22 %Chromat.
With N-Bromosuccinimide; 2Ru(2+)*4F6P(1-)*C47H34N8*Pd(2+)*C2H6OS*2I(1-) In 1,2-dichloro-ethane at 95℃; for 16h; Sealed tube;57 %Chromat.
3-(2-bromophenyl)-3-oxopropionic acid methyl ester
294881-08-6

3-(2-bromophenyl)-3-oxopropionic acid methyl ester

2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

Conditions
ConditionsYield
With hydrogenchloride In methanol; water at 70℃; for 6h;76%
bromobenzene
108-86-1

bromobenzene

acetyl chloride
75-36-5

acetyl chloride

A

2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

B

para-bromoacetophenone
99-90-1

para-bromoacetophenone

Conditions
ConditionsYield
With iron(III) sulfate In hexane at 20℃; for 0.75h; Friedel-Crafts acylation; Sonication;A 5.2%
B 74%
With poly(4-vinylpyridine) supported trifluoromethanesulfonic acid at 0 - 20℃; for 6h; Friedel-Crafts Acylation; Overall yield = 20 %;
C10H11BrOS
1429632-21-2

C10H11BrOS

2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

Conditions
ConditionsYield
With 2,2,6,6-tetramethylpiperidinyl-lithium In tetrahydrofuran; hexane at -78℃; for 3h; Inert atmosphere;74%
trimethylsiloxyethene
6213-94-1

trimethylsiloxyethene

1-Bromo-2-iodobenzene
583-55-1

1-Bromo-2-iodobenzene

2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

Conditions
ConditionsYield
With palladium diacetate; triethylamine; triphenylphosphine In dimethyl sulfoxide; N,N-dimethyl-formamide at 20 - 100℃; for 2h; Heck Reaction; Microwave irradiation; regioselective reaction;72%
2-bromo-N-methoxy-N-methylbenzamide
899425-05-9

2-bromo-N-methoxy-N-methylbenzamide

methylmagnesium bromide
75-16-1

methylmagnesium bromide

2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether at 0℃; for 15h; Inert atmosphere;72%
In tetrahydrofuran; diethyl ether at 0 - 20℃;
2-bromostyrene
2039-88-5

2-bromostyrene

A

2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

B

1-(2-bromophenyl)ethanol
5411-56-3

1-(2-bromophenyl)ethanol

Conditions
ConditionsYield
With tris(dibenzoylmethano)iron(III); phenylsilane In ethanol at 20℃; for 27h; Reagent/catalyst; Wacker Oxidation;A 72%
B 23%
With triethylsilane; (1,2,3,4,8,9,10,11,15,16,17,18,22,23,24,25-Hexadecafluorophthalocyaninato)iron(II); oxygen In ethanol at 20℃; under 760.051 Torr; for 13h; Wacker Oxidation; Sealed tube; Green chemistry; chemoselective reaction;A 65%
B 5%
ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

(2-bromophenyl)boronic acid
244205-40-1

(2-bromophenyl)boronic acid

2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

Conditions
ConditionsYield
With trifluorormethanesulfonic acid; water; palladium diacetate; 2-(3,5-dimethyl-1H-pyrazol-1-yl)pyridine at 60℃; for 5h; regioselective reaction;66%
2-aminoacetophenone
551-93-9

2-aminoacetophenone

2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

Conditions
ConditionsYield
Stage #1: 2-aminoacetophenone With hydrogen bromide; sodium nitrite In water at 0℃; for 0.333333h; Inert atmosphere;
Stage #2: With copper(I) bromide In water Inert atmosphere;
60%
With hydrogen bromide; copper(I) bromide
With sulfuric acid; copper(I) bromide Diazotization;
2-(2-bromophenyl)propanol
7073-69-0

2-(2-bromophenyl)propanol

2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

Conditions
ConditionsYield
With bismuth(lll) trifluoromethanesulfonate; dipotassium peroxodisulfate; silver nitrate In water at 30℃; for 24h; Inert atmosphere; Green chemistry;60%
1-(2-bromophenyl)ethanol
5411-56-3

1-(2-bromophenyl)ethanol

A

2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

B

(1S)-1-(2-bromophenyl)ethanol
5411-56-3, 76116-20-6, 118375-26-1, 114446-55-8

(1S)-1-(2-bromophenyl)ethanol

C

(1R)-1-(2-bromophenyl)ethan-1-ol
5411-56-3, 114446-55-8, 118375-26-1, 76116-20-6

(1R)-1-(2-bromophenyl)ethan-1-ol

Conditions
ConditionsYield
With sodium hydrogencarbonate; sodium bromide; chiral 4,1'-dinaphthyl-3,2'-cyclo[C(Me)2-N(oxyl)-C(Me)2] In dichloromethane; water at -15℃; for 1.5h; resolution of racemate; Electrolysis; Title compound not separated from byproducts;A 54%
B n/a
C n/a
Stage #1: 1-(2-bromophenyl)ethanol With N,N'-bis(salicylidene)-1,2-cyclohexanediaminomanganese(III) chloride; potassium acetate In dichloromethane; water for 0.0833333h;
Stage #2: With N-Bromosuccinimide In dichloromethane; water at 20℃; for 4h; Kinetics; enantioselective reaction;
A n/a
B n/a
C n/a
2-bromostyrene
2039-88-5

2-bromostyrene

2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

Conditions
ConditionsYield
With manganese(IV) oxide; palladium dichloride In water; acetonitrile at 60℃; for 25h;53%
With methanol; oxygen; potassium carbonate at 150℃; under 3000.3 Torr; for 12h; regioselective reaction;47.3 %Chromat.
1-(2-bromophenyl)ethanol
5411-56-3

1-(2-bromophenyl)ethanol

A

2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

B

(1R)-1-(2-bromophenyl)ethan-1-ol
5411-56-3, 114446-55-8, 118375-26-1, 76116-20-6

(1R)-1-(2-bromophenyl)ethan-1-ol

Conditions
ConditionsYield
With C50H42ClN2O3Ru In chloroform at 25℃; Kinetics; Molecular sieve; Resolution of racemate; enantioselective reaction;A n/a
B 48.8%
Stage #1: 1-(2-bromophenyl)ethanol With C28H36ClMnN2O2; potassium acetate In dichloromethane; water for 0.0833333h;
Stage #2: With N-Bromosuccinimide In dichloromethane; water at 20℃; for 4h; Kinetics; enantioselective reaction;
A n/a
B n/a
1-bromo-2-isopropylbenzene
7073-94-1

1-bromo-2-isopropylbenzene

2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

Conditions
ConditionsYield
With oxygen at 190℃; under 760.051 Torr; for 24h; Autoclave;34%
o-bromo-α-fluoroacetophenone
135774-34-4

o-bromo-α-fluoroacetophenone

A

2-fluoroacetophenone
450-95-3

2-fluoroacetophenone

B

2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

Conditions
ConditionsYield
With 1,3-dimethyl-2-phenyl-2,3-dihydro-1H-benzo[d]imidazole; azobisisobutyronitrile In acetonitrile at 90℃; for 1.5h; Rate constant; other temp., other concentration, and time;A 8.5%
B 21.7%
α-(benzoyloxy)-o-bromoacetophenone
135774-35-5

α-(benzoyloxy)-o-bromoacetophenone

A

phenacyl benzoate
33868-50-7

phenacyl benzoate

B

2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

Conditions
ConditionsYield
With tris(2,2'-bipyridine)ruthenium(II) perchlorate; 1,3-dimethyl-2-phenyl-2,3-dihydro-1H-benzo[d]imidazole In acetonitrile at 20℃; for 13h; Rate constant; Irradiation; other reagents, reaction without irradiation, var. time;A 15.7%
B 12.5%
2-bromobenzoic acid chloride
7154-66-7

2-bromobenzoic acid chloride

2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

methyl magnesium iodide
917-64-6

methyl magnesium iodide

o-cyanobromobenzene
2042-37-7

o-cyanobromobenzene

2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

Conditions
ConditionsYield
With diethyl ether anschliessendes Behandeln mit wss. HCl;
3-(2-bromophenyl)-3-oxopropionic acid ethyl ester
50671-05-1

3-(2-bromophenyl)-3-oxopropionic acid ethyl ester

2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

Conditions
ConditionsYield
With sulfuric acid
2-bromobenzoic acid chloride
7154-66-7

2-bromobenzoic acid chloride

2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

Conditions
ConditionsYield
With diethyl (ethoxymagnesio)malonate
With dimethylcadmium
Multi-step reaction with 3 steps
1: aqueous ammonia
2: thionyl chloride
3: diethyl ether / anschliessendes Behandeln mit wss. HCl
View Scheme
Multi-step reaction with 2 steps
1: triethylamine / dichloromethane / 1 h / 0 - 20 °C
2: tetrahydrofuran; diethyl ether / 0 - 20 °C
View Scheme
3-methyl-4-(o-bromophenyl)-1,2-dioxetane
143798-76-9

3-methyl-4-(o-bromophenyl)-1,2-dioxetane

A

formaldehyd
50-00-0

formaldehyd

B

2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

Conditions
ConditionsYield
With 9,10-Dibromoanthracene; 9,10-diphenylanthracene In tetrachloromethane at 60℃; Rate constant; Thermodynamic data; Ea; ΔH(excit.); ΔS(excit.); ΔG(excit.);
acetophenone
98-86-2

acetophenone

A

2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

B

1-(3-Bromophenyl)ethanone
2142-63-4

1-(3-Bromophenyl)ethanone

Conditions
ConditionsYield
With potassium bromate; sulfuric acid In water Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

1-(2-bromophenyl)ethanol
5411-56-3

1-(2-bromophenyl)ethanol

Conditions
ConditionsYield
With [{(CH3)2C3HN2-C5H3N-C3H3N2}RuCl2(PPh3)]; potassium isopropoxide; isopropyl alcohol at 82℃; for 0.00277778h; Inert atmosphere;100%
Stage #1: 2-bromophenyl methyl ketone With C107H90Cl2N10P4Ru2(2+)*2Cl(1-) In isopropyl alcohol at 82℃; for 0.166667h; Inert atmosphere;
Stage #2: With potassium isopropoxide In isopropyl alcohol for 2h; Catalytic behavior; Inert atmosphere;
100%
Stage #1: 2-bromophenyl methyl ketone With sodium tetrahydroborate In methanol at 20℃; for 24h;
Stage #2: With water In methanol
100%
2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

phenylhydrazine
100-63-0

phenylhydrazine

N-[1-(2-Bromo-phenyl)-eth-(Z)-ylidene]-N'-phenyl-hydrazine
1011736-72-3

N-[1-(2-Bromo-phenyl)-eth-(Z)-ylidene]-N'-phenyl-hydrazine

Conditions
ConditionsYield
In 1-methyl-pyrrolidin-2-one at 160℃; for 0.166667h; microwave irradiation;100%
In diethyl ether Heating;
With acetic acid In ethanol for 0.166667h; Heating; Yield given;
2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

1-(2′-methyl-[1,1′-biphenyl]-2-yl)ethanone
217468-51-4

1-(2′-methyl-[1,1′-biphenyl]-2-yl)ethanone

Conditions
ConditionsYield
With potassium phosphate; CyJohnPhos; polymer-incarcerated palladium In water; toluene for 2h; Suzuki-Miyaura coupling; Heating;100%
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; ethanol Product distribution; Heating; Suzuki coupling of bromo-acylbenzenes resp. bromo-indole carbaldehydes with boronic acids;98%
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; ethanol rt, 15 min; reflux, 48 h;98%
2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

4-(2-bromophenyl)-1,2,3-thiadiazole

4-(2-bromophenyl)-1,2,3-thiadiazole

Conditions
ConditionsYield
Stage #1: 2-bromophenyl methyl ketone With polystyrene-sulfonylhydrazide resin; acetic acid In tetrahydrofuran at 50℃; for 4h; Solid phase reaction;
Stage #2: With thionyl chloride In 1,2-dichloro-ethane at 60℃; for 5h; Solid phase reaction; Hurd-Mori cyclization;
100%
Multi-step reaction with 2 steps
1: sulfuric acid / ethanol / 2 h / Reflux
2: thionyl chloride / 2 h / 5 - 60 °C
View Scheme
Multi-step reaction with 2 steps
1: sulfuric acid / ethanol / 20 °C / Reflux
2: thionyl chloride / 2 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1: ethanol / 3 h / 80 °C
2: thionyl chloride / 2 h / 80 °C
View Scheme
2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

2-Methylacetophenone
577-16-2, 122382-54-1

2-Methylacetophenone

Conditions
ConditionsYield
(1,2-bis(diphenylphosphino)ethane)palladium(II) chloride In 1,4-dioxane for 1.5h; Heating;100%
2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

sodium thiomethoxide
5188-07-8

sodium thiomethoxide

2'-(methylthio)acetophenone
1441-97-0

2'-(methylthio)acetophenone

Conditions
ConditionsYield
In tetrahydrofuran at 75℃; for 10h;100%
In tetrahydrofuran at 75℃; for 12h;88%
In tetrahydrofuran
2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

2-(2-bromophenyl)-2-oxoacetic acid
26767-16-8

2-(2-bromophenyl)-2-oxoacetic acid

Conditions
ConditionsYield
With pyridine; selenium(IV) oxide at 100℃; for 2h;100%
With hydrogenchloride; sodium dichromate In water at 95℃; for 6h;90%
With pyridine; selenium(IV) oxide at 120℃; for 18h; Inert atmosphere;87%
2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

(E)-1-(2-bromophenyl)ethan-1-one oxime

(E)-1-(2-bromophenyl)ethan-1-one oxime

Conditions
ConditionsYield
With hydroxylamine hydrochloride; sodium acetate In methanol Heating;100%
With hydroxylamine hydrochloride; sodium hydroxide In ethanol; water at 20℃; for 24h; pH=9; Cooling with ice;92%
With hydroxylamine hydrochloride; sodium carbonate In ethanol; water pH=5; Reflux;89%
2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

1-bromo-2-(1,1-difluoroethyl)benzene
444581-46-8

1-bromo-2-(1,1-difluoroethyl)benzene

Conditions
ConditionsYield
With 4-tert-butyl-2,6-dimethylphenylsulfur trifluoride; pyridine hydrofluoride In dichloromethane at 23℃; for 18h;100%
With (bis-(2-methoxyethyl)amino)sulfur trufluoride; methanol at 70℃; for 18h;63%
With morpholinosulfur trifluoride In dichloromethane; water at 20℃; for 672h;12%
2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

1-(tert-butoxycarbonyl)-4-((tert-butoxycarbonyl)amino)piperidine-4-carboxylic acid
189321-65-1

1-(tert-butoxycarbonyl)-4-((tert-butoxycarbonyl)amino)piperidine-4-carboxylic acid

4-tert-butoxycarbonylamino-4-(5-phenyl-1H-imidazol-2-yl)-piperidine-1-carboxylic acid tert-butyl ester
1035389-11-7

4-tert-butoxycarbonylamino-4-(5-phenyl-1H-imidazol-2-yl)-piperidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
Stage #1: 1-(tert-butoxycarbonyl)-4-((tert-butoxycarbonyl)amino)piperidine-4-carboxylic acid With caesium carbonate In methanol for 2h;
Stage #2: 2-bromophenyl methyl ketone In N,N-dimethyl-formamide for 2h;
Stage #3: With ammonium acetate In xylenes at 20 - 135℃; for 52h;
100%
2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

B-allyl-1,3,2-dioxaborinane
54655-41-3

B-allyl-1,3,2-dioxaborinane

(S)-(−)-2-(2-bromophenyl)-pent-4-en-2-ol
1201827-38-4

(S)-(−)-2-(2-bromophenyl)-pent-4-en-2-ol

Conditions
ConditionsYield
Stage #1: B-allyl-1,3,2-dioxaborinane With (S)-3,3'-dibromo-1,1'-bi-2-naphthol In toluene at 135℃; for 1h; Inert atmosphere;
Stage #2: 2-bromophenyl methyl ketone In toluene at 35℃; for 120h; Inert atmosphere;
100%
With (S)-3,3'-dibromo-1,1'-bi-2-naphthol; tert-butyl alcohol In toluene at 20℃; for 24h; Inert atmosphere; enantioselective reaction;95%
2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

(1R)-1-(2-bromophenyl)ethan-1-ol
5411-56-3, 114446-55-8, 118375-26-1, 76116-20-6

(1R)-1-(2-bromophenyl)ethan-1-ol

Conditions
ConditionsYield
With lithium hydroxide; (S)-quinolin-4-yl((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methanamine; hydrogen; triphenylphosphine; iridium In methanol at 30℃; under 45004.5 Torr; for 3h; optical yield given as %ee; enantioselective reaction;99%
With dimethylsulfide borane complex; 3-hydroxy-N-[(1R,2S)-cis-2-hydroxy-2,3-dihydro-1H-inden-1-yl]naphthalene-2-carboxamide In tetrahydrofuran at 65℃; Inert atmosphere; enantioselective reaction;99%
With formic acid; triethylamine In water at 50℃; for 6h; enantioselective reaction;98%
2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

Conditions
ConditionsYield
With hydrogen; potassium hydroxide; 9-amino-9-deoxyepicinchonine In isopropyl alcohol at 40℃; under 45004.5 Torr; for 5h; Autoclave; optical yield given as %ee; enantioselective reaction;99%
With dimethylsulfide borane complex; 3-hydroxy-N-[(2S)-1-hydroxy-1,1,3-triphenylpropan-2-yl]naphthalene-2-carboxamide In tetrahydrofuran at 65℃; Inert atmosphere; enantioselective reaction;99%
With D-glucose In aq. phosphate buffer at 25℃; for 24h; pH=7.0; stereoselective reaction;99%
phthalimide
136918-14-4

phthalimide

2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

2-(2-acetylphenyl)-1H-isoindole-1,3(2H)-dione
83665-31-0

2-(2-acetylphenyl)-1H-isoindole-1,3(2H)-dione

Conditions
ConditionsYield
With copper(I) oxide at 100℃; for 48h;99%
2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

phenylboronic acid
98-80-6

phenylboronic acid

1-([1,1'-biphenyl]-2-yl)ethanone
2142-66-7

1-([1,1'-biphenyl]-2-yl)ethanone

Conditions
ConditionsYield
With palladium diacetate; N,N-diisopropyl-1,1-diphenylphosphanamine; potassium carbonate In tetrahydrofuran for 48h; Suzuki-Miyamura cross-coupling reaction; Heating;99%
With potassium phosphate monohydrate; 1‐ethyl‐2‐(1‐ethylindol-2-yl)benzoimidazole; palladium diacetate In 1,4-dioxane at 60℃; for 24h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;99%
With Ph2P(CH2CH2O)22CH3; triethylamine; palladium dichloride In water at 100℃; for 1h; Suzuki coupling; Inert atmosphere;98%
2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

2'-p-methoxyphenylacetophenone

2'-p-methoxyphenylacetophenone

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; toluene for 18h; Suzuki coupling; Inert atmosphere; Reflux;99%
With triethylamine In methanol for 8h; Suzuki Coupling;91%
With C42H48Cl4N4Pd2S2; potassium carbonate In water at 60℃; for 24h; Time; Suzuki-Miyaura Coupling; Inert atmosphere;88%
2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

1,3,5-tris(2’-bromophenyl)benzene
380626-56-2

1,3,5-tris(2’-bromophenyl)benzene

Conditions
ConditionsYield
With tetrachlorosilane In ethanol at 20℃;99%
With tetrachlorosilane In ethanol at 0 - 20℃; for 16h; Inert atmosphere;97%
With tetrachlorosilane In ethanol at 0 - 20℃; for 25.5h; Inert atmosphere;90%
2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

ethyltriphenylphosphonium bromide
1530-32-1

ethyltriphenylphosphonium bromide

(E)-1-bromo-2-(but-2-en-2-yl)benzene
96308-15-5

(E)-1-bromo-2-(but-2-en-2-yl)benzene

Conditions
ConditionsYield
Stage #1: ethyltriphenylphosphonium bromide With potassium tert-butylate In toluene at 0 - 23℃;
Stage #2: 2-bromophenyl methyl ketone In toluene for 8h; Heating;
99%
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

2-(trimethylsilyloxy)-2-(2'-bromophenyl)propanenitrile

2-(trimethylsilyloxy)-2-(2'-bromophenyl)propanenitrile

Conditions
ConditionsYield
With KNdF4 for 0.0666667h; Irradiation;99%
With C29H38AlN4O2(1+)*CF3O3S(1-) In neat (no solvent) at 20℃; for 0.5h; Catalytic behavior; Inert atmosphere; Schlenk technique;97%
Fe(Cp)2PF6 at 20℃; for 0.166667h;93%
With R-(+)-α-methylbenzylamine-(2R,3R)-(-)-2,3-dihydroxybutanedioic acid In dichloromethane at 10 - 20℃; for 84h; optical yield given as %ee;
2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

2-formylbenzene boronic acid
40138-16-7

2-formylbenzene boronic acid

2’acetyl-[1,1'-biphenyl]-2-carbaldehyde
100914-80-5

2’acetyl-[1,1'-biphenyl]-2-carbaldehyde

Conditions
ConditionsYield
With potassium fluoride; palladium diacetate; 2-[bis(1,1-dimethylethyl)phosphino]-1-phenyl-1H-indole In tetrahydrofuran at 20℃; for 2h; Suzuki-Miyaura coupling; Inert atmosphere;99%
With tris-(dibenzylideneacetone)dipalladium(0); potassium fluoride dihydrate; tri tert-butylphosphoniumtetrafluoroborate In tetrahydrofuran at 40℃; for 12h; Suzuki-Miyaura Coupling; Inert atmosphere;99%
With tris-(dibenzylideneacetone)dipalladium(0); potassium fluoride dihydrate; tri tert-butylphosphoniumtetrafluoroborate In tetrahydrofuran Suzuki-Miyaura coupling; Inert atmosphere;95%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,3-dioxane at 80℃; for 14h; Inert atmosphere;71%
2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

2-formyl-4,5-(methylenedioxy)benzeneboronic acid
94838-88-7

2-formyl-4,5-(methylenedioxy)benzeneboronic acid

6-(2-acetylphenyl)benzo[d][1,3]dioxole-5-carbaldehyde
1149344-88-6

6-(2-acetylphenyl)benzo[d][1,3]dioxole-5-carbaldehyde

Conditions
ConditionsYield
With potassium fluoride; palladium diacetate; 2-[bis(1,1-dimethylethyl)phosphino]-1-phenyl-1H-indole In tetrahydrofuran at 20℃; for 2h; Suzuki-Miyaura coupling; Inert atmosphere;99%
2,6-bis(hydrazino)pyridine
23743-82-0

2,6-bis(hydrazino)pyridine

2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

C21H19Br2N5
1337906-88-3

C21H19Br2N5

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene Reflux; Inert atmosphere;99%
fur-2-ylboronic acid
13331-23-2

fur-2-ylboronic acid

2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

1-(2-(furan-2-yl)phenyl)ethan-1-one
19275-14-0

1-(2-(furan-2-yl)phenyl)ethan-1-one

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; toluene for 18h; Inert atmosphere; Reflux;99%
pent-1-yn-5-ol
5390-04-5

pent-1-yn-5-ol

2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

1-(2-(5-hydroxypent-1-yn-1-yl)phenyl)ethan-1-one

1-(2-(5-hydroxypent-1-yn-1-yl)phenyl)ethan-1-one

Conditions
ConditionsYield
Stage #1: 2-bromophenyl methyl ketone With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine at 20℃; for 0.5h; Sealed tube; Inert atmosphere;
Stage #2: pent-1-yn-5-ol at 85℃; for 48h; Sealed tube; Inert atmosphere;
99%
2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

benzaldehyde
100-52-7

benzaldehyde

1-(2-bromophenyl)-3-phenylprop-2-en-1-one
108237-92-9

1-(2-bromophenyl)-3-phenylprop-2-en-1-one

Conditions
ConditionsYield
With potassium hydroxide In ethanol; water at 25℃; Claisen-Schmidt Condensation;98.3%
With sodium hydroxide In ethanol at 20℃; for 3h;91%
2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

ethylene glycol
107-21-1

ethylene glycol

2-(2-bromophenyl)-2-methyl-1,3-dioxolane
50777-64-5

2-(2-bromophenyl)-2-methyl-1,3-dioxolane

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene Dean-Stark; Reflux; Inert atmosphere;98%
With toluene-4-sulfonic acid In toluene for 18h; Dean-Stark; Reflux;94%
With toluene-4-sulfonic acid In benzene for 2h; Heating;93%
2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
72824-04-5

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

2-(2-bromophenyl)-pent-4-en-2-ol
116384-68-0, 1221721-25-0

2-(2-bromophenyl)-pent-4-en-2-ol

Conditions
ConditionsYield
With indium In water at 30℃; for 24h; Inert atmosphere;98%
With indium iodide In tetrahydrofuran at 40℃; for 24h;97%
furfural
98-01-1

furfural

2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

(E)-1-(2-bromophenyl)-3-(furan-2-yl)prop-2-en-1-one

(E)-1-(2-bromophenyl)-3-(furan-2-yl)prop-2-en-1-one

Conditions
ConditionsYield
With sodium hydroxide In methanol at 20℃; Inert atmosphere;98%
With ethanol; sodium hydroxide at 20℃; for 3h; Claisen Schmidt condensation;70%

2'-Bromoacetophenone Specification

The Ethanone,1-(2-bromophenyl)-, with CAS registry number 2142-69-0, belongs to the following product categories: (1)Carbonyl Compounds; (2)Aromatic Acetophenones & Derivatives (substituted); (3)Benzene series; (4)Adehydes, Acetals & Ketones; (5)Bromine Compounds; (6)Acetophenone series. It has the systematic name of 1-(2-bromophenyl)ethanone. This chemical is a kind of clear pale yellow to orange liquid. What's more, its EINECS is 218-398-1.

Physical properties of Ethanone,1-(2-bromophenyl)-: (1)ACD/LogP: 2.28; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.28; (4)ACD/LogD (pH 7.4): 2.28; (5)ACD/BCF (pH 5.5): 31.64; (6)ACD/BCF (pH 7.4): 31.64; (7)ACD/KOC (pH 5.5): 412.57; (8)ACD/KOC (pH 7.4): 412.57; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 17.07 Å2; (13)Index of Refraction: 1.554; (14)Molar Refractivity: 43.97 cm3; (15)Molar Volume: 137.1 cm3; (16)Polarizability: 17.43×10-24cm3; (17)Surface Tension: 39 dyne/cm; (18)Enthalpy of Vaporization: 48.62 kJ/mol; (19)Vapour Pressure: 0.0235 mmHg at 25°C.

Preparation: this chemical can be prepared by 1-(2-bromo-phenyl)-ethanol. This reaction will need reagent PCC.

Uses of Ethanone,1-(2-bromophenyl)-: it can be used to produce 1-methyl-3H-2-benzazepine. This reaction will need reagent Pd(PPh3)4 and solvent toluene. The reaction time is 24 hour(s). The yield is about 86%.

When you are using this chemical, please be cautious about it as the following:
The Ethanone,1-(2-bromophenyl)- irritates to eyes, respiratory system and skin. When use it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(c1ccccc1Br)C
(2)InChI: InChI=1/C8H7BrO/c1-6(10)7-4-2-3-5-8(7)9/h2-5H,1H3
(3)InChIKey: PIMNFNXBTGPCIL-UHFFFAOYAO
(4)Std. InChI: InChI=1S/C8H7BrO/c1-6(10)7-4-2-3-5-8(7)9/h2-5H,1H3
(5)Std. InChIKey: PIMNFNXBTGPCIL-UHFFFAOYSA-N

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