Product Name

  • Name

    5-Bromo-2-hydroxyacetophenone

  • EINECS 604-457-2
  • CAS No. 1450-75-5
  • Article Data69
  • CAS DataBase
  • Density 1.586 g/cm3
  • Solubility
  • Melting Point 58-61 °C
  • Formula C8H7BrO2
  • Boiling Point 282.6 °C at 760 mmHg
  • Molecular Weight 215.046
  • Flash Point 124.7 °C
  • Transport Information
  • Appearance white crystalline solid
  • Safety 26-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 1450-75-5 (5-Bromo-2-hydroxyacetophenone)
  • Hazard Symbols IrritantXi
  • Synonyms Acetophenone,5'-bromo-2'-hydroxy- (6CI,7CI,8CI);1-(5-Bromo-2-hydroxyphenyl)ethanone;2-Acetyl-4-bromophenol;3-Bromo-6-hydroxyphenyl methyl ketone;5'-Bromo-o-hydroxyacetophenone;NSC 46621;
  • PSA 37.30000
  • LogP 2.35730

Synthetic route

4-bromophenyl acetate
1927-95-3

4-bromophenyl acetate

5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

Conditions
ConditionsYield
With aluminium trichloride at 100℃; for 2h;100%
With hydrogenchloride; AlCl376%
With aluminium trichloride at 180℃;75%
o-hydroxyacetophenone
118-93-4

o-hydroxyacetophenone

5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

Conditions
ConditionsYield
With sulfuric acid; C18H16Br4N2O3V; dihydrogen peroxide; potassium bromide In methanol; water at 20℃; for 0.333333h; Catalytic behavior;100%
With perchloric acid; dihydrogen peroxide; potassium bromide In water at 20℃; for 3h;99%
With o-xylylene bis(triethylammonium tribromide) In acetonitrile at 20℃; for 0.116667h; regioselective reaction;90%
5-bromo-2-methoxyacetophenone
16740-73-1

5-bromo-2-methoxyacetophenone

5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

Conditions
ConditionsYield
With aluminum (III) chloride In dichloromethane at -5 - 25℃;98%
phenyl 2-bromoacetate
620-72-4

phenyl 2-bromoacetate

5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

Conditions
ConditionsYield
aluminium trichloride89%
1-(5-bromo-2-hydroxyphenyl)ethan-1-one oxime
42524-21-0

1-(5-bromo-2-hydroxyphenyl)ethan-1-one oxime

5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

Conditions
ConditionsYield
With sodium perborate In acetic acid for 5h; deoximation; Heating;88%
4-bromo-phenol
106-41-2

4-bromo-phenol

acetyl chloride
75-36-5

acetyl chloride

5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

Conditions
ConditionsYield
With aluminum (III) chloride at 130℃; for 2h;87%
With aluminum (III) chloride Friedel-Crafts Acylation;79%
Stage #1: 4-bromo-phenol; acetyl chloride Heating;
Stage #2: With aluminium trichloride at 125 - 1300℃;
1-(2-(2-hydroxyphenyl)-2-oxoethyl)pyridin-1-ium bromide

1-(2-(2-hydroxyphenyl)-2-oxoethyl)pyridin-1-ium bromide

5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

Conditions
ConditionsYield
With hydrogenchloride79%
4-bromo-phenol
106-41-2

4-bromo-phenol

acetic anhydride
108-24-7

acetic anhydride

5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

Conditions
ConditionsYield
Stage #1: 4-bromo-phenol; acetic anhydride
Stage #2: With boron trifluoride diacetate In neat (no solvent) Fries Phenol Ester Rearrangement;
77%
With aluminium trichloride In nitrobenzene for 4h; 1.) to 120 deg C, 1 h, 2.) 150 deg C, 3 h;51%
o-hydroxyacetophenone
118-93-4

o-hydroxyacetophenone

A

3,5-dibromo-2-hydroxyacetophenone
22362-66-9

3,5-dibromo-2-hydroxyacetophenone

B

5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

Conditions
ConditionsYield
Stage #1: o-hydroxyacetophenone In acetonitrile at 80℃; for 0.166667h;
Stage #2: With N-Bromosuccinimide In acetonitrile at 80℃; for 8h; regioselective reaction;
A 6 %Chromat.
B 77%
4-bromophenyl acetate
1927-95-3

4-bromophenyl acetate

ethyl acetate
141-78-6

ethyl acetate

5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

Conditions
ConditionsYield
Stage #1: 4-bromophenyl acetate With aluminum (III) chloride at 150℃; for 3h;
Stage #2: ethyl acetate In water
70%
o-hydroxyacetophenone
118-93-4

o-hydroxyacetophenone

A

3’-bromo-2’-hydroxylacetophenone
1836-05-1

3’-bromo-2’-hydroxylacetophenone

B

5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

Conditions
ConditionsYield
With Oxone; ammonium bromide In methanol at 20℃; for 4.5h; regioselective reaction;A 26%
B 61%
With trimethylsilyl bromide; bis(4-chlorophenyl)sulfoxide In acetonitrile at 25℃; for 6h; Inert atmosphere; regioselective reaction;A n/a
B 52%
1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

acetyl chloride
75-36-5

acetyl chloride

5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

Conditions
ConditionsYield
With aluminium trichloride In carbon disulfide for 2.5h; Heating;43%
1-(3-Bromophenyl)ethanone
2142-63-4

1-(3-Bromophenyl)ethanone

A

3-bromo-4-hydroxyacetophenone
1836-06-2

3-bromo-4-hydroxyacetophenone

B

5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

Conditions
ConditionsYield
With (difluoroboryl)dimethylglyoximatocobalt(II) bis(acetonitrile); water; 3-cyano-1-methylquinolinium cation In acetonitrile at 20℃; for 5h; Inert atmosphere; Irradiation; Green chemistry;A 15%
B 15%
4-bromo-phenol
106-41-2

4-bromo-phenol

acetic acid
64-19-7

acetic acid

5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

Conditions
ConditionsYield
With boron trifluoride at 120℃; unter Druck;
4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

acetyl chloride
75-36-5

acetyl chloride

5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

Conditions
ConditionsYield
With aluminium trichloride
o-hydroxyacetophenone
118-93-4

o-hydroxyacetophenone

A

5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

B

2-(2-bromoacetyl)hydroxybenzene
2491-36-3

2-(2-bromoacetyl)hydroxybenzene

Conditions
ConditionsYield
With bromine; acetic acid
aluminium trichloride
7446-70-0

aluminium trichloride

4-bromophenyl acetate
1927-95-3

4-bromophenyl acetate

5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

Conditions
ConditionsYield
at 150 - 160℃;
6-bromo-4-phenacylidene-flavene

6-bromo-4-phenacylidene-flavene

5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

Conditions
ConditionsYield
With sodium ethanolate
6-bromo-flavone

6-bromo-flavone

5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

Conditions
ConditionsYield
With sodium ethanolate
4-(5-bromo-2-hydroxyphenyl)-2-(N,N-dialkylamino)-1,3-dithiolium perchlorate

4-(5-bromo-2-hydroxyphenyl)-2-(N,N-dialkylamino)-1,3-dithiolium perchlorate

5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

Conditions
ConditionsYield
With sodium sulfide In ethanol for 1h; Heating;
4-(5-bromo-2-hydroxy-phenyl)-[1,3]dithiole-2-thione

4-(5-bromo-2-hydroxy-phenyl)-[1,3]dithiole-2-thione

5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

Conditions
ConditionsYield
With sodium sulfide In ethanol for 1h; Heating;
4-bromo-phenol
106-41-2

4-bromo-phenol

concentrated aqueous KOH-solution

concentrated aqueous KOH-solution

5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: H2SO4 / 120 °C
2: AlCl3 / 160 °C
View Scheme
Multi-step reaction with 2 steps
1: 83.87 percent / pyridine / CH2Cl2 / 5 °C
2: 50 percent / aluminium chloride / 2 h / 140 °C
View Scheme
Multi-step reaction with 2 steps
1: 99 percent / pyridine / CH2Cl2 / 20 °C
2: 75 percent / AlCl3 / 180 °C
View Scheme
Multi-step reaction with 2 steps
1: conc. H2SO4
2: AlCl3
View Scheme
4-bromo-phenol
106-41-2

4-bromo-phenol

nitrogen

nitrogen

5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 83 percent / Et3N / CH2Cl2 / 21 h / Ambient temperature
2: 72 percent / AlCl3 / 0.5 h / 150 °C
View Scheme
4-bromo-phenol
106-41-2

4-bromo-phenol

5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 70 percent
2: 66 percent / AlCl3
View Scheme
Multi-step reaction with 2 steps
1: 97 percent / pyridine / 2 h / 100 °C
2: 62 percent / aluminium trichloride / 3 h / 150 °C
View Scheme
Multi-step reaction with 2 steps
2: AlCl3 / 150 - 160 °C
View Scheme
amalgam

amalgam

4-bromophenyl acetate
1927-95-3

4-bromophenyl acetate

5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

Conditions
ConditionsYield
aluminium trichloride In hexane; ethyl acetate
o-hydroxyacetophenone
118-93-4

o-hydroxyacetophenone

A

3,5-dibromo-2-hydroxyacetophenone
22362-66-9

3,5-dibromo-2-hydroxyacetophenone

B

3’-bromo-2’-hydroxylacetophenone
1836-05-1

3’-bromo-2’-hydroxylacetophenone

C

5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

Conditions
ConditionsYield
With N-Bromosuccinimide at 80℃; for 10h; regioselective reaction;A 8 %Chromat.
B 6 %Chromat.
C 45 %Chromat.
With N-Bromosuccinimide In acetonitrile at 20℃; for 2h;A 52 %Chromat.
B 6 %Chromat.
C 19 %Chromat.
Cyclopentyl bromide
137-43-9

Cyclopentyl bromide

5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

1-(5-bromo-2-cyclopentyloxyphenyl)ethanone
1092496-74-6

1-(5-bromo-2-cyclopentyloxyphenyl)ethanone

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 13.5h;100%
5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

4-bromo-2-(1-iminoethyl)phenol
92832-02-5

4-bromo-2-(1-iminoethyl)phenol

Conditions
ConditionsYield
With ammonia In methanol at 20℃; Cooling with ice;100%
5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

1-(5-bromo-2-hydroxyphenyl)ethan-1-one oxime
42524-21-0

1-(5-bromo-2-hydroxyphenyl)ethan-1-one oxime

Conditions
ConditionsYield
With hydroxylamine hydrochloride In ethanol; water at 70℃; for 2h;100%
With hydroxylamine hydrochloride; sodium acetate In methanol at 0 - 20℃; for 2h; Reflux;90%
With hydroxylamine hydrochloride; sodium hydroxide In ethanol; water
With hydroxylamine hydrochloride
5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

dimethyl amine
124-40-3

dimethyl amine

1-(5-(dimethylamino)-2-hydroxyphenyl)ethan-1-one
49619-68-3

1-(5-(dimethylamino)-2-hydroxyphenyl)ethan-1-one

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); lithium hexamethyldisilazane; DavePhos In tetrahydrofuran at 80℃; for 2h; Buchwald-Hartwig Coupling; Sealed tube; Inert atmosphere;100%
5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

(E)-4-nitrocinnamic acid chloride
22440-58-0, 61921-33-3

(E)-4-nitrocinnamic acid chloride

(E)-2-acetyl-4-bromophenyl-3-(4-nitrophenyl)acrylate
887646-95-9

(E)-2-acetyl-4-bromophenyl-3-(4-nitrophenyl)acrylate

Conditions
ConditionsYield
With pyridine at 20℃; for 1h;99.2%
With pyridine at 20℃; for 1h;99.2%
With pyridine at 20℃; for 2h;96.2%
5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

p-methoxybenzyl chloride
824-94-2

p-methoxybenzyl chloride

1-(5-bromo-2-((4-methoxybenzyl)oxy)phenyl)ethanone
519164-56-8

1-(5-bromo-2-((4-methoxybenzyl)oxy)phenyl)ethanone

Conditions
ConditionsYield
With potassium carbonate microwave irradiation;99%
With potassium carbonate; potassium iodide In acetone Reflux;99%
5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

tert-butyl 6-bromo-4-oxo-3,4-dihydro-1'H-spiro[chromene-2,4'-piperidine]-1'-carboxylate
690632-38-3

tert-butyl 6-bromo-4-oxo-3,4-dihydro-1'H-spiro[chromene-2,4'-piperidine]-1'-carboxylate

Conditions
ConditionsYield
Stage #1: 5-Bromo-2-hydroxyacetophenone With pyrrolidine In methanol
Stage #2: N-tert-butyloxycarbonylpiperidin-4-one In methanol at 80℃;
99%
Stage #1: 5-Bromo-2-hydroxyacetophenone With pyrrolidine In toluene at 20℃; for 0.333333h;
Stage #2: N-tert-butyloxycarbonylpiperidin-4-one In toluene for 15h; Reflux;
97%
With pyrrolidine In methanol for 11h; Reflux;94%
5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

allyl bromide
106-95-6

allyl bromide

1-(2-(allyloxy)-5-bromophenyl)ethan-1-one
444809-89-6

1-(2-(allyloxy)-5-bromophenyl)ethan-1-one

Conditions
ConditionsYield
With potassium carbonate In acetone at 50℃;98%
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 24h;87%
Stage #1: 5-Bromo-2-hydroxyacetophenone With sodium hydride In N,N-dimethyl-formamide at 20℃; for 2h;
Stage #2: allyl bromide In N,N-dimethyl-formamide at 20℃; Further stages.;
86%
3,6-dimethyl-1-benzofuran-2-carbaldehyde
16820-39-6

3,6-dimethyl-1-benzofuran-2-carbaldehyde

5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

(E)-1-(5-Bromo-2-hydroxy-phenyl)-3-(3,6-dimethyl-benzofuran-2-yl)-propenone
87487-45-4

(E)-1-(5-Bromo-2-hydroxy-phenyl)-3-(3,6-dimethyl-benzofuran-2-yl)-propenone

Conditions
ConditionsYield
With potassium hydroxide In ethanol; water Ambient temperature;98%
5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

methyl iodide
74-88-4

methyl iodide

5-bromo-2-methoxyacetophenone
16740-73-1

5-bromo-2-methoxyacetophenone

Conditions
ConditionsYield
With potassium carbonate In acetone at 45℃;98%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Inert atmosphere;97.2%
With potassium carbonate In acetone for 2h;95%
5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

ethyl bromoacetate
105-36-2

ethyl bromoacetate

(2-acetyl-4-bromophenoxy)acetic acid ethyl ester
34849-50-8

(2-acetyl-4-bromophenoxy)acetic acid ethyl ester

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Inert atmosphere;98%
With potassium carbonate In DMF (N,N-dimethyl-formamide) for 12h;97%
Stage #1: 5-Bromo-2-hydroxyacetophenone With sodium hydroxide In N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: ethyl bromoacetate In N,N-dimethyl-formamide at 20℃;
64%
1-Bromopentane
110-53-2

1-Bromopentane

5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

1-(5-bromo-2-(pentyloxy)phenyl)ethanone
16602-15-6

1-(5-bromo-2-(pentyloxy)phenyl)ethanone

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 60℃;98%
5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

benzyl bromide
100-39-0

benzyl bromide

1-(2-(benzyloxy)-5-bromophenyl)ethanone
69822-20-4

1-(2-(benzyloxy)-5-bromophenyl)ethanone

Conditions
ConditionsYield
Stage #1: 5-Bromo-2-hydroxyacetophenone With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.25h; Inert atmosphere;
Stage #2: benzyl bromide In N,N-dimethyl-formamide for 3h; Inert atmosphere;
98%
With potassium carbonate In ethanol for 4h; Reflux;84%
With potassium carbonate In ethanol for 4h; Inert atmosphere; Reflux;84%
With potassium carbonate In N,N-dimethyl-formamide at 20℃;63%
3'-methyl-2,2,2-trifluoroacetophenone
1736-06-7

3'-methyl-2,2,2-trifluoroacetophenone

5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

(S)-1-(5-bromo-2-hydroxyphenyl)-4,4,4-trifluoro-3-hydroxy-3-(m-tolyl)butan-1-one

(S)-1-(5-bromo-2-hydroxyphenyl)-4,4,4-trifluoro-3-hydroxy-3-(m-tolyl)butan-1-one

Conditions
ConditionsYield
With C19H25F6N3S In toluene at 0℃; for 72h; Aldol Addition; Inert atmosphere; enantioselective reaction;97%
5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

4-fluorobenzaldehyde
459-57-4

4-fluorobenzaldehyde

(E)-1-(5-bromo-2-hydroxyphenyl)-3-(4-fluorophenyl)prop-2-en-1-one

(E)-1-(5-bromo-2-hydroxyphenyl)-3-(4-fluorophenyl)prop-2-en-1-one

Conditions
ConditionsYield
With sodium hydroxide at 20℃; for 16h;97%
5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

4-methoxy-benzoyl chloride
100-07-2

4-methoxy-benzoyl chloride

4-methoxybenzoic acid 2-acetyl-4-bromophenyl ester
88952-06-1

4-methoxybenzoic acid 2-acetyl-4-bromophenyl ester

Conditions
ConditionsYield
With pyridine for 0.583333h;96.5%
With pyridine at 0 - 20℃; for 0.5h;96.5%
5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde

(E)-1-(5-bromo-2-hydroxyphenyl)-3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)prop-2-en-1-one
96755-06-5

(E)-1-(5-bromo-2-hydroxyphenyl)-3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)prop-2-en-1-one

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 40h; Ambient temperature;96%
With potassium hydroxide In ethanol Ambient temperature;96%
With sodium hydroxide In methanol at 20℃;58.33%
5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

benzoyl chloride
98-88-4

benzoyl chloride

5'-bromo-2'-benzoyloxy-acetophenone
4010-28-0

5'-bromo-2'-benzoyloxy-acetophenone

Conditions
ConditionsYield
With pyridine at 70℃;96%
In pyridine
With pyridine at 0℃; for 0.333333h;
5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

1-(5-bromo-2-hydroxyphenyl)-1-ethanol

1-(5-bromo-2-hydroxyphenyl)-1-ethanol

Conditions
ConditionsYield
With pyrrolidine; cerium(III) chloride; Decaborane In methanol at 50℃; for 8h; Product distribution; Further Variations:; Reaction partners; Reagents;96%
5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

6-bromospiro[chroman-2,4'-piperidin]-4-one hydrochloride
921760-46-5

6-bromospiro[chroman-2,4'-piperidin]-4-one hydrochloride

Conditions
ConditionsYield
Stage #1: 5-Bromo-2-hydroxyacetophenone; N-tert-butyloxycarbonylpiperidin-4-one With pyrrolidine In methanol at 80℃; for 16h;
Stage #2: With hydrogenchloride In 1,4-dioxane; dichloromethane at 20℃; for 16h;
96%
Stage #1: 5-Bromo-2-hydroxyacetophenone; N-tert-butyloxycarbonylpiperidin-4-one With pyrrolidine In methanol Heating / reflux;
Stage #2: With hydrogenchloride In 1,4-dioxane; water at 20℃; for 4h;
1,1,1-trifluoroacetophenone
434-45-7

1,1,1-trifluoroacetophenone

5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

(S)-1-(5-bromo-2-hydroxyphenyl)-4,4,4-trifluoro-3-hydroxy-3-phenylbutan-1-one

(S)-1-(5-bromo-2-hydroxyphenyl)-4,4,4-trifluoro-3-hydroxy-3-phenylbutan-1-one

Conditions
ConditionsYield
With C19H25F6N3S In toluene at 0℃; Aldol Addition; Inert atmosphere; enantioselective reaction;96%
trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

5-bromo-2-trifluoromethanesulfonylacetophenone

5-bromo-2-trifluoromethanesulfonylacetophenone

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 30℃; for 0.5h; Inert atmosphere;96%
1-phenylmethyl-4-piperidone
3612-20-2

1-phenylmethyl-4-piperidone

5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

1'-benzyl-6-bromospiro[chroman-2,4'-piperidin]-4-one
81109-72-0

1'-benzyl-6-bromospiro[chroman-2,4'-piperidin]-4-one

Conditions
ConditionsYield
Stage #1: 1-phenylmethyl-4-piperidone With pyrrolidine; butyric acid In dimethyl sulfoxide for 0.25h; Kabe Chromanone Synthesis;
Stage #2: 5-Bromo-2-hydroxyacetophenone In dimethyl sulfoxide at 20℃; for 3h; Kabe Chromanone Synthesis;
95%
With pyrrolidine In methanol for 8h; Heating;80%
With pyrrolidine In methanol for 11h; Reflux;66%
With pyrrolidine In methanol Reflux;66%
5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

1-naphthaldehyde
66-77-3

1-naphthaldehyde

1-(5-bromo-2-hydroxyphenyl)-3-(naphthalen-1-yl)prop-2-en-1-one

1-(5-bromo-2-hydroxyphenyl)-3-(naphthalen-1-yl)prop-2-en-1-one

Conditions
ConditionsYield
With potassium hydroxide In ethanol at 60℃; for 16h;95%
5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

2-(trifluoromethyl)phenylboronic acid
1423-27-4

2-(trifluoromethyl)phenylboronic acid

1-[4-hydroxy-2'-(trifluoromethyl)biphenyl-3-yl]ethanone
893739-66-7

1-[4-hydroxy-2'-(trifluoromethyl)biphenyl-3-yl]ethanone

Conditions
ConditionsYield
Stage #1: 5-Bromo-2-hydroxyacetophenone; 2-(trifluoromethyl)phenylboronic acid With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water at 50℃; for 48h; Suzuki Coupling; Inert atmosphere;
Stage #2: With trifluoroacetic acid In dichloromethane for 1h;
95%
5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

(E)-1-(5-bromo-2-hydroxyphenyl)ethanone oxime
1416157-63-5

(E)-1-(5-bromo-2-hydroxyphenyl)ethanone oxime

Conditions
ConditionsYield
With hydroxylamine hydrochloride; potassium acetate In ethanol for 16h; Reflux;95%
5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

malononitrile
109-77-3

malononitrile

6-bromo-3-cyano-4-methyl coumarin
56394-22-0

6-bromo-3-cyano-4-methyl coumarin

Conditions
ConditionsYield
With iodine In N,N-dimethyl-formamide for 0.0666667h; Temperature; Microwave irradiation;95%

5'-Bromo-2'-hydroxyacetophenone Chemical Properties

Molecular Structure of 5-Bromo-2-hydroxyacetophenone (CAS NO.1450-75-5):

IUPAC Name: 1-(5-bromo-2-hydroxyphenyl)ethanone 
Empirical Formula: C8H7BrO2
Molecular Weight: 215.044
H bond acceptors: 2
H bond donors: 1
Freely Rotating Bonds: 2
Polar Surface Area: 26.3Å2
Index of Refraction: 1.591
Molar Refractivity: 45.85 cm3
Molar Volume: 135.5 cm3
Surface Tension: 48.5 dyne/cm
Density: 1.586 g/cm3
Flash Point: 124.7 °C
Enthalpy of Vaporization: 54.24 kJ/mol
Boiling Point: 282.6 °C at 760 mmHg
Vapour Pressure: 0.00194 mmHg at 25°C
Melting point: 58-61 °C(lit.)
InChI
InChI=1/C8H7BrO2/c1-5(10)7-4-6(9)2-3-8(7)11/h2-4,11H,1H3
Smiles
c1(C(=O)C)c(ccc(c1)Br)O
Product Categories: Aromatic Acetophenones & Derivatives (substituted); Adehydes, Acetals & Ketones; Bromine Compounds; Phenols; C7 to C8; Carbonyl Compounds; Ketones

5'-Bromo-2'-hydroxyacetophenone Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal > 1gm/kg (1000mg/kg)   Indian Journal of Chemistry, Section B: Organic Chemistry, Including Medicinal Chemistry. Vol. 20, Pg. 480, 1981.

5'-Bromo-2'-hydroxyacetophenone Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing.
WGK Germany: 3
RTECS: KM5556350
Hazard Note: Irritant
HazardClass: Irritant

5'-Bromo-2'-hydroxyacetophenone Specification

  5-Bromo-2-hydroxyacetophenone , with CAS number of 1450-75-5, can be called 5'-Bromo-o-hydroxyacetophenone ; Acetophenone,5'-bromo-2'-hydroxy- (6CI,7CI,8CI) ; 1-(5-Bromo-2-hydroxyphenyl)ethanone ; 2-Acetyl-4-bromophenol ; 2'-Hydroxy-5'-bromoacetophenone .

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