Product Name

  • Name

    6-Bromoindanone

  • EINECS 688-934-0
  • CAS No. 14548-39-1
  • Article Data36
  • CAS DataBase
  • Density 1.608 g/cm3
  • Solubility
  • Melting Point 111-115 ºC
  • Formula C9H7BrO
  • Boiling Point 291.6 ºC at 760 mmHg
  • Molecular Weight 211.058
  • Flash Point 111.6 ºC
  • Transport Information
  • Appearance White to yellow crystalline powder or needles
  • Safety 24/25
  • Risk Codes
  • Molecular Structure Molecular Structure of 14548-39-1 (6-Bromoindanone)
  • Hazard Symbols
  • Synonyms 1-Indanone,6-bromo- (6CI,7CI,8CI);6-Bromo-1-indanone;6-Bromo-2,3-dihydro-1H-inden-1-one;
  • PSA 17.07000
  • LogP 2.57800

Synthetic route

3-(4-bromophenyl)propionic acid
1643-30-7

3-(4-bromophenyl)propionic acid

6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In dichloromethane at 80℃; for 1h; Friedel-Crafts Acylation; High pressure; Inert atmosphere; Green chemistry;100%
With chlorosulfonic acid at 0℃; for 1h; Friedel-Crafts reaction;98%
With aluminum (III) chloride In dichloromethane for 3h; Reflux;80%
6-hydroxy-1-indanone
62803-47-8

6-hydroxy-1-indanone

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

Conditions
ConditionsYield
With 1H-imidazole In dichloromethane98%
3-(4-bromophenyl)propanoyl chloride
55394-81-5

3-(4-bromophenyl)propanoyl chloride

6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

Conditions
ConditionsYield
With aluminium trichloride In carbon disulfide91%
With aluminium trichloride In carbon disulfide for 3h; Heating / reflux;47%
With aluminium trichloride In dichloromethane
C15H13BrN2O3
1383443-48-8

C15H13BrN2O3

6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In chloroform at 50℃; for 4h; Friedel Crafts acylation; Inert atmosphere;88%
6-aminoindan-1-one
69975-65-1

6-aminoindan-1-one

6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

Conditions
ConditionsYield
Stage #1: 6-aminoindan-1-one With hydrogenchloride; sodium nitrite In water at 0℃;
Stage #2: With copper(I) bromide In water at 0 - 20℃; for 2h;
71%
3-(4-bromophenyl)propionic acid
1643-30-7

3-(4-bromophenyl)propionic acid

A

6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

B

6-bromo-2-[3-(4-bromophenyl)-1-oxopropyl]-indan-1-one
1610628-81-3

6-bromo-2-[3-(4-bromophenyl)-1-oxopropyl]-indan-1-one

Conditions
ConditionsYield
With trifluorormethanesulfonic acid; trifluoroacetic acid In dichloromethane at 20℃; for 2h;A 8%
B 70%
3-(4-bromophenyl)propionic acid
1643-30-7

3-(4-bromophenyl)propionic acid

A

6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

B

C18H14Br2O2

C18H14Br2O2

Conditions
ConditionsYield
Stage #1: 3-(4-bromophenyl)propionic acid With trifluoroacetic anhydride In dichloromethane at 20℃; for 0.25h;
Stage #2: With trifluorormethanesulfonic acid In dichloromethane at 20℃; for 2h;
A 8%
B 70%
Stage #1: 3-(4-bromophenyl)propionic acid With trifluoroacetic anhydride In dichloromethane at 20℃; for 0.25h;
Stage #2: With trifluorormethanesulfonic acid In dichloromethane at 20℃; for 2h;
A 62%
B n/a
inden-1-one
83-33-0

inden-1-one

A

4-bromo-2,3-dihydroinden-1-one
15115-60-3

4-bromo-2,3-dihydroinden-1-one

B

6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

C

5-Bromo-1-indanone
34598-49-7

5-Bromo-1-indanone

D

4,7-dibromo-1-indanone
103515-98-6

4,7-dibromo-1-indanone

Conditions
ConditionsYield
With aluminium trichloride; bromine at 110℃; for 0.5h; Further byproducts given;A 47%
B 21%
C 3%
D 2%
inden-1-one
83-33-0

inden-1-one

A

4-bromo-2,3-dihydroinden-1-one
15115-60-3

4-bromo-2,3-dihydroinden-1-one

B

6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

C

5-Bromo-1-indanone
34598-49-7

5-Bromo-1-indanone

D

4,6-dibromo-1-indanone

4,6-dibromo-1-indanone

Conditions
ConditionsYield
With aluminium trichloride; bromine at 110℃; for 0.5h; Further byproducts given;A 47%
B 21%
C 3%
D 1%
6-bromo-1H-indene
33065-61-1

6-bromo-1H-indene

A

6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

B

(+)-(1S)-6-bromoinden-1-ol

(+)-(1S)-6-bromoinden-1-ol

Conditions
ConditionsYield
With Pseudomonas putida UV4 for 7h;A 28%
B 16%
inden-1-one
83-33-0

inden-1-one

6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

Conditions
ConditionsYield
Stage #1: inden-1-one With aluminum (III) chloride for 0.216667h;
Stage #2: With bromine at 0 - 80℃; for 0.25h;
19%
Multi-step reaction with 3 steps
1.1: potassium nitrate; sulfuric acid / 1.5 h / 0 - 5 °C
2.1: iron; ammonium chloride / water; ethanol / 80 °C
3.1: sodium nitrite; hydrogenchloride / water / 0 °C
3.2: 2 h / 0 - 20 °C
View Scheme
5-bromo-1H-indene
75476-78-7

5-bromo-1H-indene

A

6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

B

5-bromo-1,2-dihydroxyindane

5-bromo-1,2-dihydroxyindane

Conditions
ConditionsYield
With Pseudomonas putida UV4 for 7h;A 4%
B n/a
3-(4-bromophenyl)propionic acid
1643-30-7

3-(4-bromophenyl)propionic acid

A

6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

B

3-(4-bromo-3-sulfo-phenyl)-propionic acid

3-(4-bromo-3-sulfo-phenyl)-propionic acid

Conditions
ConditionsYield
With sulfuric acid
inden-1-one
83-33-0

inden-1-one

A

4-bromo-2,3-dihydroinden-1-one
15115-60-3

4-bromo-2,3-dihydroinden-1-one

B

6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

Conditions
ConditionsYield
With aluminium trichloride; bromine 1.) 10 min, 2.) 80 deg C, 5 min; Yield given. Multistep reaction. Yields of byproduct given;
With hydrogenchloride; bromine; aluminium trichloride In tetrahydrofuran; hexane; water
3-(4-bromophenyl)propionic acid
1643-30-7

3-(4-bromophenyl)propionic acid

sulfuric acid
7664-93-9

sulfuric acid

6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

p-bromo-hydrocinnamic acid

p-bromo-hydrocinnamic acid

6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

Conditions
ConditionsYield
With sulfuric acid at 145℃; man giesst auf Eis;
5-(4-bromo-benzyl)-2,2-dimethyl-[1,3]dioxane-4,6-dione
198494-75-6

5-(4-bromo-benzyl)-2,2-dimethyl-[1,3]dioxane-4,6-dione

6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: H2O / acetonitrile / 0.5 h / 120 °C / microwave irradiation
2: 98 percent / chlorosulfonic acid / 1 h / 0 °C
View Scheme
4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

LiPh2InH2

LiPh2InH2

6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 63 percent / triethylammonium formate
2: H2O / acetonitrile / 0.5 h / 120 °C / microwave irradiation
3: 98 percent / chlorosulfonic acid / 1 h / 0 °C
View Scheme
trans-4-bromocinnamic acid
1200-07-3, 5676-63-1, 17916-60-8

trans-4-bromocinnamic acid

6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: H2 / Pd/C / methanol
2: (COCl)2 / CH2Cl2
3: aluminum trichloride / CH2Cl2
View Scheme
4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

(S)-(Fmoc-amino)-(4-fluoro-phenyl)-acetic acid on Wang resin

(S)-(Fmoc-amino)-(4-fluoro-phenyl)-acetic acid on Wang resin

6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: piperidine / pyridine
2: H2 / Pd/C / methanol
3: (COCl)2 / CH2Cl2
4: aluminum trichloride / CH2Cl2
View Scheme
5-Bromo-1-indanone
34598-49-7

5-Bromo-1-indanone

6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 90 percent / sodium borohydride / methanol / 2 h / 20 °C
2: 92 percent / p-TsOH / benzene / 2 h / Heating
3: 28 percent / Pseudomonas putida UV4 / 7 h
View Scheme
5-bromo-1-indanol
34598-50-0

5-bromo-1-indanol

6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 92 percent / p-TsOH / benzene / 2 h / Heating
2: 28 percent / Pseudomonas putida UV4 / 7 h
View Scheme
6-Bromo-2,3-dihydro-1H-inden-1-ol
75476-86-7

6-Bromo-2,3-dihydro-1H-inden-1-ol

6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 87 percent / p-TsOH / benzene / 2 h / Heating
2: 4 percent / Pseudomonas putida UV4 / 7 h
View Scheme
diethyl 2-(4-bromobenzyl)malonate
70146-78-0

diethyl 2-(4-bromobenzyl)malonate

6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: aq. KOH / 4.5 h / Heating
2: aq. H2SO4 / 18 h / Heating
3: (COCl)2; DMF / 18 h / 20 °C
4: AlCl3 / CH2Cl2 / 3.5 h / Heating
View Scheme
Multi-step reaction with 4 steps
1: 95 percent / KOH / acetic acid; H2O; tetrahydrofuran
2: 85 percent / 165 °C
3: thionyl chloride
4: 91 percent / AlCl3 / CS2
View Scheme
2-[(4-bromophenyl)methyl]propanedioic acid
92013-18-8

2-[(4-bromophenyl)methyl]propanedioic acid

6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: aq. H2SO4 / 18 h / Heating
2: (COCl)2; DMF / 18 h / 20 °C
3: AlCl3 / CH2Cl2 / 3.5 h / Heating
View Scheme
Multi-step reaction with 3 steps
1: 85 percent / 165 °C
2: thionyl chloride
3: 91 percent / AlCl3 / CS2
View Scheme
1-bromomethyl-4-bromobenzene
589-15-1

1-bromomethyl-4-bromobenzene

6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: NaH / 1,2-dimethoxy-ethane / 2 h / 20 °C
1.2: 57 percent / 1,2-dimethoxy-ethane / 18 h / Heating
2.1: aq. KOH / 4.5 h / Heating
3.1: aq. H2SO4 / 18 h / Heating
4.1: (COCl)2; DMF / 18 h / 20 °C
5.1: AlCl3 / CH2Cl2 / 3.5 h / Heating
View Scheme
Multi-step reaction with 5 steps
1: 74 percent / NaOEt / Heating
2: 95 percent / KOH / acetic acid; H2O; tetrahydrofuran
3: 85 percent / 165 °C
4: thionyl chloride
5: 91 percent / AlCl3 / CS2
View Scheme
Multi-step reaction with 2 steps
1: trifluoroacetic acid; lithium diisopropyl amide / tetrahydrofuran
2: hydrogenchloride; thionyl chloride / aluminium trichloride / dichloromethane
View Scheme
methyl 4-bromocinnamate
3650-78-0, 71205-17-9, 84878-00-2

methyl 4-bromocinnamate

6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogen; palladium 10% on activated carbon / methanol
2: trifluorormethanesulfonic acid / 25 °C / Cooling with ice
View Scheme
methyl 3-(4-bromopehynl)propanoate
75567-84-9

methyl 3-(4-bromopehynl)propanoate

6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

Conditions
ConditionsYield
With trifluorormethanesulfonic acid at 25℃; Cooling with ice;
6-nitroindan-1-one
24623-24-3

6-nitroindan-1-one

6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: iron; ammonium chloride / water; ethanol / 80 °C
2.1: sodium nitrite; hydrogenchloride / water / 0 °C
2.2: 2 h / 0 - 20 °C
View Scheme
6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

6-Bromo-2,3-dihydro-1H-inden-1-ol
75476-86-7

6-Bromo-2,3-dihydro-1H-inden-1-ol

Conditions
ConditionsYield
With sodium tetrahydroborate In ethanol at 10 - 20℃; for 3h;100%
With sodium borohydrid In methanol99%
With methanol; sodium tetrahydroborate at 20℃; for 2h; Temperature; Concentration; Inert atmosphere;99%
6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

N-4-chlorophenylhydrazine
1073-69-4

N-4-chlorophenylhydrazine

N-(6-Bromo-indan-1-ylidene)-N'-(4-chloro-phenyl)-hydrazine

N-(6-Bromo-indan-1-ylidene)-N'-(4-chloro-phenyl)-hydrazine

Conditions
ConditionsYield
With acetic acid In ethanol for 0.5h; Heating / reflux;100%
6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

phenylboronic acid
98-80-6

phenylboronic acid

6-phenyl-1-indanone
170497-64-0

6-phenyl-1-indanone

Conditions
ConditionsYield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; benzene Suzuki coupling; Heating;99%
6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

6-bromo-1,1-dimethyl-2,3-dihydro-1H-indene
67159-88-0

6-bromo-1,1-dimethyl-2,3-dihydro-1H-indene

Conditions
ConditionsYield
Stage #1: dimethyl zinc(II) With titanium tetrachloride In dichloromethane; toluene at -30 - 20℃; for 0.5h; Inert atmosphere;
Stage #2: 6-bromoindan-1-one In dichloromethane; toluene at -10℃; for 4h;
99%
Stage #1: dimethyl zinc(II) With titanium(III) chloride In dichloromethane; toluene at 40℃; for 0.333333h;
Stage #2: 6-bromoindan-1-one In dichloromethane; toluene at 20℃; for 18h;
94%
Stage #1: dimethyl zinc(II) With titanium tetrachloride In dichloromethane; toluene at 40℃; for 0.333333h;
Stage #2: 6-bromoindan-1-one In dichloromethane; toluene at 20℃; for 18h;
94%
methanesulfonamide
3144-09-0

methanesulfonamide

6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

C10H11NO3S

C10H11NO3S

Conditions
ConditionsYield
With bis(η3-allyl-μ-chloropalladium(II)); potassium carbonate; tert-butyl XPhos In 1,4-dioxane at 80℃; for 3h; Inert atmosphere; Schlenk technique;98%
6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

potassium isopropenyltrifluoroborane

potassium isopropenyltrifluoroborane

C12H12O

C12H12O

Conditions
ConditionsYield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; potassium carbonate In 1,4-dioxane; water at 90℃; for 5h; Inert atmosphere; Sealed tube;97%
6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1 H-inden-1-one
915402-06-1

6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1 H-inden-1-one

Conditions
ConditionsYield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In toluene at 90℃; for 12h; Inert atmosphere;96%
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In toluene at 90℃; for 12h; Inert atmosphere;96%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In N,N-dimethyl-formamide at 100℃; for 1h; Microwave irradiation;95%
6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

Methyltriphenylphosphonium bromide
1779-49-3

Methyltriphenylphosphonium bromide

6-bromo-1-methylenyl-2,3-dihydro-1H-indene

6-bromo-1-methylenyl-2,3-dihydro-1H-indene

Conditions
ConditionsYield
Stage #1: Methyltriphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;
Stage #2: 6-bromoindan-1-one In tetrahydrofuran at 20℃; Inert atmosphere;
96%
Stage #1: Methyltriphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 20℃; for 0.583333h;
Stage #2: 6-bromoindan-1-one In tetrahydrofuran at 20℃; for 1h;
Stage #3: With water In tetrahydrofuran
93.4%
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran; hexanes at 0℃; for 1h;
Stage #2: 6-bromoindan-1-one In tetrahydrofuran; hexanes
62%
Stage #1: Methyltriphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran for 1h; Inert atmosphere; Cooling with ice;
Stage #2: 6-bromoindan-1-one In tetrahydrofuran for 0.5h; Cooling with ice;
60%
6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

ethylene glycol
107-21-1

ethylene glycol

6‘-bromo-2‘,3‘-dihydrospiro[[1,3]dioxolane-2,1‘-indene]
866848-94-4

6‘-bromo-2‘,3‘-dihydrospiro[[1,3]dioxolane-2,1‘-indene]

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene at 115℃; for 48h; Dean-Stark; Inert atmosphere;95%
With toluene-4-sulfonic acid In benzene at 115℃; for 48h; Dean-Stark; Inert atmosphere;95%
With toluene-4-sulfonic acid In benzene Heating;
With toluene-4-sulfonic acid In benzene for 24h; Heating / reflux;
With toluene-4-sulfonic acid In toluene at 125℃;10.5 g
6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

methyl iodide
74-88-4

methyl iodide

6-bromo-2,2-dimethyl-2,3-dihydro-1H-inden-1-one

6-bromo-2,2-dimethyl-2,3-dihydro-1H-inden-1-one

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran; mineral oil at 23℃; for 16h; Inert atmosphere;95%
Stage #1: 6-bromoindan-1-one; methyl iodide In tetrahydrofuran for 0.25h;
Stage #2: With sodium hydride In tetrahydrofuran; water for 2.5h;
84%
Stage #1: 6-bromoindan-1-one; methyl iodide In tetrahydrofuran at 20℃; for 0.25h;
Stage #2: With sodium hydride In tetrahydrofuran for 2h;
78.6%
6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

3,4-(methylenedioxy)-benzeneboronic acid
94839-07-3

3,4-(methylenedioxy)-benzeneboronic acid

6-benzo[1,3]dioxo-5-ylindan-1-one

6-benzo[1,3]dioxo-5-ylindan-1-one

Conditions
ConditionsYield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; benzene Suzuki coupling; Heating;94%
6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

6-bromo-1,1-dimethyl-2,3-dihydro-1H-indene
67159-88-0

6-bromo-1,1-dimethyl-2,3-dihydro-1H-indene

Conditions
ConditionsYield
Stage #1: With dimethyl zinc(II); titanium tetrachloride In dichloromethane; toluene at -40℃; for 0.333333h;
Stage #2: 6-bromoindan-1-one In dichloromethane; toluene at -40 - 20℃; for 18h;
94%
6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

6-bromo-2,3-dihydro-1H-inden-1-one oxime

6-bromo-2,3-dihydro-1H-inden-1-one oxime

Conditions
ConditionsYield
With hydroxylamine hydrochloride; potassium hydroxide In methanol; water for 3h; Reflux;94%
With hydroxylamine hydrochloride In methanol for 1h; Heating;
With pyridine; hydroxylamine hydrochloride In ethanol at 20℃; for 2h;
6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

(S,E)-N-(1-(4-bromophenyl)ethylidene)-2-methylpropane-2-sulfinamide
1039750-63-4

(S,E)-N-(1-(4-bromophenyl)ethylidene)-2-methylpropane-2-sulfinamide

C21H23Br2NO2S
1616493-88-9

C21H23Br2NO2S

Conditions
ConditionsYield
Stage #1: 6-bromoindan-1-one With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 0.666667h; Inert atmosphere; Sealed tube;
Stage #2: (S,E)-N-(1-(4-bromophenyl)ethylidene)-2-methylpropane-2-sulfinamide In tetrahydrofuran at -78℃; for 24h; Inert atmosphere; Sealed tube; diastereoselective reaction;
94%
6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

4-biphenylboronic acid
5122-94-1

4-biphenylboronic acid

6-biphenyl-4-ylindan-1-one

6-biphenyl-4-ylindan-1-one

Conditions
ConditionsYield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; benzene Suzuki coupling; Heating;93%
(SS)-2-methyl-N-(2,2,2-trifluoroethylidene)-propane-2-sulfinamide

(SS)-2-methyl-N-(2,2,2-trifluoroethylidene)-propane-2-sulfinamide

6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

(S)-N-((S)-1-((S)-6-bromo-1-oxo-2,3-dihydro-1H-inden-2-yl)-2,2,2-trifluoroethyl)-2-methylpropane-2-sulfinamide
1556948-49-2

(S)-N-((S)-1-((S)-6-bromo-1-oxo-2,3-dihydro-1H-inden-2-yl)-2,2,2-trifluoroethyl)-2-methylpropane-2-sulfinamide

Conditions
ConditionsYield
Stage #1: 6-bromoindan-1-one With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.666667h; Inert atmosphere;
Stage #2: (SS)-2-methyl-N-(2,2,2-trifluoroethylidene)-propane-2-sulfinamide In tetrahydrofuran at -78℃; for 4h; Inert atmosphere; diastereoselective reaction;
93%
6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

trans-2-(trifluoromethyl)cyclopropylboronic acid MIDA ester

trans-2-(trifluoromethyl)cyclopropylboronic acid MIDA ester

trans-6-(2-(trifluoromethyl)cyclopropyl)-2,3-dihydro-1H-inden-1-one

trans-6-(2-(trifluoromethyl)cyclopropyl)-2,3-dihydro-1H-inden-1-one

Conditions
ConditionsYield
With potassium carbonate; ruphos; palladium diacetate In water; toluene at 100℃; Suzuki Coupling; Inert atmosphere; Sealed vial;90%
6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

trans-2-(trifluoromethyl)cyclopropylboronic diester of N-methyliminodiacetic acid

trans-2-(trifluoromethyl)cyclopropylboronic diester of N-methyliminodiacetic acid

trans-6-(2-(trifluoromethyl)cyclopropyl)-2,3-dihydro-1H-inden-1-one

trans-6-(2-(trifluoromethyl)cyclopropyl)-2,3-dihydro-1H-inden-1-one

Conditions
ConditionsYield
With water; palladium diacetate; potassium carbonate; ruphos In toluene at 100℃; for 6h; Suzuki Coupling; Inert atmosphere;90%
thiophene boronic acid
6165-68-0

thiophene boronic acid

6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

6-thiophen-2-ylindan-1-one

6-thiophen-2-ylindan-1-one

Conditions
ConditionsYield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; benzene Suzuki coupling; Heating;89%
6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

p-methoxybenzyl chloride
824-94-2

p-methoxybenzyl chloride

6-bromo-1-((4-methoxybenzyl)oxy)-2,3-dihydro-1H-indene

6-bromo-1-((4-methoxybenzyl)oxy)-2,3-dihydro-1H-indene

Conditions
ConditionsYield
Stage #1: 6-bromoindan-1-one With sodium hydride In N,N-dimethyl-formamide at 4 - 23℃; for 1h;
Stage #2: p-methoxybenzyl chloride In N,N-dimethyl-formamide at 10 - 23℃; for 14h;
87%
6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

methylamine
74-89-5

methylamine

6-bromo-N-methyl-2,3-dihydro-1H-inden-1-amine
371251-07-9

6-bromo-N-methyl-2,3-dihydro-1H-inden-1-amine

Conditions
ConditionsYield
Stage #1: 6-bromoindan-1-one; methylamine In methanol at 20℃; for 3.5h;
Stage #2: With sodium tetrahydroborate In methanol at 20℃;
87%
Stage #1: 6-bromoindan-1-one; methylamine In methanol at 20℃; for 3.5h;
Stage #2: With methanol; sodium tetrahydroborate at 20℃;
6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

2-hydrazinobenzoic acid hydrochloride
33906-30-8, 52356-01-1

2-hydrazinobenzoic acid hydrochloride

o-[(2,3-dihydro-6-bromoinden-3-ylidene)hydrazino]-benzoic acid

o-[(2,3-dihydro-6-bromoinden-3-ylidene)hydrazino]-benzoic acid

Conditions
ConditionsYield
In ethanol; water at 20℃; for 1h;86%
6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

dimethyl amine
124-40-3

dimethyl amine

6-bromo-2,3-dihydro-N,N-dimethyl-1H-inden-1-amine
371249-89-7

6-bromo-2,3-dihydro-N,N-dimethyl-1H-inden-1-amine

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 120℃; for 0.0833333h; Microwave irradiation;85%
With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 120℃; for 0.0833333h; Product distribution / selectivity; Inert atmosphere; Microwave irradiation;85%
Stage #1: 6-bromoindan-1-one; dimethyl amine In 1,2-dichloro-ethane Sealed tube;
Stage #2: With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 120℃; for 0.0833333h; Product distribution / selectivity; Inert atmosphere; Microwave irradiation;
85%
6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

3,8,13-tribromo-10,15-dihydro-5H-diindeno[1,2-a:1',2'-c]fluorene

3,8,13-tribromo-10,15-dihydro-5H-diindeno[1,2-a:1',2'-c]fluorene

Conditions
ConditionsYield
With toluene-4-sulfonic acid; propionic acid In 1,2-dichloro-benzene at 105℃; for 16h;84%
With toluene-4-sulfonic acid; propionic acid In 1,2-dichloro-benzene at 105℃; for 16h;84%
With PPA at 120℃; for 12h;24%
6-bromoindan-1-one
14548-39-1

6-bromoindan-1-one

1,3,5-trimethylpyrazole-4-boronic acid pinacol ester
844891-04-9

1,3,5-trimethylpyrazole-4-boronic acid pinacol ester

6-(1,3,5-Trimethyl-1 H-pyrazol-4-yl)-indan-1-one
1096520-73-8

6-(1,3,5-Trimethyl-1 H-pyrazol-4-yl)-indan-1-one

Conditions
ConditionsYield
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; water at 100℃; for 3h;84%

6-Bromoindanone Chemical Properties

Molecular Structure of 1H-Inden-1-one,6-bromo-2,3-dihydro- (CAS NO.14548-39-1):

IUPAC Name: 6-bromo-2,3-dihydroinden-1-one 
Empirical Formula: C9H7BrO
Molecular Weight: 211.0553
H bond acceptors: 1
H bond donors: 0
Freely Rotating Bonds: 0
Polar Surface Area: 17.07 Å2
Index of Refraction: 1.622
Molar Refractivity: 46.24 cm3
Molar Volume: 131.2 cm3
Surface Tension: 49.9 dyne/cm
Density: 1.608 g/cm3
Flash Point: 111.6 °C
Enthalpy of Vaporization: 53.1 kJ/mol
Boiling Point: 291.6 °C at 760 mmHg
Vapour Pressure: 0.00193 mmHg at 25°C
InChI
InChI=1/C9H7BrO/c10-7-3-1-6-2-4-9(11)8(6)5-7/h1,3,5H,2,4H2
Smiles
c12C(CCc1ccc(c2)Br)=O
Melting point: 111-115 °C(lit.)
Product Categories: Benzocycles; pharmacetical; Pharmaceutical intermediate; C9; Carbonyl Compounds; Ketones

6-Bromoindanone Safety Profile

WGK Germany: 3

6-Bromoindanone Specification

  1H-Inden-1-one,6-bromo-2,3-dihydro- , with CAS number of 14548-39-1, can be called 6-Bromo-2,3-dihydroinden-1-one ; 6-bromo-1-indanone ; 6-bromo-indan-1-one ; 6-bromo indanone ; 6-Bromo-1-indanone,98% ; 6-Brom-2,3-dihydro-1H-inden-1-on .It is a white to yellow crystalline powder or needles.

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View