Product Name

  • Name

    2-Bromoindene

  • EINECS 678-249-5
  • CAS No. 10485-09-3
  • Article Data23
  • CAS DataBase
  • Density 1.57 g/cm3
  • Solubility Insoluble in water.
  • Melting Point 35-37 °C
  • Formula C9H7Br
  • Boiling Point 256.9 °C at 760 mmHg
  • Molecular Weight 195.059
  • Flash Point 113 °C
  • Transport Information
  • Appearance Yellow to pale brown low melting solid
  • Safety 37/39-26
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 10485-09-3 (2-Bromoindene)
  • Hazard Symbols IrritantXi
  • Synonyms Indene,2-bromo- (6CI,8CI);2-Bromo-1H-indene;2-Indenyl bromide;
  • PSA 0.00000
  • LogP 2.97850

Synthetic route

(1H-inden-2-yl)triisopropylsilane
1352210-71-9

(1H-inden-2-yl)triisopropylsilane

2-bromoindene
10485-09-3

2-bromoindene

Conditions
ConditionsYield
With N-Bromosuccinimide; 1,1,1,3',3',3'-hexafluoro-propanol In dichloromethane for 0.166667h;91%
With N-Bromosuccinimide; 1,1,1,3',3',3'-hexafluoro-propanol In dichloromethane91%
trans-2-bromo-1-indanol
10368-44-2

trans-2-bromo-1-indanol

2-bromoindene
10485-09-3

2-bromoindene

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene for 4h; Heating;90%
With PTA In toluene at 140℃; for 6h;40%
at 155 - 160℃;
2-bromo-1-indanol
5400-80-6

2-bromo-1-indanol

2-bromoindene
10485-09-3

2-bromoindene

Conditions
ConditionsYield
With H-β-zeolite In chlorobenzene at 120℃; for 6h;77%
With toluene-4-sulfonic acid In toluene at 90℃; for 20h;70%
With sulfuric acid In toluene for 1h; Heating;65%
1H-inden-2-yl trifluoromethanesulfonate
256637-49-7

1H-inden-2-yl trifluoromethanesulfonate

2-bromoindene
10485-09-3

2-bromoindene

Conditions
ConditionsYield
With potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0); t-BuBrettPhos; potassium bromide In 1,4-dioxane at 130℃; for 16h; Inert atmosphere;73%
With bis(1,5-cyclooctadiene)nickel (0); lithium bromide In tetrahydrofuran; N,N-dimethyl acetamide at 23℃; Inert atmosphere; Sealed tube;47 %Spectr.
trans-1.2-Dibrom-indan
19598-04-0, 19598-15-3, 20357-79-3

trans-1.2-Dibrom-indan

A

2-bromoindene
10485-09-3

2-bromoindene

B

1-indene
95-13-6

1-indene

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 66℃; for 24h;A 66%
B 9%
trans-1,2-bromoindane
19598-15-3

trans-1,2-bromoindane

2-bromoindene
10485-09-3

2-bromoindene

Conditions
ConditionsYield
at 200 - 210℃;
With tetralin
Destillation;
1,2-dibromoindane
20357-79-3

1,2-dibromoindane

2-bromoindene
10485-09-3

2-bromoindene

Conditions
ConditionsYield
In tetralin for 8h; Heating; Yield given;
1-indene
95-13-6

1-indene

2-bromoindene
10485-09-3

2-bromoindene

(+-)-trans-2-bromo-1-hydroxy-indan

(+-)-trans-2-bromo-1-hydroxy-indan

2-bromoindene
10485-09-3

2-bromoindene

Conditions
ConditionsYield
at 155 - 160℃;
With bromobenzene Destillation;
With tetrachloromethane; phosphorus pentoxide
(+-)-trans-2-bromo-1-hydroxy-indan

(+-)-trans-2-bromo-1-hydroxy-indan

A

2-bromoindene
10485-09-3

2-bromoindene

trans-1,2-bromoindane
19598-15-3

trans-1,2-bromoindane

Conditions
ConditionsYield
With hydrogen bromide
tetrachloromethane
56-23-5

tetrachloromethane

trans-2-bromo-1-indanol
10368-44-2

trans-2-bromo-1-indanol

P2O5

P2O5

2-bromoindene
10485-09-3

2-bromoindene

...Expand
trans-2-bromo-1-indanol
10368-44-2

trans-2-bromo-1-indanol

hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

A

2-bromoindene
10485-09-3

2-bromoindene

B

trans-1.2-dibromo-indan

trans-1.2-dibromo-indan

...Expand
1-indene
95-13-6

1-indene

2-methylsulfanyl-3-methyl-benzothiazolium-p-toluenesulfonate

2-methylsulfanyl-3-methyl-benzothiazolium-p-toluenesulfonate

2-bromoindene
10485-09-3

2-bromoindene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 62 percent / H2O, N-bromosuccinimide (NBS) / dimethylsulfoxide / 0.25 h / 22 °C
2: 90 percent / p-toluenesulfonic acid (PTS) / toluene / 4 h / Heating
View Scheme
1-indene
95-13-6

1-indene

nitrogen

nitrogen

2-bromoindene
10485-09-3

2-bromoindene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 87 percent / bromine / diethyl ether / -5 - 0 °C
2: 1,2,3,4-tetrahydro-naphthalene / 8 h / Heating
View Scheme
1-phenyl-2-(triisopropylsilyl)prop-2-en-1-ol
1352210-24-2

1-phenyl-2-(triisopropylsilyl)prop-2-en-1-ol

2-bromoindene
10485-09-3

2-bromoindene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: (triphenylphosphine)gold(I) chloride; silver hexafluoroantimonate / dichloromethane / 2 h / 20 °C / Inert atmosphere
2: N-Bromosuccinimide; 1,1,1,3',3',3'-hexafluoro-propanol / dichloromethane / 0.17 h
View Scheme
Multi-step reaction with 2 steps
1: (triphenylphosphine)gold(I) chloride; silver hexafluoroantimonate / dichloromethane / 2 h / 20 °C
2: 1,1,1,3',3',3'-hexafluoro-propanol; N-Bromosuccinimide / dichloromethane
View Scheme
benzaldehyde
100-52-7

benzaldehyde

2-bromoindene
10485-09-3

2-bromoindene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere
1.2: -78 - 20 °C / Inert atmosphere
2.1: (triphenylphosphine)gold(I) chloride; silver hexafluoroantimonate / dichloromethane / 2 h / 20 °C / Inert atmosphere
3.1: N-Bromosuccinimide; 1,1,1,3',3',3'-hexafluoro-propanol / dichloromethane / 0.17 h
View Scheme
Multi-step reaction with 3 steps
1.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C
1.2: 1 h / -78 °C
2.1: (triphenylphosphine)gold(I) chloride; silver hexafluoroantimonate / dichloromethane / 2 h / 20 °C
3.1: 1,1,1,3',3',3'-hexafluoro-propanol; N-Bromosuccinimide / dichloromethane
View Scheme
trans-1.2-Dibrom-indan
19598-04-0, 19598-15-3, 20357-79-3

trans-1.2-Dibrom-indan

A

2-bromoindene
10485-09-3

2-bromoindene

B

3-bromo-1H-indene
103028-42-8

3-bromo-1H-indene

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 90℃; for 24h; Overall yield = 74 %;
2-bromoindene
10485-09-3

2-bromoindene

(diisopropylamino)dichloroborane
44873-49-6

(diisopropylamino)dichloroborane

bis(2-indenyl)(diisopropylamino)borane
862126-28-1

bis(2-indenyl)(diisopropylamino)borane

Conditions
ConditionsYield
Stage #1: 2-bromoindene With magnesium In tetrahydrofuran; ethylene dibromide at 20℃; for 1.5h; Schlenk technique; Inert atmosphere; Glovebox;
Stage #2: (diisopropylamino)dichloroborane In tetrahydrofuran at -78 - 20℃; Schlenk technique; Inert atmosphere; Glovebox;		100%
2-ethynylpyridine
1945-84-2

2-ethynylpyridine

2-bromoindene
10485-09-3

2-bromoindene

2-((1H-inden-2-yl)ethynyl)pyridine

2-((1H-inden-2-yl)ethynyl)pyridine

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine at 60℃;100%
2-bromoindene
10485-09-3

2-bromoindene

n-C3H7MgX

n-C3H7MgX

2-n-propyl-1H-indene
92013-11-1

2-n-propyl-1H-indene

Conditions
ConditionsYield
With [nickel(II)dichloride(1,3-bis(diphenylphosphino)propane)] In diethyl ether Heating;99%
2-bromoindene
10485-09-3

2-bromoindene

(1,3-bis(2,6-diisopropylphenyl)imidazolidin-2-yl)(difluoromethyl)silver

(1,3-bis(2,6-diisopropylphenyl)imidazolidin-2-yl)(difluoromethyl)silver

2-(difluoromethyl)-1H-indene

2-(difluoromethyl)-1H-indene

Conditions
ConditionsYield
With 1,1'-bis-(diphenylphosphino)ferrocene; [Pd(π-cinnamyl)Cl]2 In 1,4-dioxane at 60℃; for 12h; Schlenk technique; Glovebox; Inert atmosphere;99%
2-bromoindene
10485-09-3

2-bromoindene

4-methoxyphenylacetylen
768-60-5

4-methoxyphenylacetylen

2-((4-methoxyphenyl)ethynyl)-1H-indene

2-((4-methoxyphenyl)ethynyl)-1H-indene

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine at 60℃;99%
2-bromoindene
10485-09-3

2-bromoindene

2-iodo-1H-indene
1301604-87-4

2-iodo-1H-indene

Conditions
ConditionsYield
With copper(l) iodide; rac-diaminocyclohexane; sodium iodide In 1,4-dioxane at 110℃; Inert atmosphere;98%
2-bromoindene
10485-09-3

2-bromoindene

n-BuMgX

n-BuMgX

2-n-butylindene
92013-12-2

2-n-butylindene

Conditions
ConditionsYield
With [nickel(II)dichloride(1,3-bis(diphenylphosphino)propane)] In diethyl ether Heating;97%
N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

2-bromoindene
10485-09-3

2-bromoindene

C9H7Br(1-)*2C6H16N2*Li(1+)

C9H7Br(1-)*2C6H16N2*Li(1+)

Conditions
ConditionsYield
Stage #1: 2-bromoindene With n-butyllithium In diethyl ether; hexane at 20℃; for 4h;
Stage #2: N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran; diethyl ether; hexane		97%
2-bromoindene
10485-09-3

2-bromoindene

1-trimethylsilylvinylboronic acid MIDA ester

1-trimethylsilylvinylboronic acid MIDA ester

[1-(1H-inden-2-yl)vinyl]trimethylsilane

[1-(1H-inden-2-yl)vinyl]trimethylsilane

Conditions
ConditionsYield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; palladium diacetate In 1,4-dioxane; water at 60℃; Suzuki-Miyaura Coupling; Inert atmosphere;97%
1-(3,5-dimethylphenyl)acetylene
6366-06-9

1-(3,5-dimethylphenyl)acetylene

2-bromoindene
10485-09-3

2-bromoindene

2-((3,5-dimethylphenyl)ethynyl)-1H-indene

2-((3,5-dimethylphenyl)ethynyl)-1H-indene

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine at 60℃;97%
2-bromoindene
10485-09-3

2-bromoindene

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

2-phenylindene
4505-48-0

2-phenylindene

Conditions
ConditionsYield
With sarcosine; cobalt(II) bromide In tetrahydrofuran at -20℃; Inert atmosphere;95%
With iron(II) acetylacetonate; D-glucosamine hydrochloride; triethylamine In tetrahydrofuran at -20℃; for 1h; Reagent/catalyst; Inert atmosphere; stereoselective reaction;83%
2-bromoindene
10485-09-3

2-bromoindene

S-Methylisothiourea sulfate
867-44-7

S-Methylisothiourea sulfate

(1H-inden-2-yl)(methyl)sulfane
90474-74-1

(1H-inden-2-yl)(methyl)sulfane

Conditions
ConditionsYield
With caesium carbonate In dimethyl sulfoxide at 80℃; for 2h;95%
tetraacetyl thioglucose
19879-84-6

tetraacetyl thioglucose

2-bromoindene
10485-09-3

2-bromoindene

(2S,3R,4S,5R,6R)-2-((1H-inden-2-yl)thio)-6-(acetoxymethyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate
1467023-93-3

(2S,3R,4S,5R,6R)-2-((1H-inden-2-yl)thio)-6-(acetoxymethyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Conditions
ConditionsYield
With 4,4'-di-tert-butyl-2,2'-bipyridine; lithium bromide; nickel dibromide In N,N-dimethyl-formamide at 20℃; for 3h; Electrochemical reaction; Inert atmosphere;95%
4-cyanophenylacetylene
3032-92-6

4-cyanophenylacetylene

2-bromoindene
10485-09-3

2-bromoindene

4-((1H-inden-2-yl)ethynyl)benzonitrile

4-((1H-inden-2-yl)ethynyl)benzonitrile

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine at 60℃;95%
2-bromoindene
10485-09-3

2-bromoindene

ethylene dibromide
106-93-4

ethylene dibromide

dimethylsilicon dichloride
75-78-5

dimethylsilicon dichloride

2-chloromethylsilylindene

2-chloromethylsilylindene

Conditions
ConditionsYield
In tetrahydrofuran94%
...Expand
2-bromoindene
10485-09-3

2-bromoindene

dimethylsilicon dichloride
75-78-5

dimethylsilicon dichloride

bis(inden-1-yl)dimethylsilane
18666-26-7

bis(inden-1-yl)dimethylsilane

Conditions
ConditionsYield
With magnesium In tetrahydrofuran; ethylene dibromide Cooling with ice;94%
2-bromoindene
10485-09-3

2-bromoindene

C27H34O

C27H34O

dimethylsilicon dichloride
75-78-5

dimethylsilicon dichloride

C38H46OSi

C38H46OSi

Conditions
ConditionsYield
Stage #1: 2-bromoindene With iodine; magnesium In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; Reflux;
Stage #2: dimethylsilicon dichloride In tetrahydrofuran; hexane at -78℃; for 19h;
Stage #3: C27H34O With 1,3-dimethyl-2-imidazolidinone; n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; for 47h; Inert atmosphere;		94%
Stage #1: 2-bromoindene With iodine; magnesium In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;
Stage #2: dimethylsilicon dichloride In tetrahydrofuran; hexane at -78℃; for 19h; Inert atmosphere;
Stage #3: C27H34O With 1,3-dimethyl-2-imidazolidinone; n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; for 47h; Inert atmosphere;		94%
...Expand
2-bromoindene
10485-09-3

2-bromoindene

2-ethylindene
17059-50-6

2-ethylindene

Conditions
ConditionsYield
Ni(dppp)Cl2 In diethyl ether93.1%
2-bromoindene
10485-09-3

2-bromoindene

(2,6-dimethoxyphenyl)boronic acid
23112-96-1

(2,6-dimethoxyphenyl)boronic acid

2-(2, 6-dimethoxyphenyl)-1H-indene

2-(2, 6-dimethoxyphenyl)-1H-indene

Conditions
ConditionsYield
Stage #1: 2-bromoindene; (2,6-dimethoxyphenyl)boronic acid With potassium carbonate In toluene at 20℃; for 0.5h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;
Stage #2: With tetrakis(triphenylphosphine) palladium(0) In ethanol; toluene at 90℃; for 4h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;		93%
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; palladium diacetate In tetrahydrofuran; water at 100℃; for 24h; Inert atmosphere; Schlenk technique;79%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; toluene at 100℃; for 12h;
carbon dioxide
124-38-9

carbon dioxide

2-bromoindene
10485-09-3

2-bromoindene

indene-2-carboxylic acid
41712-14-5

indene-2-carboxylic acid

Conditions
ConditionsYield
Stage #1: carbon dioxide With o-phenylenebis(diphenylphosphine); copper(II) acetate monohydrate In 1,4-dioxane at 65℃; for 0.333333h; Schlenk technique;
Stage #2: 2-bromoindene With palladium diacetate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane; toluene at 100℃; for 16h; Schlenk technique; Sealed tube;		93%
Stage #1: carbon dioxide With o-phenylenebis(diphenylphosphine); copper(II) acetate monohydrate In 1,4-dioxane at 60℃; for 0.416667h; Schlenk technique;
Stage #2: 2-bromoindene With palladium diacetate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane; toluene at 100℃; for 6h; Schlenk technique;		93%
2-bromoindene
10485-09-3

2-bromoindene

1-indene
95-13-6

1-indene

Conditions
ConditionsYield
With 2-H-1,3-di-tert-butyl-1,3,2-diazaphosphorinane; 2,2'-azobis(isobutyronitrile) In toluene at 90℃; for 5h;93%
1,2-dichlorotetramethylsilane
4342-61-4

1,2-dichlorotetramethylsilane

2-bromoindene
10485-09-3

2-bromoindene

1,2-di(1H-inden-1-yl)-1,1,2,2-tetramethyldisilane
221392-72-9

1,2-di(1H-inden-1-yl)-1,1,2,2-tetramethyldisilane

Conditions
ConditionsYield
With magnesium In tetrahydrofuran; ethylene dibromide Cooling with ice;92%
2-bromoindene
10485-09-3

2-bromoindene

trimethylsilylacetylene
1066-54-2

trimethylsilylacetylene

C14H16Si

C14H16Si

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran at 20℃; Inert atmosphere; Schlenk technique;92%
With copper(l) iodide; bis(benzonitrile)palladium(II) dichloride; tri-tert-butyl phosphine; diisopropylamine In toluene at 20℃; for 6h; Inert atmosphere;
2-methylfuran
534-22-5

2-methylfuran

2-bromoindene
10485-09-3

2-bromoindene

2-(5-methyl-2-furyl)-1H-indene
291773-42-7

2-(5-methyl-2-furyl)-1H-indene

Conditions
ConditionsYield
Stage #1: 2-methylfuran With n-butyllithium In hexane at -78 - 20℃; for 2h;
Stage #2: With Triisopropyl borate In hexane at -78 - 20℃;
Stage #3: 2-bromoindene With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In hexane; water at 85℃; for 4h;		92%
2-bromoindene
10485-09-3

2-bromoindene

C16H17N2O2S(1+)*CF3O3S(1-)

C16H17N2O2S(1+)*CF3O3S(1-)

(1H-inden-2-yl)(p-tolyl)sulfane

(1H-inden-2-yl)(p-tolyl)sulfane

Conditions
ConditionsYield
With nickel(II) triflate; triphenylphosphine; 4,4'-di-tert-butyl-2,2'-bipyridine; magnesium chloride; zinc In N,N-dimethyl acetamide at 60℃; Inert atmosphere;92%
2-cyclohexylacetylene
931-48-6

2-cyclohexylacetylene

2-bromoindene
10485-09-3

2-bromoindene

2-(cyclohexylethynyl)-1H-indene

2-(cyclohexylethynyl)-1H-indene

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine at 60℃;91%
2-bromoindene
10485-09-3

2-bromoindene

diphenylsilyl chloride
1631-83-0

diphenylsilyl chloride

2-(diphenylsilyl)indene
720652-62-0

2-(diphenylsilyl)indene

Conditions
ConditionsYield
Stage #1: 2-bromoindene With iodine; magnesium In tetrahydrofuran for 0.666667h; Heating;
Stage #2: diphenylsilyl chloride In tetrahydrofuran Heating; Further stages.;		90%
2-bromoindene
10485-09-3

2-bromoindene

isopropenylmagnesium bromide
13291-18-4

isopropenylmagnesium bromide

2-isopropylidylene-indene
38740-43-1

2-isopropylidylene-indene

Conditions
ConditionsYield
1,2-bis(diphenylphosphino)ethane nickel(II) chloride In diethyl ether90%

2-Bromoindene Chemical Properties

Name:2-Bromoindene 
Molecular Formula:C9H7Br
Molecular Weight:195.06
Molecular Structure: 


2-Bromoindene is the chemical compound with the formula C9H7Br.Its molecular weight is 195.06 .Its Melting point is 35-37°C,and Boiling point is 127 °C / 23mmHg.

2-Bromoindene Safety Profile

22-Bromoindene is the chemical compound with the formula C9H7Br.Its Boiling point:127 °CMolecular Weight is 195.06 .Its Melting point is 35-37°C,and Boiling point is 127 °C / 23mmHg.-Bromoindene's Risk Statements:36/37/38:  Irritating to eyes, respiratory system and skin 
2-Bromoindene's Safety Statements:37/39:Wear suitable gloves and eye/face protection;26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice Hazard Note:Irritant
Hazard Codes:Xi

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