INDAN supplier | CasNO.496-11-7

Name
INDAN
EINECS 207-814-7
CAS No. 496-11-7
Article Data226
CAS DataBase
Density 0.997 g/cm³
Solubility Soluble in ethanol, diethyl ether, chloroform (slightly), and ether. Insoluble in water.
Melting Point -51 °C(lit.)
Formula C₉H₁₀
Boiling Point 176.499 °C at 760 mmHg
Molecular Weight 118.178
Flash Point 50 °C
Transport Information UN 3295 3/PG 3
Appearance colourless to faintly yellow liquid
Safety 23-24/25-62
Risk Codes 10-65
Molecular Structure
Hazard Symbols Xn， F
Synonyms Indan(8CI);1,2-Hydrindene;2,3-Dihydro-1H-indene;2,3-Dihydroindene;Benzocyclopentane;Hydrindene;Hydrindonaphthene;Indane;NSC 5292;
PSA 0.00000
LogP 2.17530

Synthetic route

: 95-13-6
1-indene

: 496-11-7
INDANE

Conditions

Conditions	Yield
With hydrogen; lithium aluminium tetrahydride; nickelocene In tetrahydrofuran Ambient temperature; atmospheric pressure;	99%
With fac-[Mn(1,2-bis(di-isopropylphosphino)ethane)(CO)3(CH2CH2CH3)]; hydrogen In diethyl ether at 60℃; under 37503.8 Torr; for 24h;	99%
With chloro-trimethyl-silane; benzoic acid; sodium iodide In acetonitrile at 75℃; for 16h; Heating;	98%

methyltetrahydrofluorene: methyltetrahydrofluorene

: 95-13-6
1-indene

A methylfluorene: methylfluorene

B: 496-11-7
INDANE

Conditions

Conditions	Yield
palladium on activated carbon at 250℃; for 2h;	A 96% B 99%

...Expand

: 17057-95-3
1,2,3,4-tetrahydro-9H-fluorene

: 95-13-6
1-indene

A: 86-73-7
9H-fluorene

B: 496-11-7
INDANE

Conditions

Conditions	Yield
	A n/a B 99%
	A n/a B 97%
	A n/a B 95%

...Expand

: 858259-07-1
2,3-dimethyl-1,4,4a,9a-tetrahydro-fluorene

: 95-13-6
1-indene

A: 496-11-7
INDANE

B: 4612-63-9
2,3-dimethyl-9H-fluorene

Conditions

Conditions	Yield
palladium on activated carbon at 250℃; for 2h;	A 97% B 93%

...Expand

: 52652-40-1
1,4,4a,9a-tetrahydro-fluorene

: 95-13-6
1-indene

A: 86-73-7
9H-fluorene

B: 496-11-7
INDANE

Conditions

Conditions	Yield
palladium on activated carbon at 250℃; for 2h;	A 97% B 88%
at 250℃; for 2h;	A 96% B 95%
palladium on activated carbon at 230 - 250℃; for 2 - 4h;	A 91% B 88%

...Expand

: 83-33-0
inden-1-one

: 496-11-7
INDANE

Conditions

Conditions	Yield
With triethylsilane; trifluorormethanesulfonic acid In dichloromethane for 2h; Ambient temperature;	96%
With sodium cyanoborohydride at 20℃; for 0.05h;	94%
With [(C6H6)(PCy3)(CO)RuH]+*BF4−; hydrogen; phenol In 1,4-dioxane; isopropyl alcohol at 130℃; under 1520.1 Torr; for 16h; Inert atmosphere; Glovebox; Schlenk technique; chemoselective reaction;	90%

: 115227-67-3
1,9-dibromo-2,7-nonadiyne

: 496-11-7
INDANE

Conditions

Conditions	Yield
With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hexamethyldisilazane Cyclization; dehydrobromination;	89%

: 42918-20-7
1-allyl-2-bromobenzene

: 280-64-8
9-bora-bicyclo[3.3.1]nonane

: 496-11-7
INDANE

Conditions

Conditions	Yield
With sodium hydroxide; dihydrogen peroxide; cis-dichloro-1,1'-bis(diphenylphosphino)ferrocene palladium(II) In tetrahydrofuran To a soln. of haloalkene is added 9-BBN at 0°C, mixt. is stirred for 5 h at room temp., catalyst and aq. NaOH are added, after refluxing for 14 h, the unreacted borane is oxidized with H2O2 for 1h.; Isolated by chromy. over silica gel with hexane-ether, identified by IR,(1)H NMR, mass spectrometry, elem. anal.;	86%

Yield

With sodium hydroxide; dihydrogen peroxide; cis-dichloro-1,1'-bis(diphenylphosphino)ferrocene palladium(II) In tetrahydrofuran To a soln. of haloalkene is added 9-BBN at 0°C, mixt. is stirred for 5 h at room temp., catalyst and aq. NaOH are added, after refluxing for 14 h, the unreacted borane is oxidized with H2O2 for 1h.; Isolated by chromy. over silica gel with hexane-ether, identified by IR,(1)H NMR, mass spectrometry, elem. anal.;

86%

: 945546-80-5
6-hydroxy-1,2,3,6-tetrahydroindene-3a-carboxylic acid tert-butyl ester

: 496-11-7
INDANE

Conditions

Conditions	Yield
With BiCl3*H2O In water; acetonitrile at 65 - 70℃; for 8h;	81%
With bismuth chloride hydrate In water; acetonitrile at 65 - 70℃;

: 606-23-5
1H-indene-1,3(2H)-dione

: 496-11-7
INDANE

Conditions

Conditions	Yield
With triethylsilane; trifluoroacetic acid at 50℃; for 20h;	80%
With ethanol; PdCl2 activated platinum Hydrogenation;

: 70381-08-7
2-(6,6a-dihydro-1aH-1-aza-cyclopropa[a]inden-1-yl)-isoindole-1,3-dione

A: 496-11-7
INDANE

B: 95-13-6
1-indene

Conditions

Conditions	Yield
With hydrazine hydrate In ethanol at 45℃; for 1h;	A 80% B 20%

: 1262219-73-7
2,3-dihydro-1H-inden-1-yl diphenylphosphinate

: 496-11-7
INDANE

Conditions

Conditions	Yield
With NBu4BF4 In N,N-dimethyl-formamide at 60℃; Inert atmosphere; Electrolysis;	78%

: 563-79-1
2,3-Dimethyl-2-butene

: 10-exo-fluoro-10'-endo-chlorotricyclo[4.3.1.01,6]decadiene-2,4

A: 1727-63-5
1-chloro-1-fluoro-2,2,3,3-tetramethylcyclopropane

B: 496-11-7
INDANE

Conditions

Conditions	Yield
for 13h; Photolysis;	A 77% B n/a

...Expand

: C15H24OSi

: 496-11-7
INDANE

Conditions

Conditions	Yield
With titanium(IV) isopropylate; bis(acetylacetonate)nickel(II); C29H40N2*ClH; sodium t-butanolate In toluene at 120℃;	77%

: 17623-96-0
2-bromoindane

: 496-11-7
INDANE

Conditions

Conditions	Yield
With water; zinc In acetonitrile at 80℃; for 2h; Sealed tube; Inert atmosphere;	76%
With water; zinc In acetonitrile at 80℃; for 2h; Inert atmosphere; Sealed tube;	76%

: 155337-69-2
11,12-bis[(triisopropylsilyl)butadinyl][4.3.2]propella-1,3,11-triene

A: 496-11-7
INDANE

B: 134816-76-5
1,10-bis(triisopropylsilyl)-1,3,5,7,9-decapentayne

Conditions

Conditions	Yield
In hexane Irradiation;	A n/a B 74%

: 155337-68-1
11,12-bis[(tert-butyldimethylsilyl)ethynyl][4.3.2]propella-1,3,11-triene

A: 496-11-7
INDANE

B: 134816-75-4
1,6-bis(tert-butyldimethylsilyl)-1,3,5-hexatriyne

Conditions

Conditions	Yield
In hexane Irradiation;	A n/a B 67%

: 155337-67-0
11,12-bis[(trimethylsilyl)ethynyl][4.3.2]propella-1,3,11-triene

A: 496-11-7
INDANE

B: 21752-86-3
1,6-bis(trimethylsilyl)hexa-1,3,5-triyne

Conditions

Conditions	Yield
In hexane Irradiation;	A n/a B 66%

: 155337-67-0
11,12-bis[(trimethylsilyl)ethynyl][4.3.2]propella-1,3,11-triene

A: 496-11-7
INDANE

B: 21752-86-3
1,6-bis(trimethylsilyl)hexa-1,3,5-triyne

C: C21H28Si2

D: (3aE,5E,7Z,9Z)-4,5-Bis-trimethylsilanylethynyl-2,3-dihydro-1H-cyclopentacyclooctene

Conditions

Conditions	Yield
In hexane for 5h; photolysis; Irradiation;	A n/a B 66% C n/a D n/a

...Expand

: 176172-16-0
spiro<7,8-diazatetracyclo<4.3.0.02,4.03,5>non-7-ene-9,1'-cyclopropane>

: 496-11-7
INDANE

Conditions

Conditions	Yield
In hexane at 440℃;	62%

: 367267-09-2
10-{bis[(triisopropylsilyl)butadiynyl]methylene}bicyclo[4.3.1]deca-1,3,5-triene

A: 496-11-7
INDANE

B: 134816-76-5
1,10-bis(triisopropylsilyl)-1,3,5,7,9-decapentayne

C: 4-[5-triisopropylsilanyl-1-(4-triisopropylsilanyl-buta-1,3-diynyl)-penta-2,4-diynylidene]-1,2,3,4-tetrahydro-azulene

Conditions

Conditions	Yield
In hexane Irradiation;	A n/a B 59% C 24%
In hexane Irradiation; ice-cooling;	A n/a B 59% C 12%

...Expand

: 70381-08-7
2-(6,6a-dihydro-1aH-1-aza-cyclopropa[a]inden-1-yl)-isoindole-1,3-dione

A: 119-65-3
isoquinoline

B: 496-11-7
INDANE

C: 95-13-6
1-indene

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran 1.) RT, 2 h, 2.) reflux, 30 min;	A 58% B 10% C 32%

...Expand

: 15226-74-1, 61091-28-9, 61117-58-6
dicobalt octacarbonyl

: 115227-67-3
1,9-dibromo-2,7-nonadiyne

A: Co4*12CO*((CHCCCH2)2CH2)=Co4(CO)12((CHCCCH2)2CH2)

B: 496-11-7
INDANE

Conditions

Conditions	Yield
With N,N,N,N,N,N-hexamethylphosphoric triamide; tetrabutyl ammonium fluoride; lithium hexamethyldisilazane In not given react. dibromide with lithium hexamethyldisilazane and hexamethylphosphoramide (1:2:10) at -48°C, then immediate complexation with Co2(CO)8;	A 11% B 55%

...Expand

: 62708-42-3
o-allylbenzaldehyde

A: 300-57-2
allylbenzene

B: 873-66-5
1-propenylbenzene

C: 496-11-7
INDANE

Conditions

Conditions	Yield
With 2 In dichloromethane at 40℃; for 43h; Mechanism; Product distribution;	A 28% B 25% C 47%

...Expand

: 256637-49-7
1H-inden-2-yl trifluoromethanesulfonate

: 496-11-7
INDANE

Conditions

Conditions	Yield
With lithium; nickel dichloride In tetrahydrofuran at 20℃; Reduction;	47%

: 367267-07-0
10-{bis[(trimethylsilyl)ethynyl]methylene}bicyclo[4.3.1]deca-1,3,5-triene

A: 496-11-7
INDANE

B: 21752-86-3
1,6-bis(trimethylsilyl)hexa-1,3,5-triyne

C: 4-(3-trimethylsilanyl-1-trimethylsilanylethynyl-prop-2-ynylidene)-1,2,3,4-tetrahydro-azulene

Conditions

Conditions	Yield
In hexane Irradiation;	A n/a B 46% C 30%
In hexane for 6h; Irradiation; ice-cooling;	A n/a B 46% C 30%

...Expand

: 6351-10-6
1-Indanol

: 496-11-7
INDANE

Conditions

Conditions	Yield
With [IrCl(CO)(PPh3)2]; hydrazine hydrate; potassium hydroxide In methanol at 160℃; for 3h; Wolff-Kishner Reduction; Sealed tube;	43%
With [IrCl(CO)(PPh3)2]; hydrazine hydrate; potassium hydroxide In methanol at 160℃; for 3h; Sealed tube;	43%
With triethylsilane; palladium dichloride In ethanol at 20℃; for 0.166667h; Inert atmosphere;	100 %Chromat.

: 13463-40-6
iron pentacarbonyl

: 3048-65-5, 38451-18-2, 66563-20-0, 98102-87-5, 98102-88-6, 117179-82-5
cis bicyclo<4.3.0>nona-3,7-diene

A: tetracarbonylbis(η5-4,5,6,7-tetrahydroindenyl)diiron

B: 496-11-7
INDANE

C: 695-90-9
4,5,6,7-tetrahydroindane

Conditions

Conditions	Yield
In neat (no solvent) reaction of cis-bicyclo(4.3.0)nona-3,7-diene with catalytic amt. of Fe(CO)5 at 230°C for 4 h;	A 3% B 39% C 40%

...Expand

: 496-11-7
INDANE

: 108-24-7
acetic anhydride

: 4228-10-8
1-indan-5-yl-ethanone

Conditions

Conditions	Yield
With aluminum (III) chloride In 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran at 0 - 20℃; for 15h;	100%
With aluminium trichloride In dichloromethane for 4h;	93%
With aluminum (III) chloride In dichloromethane at 0 - 20℃; for 18h;	88%

: 496-11-7
INDANE

: 85-44-9
phthalic anhydride

Conditions

Conditions	Yield
With oxygen at 340 - 360℃;	100%
With oxygen at 340 - 360℃;	100%
With potassium dichromate; acetic acid at 120℃; for 3h;

: C44H41Cl8Cu2N5

: 496-11-7
INDANE

: 1153433-98-7
N-(2,3-dihydro-1H-inden)-1-aminoadamantane

Conditions

Conditions	Yield
In benzene at 20℃; for 3h; Inert atmosphere;	100%

: 496-11-7
INDANE

: 4052-92-0
3-chlorosulfonylbenzoyl dichloride

: 1189544-26-0
2-chloro-5-(indane-5-carbonyl)-benzenesulfonamide

Conditions

Conditions	Yield
Stage #1: 3-chlorosulfonylbenzoyl dichloride; aluminum (III) chloride In dichloromethane at 20℃; for 0.166667h; Friedel Crafts Acylation; Inert atmosphere; Stage #2: INDANE In dichloromethane at 20℃; for 18h; Friedel Crafts Acylation; Inert atmosphere;	100%

: 56970-80-0
2-bromomethylpropionyl bromide

: 496-11-7
INDANE

: 202667-44-5
2-methyl-3,5,6,7-tetrahydro-s-indacen-1(2H)-one

Conditions

Conditions	Yield
With aluminum (III) chloride In dichloromethane at 0 - 20℃; for 17.5h;	99%
aluminum (III) chloride In dichloromethane at 0 - 25℃; for 6h;	86%

: 3,5-bis(trifluoromethyl)phenyl azide

: 496-11-7
INDANE

: 1262055-68-4
N-(3,5-bis(trifluoromethyl)phenyl)-2,3-dihydro-1H-inden-1-amine

Conditions

Conditions	Yield
With chloro[5,10,15,20-tetrakis(4-dimethylamino-2,3,5,6-tetrafluorophenyl)porphyrinate]iron(III) In 1,2-dichloro-ethane at 25 - 35℃; for 24h; Reagent/catalyst; Time; Irradiation; Molecular sieve;	99%
With chloro[5,10,15,20-tetrakis(4-dimethylamino-2,3,5,6-tetrafluorophenyl)porphyrinate]iron(III) In 1,2-dichloro-ethane at 120℃; for 12h; Schlenk technique; Inert atmosphere; Molecular sieve; regioselective reaction;	93%
With [RuIV(tetraphenylporphyrinato)(MeO)]2O In neat (no solvent) for 1.5h; Reflux;	90%
With carbonyl(5,10,15,20-tetraphenylporphyrinato)ruthenium(II) at 100℃; for 0.5h; Inert atmosphere;	53%

: 496-11-7
INDANE

: 2700-22-3
Benzylidenemalononitrile

: 2-((2,3-dihydro-1H-inden-1-yl)(phenyl)methyl)malononitrile

Conditions

Conditions	Yield
With 9-(2-mesityl)-10-methylacridinium perchlorate In 1,2-dichloro-ethane at 20℃; Irradiation; Green chemistry;	99%

: 496-11-7
INDANE

: 69226-51-3
2,2,2-trichloroethyl sulfamate

: 2,2,2-trichloroethyl (2,3-dihydro-1H-inden-1-yl)sulfamate

Conditions

Conditions	Yield
With bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]}; [bis(acetoxy)iodo]benzene In water at 4℃; for 24h;	99%

: 496-11-7
INDANE

: 106-51-4
p-benzoquinone

: 4-((2,3-dihydro-1H-inden-1-yl)oxy)phenol

Conditions

Conditions	Yield
With acetic acid at 30℃; for 16h; Inert atmosphere; Irradiation; Sealed tube;	99%

: 4885-02-3
Dichloromethyl methyl ether

: 496-11-7
INDANE

: 30084-91-4
indan-5-carbaldehyde

Conditions

Conditions	Yield
With tin(IV) chloride In dichloromethane at 0℃; for 0.5h;	98%
Stage #1: Dichloromethyl methyl ether; INDANE With tin(IV) chloride In dichloromethane at -30 - 20℃; Inert atmosphere; Stage #2: With water In dichloromethane at 0℃;	51%
With titanium tetrachloride
With tin(IV) chloride In dichloromethane

: 496-11-7
INDANE

: 920-46-7
Methacryloyl chloride

: 202667-44-5
2-methyl-3,5,6,7-tetrahydro-s-indacen-1(2H)-one

Conditions

Conditions	Yield
With aluminium trichloride In dichloromethane Ambient temperature;	97%

: 496-11-7
INDANE

: 1423-15-0
perfluorophenyl azide

: 1549641-61-3
C15H10F5N

Conditions

Conditions	Yield
With chloro[5,10,15,20-tetrakis(4-dimethylamino-2,3,5,6-tetrafluorophenyl)porphyrinate]iron(III) In 1,2-dichloro-ethane at 25 - 35℃; Irradiation; Molecular sieve; Inert atmosphere; Sealed tube;	96%
With [Ru(4-F-TPP)(BIMe)2] In dichloromethane for 12h; Inert atmosphere; Reflux;	93%
With chloro[5,10,15,20-tetrakis(4-dimethylamino-2,3,5,6-tetrafluorophenyl)porphyrinate]iron(III) In 1,2-dichloro-ethane at 120℃; for 12h; Schlenk technique; Inert atmosphere; Molecular sieve; regioselective reaction;	93%

: 496-11-7
INDANE

: 405161-44-6
1,1,3,3-tetrabromoindane

Conditions

Conditions	Yield
With bromine In tetrachloromethane for 0.833333h; Irradiation;	95%

: 496-11-7
INDANE

: 6325-93-5
p-nitrobenzenesulfonamide

: 217640-41-0
(R)-N-indan-1-yl-4-nitrobenzenesulfonamide

Conditions

Conditions	Yield
With [bis(acetoxy)iodo]benzene; magnesium oxide; tetrakis[(R)-(1-adamantyl)-(N-phthalimido)acetate]dirhodium(II) In 4-methyl-1,2,3-trifluorobenzene at 23℃; for 3.5h; Product distribution / selectivity;	95%

: 496-11-7
INDANE

: 7603-37-4
2,3,4,7-tetrahydro-indene

Conditions

Conditions	Yield
With ammonia; lithium at -78℃; for 7h;	94.8%
With methanol; ammonia; sodium unter Kuehlung;
With ammonia; sodium

: 496-11-7
INDANE

: 625-36-5
2-chloropropionyl chloride

: 39105-39-0
3-chloro-1-(2,3-dihydro-1H-inden-5-yl)propan-1-one

Conditions

Conditions	Yield
With aluminum (III) chloride In dichloromethane at 0 - 20℃; Friedel-Crafts acylation; Inert atmosphere;	94%
With aluminum (III) chloride In dichloromethane at 20℃; for 2h;	85%
Stage #1: 2-chloropropionyl chloride With aluminum (III) chloride In dichloromethane at -10 - -8℃; for 0.5h; Stage #2: INDANE In dichloromethane at -10 - 30℃; for 12h; Temperature;	82%

: 12287-81-9
benzene tricarbonylmolybdenum(0)

: 496-11-7
INDANE

: 704908-36-1
tricarbonyl(η6-indane)molybdenum

Conditions

Conditions	Yield
In tetrahydrofuran (N2); Schlenk technique; Mo complex was added to soln. of arene (3 equiv.) in THF (3 equiv.); stirred at room temp. for 1 h; volatiles were removed (vac.); THF was added; stirred at room temp. for 1 h; evapd.; dissolved in warm methylcyclohexane; filtered through Celite; solvent removed (vac.);	94%

: 1873-88-7
1,1,1,3,5,5,5-heptamethyltrisiloxan

: 496-11-7
INDANE

: 1583285-89-5
C16H30O2Si3

Conditions

Conditions	Yield
With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 2.9-dimethyl-1,10-phenanthroline In 1,4-dioxane at 100℃; for 22h; Catalytic behavior; Reagent/catalyst; Inert atmosphere; Sealed tube; regioselective reaction;	94%
With [Rh(coe)2OH]2; 3,4,5-MeO-MeO-BIPHEP; cyclohexene In tetrahydrofuran at 45℃; regioselective reaction;	90%

: 496-11-7
INDANE

: 1003295-27-9
3-azido-1,2,4,5-tetrafluorobenzene

: C15H11F4N

Conditions

Conditions	Yield
With chloro[5,10,15,20-tetrakis(4-dimethylamino-2,3,5,6-tetrafluorophenyl)porphyrinate]iron(III) In 1,2-dichloro-ethane at 25 - 35℃; Irradiation; Molecular sieve; Inert atmosphere; Sealed tube;	94%

: 496-11-7
INDANE

: 34197-88-1
1-adamantyl azide

: N-(2,3-dihydro-1H-inden)-1-aminoadamantane hydrochloride

Conditions

Conditions	Yield
Stage #1: INDANE; 1-azidoadamantane With [(copper)CH(C(CH3)NC6H3Cl2)2]2(μ-benzene) at 110℃; for 1h; Inert atmosphere; Neat (no solvent); Stage #2: With hydrogenchloride In diethyl ether Inert atmosphere;	93%

INDAN Chemical Properties

Indan is also named as 1,2-Hydrindene;1H-Indene, 2,3-dihydro-;2,3-dihydro-1h-inden;2,3-dihydro-inden;2,3-Dihydroindene;Benzocyclopentane;Hydrindonaphthene;indane,and so on.

Molecular Formula: C₉H₁₀
Molecular Weight: 118.18
EINECS: 207-814-7
Melting point: -51 °C(lit.)
Boiling point: 176 °C(lit.)
Density: 0.965 g/mL at 25 °C(lit.)
Refractive index; n20/D 1.537(lit.)
Flash point: 50 °C
Storage temp.: Flammables area
Merck: 14,4931
BRN: 1904376

INDAN Uses

Indan is quite commonly used in the synthesis of organic compounds which can be used as drugs,solvents,shock proof agents,solvents,and so on.

INDAN Toxicity Data With Reference

orl-rat LDLo:5000 mg/kg

28ZRAQ Toxicology and Biochemistry of Aromatic Hydrocarbons Gerarde, H.,New York, NY.: Elsevier,1960,55.

RTECS: NK3750000

INDAN Consensus Reports

Reported in EPA TSCA Inventory.

INDAN Safety Profile

Mildly toxic by ingestion. When heated to decomposition it emits acrid smoke and fumes.

Hazard Codes: Xn,F
Risk Statements: 10-65
Safety Statements: 23-24/25-62
RIDADR: UN 3295 3/PG 3
WGK Germany: 3
Hazard Note: Flammable
HazardClass: 3
PackingGroup: III

Product Name

INDAN

Synthetic route

INDAN Chemical Properties

INDAN Uses

INDAN Toxicity Data With Reference

INDAN Consensus Reports

INDAN Safety Profile

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