Product Name

  • Name

    INDAN-5-CARBOXALDEHYDE

  • EINECS 250-036-8
  • CAS No. 30084-91-4
  • Article Data24
  • CAS DataBase
  • Density 1.123 g/cm3
  • Solubility
  • Melting Point 255-257 °C
  • Formula C10H10O
  • Boiling Point 262.313 °C at 760 mmHg
  • Molecular Weight 146.189
  • Flash Point 139.744 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes 52
  • Molecular Structure Molecular Structure of 30084-91-4 (INDAN-5-CARBOXALDEHYDE)
  • Hazard Symbols
  • Synonyms 5-Indancarboxaldehyde(8CI);2,3-Dihydro-1H-indene-5-carboxaldehyde;3,4-Trimethylenebenzaldehyde;5-Formylindan;5-Indanecarboxaldehyde;
  • PSA 17.07000
  • LogP 1.98780

Synthetic route

Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

INDANE
496-11-7

INDANE

indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

Conditions
ConditionsYield
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
3-oxobenzo[d]isothiazole-2(3H)-carbaldehyde 1,1-dioxide
50978-45-5

3-oxobenzo[d]isothiazole-2(3H)-carbaldehyde 1,1-dioxide

2,3-dihydro-1H-inden-5-yl trifluoromethanesulfonate
143287-97-2

2,3-dihydro-1H-inden-5-yl trifluoromethanesulfonate

indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

Conditions
ConditionsYield
With triethylsilane; 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; sodium carbonate In acetonitrile at 80℃; for 16h; Inert atmosphere; Sealed tube;82%
INDANE
496-11-7

INDANE

hexamethylenetetramine
100-97-0

hexamethylenetetramine

indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

Conditions
ConditionsYield
With trifluoroacetic acid at 100℃; for 5h;84%
With trifluoroacetic acid at 100℃; Duff Aldehyde Synthesis;60%
With trifluoroacetic acid Duff Aldehyde Synthesis;38%
indan-5-yl-ethan-1,2-diol
721968-62-3

indan-5-yl-ethan-1,2-diol

indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

Conditions
ConditionsYield
With periodic acid In ethanol; water at 20℃; for 12h;
With periodic acid In ethanol; water at 20℃; for 12h;
With periodic acid In ethanol; water at 20℃; for 12h;
(2E,8E)-deca-2,8-diene-1,10-dial
116451-83-3

(2E,8E)-deca-2,8-diene-1,10-dial

indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

Conditions
ConditionsYield
Stage #1: (2E,8E)-deca-2,8-diene-1,10-dial; pyrrolidine; acetic acid In acetonitrile at -10℃; for 6h;
Stage #2: With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane; acetonitrile at 30℃; for 2h;
81%
(2E,8E)-deca-2,8-diene-1,10-dial
116451-83-3

(2E,8E)-deca-2,8-diene-1,10-dial

A

indane-4-carboxaldehyde
51932-70-8

indane-4-carboxaldehyde

B

indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

Conditions
ConditionsYield
Stage #1: (2E,8E)-deca-2,8-diene-1,10-dial; pyrrolidine; acetic acid In acetonitrile at 30℃; for 6h;
Stage #2: With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane; acetonitrile at 30℃; for 2h;
A n/a
B 83%
Stage #1: (2E,8E)-deca-2,8-diene-1,10-dial; L-proline In acetonitrile at -10℃; for 48h;
Stage #2: With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane; acetonitrile at 30℃; for 2h;
5-indancarboaldehyde azine
28042-80-0

5-indancarboaldehyde azine

indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

Conditions
ConditionsYield
With selenium(IV) oxide In N,N-dimethyl-formamide at 100℃; for 18h;76%
(2,3-dihydro-1H-inden-5-yl)methanol
51632-06-5

(2,3-dihydro-1H-inden-5-yl)methanol

indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

Conditions
ConditionsYield
With pyridinium chlorochromate In dichloromethane for 2h; Ambient temperature;96%
With Py*HClCrO3
INDANE
496-11-7

INDANE

indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

Conditions
ConditionsYield
With aluminium trichloride; hydrogen cyanide; 1,1,2,2-tetrachloroethane Reagens 4: wss. HCl; Einleiten von HCl;
With aluminium trichloride; chloromethylene-formamidine; 1,1,2,2-tetrachloroethane at 50℃; Reagens 4: wss. HCl;
Multi-step reaction with 5 steps
1: 93 percent / AlCl3 / CH2Cl2 / 4 h
2: 89 percent / NaOBr / 1.) 3 h, 0 deg C; 2.) r. t., overnight
3: 94 percent / conc. H2SO4 / Heating
4: 94 percent / LiAlH4 / diethyl ether / 12 h / Heating
5: 96 percent / PCC / CH2Cl2 / 2 h / Ambient temperature
View Scheme
Multi-step reaction with 5 steps
1: 93 percent / AlCl3 / CH2Cl2 / 4 h
2: 89 percent / NaOBr / 1.) 3 h, 0 deg C; 2.) r. t., overnight
4: 94 percent / LiAlH4 / diethyl ether / 12 h / Heating
5: 96 percent / PCC / CH2Cl2 / 2 h / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
1: (i) aq. HCl, H2SO4, (ii) NaOAc, AcOH, (iii) aq. NaOH
2: Py*HClCrO3
View Scheme
carbon monoxide
201230-82-2

carbon monoxide

INDANE
496-11-7

INDANE

A

indane-4-carboxaldehyde
51932-70-8

indane-4-carboxaldehyde

B

indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

Conditions
ConditionsYield
With antimony pentafluoride; fluorosulphonic acid at 0℃; under 760 Torr; for 1h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
5-bromoindane
6134-54-9

5-bromoindane

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

Conditions
ConditionsYield
Stage #1: 5-bromoindane With tert.-butyl lithium In diethyl ether; pentane at -70℃; for 1h;
Stage #2: N,N-dimethyl-formamide In diethyl ether at -70 - 10℃; for 1h;
5-chloromethylindane
18775-42-3

5-chloromethylindane

indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

Conditions
ConditionsYield
With ethanol; hexamethylenetetramine
indan-5-amine
24425-40-9

indan-5-amine

4-formyl-3,5-dimethoxyphenoxymethylpolystyrene resin (PAL)

4-formyl-3,5-dimethoxyphenoxymethylpolystyrene resin (PAL)

indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: aq. hydrobromic acid; sodium nitrite / 0.33 h / 0 - 5 °C
1.2: 42 percent / copper(I) bromide; aq. hydrobromic acid / 0.67 h / 60 °C
2.1: tert-butyllithium / diethyl ether; pentane / 1 h / -70 °C
2.2: diethyl ether / 1 h / -70 - 10 °C
View Scheme
1-indan-5-yl-ethanone
4228-10-8

1-indan-5-yl-ethanone

indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 89 percent / NaOBr / 1.) 3 h, 0 deg C; 2.) r. t., overnight
2: 94 percent / conc. H2SO4 / Heating
3: 94 percent / LiAlH4 / diethyl ether / 12 h / Heating
4: 96 percent / PCC / CH2Cl2 / 2 h / Ambient temperature
View Scheme
Multi-step reaction with 4 steps
1: 89 percent / NaOBr / 1.) 3 h, 0 deg C; 2.) r. t., overnight
3: 94 percent / LiAlH4 / diethyl ether / 12 h / Heating
4: 96 percent / PCC / CH2Cl2 / 2 h / Ambient temperature
View Scheme
indan-5-carboxylic acid
65898-38-6

indan-5-carboxylic acid

indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 94 percent / conc. H2SO4 / Heating
2: 94 percent / LiAlH4 / diethyl ether / 12 h / Heating
3: 96 percent / PCC / CH2Cl2 / 2 h / Ambient temperature
View Scheme
Multi-step reaction with 3 steps
2: 94 percent / LiAlH4 / diethyl ether / 12 h / Heating
3: 96 percent / PCC / CH2Cl2 / 2 h / Ambient temperature
View Scheme
1-(2-indan-5-yl-2-oxo-ethyl)-pyridinium; iodide
113364-54-8

1-(2-indan-5-yl-2-oxo-ethyl)-pyridinium; iodide

indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 98 percent / aq. NaOH / Heating
2: 94 percent / conc. H2SO4 / Heating
3: 94 percent / LiAlH4 / diethyl ether / 12 h / Heating
4: 96 percent / PCC / CH2Cl2 / 2 h / Ambient temperature
View Scheme
Multi-step reaction with 4 steps
1: 98 percent / aq. NaOH / Heating
3: 94 percent / LiAlH4 / diethyl ether / 12 h / Heating
4: 96 percent / PCC / CH2Cl2 / 2 h / Ambient temperature
View Scheme
methyl 5-indanecarboxylate
86031-43-8

methyl 5-indanecarboxylate

indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 94 percent / LiAlH4 / diethyl ether / 12 h / Heating
2: 96 percent / PCC / CH2Cl2 / 2 h / Ambient temperature
View Scheme
1-allylcyclopentan-1-ol
36399-21-0

1-allylcyclopentan-1-ol

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

A

indane-4,6-dicarboxaldehyde
121220-72-2

indane-4,6-dicarboxaldehyde

B

indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

Conditions
ConditionsYield
With trichlorophosphate room temp., 30 min, then boiling water bath, 6h;A 23%
B n/a
INDANE
496-11-7

INDANE

CO

CO

indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

Conditions
ConditionsYield
With hydrogenchloride; aluminium trichloride; benzene weiteres Reagens: CuCl;
Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

INDANE
496-11-7

INDANE

A

indane-4-carboxaldehyde
51932-70-8

indane-4-carboxaldehyde

B

indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

Conditions
ConditionsYield
With titanium(III) chloride Title compound not separated from byproducts;
hydrogenchloride
7647-01-0

hydrogenchloride

INDANE
496-11-7

INDANE

carbon monoxide

carbon monoxide

indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

Conditions
ConditionsYield
bei Gegenwart von Benzol, von AlCl3 und CuCl;
indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

indan-5-carboxylic acid
65898-38-6

indan-5-carboxylic acid

Conditions
ConditionsYield
With copper acetylacetonate; oxygen; sodium hydroxide; 1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene In water at 50℃; under 760.051 Torr; for 12h; Sealed tube;99%
indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

(2,3-dihydro-1H-inden-5-yl)methanol
51632-06-5

(2,3-dihydro-1H-inden-5-yl)methanol

Conditions
ConditionsYield
Stage #1: indan-5-carbaldehyde With sodium tetrahydroborate In ethanol at 0℃; for 0.5h;
Stage #2: With hydrogenchloride In water pH=2;
96%
With sodium tetrahydroborate at 0 - 20℃;59%
With sodium tetrahydroborate In ethanol at 0 - 20℃; for 1.5h;23.1 g
3,5,6,7-tetrahydro-2H-s-indacen-1-one
14927-64-1

3,5,6,7-tetrahydro-2H-s-indacen-1-one

indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

2-(5-Indanylmethylen)-s-hydrindacen-1-on
113364-74-2

2-(5-Indanylmethylen)-s-hydrindacen-1-on

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 3h;95%
malonic acid
141-82-2

malonic acid

indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

3-(5-Indanyl)-prop-2-ensaeure
56635-88-2

3-(5-Indanyl)-prop-2-ensaeure

Conditions
ConditionsYield
With piperidine; pyridine at 80℃; for 24h;91%
2-bromoprop-1-ene
557-93-7

2-bromoprop-1-ene

indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

1-(2,3-dihydro-1H-inden-5-yl)-2-methylprop-2-en-1-ol

1-(2,3-dihydro-1H-inden-5-yl)-2-methylprop-2-en-1-ol

Conditions
ConditionsYield
Stage #1: 2-bromoprop-1-ene With lithium In diethyl ether at -30℃; for 3h; Inert atmosphere;
Stage #2: indan-5-carbaldehyde In diethyl ether at -78℃; for 1.5h;
81%
Nitroethane
79-24-3

Nitroethane

indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

5-<1-(2-nitropropenyl)>-2,3-dihydro-1H-indene

5-<1-(2-nitropropenyl)>-2,3-dihydro-1H-indene

Conditions
ConditionsYield
With ammonium acetate for 4h; Heating;76%
methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride
5680-80-8

methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride

indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

N-indanylmethyl-L-serine methyl ester

N-indanylmethyl-L-serine methyl ester

Conditions
ConditionsYield
Stage #1: methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride With triethylamine In methanol at 0℃; for 0.166667h;
Stage #2: indan-5-carbaldehyde With sodium tetrahydroborate In methanol for 2.5h;
72%
Stage #1: methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride With triethylamine In methanol at 0℃; for 0.166667h;
Stage #2: indan-5-carbaldehyde In methanol for 2h;
Stage #3: With sodium tetrahydroborate In methanol
72%
2-(1H-pyrrol-1-yl)benzenemethanamine hydrochloride salt
418762-90-0

2-(1H-pyrrol-1-yl)benzenemethanamine hydrochloride salt

indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

C21H19ClN2*ClH
1383541-18-1

C21H19ClN2*ClH

Conditions
ConditionsYield
In ethanol for 3h; Reflux;69%
N-isopropyl-N-[3,4-(methylenedioxy)phenyl]urea
33095-94-2

N-isopropyl-N-[3,4-(methylenedioxy)phenyl]urea

indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

1-Isopropyl-6,7-methylenedioxy-4-(5-indanyl)-3,4-dihydro-quinazolin-2(1H)-one
243133-94-0

1-Isopropyl-6,7-methylenedioxy-4-(5-indanyl)-3,4-dihydro-quinazolin-2(1H)-one

Conditions
ConditionsYield
59%
tryptamine
61-54-1

tryptamine

indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

1-indan-5-yl-2,3,4,9-tetrahydro-1H-β-carboline
199678-68-7

1-indan-5-yl-2,3,4,9-tetrahydro-1H-β-carboline

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane for 20h;57%
1-methylcyclopent-1-ene
693-89-0

1-methylcyclopent-1-ene

indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

(E)-7-(2,3-dihydro-1H-inden-5-yl)hept-6-en-2-one

(E)-7-(2,3-dihydro-1H-inden-5-yl)hept-6-en-2-one

Conditions
ConditionsYield
With gallium(III) trichloride In 1,2-dichloro-ethane at 25℃; for 24h; Inert atmosphere;45%
N-(5-chloroquinolin-8-yl)-2-(1,3-dioxoisoindolin-2-yl)propanamide

N-(5-chloroquinolin-8-yl)-2-(1,3-dioxoisoindolin-2-yl)propanamide

indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

3-[(5-chloroquinolin-8-yl)amino]-2-(1,3-dioxoisoindolin-2-yl)-3-oxopropyl 2,3-dihydro-1H-indene-5-carboxylate

3-[(5-chloroquinolin-8-yl)amino]-2-(1,3-dioxoisoindolin-2-yl)-3-oxopropyl 2,3-dihydro-1H-indene-5-carboxylate

Conditions
ConditionsYield
With tert.-butylhydroperoxide; palladium(II) trifluoroacetate In decane; water; toluene at 20℃; for 48h; Schlenk technique; Inert atmosphere; regioselective reaction;44%
piperidine
110-89-4

piperidine

benzofuran-7-ol
4790-81-2

benzofuran-7-ol

indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

6-((2,3-dihydro-1H-inden-5-yl)(piperidin-1-yl)methyl)-benzofuran-7-ol

6-((2,3-dihydro-1H-inden-5-yl)(piperidin-1-yl)methyl)-benzofuran-7-ol

Conditions
ConditionsYield
In toluene at 100℃;41%
maleic anhydride
108-31-6

maleic anhydride

thiosemicarbazide
79-19-6

thiosemicarbazide

indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

C15H15N3O3S

C15H15N3O3S

Conditions
ConditionsYield
Stage #1: thiosemicarbazide; indan-5-carbaldehyde With toluene-4-sulfonic acid In 1-methyl-pyrrolidin-2-one at 100℃; for 1.5h; Microwave irradiation;
Stage #2: maleic anhydride In 1-methyl-pyrrolidin-2-one at 110℃; for 4h; Microwave irradiation;
28%
malonic acid
141-82-2

malonic acid

indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

C12H15NO2

C12H15NO2

Conditions
ConditionsYield
With ammonium acetate In methanol Reflux;26%
1-nitro-1-phenylmethane
622-42-4

1-nitro-1-phenylmethane

indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

5-(β-Nitro-styryl)-indan

5-(β-Nitro-styryl)-indan

Conditions
ConditionsYield
With ethanol; methylamine hydrochloride; sodium carbonate
2-thioxo-4-thiazolidinone
141-84-4

2-thioxo-4-thiazolidinone

indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

5-indan-5-ylmethylene-2-thioxo-thiazolidin-4-one
62245-77-6

5-indan-5-ylmethylene-2-thioxo-thiazolidin-4-one

Conditions
ConditionsYield
With ammonium acetate In acetic acid; benzene Heating;
acrylonitrile
107-13-1

acrylonitrile

indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

3-{N'-[1-Indan-5-yl-meth-(Z)-ylidene]-hydrazino}-propionitrile
30153-72-1

3-{N'-[1-Indan-5-yl-meth-(Z)-ylidene]-hydrazino}-propionitrile

Conditions
ConditionsYield
(i) N2H4*H2O, (ii) /BRN= 637391/; Multistep reaction;
indan-5-carbaldehyde
30084-91-4

indan-5-carbaldehyde

5-indancarboaldehyde azine
28042-80-0

5-indancarboaldehyde azine

Conditions
ConditionsYield
With hydrazine

Indan-5-carbaldehyde Specification

The Indan-5-carbaldehyde, with the CAS registry number 30084-91-4, is also known as 5-Formylindan. It belongs to the product category of Pharmacetical. Its EINECS registry number is 250-036-8. This chemical's molecular formula is C10H10O and molecular weight is 146.19. What's more, its systematic name and IUPAC name are the same which is called 2,3-Dihydro-1H-indene-5-carbaldehyde.

Physical properties about Indan-5-carbaldehyde are: (1)ACD/LogP: 2.76; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.76; (4)ACD/LogD (pH 7.4): 2.76; (5)ACD/BCF (pH 5.5): 73.89; (6)ACD/BCF (pH 7.4): 73.89; (7)ACD/KOC (pH 5.5): 757.1; (8)ACD/KOC (pH 7.4): 757.1; (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: 1.61; (14)Molar Refractivity: 45.18 cm3; (15)Molar Volume: 130.1 cm3; (16)Polarizability: 17.91×10-24cm3; (17)Surface Tension: 45.7 dyne/cm; (18)Density: 1.122 g/cm3; (19)Flash Point: 139.7 °C; (20)Enthalpy of Vaporization: 50.01 kJ/mol; (21)Boiling Point: 262.3 °C at 760 mmHg; (22)Vapour Pressure: 0.011 mmHg at 25°C.

Preparation of Indan-5-carbaldehyde: this chemical is prepared by reaction of Dichloro-methoxy-methane with Indan.




The reaction occurs with reagent SnCl4 and solvent CH2Cl2 at temperature of 0°C for 30 minutes. The yield is 98%.

Uses of Indan-5-carbaldehyde: it is used to produce other chemicals. For example, it is used to produce 3-(5-Indanyl)-prop-2-ensaeure.




The reaction occurs with reagent Pyridine and Peridine at temperature of 80°C for 24 hours. The yield is 91%.

You can still convert the following datas into molecular structure:
(1) SMILES: O=Cc1ccc2c(c1)CCC2
(2) InChI: InChI=1/C10H10O/c11-7-8-4-5-9-2-1-3-10(9)6-8/h4-7H,1-3H2
(3) InChIKey: YNGGRNROMJXLCP-UHFFFAOYAX

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