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30084-91-4

Basic Information
CAS No.: 30084-91-4
Name: INDAN-5-CARBOXALDEHYDE
Article Data: 24
Molecular Structure:
Molecular Structure of 30084-91-4 (INDAN-5-CARBOXALDEHYDE)
Formula: C10H10O
Molecular Weight: 146.189
Synonyms: 5-Indancarboxaldehyde(8CI);2,3-Dihydro-1H-indene-5-carboxaldehyde;3,4-Trimethylenebenzaldehyde;5-Formylindan;5-Indanecarboxaldehyde;
EINECS: 250-036-8
Density: 1.123 g/cm3
Melting Point: 255-257 °C
Boiling Point: 262.313 °C at 760 mmHg
Flash Point: 139.744 °C
Risk Codes: 52
PSA: 17.07000
LogP: 1.98780
Synthetic route
4885-02-3

Dichloromethyl methyl ether

496-11-7

INDANE

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
50978-45-5

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

143287-97-2

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

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%
496-11-7

INDANE

100-97-0

hexamethylenetetramine

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%
721968-62-3

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

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;
116451-83-3

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

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%
116451-83-3

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

A

51932-70-8

indane-4-carboxaldehyde

B

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;
28042-80-0

5-indancarboaldehyde azine

30084-91-4

indan-5-carbaldehyde

Conditions
ConditionsYield
With selenium(IV) oxide In N,N-dimethyl-formamide at 100℃; for 18h;76%
51632-06-5

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

30084-91-4

indan-5-carbaldehyde

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

INDANE

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
201230-82-2

carbon monoxide

496-11-7

INDANE

A

51932-70-8

indane-4-carboxaldehyde

B

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;
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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