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ChemicalBook--->CAS DataBase List--->1074-86-8

1074-86-8

1074-86-8 Structure

1074-86-8 Structure
IdentificationMore
[Name]

Indole-4-carboxaldehyde
[CAS]

1074-86-8
[Synonyms]

1H-INDOLE-4-CARBALDEHYDE
1H-INDOLE-4-CARBOXALDEHYDE
4-FORMYLINDOLE
4-INDOLECARBALDEHYDE
4-INDOLE-CARBOXALDEHYDE
INDOLE-4-ALDEHYDE
INDOLE-4-CARBALDEHYDE
INDOLE-4-CARBOXALDEHYDE
NSC 337264
RARECHEM AH BS 0110
4-Formyl-1H-indole
3-Indole Carboxyaldehyde
1H-Indole-4-carboxaldehyde (9CI)
1H-Indole-4-carboxaldehyde 98%
INDOLE-4-CARBOXALDEHYDE (4-FORMYLINDOLE)
4-FLUOROINDOLE
Indole-4-carboxaldehyde ,98%
[EINECS(EC#)]

625-162-5
[Molecular Formula]

C9H7NO
[MDL Number]

MFCD01632221
[Molecular Weight]

145.16
[MOL File]

1074-86-8.mol
Chemical PropertiesBack Directory
[Melting point ]

139-143 °C(lit.)
[Boiling point ]

339.1±15.0 °C(Predicted)
[density ]

1.278±0.06 g/cm3(Predicted)
[storage temp. ]

Keep Cold
[solubility ]

DMF: 10 mg/ml; DMSO: 3 mg/ml; Ethanol: 10 mg/ml; Ethanol:PBS(pH 7.2) (1:1): 0.5 mg/ml
[form ]

powder to crystal
[pka]

15.84±0.30(Predicted)
[color ]

Light yellow to Brown
[Water Solubility ]

Soluble in ethanol and acetone. Insoluble in water.
[Sensitive ]

Air Sensitive
[Detection Methods]

HPLC,NMR
[InChI]

InChI=1S/C9H7NO/c11-6-7-2-1-3-9-8(7)4-5-10-9/h1-6,10H
[InChIKey]

JFDDFGLNZWNJTK-UHFFFAOYSA-N
[SMILES]

N1C2=C(C(C=O)=CC=C2)C=C1
[CAS DataBase Reference]

1074-86-8(CAS DataBase Reference)
[NIST Chemistry Reference]

1H-indole-4-carboxaldehyde(1074-86-8)
Safety DataBack Directory
[Hazard Codes ]

Xn,Xi
[Risk Statements ]

R22:Harmful if swallowed.
R36:Irritating to the eyes.
R43:May cause sensitization by skin contact.
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37:Wear suitable protective clothing and gloves .
[WGK Germany ]

3
[Hazard Note ]

Irritant/Keep Cold
[HazardClass ]

IRRITANT
[HS Code ]

29333990
Hazard InformationBack Directory
[Chemical Properties]

White to dark brown solid
[Uses]

4-Indolecarbaldehyde is a synthetic intermediate used for pharmaceutical synthesis. Also used as reactant in Biginelli reaction, synthesis of aurora kinase A inhibitors, preparation of antitumor agents, intermolecular Friedel-Crafts acylation, preparation of inhibitors of cell division in E. coli and synthesis of Hantzsch pyridine-containing Schiff bases.
[Uses]

Indole-4-carboxaldehyde is usually used as reactant in Biginelli reaction,preparation of antitumor agents,intramolecular Friedel-Crafts acylation,preparation of inhibitors of cell division in E. Coli,synthesis of Hantzsch pyridine-containing Schiff bases.
[Definition]

ChEBI:Indole-4-carbaldehyde is a heteroarenecarbaldehyde that is indole in which the hydrogen at position 4 has been replaced by a formyl group. It has a role as an algal metabolite. It is a member of indoles and a heteroarenecarbaldehyde.
[Synthesis Reference(s)]

The Journal of Organic Chemistry, 46, p. 1752, 1981 DOI: 10.1021/jo00321a053
Tetrahedron, 39, p. 3695, 1983 DOI: 10.1016/S0040-4020(01)88608-7
[General Description]

Indole-4-carboxaldehyde participates in the synthesis of arcyriacyanin A. Synthesis of 4-indole-4-carboxaldehyde has been reported. Intramolecular Friedel-Crafts (FC) acylation of indole-4-carboxaldehyde has been reported.
[Synthesis]

Tetrapropylammonium perruthenate (0.3 g, 0.85 mmol) was added in portions to a mixture of alcohol product from 1H-Indole-4-Methanol (2.5 g, 17 mmol), N-methylmorpholine N-oxide (3.0 g, 25 mmol) and 4 A molecular sieves (3.0 g) in anhydrous methylene chloride (30 mL) at room temperature. The mixture was stirred at room temperature under nitrogen for 1 h and then filtered. The filtrate was concentrated in vacuo, and the residue was purified by chromatography (SiO2, CH2Cl2) to provide Indole-4-carboxaldehyde as a white powder (2.0 g, 80percent): 1H NMR (300 MHz, CDCl3) δ10.2 (s, 1H), 8.52 (br s, 1H), 7.64-7.69 (m, 2H), 7.31-7.44 (m, 3H), CI MS m/z=146 [C9H7NO+H]+.
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

1H-indole-4-carbaldehyde(1074-86-8)
[Alfa Aesar]

Indole-4-carboxaldehyde, 97%(1074-86-8)
[Sigma Aldrich]

1074-86-8(sigmaaldrich)
[TCI AMERICA]

Indole-4-carboxaldehyde,>98.0%(GC)(1074-86-8)
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