ChemicalBook--->CAS DataBase List--->13669-42-6

13669-42-6

13669-42-6 Structure

13669-42-6 Structure
IdentificationMore
[Name]

3-Quinolinecarboxaldehyde
[CAS]

13669-42-6
[Synonyms]

3-QUINOLINECARBALDEHYDE
3-QUINOLINECARBOXALDEHYDE
AKOS BBS-00005332
QUINOLINE-3-CARBALDEHYDE
QUINOLINE-3-CARBOXALDEHYDE
RARECHEM AK ML 0129
QUINOLINE-3-CARBOXALDEHYDE, 98+%
Quinoline-3-carboxyaldehyde
3-Quinolinecarboxaldehyde, 97+%
3-quinoliecarboxaldehyde
3-Formylquinoline
[EINECS(EC#)]

237-147-7
[Molecular Formula]

C10H7NO
[MDL Number]

MFCD00006768
[Molecular Weight]

157.17
[MOL File]

13669-42-6.mol
Chemical PropertiesBack Directory
[Appearance]

White to yellow powder
[Melting point ]

68-71 °C (lit.)
[Boiling point ]

128°C/1mmHg(lit.)
[density ]

1.223±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[form ]

Powder
[pka]

3.36±0.11(Predicted)
[color ]

White to yellow
[Sensitive ]

Air Sensitive
[λmax]

282nm(MeOH)(lit.)
[Detection Methods]

HPLC,NMR
[BRN ]

113269
[InChI]

1S/C10H7NO/c12-7-8-5-9-3-1-2-4-10(9)11-6-8/h1-7H
[InChIKey]

RYGIHSLRMNXWCN-UHFFFAOYSA-N
[SMILES]

[H]C(=O)c1cnc2ccccc2c1
[CAS DataBase Reference]

13669-42-6(CAS DataBase Reference)
[Storage Precautions]

Store under nitrogen
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R37/38:Irritating to respiratory system and skin .
R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
S36:Wear suitable protective clothing .
[WGK Germany ]

3
[F ]

10-23
[HS Code ]

29334900
[Storage Class]

11 - Combustible Solids
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Hydrochloric acid-->Ethyl acetate-->Diethyl ether-->Tetrahydrofuran-->Dichloromethane-->N,N-Dimethylformamide-->Petroleum ether-->Magnesium sulfate-->n-Butyllithium-->Nitrogen-->Xylene-->Selenium dioxide-->3-Methylquinoline-->3-Bromoquinoline-->Butylmagnesium chloride
[Preparation Products]

quinoline-3-carbaldehyde oxime
Hazard InformationBack Directory
[Chemical Properties]

White to yellow powder
[Uses]

3-Quinolinecarboxaldehyde was used in the synthesis of 1,4-addition products.
[General Description]

The structure and vibrational spectra of 3-quinolinecarboxaldehyde has been studied.
[Synthesis]

3-Bromoquinoline

5332-24-1

N,N-Dimethylformamide

68-12-2

3-Quinolinecarboxaldehyde

13669-42-6

General method: n-Butyllithium (2.5 M in hexane, 300 μL, 0.72 mmol) was added slowly and dropwise to an anhydrous THF (1.5 mL) solution of 3-bromoquinoline (100 mg, 0.48 mmol) at -78 °C. The reaction solution turned red. The reaction solution then turned red, followed by the addition of N,N-dimethylformamide (192 μL, 2.49 mmol). After maintaining the reaction temperature at -78 °C for 10 min, the reaction was quenched with deionized water. The reaction mixture was transferred to saturated aqueous sodium bicarbonate solution (10 mL) and extracted with ethyl acetate (3 × 10 mL). The organic phases were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (eluent: n-hexane solution of 10% ethyl acetate) to give quinoline-3-carbaldehyde as a yellow solid in 53% yield.

[References]

[1] Tetrahedron Letters, 2003, vol. 44, # 10, p. 2033 - 2035
[2] Tetrahedron, 2003, vol. 59, # 43, p. 8629 - 8640
[3] Tetrahedron, 2002, vol. 58, # 17, p. 3387 - 3400
[4] European Journal of Medicinal Chemistry, 2019, p. 290 - 320
Spectrum DetailBack Directory
[Spectrum Detail]

3-Quinolinecarboxaldehyde(13669-42-6)1HNMR
3-Quinolinecarboxaldehyde(13669-42-6)Raman
3-Quinolinecarboxaldehyde(13669-42-6)FT-IR
3-Quinolinecarboxaldehyde(13669-42-6)IR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

3-Quinolinecarboxaldehyde, 97+%(13669-42-6)
[Alfa Aesar]

Quinoline-3-carboxaldehyde, 98+%(13669-42-6)
[Sigma Aldrich]

13669-42-6(sigmaaldrich)
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