ChemicalBook CAS DataBase List 24019-66-7

24019-66-7

Name	3-ALLYLSALICYLALDEHYDE
CAS	24019-66-7
Molecular Formula	C10H10O2
MDL Number	MFCD00037364
Molecular Weight	162.19
MOL File	24019-66-7.mol

Synonyms

AKOS BBS-00003205 TIMTEC-BB SBB010096 3-Allylsalicyladehyde 3-ALLYL SALCYLALDEHYDE 3-ALLYLSALICYLALDEHYDE ASINEX-REAG BAS 02801117 Salicylaldehyde, 3-allyl- 3-Allylsalicylaldehyde 97% 3-Allylsalicylaldehyde, 96.5% 2-Hydroxy-3-allylbenzaldehyde 3-ALLYL-2-HYDROXY-BENZALDEHYDE 2-hydroxy-3-prop-2-enylbenzaldehyde 2-hydroxy-3-prop-2-enyl-benzaldehyde 2-HYDROXY-3-(2-PROPENYL)-BENZALDEHYDE Benzaldehyde, 2-hydroxy-3-(2-propenyl)- 2-Hydroxy-3-(2-propen-1-yl)benzaldehyde 2-hydroxy-3-(prop-2-en-1-yl)benzaldehyde Benzaldehyde, 2-hydroxy-3-(2-propen-1-yl)-

Chemical Properties

Appearance	Light Yellow Liquid
Melting point	45 °C
Boiling point	248.88°C (rough estimate)
density	1.099 g/mL at 25 °C(lit.)
refractive index	n20/D 1.5645
Fp	224 °F
storage temp.	under inert gas (nitrogen or Argon) at 2-8°C
solubility	Soluble in chloroform.
form	Oil
pka	8.50±0.10(Predicted)
color	Light Yellow to Yellow
Sensitive	Air Sensitive
Usage	A synthetic intermediate for the sythesis of 3-aminoflavones. Flavonoids have been studied for their antiproliferative activity and in vitro cytotoxicity
InChI	InChI=1S/C10H10O2/c1-2-4-8-5-3-6-9(7-11)10(8)12/h2-3,5-7,12H,1,4H2
InChIKey	INLWEXRRMUMHKB-UHFFFAOYSA-N
SMILES	C(=O)C1=CC=CC(CC=C)=C1O
CAS DataBase Reference	24019-66-7(CAS DataBase Reference)

Safety Data

Hazard Codes	Xi
Risk Statements	R36/37/38:Irritating to eyes, respiratory system and skin . less more
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 . less more
WGK Germany	3
Hazard Note	Irritant
HazardClass	IRRITANT
HS Code	29124990
Storage Class	11 - Combustible Solids
Hazard Classifications	Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

Raw materials And Preparation Products

Hazard Information

Chemical Properties

Light Yellow Liquid

Uses

3-Allyl Salicylaldehyde is a synthetic intermediate for the sythesis of 3-aminoflavones. Flavonoids have been studied for their antiproliferative activity and in vitro cytotoxicity. Used in the prepar ation of oxazole derivatives. Used in the preparation of imidazole scaffold-based 2-substituted benzofurans for application against human tumor cell lines. Also a reagent in the synthesis of antioxida nt and antimicrobial novel chalcones.

Uses

3-Allylsalicylaldehyde is a synthetic intermediate for the synthesis of 3-aminoflavones. Flavonoids have been studied for their antiproliferative activity and in vitro cytotoxicity. It is used in the preparation of oxazole derivatives and also imidazole scaffold-based 2-substituted benzofurans for application against human tumor cell lines. It is a reagent in the synthesis of antioxidant and antimicrobial novel chalcones.

Synthesis

50-00-0

1745-81-9

24019-66-7

The general procedure for the synthesis of 3-allyl-2-hydroxybenzaldehyde from formaldehyde and 2-allylphenol was as follows: 13.5 g (0.1 mol) of 2-allylphenol and 100 mL of acetonitrile were added to a three-necked flask, and 6.5 g of paraformaldehyde, 22 g (0.39 mol) of anhydrous magnesium chloride, and 0.02 mol of triethylamine were added sequentially under stirring conditions. The reaction mixture was refluxed for 4 h. The reaction solution was poured into ice water and the pH was adjusted with aqueous hydrochloric acid to 5. It was extracted twice with ethyl acetate, the organic phases were combined and dried over anhydrous sodium sulfate. After concentration under reduced pressure, 11 g of solid product was obtained in 68% yield. Mass spectrometry analysis showed a molecular ion peak of 163 (M + 1).

References

[1] Patent: US2012/142921, 2012, A1. Location in patent: Page/Page column 13
[2] Patent: EP2468730, 2012, A1. Location in patent: Page/Page column 14
[3] Journal of Medicinal Chemistry, 2000, vol. 43, # 8, p. 1525 - 1532
[4] Organic Letters, 2012, vol. 14, # 12, p. 3226 - 3229

Spectrum Detail

Well-known Reagent Company Product Information

Supplier

J & K SCIENTIFIC LTD.

Telephone18210857532 18210857532

Websitehttps://www.jkchemical.com

3B Pharmachem (Wuhan) International Co.,Ltd.

Telephone 18930552037

Websitehttps://www.chemicalbook.com/ShowSupplierProductsList13285/0_EN.htm

Alfa Aesar

Telephone400-6106006

Websitehttp://chemicals.thermofisher.cn

Energy Chemical

Telephone 400-0056266

Websitehttp://www.energy-chemical.com

Wuhan Chemwish Technology Co., Ltd

Telephone86-027-67849912

Websitehttp://www.chemwish.com

Taizhou Chemedir Biopharm-tech. Co., Ltd

Telephone0523-86200218 18994667082

Websitehttp://www.chemedir.com/

Shanghai Hanhong Scientific Co.,Ltd.

Telephone021-54306202 13764082696

Websitehttps://www.hanhongsci.com

Chemsky（shanghai）International Co.,Ltd.

Telephone021-50135380

Websitehttp://www.shchemsky.com

China DongFan Chemical Co.,LTD

Telephone86-0571-85151182

Websitehttps://www.chemicalbook.com/ShowSupplierProductsList14819/0_EN.htm

T&W GROUP

Telephone021-61551611 13296011611

Websitehttp://www.trustwe.com/

Beijing HuaMeiHuLiBiological Chemical

Telephone010-56205725

Websitehttp://www.huabeibiochem.com/

Shanghai Aladdin Bio-Chem Technology Co.,LTD

Telephone400-6206333 13167063860

Websitehttp://www.aladdin-e.com/

Bide Pharmatech Ltd.

Telephone400-164-7117 18317119277

Websitehttp://www.bidepharm.com

ShangHai D&B Biological Science and Technology Co.Ltd

Telephone400-008-9730,021-54359730 400-008-9730

Websitehttp://www.chemxyz.cn

Modachem Shanghai Co., Ltd

Telephone+86 (0)21 51320687 51371369 1744605818

Websitehttps://www.chemicalbook.com/ShowSupplierProductsList16334/0_EN.htm

Sigma-Aldrich

Telephone021-61415566 800-8193336

Websitehttps://www.sigmaaldrich.cn

Zhengzhou Saifun Biotechnology Co., Ltd.

Telephone022-60688926

Websitehttp://www.sfpharm.cn

Shanghai YuanYe Biotechnology Co., Ltd.

Telephone 15026964105

Websitehttps://www.shyuanye.com

1of4

Related Products

Send Inquriy