3-Allylsalicylaldehyde

Base Information

• Chemical Name: 3-Allylsalicylaldehyde
• CAS No.: 24019-66-7
• Molecular Formula: C10H10O2
• Molecular Weight: 162.188
• Hs Code.: 29124990
• European Community (EC) Number: 627-451-1
• DSSTox Substance ID: DTXSID80178751
• Nikkaji Number: J30.753J
• Wikidata: Q72437276
• Mol file: 24019-66-7.mol

Synonyms:3-Allyl-2-hydroxybenzaldehyde;24019-66-7;3-Allylsalicylaldehyde;3-Allyl-2-hydroxy-benzaldehyde;2-hydroxy-3-prop-2-enylbenzaldehyde;Benzaldehyde, 2-hydroxy-3-(2-propenyl)-;Salicylaldehyde, 3-allyl-;2-hydroxy-3-(prop-2-en-1-yl)benzaldehyde;3-Allylsalicylaldehyde, 97%;SCHEMBL617923;3-Allyl-2-hydroxybenzaldehyde #;DTXSID80178751;BCP15030;MFCD00037364;NSC775632;AKOS000300715;CS-W017930;NSC-775632;PS-5911;FT-0614893;O10931;A817043;ETHYLENEDIAMINE-N,N-DIACETIC-N,N-DIPROPIONICACID;3-allyl-2-hydroxy-benzaldehyde

Chemical Property of 3-Allylsalicylaldehyde

Chemical Property:

• Appearance/Colour: light yellow liquid
• Vapor Pressure: 0.0208mmHg at 25°C
• Melting Point: 45 °C
• Refractive Index: n20/D 1.5645
• Boiling Point: 243.2°Cat760mmHg
• PKA: 8.50±0.10(Predicted)
• Flash Point: 99.7°C
• PSA: 37.30000
• Density: 1.126g/cm³
• LogP: 1.93320
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Air Sensitive
• Solubility.: Soluble in chloroform.
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 162.068079557
• Heavy Atom Count: 12
• Complexity: 165

Purity/Quality:

99% ^*data from raw suppliers

3-AllylSalicylaldehyde ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C=CCC1=C(C(=CC=C1)C=O)O
• 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. 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.

Technology Process of 3-Allylsalicylaldehyde

There total 13 articles about 3-Allylsalicylaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 83.0%

2-(allyloxy)benzaldehyde (28752-82-1) → 3-allylsalicylaldehyde (24019-66-7)

Guidance literature:

Heating;

DOI:10.1016/0040-4039(95)00138-3 DOI:10.1016/S0223-5234(97)84363-2

Reference yield: 68.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + o-Allylphenol (1745-81-9) → 3-allylsalicylaldehyde (24019-66-7)

Guidance literature:

formaldehyd; o-Allylphenol; With triethylamine; magnesium chloride; In acetonitrile; for 4h; Reflux;

With hydrogenchloride; In water; acetonitrile; pH=5; Cooling with ice;

Reference yield: 68.0%

o-Allylphenol (1745-81-9) → 3-allylsalicylaldehyde (24019-66-7)

Guidance literature:

With magnesium chloride; triethylamine; paraformaldehyde; In acetonitrile;

upstream raw materials:

hexamethylenetetramine

o-Allylphenol

2-(allyloxy)benzaldehyde

formaldehyd

Downstream raw materials:

8-allyl-2-oxo-2H-chromene-3-carboxylic acid

3-allyl-5-nitrosalicylaldehyde

3-allyl-2,5-dihydroxy-benzaldehyde

4-(3-allyl-2-hydroxy-benzylidene)-1,2-diphenyl-pyrazolidine-3,5-dione

Refernces

• 1、 Liao, Jianhua,Fan, Lianfeng,Guo, Wei,Zhang, Zhenming,Li, Jiawei,Zhu, Chuanle,Ren, Yanwei,Wu, Wanqing,Jiang, Huanfeng. "Palladium-Catalyzed Fluoroalkylative Cyclization of Olefins". supporting information. p. 1008 - 1011. Retrieved 2017/03/15.
• 2、 Roth, Howard S.,Botham, Rachel C.,Schmid, Steven C.,Fan, Timothy M.,Dirikolu, Levent,Hergenrother, Paul J.. "Removal of metabolic liabilities enables development of derivatives of procaspase-activating compound 1 (PAC-1) with improved pharmacokinetics". . p. 4046 - 4065. Retrieved 2015/05/27.