|
|
| | 4-(2-Hydroxyethoxy)benzaldehyde Basic information |
| Product Name: | 4-(2-Hydroxyethoxy)benzaldehyde | | Synonyms: | TIMTEC-BB SBB010472;4-(2-HYDROXYETHOXY)BENZALDEHYDE;Hydroxyethoxybenzaldehyde;4-(2-HYDROXYETHOXY)BENZALOIEHYDE;4-(2-HYDROXYETHOXY)BENZALDEHYDE 97+%;Benzaldehyde, p-(2-hydroxyethoxy)-;AKOS B030687;ASINEX-REAG BAS 12719716 | | CAS: | 22042-73-5 | | MF: | C9H10O3 | | MW: | 166.17 | | EINECS: | | | Product Categories: | | | Mol File: | 22042-73-5.mol |  |
| | 4-(2-Hydroxyethoxy)benzaldehyde Chemical Properties |
| Melting point | 36-38°C | | Boiling point | 335.2±17.0 °C(Predicted) | | density | 1.194±0.06 g/cm3(Predicted) | | storage temp. | Inert atmosphere,2-8°C | | pka | 14.14±0.10(Predicted) | | form | powder to crystal | | color | White to Light yellow to Light orange | | InChI | InChI=1S/C9H10O3/c10-5-6-12-9-3-1-8(7-11)2-4-9/h1-4,7,10H,5-6H2 | | InChIKey | VCDGTEZSUNFOKA-UHFFFAOYSA-N | | SMILES | C(=O)C1=CC=C(OCCO)C=C1 | | LogP | 0.730 (est) | | CAS DataBase Reference | 22042-73-5(CAS DataBase Reference) | | EPA Substance Registry System | Benzaldehyde, 4-(2-hydroxyethoxy)- (22042-73-5) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36/37/39 | | TSCA | TSCA listed | | HazardClass | IRRITANT | | HS Code | 2912490090 |
| | 4-(2-Hydroxyethoxy)benzaldehyde Usage And Synthesis |
| Synthesis Reference(s) | The Journal of Organic Chemistry, 60, p. 2267, 1995 DOI: 10.1021/jo00112a059 | | Synthesis | GENERAL METHODS: A mixture of 4-hydroxybenzaldehyde (1 mmol), 2-chloroethanol (1 mmol) and potassium carbonate (3 mmol) in dimethylsulfoxide (DMSO) was heated and refluxed for 6 hours. The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the reaction mixture was diluted with water and extracted with dichloromethane. The organic phases were combined and concentrated under reduced pressure to remove the solvent, and the resulting residue was purified by column chromatography to afford the target product 4-(2-hydroxyethoxy)benzaldehyde (3m).
4.3.1. 4-(2-Hydroxyethoxy)benzaldehyde (3m) was a yellow oil in 80% yield; 1H NMR (400 MHz, CDCl3): δ 3.03 (1H, s, OH), 3.98 (2H, t, J = 4.4 Hz, -CH2-), 4.14 (2H, t, J = 4.4 Hz, -OCH2-), 6.98 (2H , d, J = 8.4 Hz, Ar-H), 7.80 (2H, d, J = 8.4 Hz, Ar-H), 9.84 (1H, s, CHO) ppm. | | References | [1] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 21, p. 6519 - 6522
[2] Journal of the American Chemical Society, 2008, vol. 130, # 50, p. 16996 - 17003
[3] European Journal of Medicinal Chemistry, 2009, vol. 44, # 10, p. 4235 - 4243
[4] European Journal of Medicinal Chemistry, 2010, vol. 45, # 2, p. 639 - 646
[5] Journal of Organometallic Chemistry, 2018, vol. 870, p. 38 - 50 |
| | 4-(2-Hydroxyethoxy)benzaldehyde Preparation Products And Raw materials |
|