| Identification | More | [Name]
4-(2-Hydroxyethoxy)benzaldehyde | [CAS]
22042-73-5 | [Synonyms]
4-(2-HYDROXYETHOXY)BENZALDEHYDE
AKOS B030687
ASINEX-REAG BAS 12719716
TIMTEC-BB SBB010472
Hydroxyethoxybenzaldehyde
4-(2-HYDROXYETHOXY)BENZALOIEHYDE
4-(2-HYDROXYETHOXY)BENZALDEHYDE 97+% | [Molecular Formula]
C9H10O3 | [MDL Number]
MFCD00191450 | [Molecular Weight]
166.17 | [MOL File]
22042-73-5.mol |
| Chemical Properties | Back Directory | [Melting point ]
36-38°C | [Boiling point ]
335.2±17.0 °C(Predicted) | [density ]
1.194±0.06 g/cm3(Predicted) | [storage temp. ]
Refrigerator | [form ]
powder to crystal | [pka]
14.14±0.10(Predicted) | [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]
22042-73-5(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
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 .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [HazardClass ]
IRRITANT | [HS Code ]
2912490090 |
| Hazard Information | Back Directory | [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 |
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