| Identification | More | [Name]
4-Hydroxyvalerophenone | [CAS]
2589-71-1 | [Synonyms]
4'-HYDROXYPENTANOPHENONE
4'-HYDROXYVALEROPHENONE
4-HYDROXYVALEROPHENONE
4-PENTANOYLPHENOL
4-VALERYL-PHENOL
P-HYDROXYVALEROPHENONE
1-(4-hydroxyphenyl)-1-pentanon
1-(4-Hydroxyphenyl)-1-pentanone
p-Valerylphenol
Valerophenone, 4'-hydroxy-
1-(4-Hydroxyphenyl)-pentan-1-one
4-HYDROXYVALEROPHENONE 99%
1-(4-HYDROXYPHENYL)-PENTAN-1-ONE/4-HYDROXYVALEROPHENONE
N-BUTYL (4-HYDROXYPHENYL)KETONE
1-(2-hydroxyphenyl)pentan-1-one
4-hydroxyphenyl-1-pentannone
1-Pentanone, 1-(4-hydroxyphenyl)-
1-(4-Hydroxyphenyl)pentane-1-one
p-Hydroxypentanophenone | [EINECS(EC#)]
219-978-7 | [Molecular Formula]
C11H14O2 | [MDL Number]
MFCD00009719 | [Molecular Weight]
178.23 | [MOL File]
2589-71-1.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light beige powder | [Melting point ]
62-65 °C
| [Boiling point ]
182-183 °C/3 mmHg(lit.) | [density ]
1.0292 (rough estimate) | [refractive index ]
1.5390 (estimate) | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
powder to crystal | [pka]
8.13±0.15(Predicted) | [color ]
White to Orange to Green | [Usage]
Intermediates of Liquid Crystals | [Detection Methods]
GC | [InChI]
InChI=1S/C11H14O2/c1-2-3-4-11(13)9-5-7-10(12)8-6-9/h5-8,12H,2-4H2,1H3 | [InChIKey]
ZKCJJGOOPOIZTE-UHFFFAOYSA-N | [SMILES]
C(C1=CC=C(O)C=C1)(=O)CCCC | [CAS DataBase Reference]
2589-71-1(CAS DataBase Reference) | [NIST Chemistry Reference]
1-Pentanone, 1-(4-hydroxyphenyl)-(2589-71-1) | [EPA Substance Registry System]
2589-71-1(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S24/25:Avoid contact with skin and eyes .
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3 | [HS Code ]
29182900 |
| Hazard Information | Back Directory | [Chemical Properties]
white to light beige powder | [Uses]
4'-Hydroxyvalerophenone is an organic intermediate and pharmaceutical intermediate for the preparation of acylphenoxyacetic acid compounds. | [Preparation]
4'-Hydroxyvalerophenone is synthesized from phenol and valeryl chloride. It is a raw material intermediate for liquid crystals. | [Synthesis Reference(s)]
Tetrahedron Letters, 35, p. 6537, 1994 DOI: 10.1016/S0040-4039(00)78266-9 | [Synthesis]
GENERAL METHOD: Phenol (0.28 mmol) was dissolved in trifluoromethanesulfonic acid (TfOH, 3 mL) with n-pentanoyl chloride (0.28 mmol) at 0 °C. The reaction mixture was gradually warmed up to room temperature according to the conditions shown in Table 2 and kept for an appropriate time. After completion of the reaction, the mixture was poured into a mixture of ice water and ethyl acetate. The organic layer was separated and washed sequentially with 1 M hydrochloric acid, saturated sodium bicarbonate solution and saturated sodium chloride solution. The organic layer was dried over anhydrous magnesium sulfate and filtered, and the filtrate was concentrated. The crude product was purified by silica gel column chromatography to give 4-hydroxyvalerophenone. The spectral data of all the products were in agreement with those reported in the literature. | [References]
[1] Tetrahedron, 2011, vol. 67, # 3, p. 641 - 649
[2] Chemische Berichte, 1985, vol. 118, # 8, p. 3332 - 3349
[3] Tetrahedron, 1981, vol. 37, # 16, p. 2815 - 2821
[4] Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 1998, vol. 54, # 2, p. 285 - 297
[5] Bioorganic and Medicinal Chemistry Letters, 2001, vol. 11, # 6, p. 841 - 844 |
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