Identification | More | [Name]
5-Bromopentan-1-ol | [CAS]
34626-51-2 | [Synonyms]
5-BROMO-1-HYDROXYPENTANE 5-BROMO-1-PENTANOL 5-BROMOPENTAN-1-OL AURORA KA-3061 5-Bromopentanol 5-bromo-1-pentano 5-BROMO-1-PENTANOL 90+% | [Molecular Formula]
C5H11BrO | [MDL Number]
MFCD00061101 | [Molecular Weight]
167.04 | [MOL File]
34626-51-2.mol |
Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . R22:Harmful if swallowed. | [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 . | [RIDADR ]
UN 1993 3/PG 3 | [WGK Germany ]
3 | [HazardClass ]
3 | [PackingGroup ]
Ⅲ | [HS Code ]
29055900 |
Hazard Information | Back Directory | [Chemical Properties]
Light yellow liquid | [Uses]
5-Bromopentanol is an organic building block that has been used as a reactant in the synthesis of 3-hydroxypyridine-2-thione to be used as a zinc binding group for histone deacetylase(HDAC) inhibition. | [Synthesis Reference(s)]
Tetrahedron, 27, p. 5979, 1971 DOI: 10.1016/S0040-4020(01)91762-4 | [Synthesis]
General procedure for the synthesis of 5-bromo-1-pentanol from 1,5-pentanediol: 1,5-pentanediol (14 g, 0.135 mol), 40% hydrobromic acid (28 mL, 0.2 mol), and 60 mL of benzene were added to a 250 mL three-necked flask, and reacted for 15 h in an oil bath at 70-80 °C. The reaction progress was monitored by TLC until the raw material spots disappeared. After completion of the reaction, the reaction mixture was washed sequentially with 5% sodium hydroxide solution, 10% hydrochloric acid and saturated saline, and then dried with anhydrous sodium sulfate. The crude product was purified by silica gel column chromatography (eluent: petroleum ether/ethyl acetate, V/V = 8:1) and concentrated to give 5-bromo-1-pentanol (20.1 g, 89.1% yield) as colorless to light yellow liquid. | [References]
[1] Patent: CN105766907, 2016, A. Location in patent: Paragraph 0026; 0041; 0042 [2] RSC Advances, 2015, vol. 5, # 37, p. 29114 - 29120 [3] Chemistry - A European Journal, 2015, vol. 21, # 30, p. 10721 - 10728 [4] Journal of Physical Chemistry, 1995, vol. 99, # 32, p. 12195 - 12203 [5] Organic Process Research and Development, 2003, vol. 7, # 3, p. 339 - 340 |
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