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5-Bromopentan-1-ol

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Products Intro: Product Name:5-Bromo-1-pentanol
CAS:34626-51-2
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CAS:34626-51-2
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Products Intro: Product Name:5-Bromo-1-pentanol
CAS:34626-51-2
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  • CAS:34626-51-2
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5-Bromopentan-1-ol Basic information
Product Name:5-Bromopentan-1-ol
Synonyms:5-bromo-1-pentano;5-BROMO-1-PENTANOL 90+%;1-Pentanol, 5-bromo-;5-BROMO-1-HYDROXYPENTANE;5-BROMOPENTAN-1-OL;AURORA KA-3061;5-Bromo-1-pentanol >;5-BROMO-1-PENTANOL
CAS:34626-51-2
MF:C5H11BrO
MW:167.04
EINECS:
Product Categories:Building Blocks;C2 to C6;omega-Bromoalkanols;Chemical Synthesis;Organic Building Blocks;Oxygen Compounds;omega-Functional Alkanols, Carboxylic Acids, Amines & Halides;Alcohols;C2 to C6;Oxygen Compounds
Mol File:34626-51-2.mol
5-Bromopentan-1-ol Structure
5-Bromopentan-1-ol Chemical Properties
Boiling point 117 °C / 20mmHg
density 1,38 g/cm3
refractive index n20/D 1.482
Fp 40 - 50°C
storage temp. 2-8°C
pka15.11±0.10(Predicted)
form clear liquid
color Light red to Yellow to Red
InChIInChI=1S/C5H11BrO/c6-4-2-1-3-5-7/h7H,1-5H2
InChIKeyWJVQJXVMLRGNGA-UHFFFAOYSA-N
SMILESC(O)CCCCBr
CAS DataBase Reference34626-51-2(CAS DataBase Reference)
EPA Substance Registry System1-Pentanol, 5-bromo- (34626-51-2)
Safety Information
Hazard Codes Xn
Risk Statements 36/37/38-22-10
Safety Statements 26-36/37/39
RIDADR UN 1993 3/PG 3
WGK Germany 3
TSCA TSCA listed
HazardClass 3
PackingGroup 
HS Code 29055900
Storage Class3 - Flammable liquids
Hazard ClassificationsAcute Tox. 4 Oral
Eye Dam. 1
Flam. Liq. 3
Skin Irrit. 2
STOT SE 3
MSDS Information
5-Bromopentan-1-ol Usage And Synthesis
Chemical PropertiesLight yellow liquid
Uses5-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
1,5-Pentanediol

111-29-5

5-Bromopentan-1-ol

34626-51-2

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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