Methyl 5-bromovalerate CAS:5454-83-1

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Methyl 5-bromovalerate Basic information

Product Name:	Methyl 5-bromovalerate
Synonyms:	5-broMo-Methyl E;Methyl 5-broMovalerate, 97% 10GR;Methyl 5-broMovalerate 97%;5-broMo-pentanoate;METHYL 5-BROMOVALERATE;METHYL 5-BROMVALERATE;METHYL 5-BROMOPENTANOATE;5-bromo-pentanoicacimethylester
CAS:	5454-83-1
MF:	C6H11BrO2
MW:	195.05
EINECS:	226-709-7
Product Categories:	C6 to C7;Carbonyl Compounds;Esters;bc0001
Mol File:	5454-83-1.mol

Methyl 5-bromovalerate Chemical Properties

Boiling point	79-80°C 4mm
density	1.363 g/mL at 25 °C (lit.)
refractive index	n20/D 1.463(lit.)
Fp	211 °F
storage temp.	Sealed in dry,Room Temperature
form	Liquid
color	Clear colorless to brown
Specific Gravity	1.363
Water Solubility	Slightly soluble in water.
BRN	1749649
InChI	InChI=1S/C6H11BrO2/c1-9-6(8)4-2-3-5-7/h2-5H2,1H3
InChIKey	RAVVJKCSZXAIQP-UHFFFAOYSA-N
SMILES	C(OC)(=O)CCCCBr
CAS DataBase Reference	5454-83-1(CAS DataBase Reference)
EPA Substance Registry System	Methyl 5-bromovalerate (5454-83-1)

Safety Information

Safety Statements	23-24/25
WGK Germany	3
TSCA	Yes
HS Code	29159080

Methyl 5-bromovalerate Usage And Synthesis

Chemical Properties	CLEAR COLOURLESS TO BROWN LIQUID
Uses	It is employed as an intermediate in the production of Apixaban .
Synthesis	67-56-1 2067-33-6 5454-83-1 5-Bromovaleric acid (2.01 g, 10.0 mmol) was dissolved in methanol (10 mL) and the solution was subsequently transferred into a syringe. The syringe was mounted on a syringe pump and the methanol solution was pumped at a flow rate of 0.177 mL/min into a stainless steel column (4.0 mm ID x 50 mm length, 0.53 mL internal volume) filled with HO-SAS (334 mg). The stainless steel column was immersed in an oil bath preheated to 110°C and connected to a back pressure regulator (set pressure 75 psi). As the reaction mixture flowed out of the column outlet, the fraction collected during the first 10 min was discarded. The reaction mixture was then collected over the next 3 minutes and n-decane was added as an internal standard for gas chromatography (GC) analysis. The reaction mixture was continued to be collected in a glass flask for 30 min, after which the solvent was removed by rotary evaporation. The crude product was purified by fast column chromatography on silica gel (SiO2) with an eluent ratio of hexane/ethyl acetate (5:1), resulting in methyl 5-bromovalerate (1.13 g, 99% yield).
References	[1] Journal of Materials Chemistry B, 2013, vol. 1, # 34, p. 4225 - 4230 [2] Bulletin of the Chemical Society of Japan, 2017, vol. 90, # 5, p. 607 - 612 [3] Organic Letters, 2015, vol. 17, # 1, p. 138 - 141 [4] Synlett, 2004, # 10, p. 1735 - 1738 [5] New Journal of Chemistry, 2001, vol. 25, # 9, p. 1182 - 1184

Methyl 5-bromovalerate Preparation Products And Raw materials

Raw materials	Methanol-->5-Bromovaleric acid
Preparation Products	CIS-9,10-METHYLENEOCTADECANOIC ACID



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