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Sigma-Aldrich

Ethyl 6-bromohexanoate

99%

Synonym(s):

6-Bromohexanoic acid ethyl ester, Ethyl 6-bromocapronate

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About This Item

Linear Formula:
Br(CH2)5COOCH2CH3
CAS Number:
25542-62-5
Molecular Weight:
223.11
Beilstein:
1756051
EC Number:
247-085-2
MDL number:
MFCD00000270
UNSPSC Code:
12352100
PubChem Substance ID:
24859462
NACRES:
NA.22

Assay

99%

form

liquid

refractive index

n20/D 1.458 (lit.)

bp

128-130 °C/16 mmHg (lit.)

density

1.254 g/mL at 25 °C (lit.)

SMILES string

CCOC(=O)CCCCCBr

InChI

1S/C8H15BrO2/c1-2-11-8(10)6-4-3-5-7-9/h2-7H2,1H3

InChI key

DXBULVYHTICWKT-UHFFFAOYSA-N

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General description

Ethyl 6-bromohexanoate is an ω-bromoacid ester.

Application

Ethyl 6-bromohexanoate was used in the preparation of various carnitine derivatives in a carnitine transporter study. It was also used for alkylation of pentane-2,4-dione.

Other Notes

May darken in storage

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Warning

Hazard Statements

H226,H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

136.9 °F - closed cup

Flash Point(C)

58.3 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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An Improved Procedure for Mono C-Alkylation of Pentane-2.4-Dione with ?-Bromoacid Esters.
Shrout DP and Lightner DA.
Synthetic Communications, 20(13), 2075-2080 (1990)
Angelo Lanzilotto et al.
Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry, 23(1), 109-122 (2017-12-09)
A new water-soluble photocatalyst for singlet oxygen generation is presented. Its absorption extends to the red part of the spectrum, showing activity up to irradiation at 660 nm. Its efficiency has been compared to that of a commercial analogue (Rose Bengal)
Atsushi Enomoto et al.
The Journal of biological chemistry, 277(39), 36262-36271 (2002-06-29)
l-Carnitine is an essential component of mitochondrial fatty acid beta-oxidation and plays a pivotal role in the maturation of spermatozoa within the male reproductive tract. Epididymal plasma contains the highest levels of l-carnitine found in the human body, and initiation
D Timothy Anstine et al.
Monatshefte fur chemie, 145(7), 1117-1135 (2014-08-12)
Three new linear pentapyrrole rubinoid analogs: 2,3,7,8,17,18,22,23-octamethyl-12,13-bis-(2-carboxyethyl)-1,10,15,24,25,27,28,29-octahydro-27H-pentapyrrin-1,24-dione and 2,3,8,12,13,17,22,23-octamethyl-7,18-bis-(2-carboxyethyl)-1,10,15,24,25,26,27,28,29-octahydro-27H-pentapyrrin-1,24-dione, and its 7,18-dihexanoic acid analog were synthesized, respectively, from 2,3,7,8-tetramethyl-(10H)-dipyrrin-2-one, from 2,3,8-trimethyl-7-[2-(methoxycarbonyl)ethyl]-(10H)-dipyrrinone, and 2,3,8-trimethyl-7-[5-(methoxycarbonyl)pentyl]-(10H)-dipyrrinone. 13C NMR and 1H NMR measurements in (CD3)2SO confirmed the pentapyrrole structures, while 1H NMR data indicate

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