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E14578

Sigma-Aldrich

Ethyl bromopyruvate

technical grade, 90%

Synonym(s):

β-Bromopyruvic acid ethyl ester, 3-Bromo-2-(oxo)propionic acid ethyl ester, 3-Bromo-2-oxopropanoic acid ethyl ester, 3-Bromopyruvic acid ethyl ester, Bromopyruvic acid ethyl ester, Ethyl α-bromopyruvate, Ethyl 3-bromo-2-oxopropanoate, Ethyl 3-bromo-2-oxopropionate, Ethyl 3-bromopyruvate

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5 G
$50.40
25 G
$112.00
100 G
$316.00

About This Item

Linear Formula:
BrCH2COCOOC2H5
CAS Number:
70-23-5
Molecular Weight:
195.01
Beilstein/REAXYS Number:
1760158
EC Number:
200-729-6
MDL number:
MFCD00000204
UNSPSC Code:
12352100
PubChem Substance ID:
24894412
NACRES:
NA.22

$50.40

Available to ship onApril 22, 2025Details

Request a Bulk Order

grade

technical grade

Quality Level

100

assay

90%

refractive index

n20/D 1.469 (lit.)

bp

98-100 °C/10 mmHg (lit.)

density

1.554 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CCOC(=O)C(=O)CBr

InChI

1S/C5H7BrO3/c1-2-9-5(8)4(7)3-6/h2-3H2,1H3

InChI key

VICYTAYPKBLQFB-UHFFFAOYSA-N

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General description

Ethyl bromopyruvate, also known as Bromopyruvic acid ethyl ester, is an alkyl-substituted α-bromoketones, that is commonly used as a building block in various organic reaction, such as in the synthesis of 1,3-Oxazoline-2-thiones and 3-bromoimidazopyridines. [1] [2]

Application

Ethyl bromopyruvate is used as an electrophile:
  • for the synthesis of thiazoles with substituted benzothioamides [3]
Also, employed in a synthesis of thioxothiazolidines from primary amines and carbon disulfide.[4]

[4]

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

210.2 °F - closed cup

flash_point_c

99 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL6120
0000255972
BCCK1555
0000213194
BCCK3817

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Chemodivergent synthesis of N-(pyridin-2-yl) amides and 3-bromoimidazo [1, 2-a] pyridines from alpha-bromoketones and 2-aminopyridines
Yanpeng L, et al.
RSC advances, 9, 34671-34676 (2019)
Chin. J. Chem., 24, 381-381 (2006)
N-Methylimidazole-promoted efficient synthesis of functionalized 1, 3-oxazoline-2-thiones under solvent-free conditions
Issa Y, et al.
Synlett, 2008, 1287-1288 (2008)
Steric and Electronic Factors Influence Regio-isomeric Thiazole Formations Between Substituted Benzothioamides and Ethyl Bromopyruvate
Jun L, et al.
Journal of Heterocyclic Chemistry, 51, 1137-1146 (2014)

Questions

1–2 of 2 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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