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17020

Sigma-Aldrich

Ethyl bromoacetate

purum, ≥97.0% (GC)

Synonym(s):

Bromoacetic acid ethyl ester, Ethyl 2-bromoacetate

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100 ML
$46.00
500 ML
$168.15
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$315.00

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100 ML
$46.00
500 ML
$168.15
1 L
$315.00

About This Item

Linear Formula:
BrCH2COOC2H5
CAS Number:
Molecular Weight:
167.00
Beilstein/REAXYS Number:
506456
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

$46.00


Available to ship onMay 01, 2025Details


Request a Bulk Order

vapor pressure

2.6 mmHg ( 25 °C)

grade

purum

assay

≥97.0% (GC)

refractive index

n20/D 1.451 (lit.)
n20/D 1.451

bp

159 °C (lit.)

solubility

water: insoluble

density

1.506 g/mL at 25 °C (lit.)

functional group

bromo
ester

SMILES string

CCOC(=O)CBr

InChI

1S/C4H7BrO2/c1-2-7-4(6)3-5/h2-3H2,1H3

InChI key

PQJJJMRNHATNKG-UHFFFAOYSA-N

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application

Ethyl bromoacetate was used in the synthesis of:
  • artificial diethylstilbestrol antigen[1]
  • 3-phenyl-1-naphthol, a key intermediate in the synthesis of vanol[2]
  • novel pyrazolothiazol-4(5H)-ones[3]
  • steroidal thiazolidinone derivatives[4]

Caution

may discolor to brown on storage

pictograms

FlameSkull and crossbones

signalword

Danger

Hazard Classifications

Acute Tox. 1 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

116.6 °F - closed cup

flash_point_c

47 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Osama I el-Sabbagh et al.
European journal of medicinal chemistry, 44(9), 3746-3753 (2009-05-08)
New N-acetyl (5-8) and N-thiocarbamoyl (9-12) derivatives of 4,5-dihydropyrazole were synthesized starting from alpha,beta-unsaturated ketones under the effect of hydrazine hydrate and thiosemicarbazide, respectively. N-Thiocarbamoylpyrazole derivatives (9-12) were cyclized using either ethyl bromoacetate or phenacyl bromides to afford the novel
Zhensheng Ding et al.
Chemistry, an Asian journal, 6(8), 2130-2146 (2011-05-21)
Vanol is a member of the vaulted biaryl family of ligands and it has been proven to be very effective in a number of asymmetric catalytic reactions. The previous synthesis of vanol, while effective, is limited by the cost of
Yuxin Li et al.
Chemical biology & drug design, 78(6), 969-978 (2011-09-17)
A series of 3-thiazolidine acetic acid-2-(per-O-acetylglycosyl)-1'-imino-α-(substituted)-4-oxo ethyl ester derivatives (3a-t) were prepared via the reaction of substituted amino acid-N-[(per-O-acetylglycosylamino)thioxomethyl]-ethyl ester with ethyl bromoacetate. The crystal structure of 3-thiazolidine acetic acid-2-(2',3',4',6'-tetra-O-acetyl-β-D-galactoyranosyl)-1'-imino-α-methyl-4-oxo ethyl ester 3g and ¹H-¹³C HMBC (2D NMR experiments) measurements
Xing-xin Liu et al.
Chemical communications (Cambridge, England), (6)(6), 622-623 (2002-07-18)
Copper(I) oxide can effectively co-catalyze the Suzuki type cross-coupling reactions of arylboronic acids with ethyl bromoacetate. As an alternative protocol for introducing the methylenecarboxy group into functionalized molecules, this reaction occurs in the absence of highly toxic thallium compounds or
Salman Ahmad Khan et al.
European journal of medicinal chemistry, 44(6), 2597-2600 (2009-02-13)
Steroidal thiazolidinone derivatives were prepared by the multi-step reactions of steroid. It is prepared from steroidal thiosemicarbazones with ethyl bromoacetate in dioxane. Steroidal thiosemicarbazones were prepared by the reaction of thiosemicarbazide with steroidal ketones. The structures of these compounds were

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