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Merck
CN

17020

Ethyl bromoacetate

purum, ≥97.0% (GC)

Synonym(s):

Bromoacetic acid ethyl ester, Ethyl 2-bromoacetate

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About This Item

Linear Formula:
BrCH2COOC2H5
CAS Number:
105-36-2
Molecular Weight:
167.00
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
329751440
EC Number:
203-290-9
Beilstein/REAXYS Number:
506456
MDL number:
MFCD00000191
Assay:
≥97.0% (GC)

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InChI key

PQJJJMRNHATNKG-UHFFFAOYSA-N

InChI

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

SMILES string

CCOC(=O)CBr

vapor pressure

2.6 mmHg ( 25 °C)

grade

purum

assay

≥97.0% (GC)

Quality Level

200

bp

159 °C (lit.)

solubility

water: insoluble

density

1.506 g/mL at 25 °C (lit.)

functional group

bromo, ester

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Application

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

Disclaimer

may discolor to brown on storage

pictograms

FlameSkull and crossbones
GHS02,GHS06

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

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBW6415
BCCH9830
BCCF7865
BCCB5329
BCBT0734

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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
Niangoran Koissi et al.
Nucleosides, nucleotides & nucleic acids, 26(8-9), 1203-1206 (2007-12-07)
Three protected derivatives of 1,N(6)-ethenoadenine nucleosides, viz. 3-[5-O-(4,4'-dimethoxytrityl) of 7-formyl-(1) and 7-(1,2-diacetyloxypropyl)-2'-deoxyadenosine (2), and 3-[5-O-(4,4'-dimethoxytrityl)-2-O-(tert-butyldimethylsilyl)-7-(ethoxycarbonyl)adenosine (3), expected to allow introduction of formyletheno and carboxyethenoadenine adducts into oligonucleotides by the conventional phosphoramidite chemistry, have been synthesized.
Occupational allergic contact dermatitis in a chemist from ethyl bromoacetate and bromoacetonitrile.
B Hernández-Machín et al.
Contact dermatitis, 52(2), 115-116 (2005-02-24)
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
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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