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17020

Sigma-Aldrich

Ethyl bromoacetate

purum, ≥97.0% (GC)

Synonyme(s) :

Bromoacetic acid ethyl ester, Ethyl 2-bromoacetate

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About This Item

Formule linéaire :
BrCH2COOC2H5
Numéro CAS:
105-36-2
Poids moléculaire :
167.00
Numéro Beilstein :
506456
Numéro CE :
203-290-9
Numéro MDL:
MFCD00000191
Code UNSPSC :
12352100
ID de substance PubChem :
329751440
Nomenclature NACRES :
NA.22

Pression de vapeur

2.6 mmHg ( 25 °C)

Qualité

purum

Pureté

≥97.0% (GC)

Indice de réfraction

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

Point d'ébullition

159 °C (lit.)

Solubilité

water: insoluble

Densité

1.506 g/mL at 25 °C (lit.)

Chaîne SMILES 

CCOC(=O)CBr

InChI

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

Clé InChI

PQJJJMRNHATNKG-UHFFFAOYSA-N

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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

Attention

may discolor to brown on storage

Pictogrammes

FlameSkull and crossbones
GHS02,GHS06

Mention d'avertissement

Danger

Mentions de danger

H226,H300 + H310 + H330

Classification des risques

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

Code de la classe de stockage

3 - Flammable liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

116.6 °F - closed cup

Point d'éclair (°C)

47 °C - closed cup

Équipement de protection individuelle

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

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Certificats d'analyse (COA)

Lot/Batch Number
BCBW6415
BCCH9830
BCCF7865
BCCB5329
BCBT0734

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

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.
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
A M Seldes et al.
Steroids, 39(2), 181-190 (1982-02-01)
Reformatsky reaction of 3beta, 21-diacyloxy-and 3beta-methoxy-21-acyloxy-5-pregnen-20-one with ethyl bromoacetate yields, through an intramolecular 1,2-acyl migration, 38, 20 XI-acyloxy-14alpha-card-5-enolides were converted into the respective 20 XI-hydroxy-14alpha-card-5-enolides and the 14 alpha-carda-5,20(22)-dienolides. Experimental support to the proposed intramolecular 1,2-acyl migration is provided by
B Falkiewicz
Nucleic acids symposium series, (42)(42), 153-154 (2000-04-26)
Peptide nucleic acids (PNAs) make a promising group of DNA analogues. The backbone of typical PNA oligomers is composed of N-(2-aminoethyl)glycine units, linked by the peptide bonds. The backbone secondary amine groups are acylated with carboxyalkyl derivatives of nucleobases. One
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