16125
Ethyl cis-3-bromoacrylate
≥99.0% (GC)
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About This Item
Empirical Formula (Hill Notation):
C5H7BrO2
CAS Number:
Molecular Weight:
179.01
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1902817
Assay:
≥99.0% (GC)
Product Name
Ethyl cis-3-bromoacrylate, ≥99.0% (GC)
InChI
1S/C5H7BrO2/c1-2-8-5(7)3-4-6/h3-4H,2H2,1H3/b4-3-
SMILES string
CCOC(=O)\C=C/Br
InChI key
UJTJVQIYRQALIK-ARJAWSKDSA-N
assay
≥99.0% (GC)
refractive index
n20/D 1.481
density
1.48 g/mL at 20 °C
functional group
bromo
ester
storage temp.
2-8°C
Application
Ethyl cis-3-bromoacrylate was used in the preparation of ethyl 2-amino-9-(2-deoxy-β-D-erythropentofuranosyl)-6,9-dihydro-6-oxo-1H-purine-1-acrylate. It was used in the synthesis of 3-(2-deoxy-β-D-erythro-pentofuranosyl)-3,4-dihydropyrimido[1,2-a]purine-6,10-dione. It was employed as building block for the stereoselective preparation of cis-2-enoates.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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Michael B Otteneder et al.
Proceedings of the National Academy of Sciences of the United States of America, 103(17), 6665-6669 (2006-04-15)
3-(2-Deoxy-beta-D-erythro-pentofuranosyl)pyrimido[1,2-alpha]purin-10(3H)-one (M1dG) is a DNA adduct arising from the reaction of 2-deoxyguanosine with the lipid peroxidation product, malondialdehyde, or the DNA peroxidation product, base propenal. M1dG is mutagenic in bacteria and mammalian cells and is present in the genomic DNA
Jozsef Szekely et al.
Nucleosides, nucleotides & nucleic acids, 27(2), 103-109 (2008-01-22)
Short, "one-pot" syntheses of malondialdehyde adducts of deoxyguanosine, deoxyadenosine, and deoxycytidine are described. These syntheses proceed in improved yield and easier purification than previous syntheses and are well suited for the preparation of isotopically labeled nucleoside adducts for biomarker and
A.B. Smith et al.
Tetrahedron Letters, 26, 4419-4419 (1985)
X. Lu et al.
Tetrahedron Letters, 33, 2535-2535 (1992)
Alessio Grimaldi et al.
Communications biology, 3(1), 85-85 (2020-02-27)
Here, we developed an unbiased, functional target-discovery platform to identify immunogenic proteins from primary non-small cell lung cancer (NSCLC) cells that had been induced to apoptosis by cisplatin (CDDP) treatment in vitro, as compared with their live counterparts. Among the
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