167940
Ethyl crotonate
99%
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About This Item
Linear Formula:
CH3CH=CHCOOC2H5
Molecular Weight:
114.14
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
210-808-7
Beilstein/REAXYS Number:
635834
MDL number:
Assay:
99%
Form:
liquid
InChI key
ZFDIRQKJPRINOQ-HWKANZROSA-N
InChI
1S/C6H10O2/c1-3-5-6(7)8-4-2/h3,5H,4H2,1-2H3/b5-3+
SMILES string
CCOC(=O)\C=C\C
vapor density
3.9 (vs air)
assay
99%
form
liquid
refractive index
n20/D 1.424 (lit.)
bp
142-143 °C (lit.)
density
0.918 g/mL at 25 °C (lit.)
functional group
ester
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General description
Ethyl crotonate on hydroboration yields 2-tritiated 3-hydroxybutyric acid.
Application
Ethyl crotonate was used in the total synthesis of (+/-)-daurichromenic acid. It was also used in the synthesis of ethyl 3-methyl-4-oxooctanoate.
signalword
Danger
hcodes
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 2
Storage Class
3 - Flammable liquids
wgk
WGK 2
flash_point_f
35.6 °F - closed cup
flash_point_c
2 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Regulatory Information
危险化学品
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Synthesis of all stereoisomers of cognac lactones via microbial reduction and enzymatic resolution strategies.
Benedetti F, et al.
Tetrahedron Asymmetry, 12(3), 505-511 (2001)
P Willadsen et al.
European journal of biochemistry, 54(1), 247-252 (1975-05-01)
1. A specimen of stereospecifically 2-tritiated 3-hydroxybutyric acid was prepared by hydroboration of ethyl crotonate. It was assumed that the hydroboration reaction took a syn course and hence that (2R,3S) plus (2S,3R)-3-hydroxy[2 minus 3H1]butyric acid was formed after oxidation and
Hongjuan Hu et al.
The Journal of organic chemistry, 69(11), 3782-3786 (2004-05-22)
A modular and concise total synthesis of (+/-)-daurichromenic acid has been accomplished in four steps from ethyl acetoacetate, ethyl crotonate, and trans,trans-farnesal. A series of analogues of this natural product, which has potent anti-HIV activity, were also prepared from ethyl
Amélie Slegers et al.
Molecules (Basel, Switzerland), 20(6), 10980-11016 (2015-06-18)
Developed from crosses between Vitis vinifera and North American Vitis species, interspecific hybrid grape varieties are becoming economically significant in northern areas, where they are now extensively grown for wine production. However, the varietal differences between interspecific hybrids are not
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