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Merck
CN

423602

Ethyl cis-3-iodoacrylate

98%

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About This Item

Linear Formula:
ICH=CHCO2C2H5
CAS Number:
Molecular Weight:
226.01
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
98%
Form:
liquid
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Quality Segment

assay

98%

form

liquid

refractive index

n20/D 1.533 (lit.)

bp

85 °C/20 mmHg (lit.)

density

1.765 g/mL at 25 °C (lit.)

functional group

ester, iodo

storage temp.

2-8°C

SMILES string

[H]\C(I)=C(/[H])C(=O)OCC

InChI

1S/C5H7IO2/c1-2-8-5(7)3-4-6/h3-4H,2H2,1H3/b4-3-

InChI key

AELYFQSZXFFNGP-ARJAWSKDSA-N

General description

Ethyl cis-3-iodoacrylate (cis-ethyl-β-iodoacrylate, ethyl (Z)-β-iodoacrylate) is Z-vinyl iodide derivative. It is reported to be prepared from ethyl propiolate by treating with sodium iodide. Its Suzuki coupling reaction with cyclic vinyl boronic acids has been studied.

Application

Ethyl cis-3-iodoacrylate may be used in the synthesis of the following:
  • vinyl sulfides
  • (Z)-1-iodohept-1-en-3-ol
  • (E)-1-iodohept-1-en-3-ol
  • (Z)-β-iodoacrolein
  • 6-oxo-M1Guo


pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

210.2 °F - closed cup

flash_point_c

99 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter



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