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423602

Sigma-Aldrich

Ethyl cis-3-iodoacrylate

98%

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About This Item

Linear Formula:
ICH=CHCO2C2H5
CAS Number:
Molecular Weight:
226.01
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level

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-

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This Item
51682558354532878
assay

98%

assay

≥95%

assay

98%

assay

95%

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

100

bp

85 °C/20 mmHg (lit.)

bp

-

bp

-

bp

-

density

1.765 g/mL at 25 °C (lit.)

density

-

density

-

density

-

refractive index

n20/D 1.533 (lit.)

refractive index

-

refractive index

-

refractive index

-

storage temp.

2-8°C

storage temp.

-

storage temp.

-

storage temp.

-

General description

Ethyl cis-3-iodoacrylate (cis-ethyl-β-iodoacrylate, ethyl (Z)-β-iodoacrylate) is Z-vinyl iodide derivative.[1] It is reported to be prepared from ethyl propiolate by treating with sodium iodide.[2] Its Suzuki coupling reaction with cyclic vinyl boronic acids has been studied.[3]

Application

Ethyl cis-3-iodoacrylate may be used in the synthesis of the following:
  • vinyl sulfides[1]
  • (Z)-1-iodohept-1-en-3-ol[2]
  • (E)-1-iodohept-1-en-3-ol[2]
  • (Z)-β-iodoacrolein[2]
  • 6-oxo-M1Guo[4]

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

210.2 °F - closed cup

Flash Point(C)

99 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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