ChemicalBook > CAS DataBase List > 2-Propenoic acid, 3-iodo, methyl ester, (Z)-

2-Propenoic acid, 3-iodo, methyl ester, (Z)-

Product Name
2-Propenoic acid, 3-iodo, methyl ester, (Z)-
CAS No.
6214-23-9
Chemical Name
2-Propenoic acid, 3-iodo, methyl ester, (Z)-
Synonyms
(Z)-Methyl 3-iodoacrylate;Methyl (Z)-3-Iodoacrylate;methyl (2Z)-3-iodoprop-2-enoate;Methyl (2Z)-3-iodo-2-propenoate|||;(Z)-3-Iodo Propenoic Acid Methyl Easter;2-Propenoic acid, 3-iodo, methyl ester, (Z)-;(Z)-3-Iodopropenoic acid methyl ester 95/5 Z/E;2-Propenoic acid, 3-iodo-, methyl ester, (2Z)-;(Z)-3-Iodopropenoic acid methyl ester 95/5 Z/E;2-Propenoic acid, 3-iodo, methyl ester, (Z)- ISO 9001:2015 REACH
CBNumber
CB31241634
Molecular Formula
C4H5IO2
Formula Weight
211.99
MOL File
6214-23-9.mol
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2-Propenoic acid, 3-iodo, methyl ester, (Z)- Property

Boiling point:
182.1±23.0 °C(Predicted)
Density 
1.918±0.06 g/cm3(Predicted)
storage temp. 
2-8°C(protect from light)
form 
solid
Appearance
Yellow to brown Liquid
InChI
InChI=1S/C4H5IO2/c1-7-4(6)2-3-5/h2-3H,1H3/b3-2-
InChIKey
SUQXOFVGKSUSSM-IHWYPQMZSA-N
SMILES
C(OC)(=O)/C=C\I
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Safety

Hazard Codes 
Xn
Risk Statements 
22
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SYX00331
Product name
(Z)-3-Iodopropenoic acid methyl ester 95/5 Z/E
Packaging
1g
Price
$179
Updated
2025/07/31
Matrix Scientific
Product number
069612
Product name
(Z)-3-Iodopropenoic acid methyl ester 95/5 Z/E
Purity
98%
Packaging
1g
Price
$180
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0352986
Product name
(Z)-3-IODOPROPENOIC ACID METHYL ESTER
Purity
95.00%
Packaging
5MG
Price
$503.15
Updated
2021/12/16
Matrix Scientific
Product number
069612
Product name
(Z)-3-Iodopropenoic acid methyl ester 95/5 Z/E
Purity
98%
Packaging
5g
Price
$590
Updated
2021/12/16
AK Scientific
Product number
6847AE
Product name
(Z)-3-Iodopropenoic acid methyl ester 95/5 Z/E
Packaging
10g
Price
$732
Updated
2021/12/16
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2-Propenoic acid, 3-iodo, methyl ester, (Z)- Chemical Properties,Usage,Production

Synthesis

922-67-8

6214-23-9

The general procedure for the synthesis of (Z)-3-iodoacrylic acid methyl ester from methyl propargylate was as follows: a mixed solution of methyl propargylate (15.0 g, 178 mmol) and lithium iodide (LiI, 26.3 g, 196 mmol) in acetic acid (178 mL) was heated with stirring at 70 °C. The reaction process was monitored by gas chromatography-mass spectrometry (GC-MS) (after neutralization). After 11 h of reaction, water (900 mL) was added to the reaction mixture and neutralized with solid potassium carbonate (K2CO3) until no carbon dioxide gas was produced. Subsequently, extraction was carried out with ether (1.8 L x 3). The organic phases were combined, dried over anhydrous sodium sulfate (Na2SO4) and concentrated under reduced pressure to give the crude product. The crude product was purified by silica gel column chromatography (petroleum ether/ethyl acetate = 30/1) to afford methyl (Z)-3-iodoacrylate (32.36 g, 89% yield) as a pale yellow oil.

References

[1] Journal of the American Chemical Society, 2004, vol. 126, # 32, p. 9926 - 9927
[2] Chemistry - A European Journal, 2014, vol. 20, # 28, p. 8594 - 8598
[3] Journal of Organic Chemistry, 2007, vol. 72, # 7, p. 2525 - 2532
[4] Tetrahedron, 2009, vol. 65, # 40, p. 8418 - 8427
[5] Angewandte Chemie - International Edition, 2015, vol. 54, # 34, p. 9958 - 9962

2-Propenoic acid, 3-iodo, methyl ester, (Z)- Preparation Products And Raw materials

Raw materials

Preparation Products

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6214-23-9, 2-Propenoic acid, 3-iodo, methyl ester, (Z)-Related Search:


  • 2-Propenoic acid, 3-iodo, methyl ester, (Z)-
  • (Z)-3-Iodopropenoic acid methyl ester 95/5 Z/E
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  • (Z)-3-Iodo Propenoic Acid Methyl Easter
  • methyl (2Z)-3-iodoprop-2-enoate
  • Methyl (Z)-3-Iodoacrylate
  • 2-Propenoic acid, 3-iodo-, methyl ester, (2Z)-
  • 2-Propenoic acid, 3-iodo, methyl ester, (Z)- ISO 9001:2015 REACH
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  • (<i>Z</i>)-3-Iodopropenoic acid methyl ester 95/5 Z/E
  • 6214-23-9