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-iodopropyleneacidmethyl ester;(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
- CBNumber:
- CB31241634
- Molecular Formula:
- C4H5IO2
- Molecular Weight:
- 211.99
- MDL Number:
- MFCD09265518
- MOL File:
- 6214-23-9.mol
- MSDS File:
- SDS
| 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 |
| UNSPSC Code | 12352106 |
| NACRES | NA.21 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302 |
| Precautionary statements | P264-P270-P301+P312-P501 |
| Hazard Codes | Xn |
| Risk Statements | 22 |
| WGK Germany | WGK 3 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Acute Tox. 4 Oral |
2-Propenoic acid, 3-iodo, methyl ester, (Z)- price More Price(20)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | SYX00331 | (Z)-3-Iodopropenoic acid methyl ester 95/5 Z/E | 6214-23-9 | 1g | $191 | 2026-04-30 | Buy |
| Synthonix | I2748 | (Z)-3-Iodopropenoic acid methyl ester 95/5 Z/E 98% | 6214-23-9 | 1g | $80 | 2026-05-06 | Buy |
| Synthonix | I2748 | (Z)-3-Iodopropenoic acid methyl ester 95/5 Z/E 98% | 6214-23-9 | 5g | $310 | 2026-05-06 | Buy |
| aablocks | AA00EJ8N | (Z)-Methyl 3-iodoacrylate 97% | 6214-23-9 | 100mg | $8 | 2026-05-28 | Buy |
| aablocks | AA00EJ8N | (Z)-Methyl 3-iodoacrylate 97% | 6214-23-9 | 250mg | $10 | 2026-05-28 | Buy |
2-Propenoic acid, 3-iodo, methyl ester, (Z)- Chemical Properties, Uses, 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
2-Propenoic acid, 3-iodo, methyl ester, (Z)- Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Enantiotech Corporation Ltd | 760-85282375 15900088539 | sale02@enantiotech.com | China | 84 | 55 |
| ZhengZhou HuaWen Chemical Co.Ltd | 0370-2785118 17550508557 | 675141927@qq.com | China | 3201 | 55 |
| Chengdu Forest Science and Technology Development Co., Ltd. | 18030648795 18030648795 | sales@cdforestchem.com | China | 1998 | 58 |
| Bide Pharmatech Ltd. | 400-164-7117 18317119277 | product02@bidepharm.com | China | 40000 | 60 |
| Mashilabs (Shanghai) Co.,Ltd. | 19916721580 | mafarm@126.com | China | 4534 | 58 |
| Shanghai YuanYe Biotechnology Co., Ltd. | 15026964105 | 2881489226@qq.com | China | 89667 | 60 |
| ChengDu TongChuangYuan Pharmaceutical Co.Ltd | 028-83379370 13880556291 | tcy@tcypharm.com | China | 8696 | 58 |
| Yantai ShengKailun Chemical Technology Co., Ltd. | 13356901049 | 3119594100@qq.com | China | 7964 | 55 |
| MQ (shanghai) Pharmaceuticals Co., Ltd. | 13761635123 | sales@linyuepharm.com | China | 5731 | 55 |
| 9ding chemical ( Shanghai) Limited | 021-021-52271985 17721149837 | sales@9dingchem.com | China | 19780 | 60 |
