VINYL CHLOROFORMATE manufacturers
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| | VINYL CHLOROFORMATE Basic information |
| Product Name: | VINYL CHLOROFORMATE | | Synonyms: | VINYL CHLOROFORMATE;VINYL CHLOROFORMATE, STAB.;VINYL CHLOROFORMATE STABILIZED 99%;Vinyl chloroformate, stabilized, 99%;Vinyl chloroformate 98%;VINYL CHLOROFORMATE, 99%, STABILIZED;Carbonochloridic acid ethenyl ester;Chloridocarbonic acid ethenyl ester | | CAS: | 5130-24-5 | | MF: | C3H3ClO2 | | MW: | 106.51 | | EINECS: | 225-874-2 | | Product Categories: | Monomers;Polymer Science;Vinyl Esters | | Mol File: | 5130-24-5.mol |  |
| | VINYL CHLOROFORMATE Chemical Properties |
| Boiling point | 68-69 °C735 mm Hg(lit.) | | density | 1.166 g/mL at 20 °C(lit.) | | vapor pressure | 0.88 psi ( 20 °C) | | refractive index | n20/D 1.41(lit.) | | Fp | 24 °F | | storage temp. | 2-8°C | | form | Liquid | | color | Clear colorless | | BRN | 1741679 |
| | VINYL CHLOROFORMATE Usage And Synthesis |
| Chemical Properties | clear colourless liquid | | Uses | Vinyl Chloroformate was used to prepare analogues of the Nicotinic Acetylcholine Receptor Agonist (±)-UB-165. It was also used to synthesize possible antitumor agents such as paclitaxel-2''-carbonates and N-carbamyl triazenes. | | Synthesis |
Two processes have been used commercially to make Vinyl Chloroformate. First, ethylene glycol is converted to its bis(chloroformate) with phosgene. This fragments to VOC-Cl in 30- 40% yield when passed through a hot tube packed with glass helices at 480 °C. More recently, VOC-Cl has been made commercially using a two-step route involving the oxymercuration of vinyl acetate.
| | Purification Methods | It has been fractionated through a Todd column (p 11, Model A with ~60 plates) under atmospheric pressure and the purity can be checked by gas chromatography. Stabilize it with 0.5% of 2,6-di-tert-butyl-p-cresol. It has IR with at 3100 + 2870 (CH2), 1780 (C=O), 1640 (C=C) and 940 (CH2out-of-plane) and 910 (CH2 wagging) cm-1. [IR: Lee J Org Chem 30 3943 1965, Levaillant Ann Chim (Paris) 6 504 1936.] It is used for protecting NH2 groups in peptide synthesis [Olofson et al. Tetrahedron Lett 1563 1977]. [Beilstein 3 III 28.] | | Precautions | Vinyl Chloroformate is slightly light-sensitive and more reactive than other chloroformates toward trace moisture. Because hydrolysis products, HCl and acetaldehyde, interfere with some applications, the reagent is often distilled before use. It is a strong lachrymator and skin vesicant; inhalation is hazardous. Use in a fume hood.
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| | VINYL CHLOROFORMATE Preparation Products And Raw materials |
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