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1,1-Bis(chloromethyl)ethylene
1,1-Bis(chloromethyl)ethylene is the organic compound with the formula CH2=C(CH2Cl)2. It is a colorless liquid. Featuring two allylic chloride substituents, it is dialkylating agent.
| Column 1 | Column 2 |
|---|---|
| Preferred IUPAC name | |
| 3-Chloro-2-(chloromethyl)prop-1-ene | |
| Other names | |
| 3-Chloro-2-(chloromethyl)propene, 1,1-Bis(chloromethyl)ethene | |
| CAS Number | .mw-parser-output .plainlist ol,.mw-parser-output .plainlist ul{line-height:inherit;list-style:none;margin:0;padding:0}.mw-parser-output .plainlist ol li,.mw-parser-output .plainlist ul li{margin-bottom:0}1871-57-4 |
| 3D model (JSmol) | Interactive image |
| ChEMBL | ChEMBL160833 |
| ChemSpider | 15073 |
| ECHA InfoCard | 100.015.900 |
| EC Number | 217-489-3 |
| PubChem CID | 15859 |
| UNII | 1XTP1GFW2A |
| CompTox Dashboard (EPA) | DTXSID3022166 |
| InChI | |
| InChI=1S/C4H6Cl2/c1-4(2-5)3-6/h1-3H2Key: XJFZOSUFGSANIF-UHFFFAOYSA-N | |
| SMILES | |
| C=C(CCl)CCl | |
| Chemical formula | C4H6Cl2 |
| Molar mass | 124.99 g·mol−1 |
| Appearance | Colorless liquid |
| Density | 1.1782 g/cm3 |
| Melting point | −14 °C (7 °F; 259 K) |
| Boiling point | 138 °C (280 °F; 411 K) |
| Occupational safety and health (OHS/OSH): | |
| Main hazards | alkylating agent |
| GHS labelling: | |
| Pictograms | |
| Signal word | Danger |
| Hazard statements | H226, H301, H315, H319, H335, H400 |
| Precautionary statements | P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P273, P280, P301+P310, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P370+P378, P391, P403+P233, P403+P235, P405, P501 |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Infobox references | |
1,1-Bis(chloromethyl)ethylene is the organic compound with the formula CH2=C(CH2Cl)2. It is a colorless liquid. Featuring two allylic chloride substituents, it is dialkylating agent.
It is prepared from pentaerythritol via a multistep procedure, beginning with the partial chlorination. The compound reacts with diiron nonacarbonyl to give the complex of trimethylenemethane Fe(η4-C(CH2)3)(CO)3. It is also a precursor to [1.1.1]-propellane.
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