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| | 3,3-BIS(CHLOROMETHYL)OXETANE Basic information |
| Product Name: | 3,3-BIS(CHLOROMETHYL)OXETANE | | Synonyms: | 3,3-BIS(CHLOROMETHYL)OXETANE;2,2-BIS(CHLOROMETHYL)-1,3-EPOXYPROPANE;3,3-BIS(CHLOROMETHYL)OXETANE 97+%;Bis(chloromethyl)oxetane, 3,3-;3,3-Bis(chloromethyl)oxacyclobutane;3,3-dichloromethyloxycyclobutane;bcmo;ocetane,3,3-bis(chloromethyl)- | | CAS: | 78-71-7 | | MF: | C5H8Cl2O | | MW: | 155.02 | | EINECS: | 201-136-5 | | Product Categories: | | | Mol File: | 78-71-7.mol |  |
| | 3,3-BIS(CHLOROMETHYL)OXETANE Chemical Properties |
| Melting point | 18.7°C | | Boiling point | 198 °C(lit.) | | density | 1.29 g/mL at 25 °C(lit.) | | refractive index | n20/D 1.486(lit.) | | Fp | 114 °C | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | form | Liquid | | Appearance | Colorless to light yellow Liquid | | InChI | InChI=1S/C5H8Cl2O/c6-1-5(2-7)3-8-4-5/h1-4H2 | | InChIKey | CXURGFRDGROIKG-UHFFFAOYSA-N | | SMILES | O1CC(CCl)(CCl)C1 | | CAS DataBase Reference | 78-71-7(CAS DataBase Reference) | | EPA Substance Registry System | 3,3-Bis(chloromethyl)oxetane (78-71-7) |
| | 3,3-BIS(CHLOROMETHYL)OXETANE Usage And Synthesis |
| Uses | 3,3-Bis(chloromethyl)oxetane is used in preparation of light curing ink and its application. | | General Description | The monomer unit of a thermoplastic resin trademarked Penton. | | Reactivity Profile | 3,3-BIS(CHLOROMETHYL)OXETANE is a chlorinated ether. | | Safety Profile | Poison by ingestion andinhalation. When heated to decomposition it emits toxicfumes of Cl-. | | Synthesis | The general procedure for the synthesis of 3,3-bis(chloromethyl)oxetane from 3-chloro-2,2-dichloromethylpropan-1-ol is as follows:
Step a) Preparation of compound 2: A mixture of 3-chloro-2,2-dichloromethylpropan-1-ol (1.0 g, 5.22 mmol) and potassium hydroxide (0.345 g, 85% purity, 5.22 mmol) in ethanol (2 mL) was heated and refluxed for 3 hours. Upon completion of the reaction, the mixture was cooled to room temperature, diluted with ethyl acetate (10 mL), and filtered to remove the solid generated in the reaction. The filtrate was concentrated to give compound 2 (0.65 g, 80% yield) as a colorless liquid. The product was characterized by 1H NMR (300 MHz, CDCl3): δ 4.47 (s, 4H), 3.95 (s, 4H). | | Purification Methods | Shake it with aqueous NaHCO3 or FeSO4 to remove peroxides, separate, dry with anhydrous Na2SO4, then distil it under reduced pressure from a little CaH2 [Dainton et al. Trans Faraday Soc 56 1784 1960, Farthing J Chem Soc 3648 1955]. The 3,3-bis(phenoxymethyl) derivative is described below. [Beilstein 17 III/IV 68.] Lachrymatory. | | References | [1] Patent: US2005/282826, 2005, A1. Location in patent: Page/Page column 28-29
[2] Patent: KR101592370, 2016, B1. Location in patent: Paragraph 0204; 0205; 0209-0211
[3] Journal of the Chemical Society, 1955, p. 3648,3651
[4] Mededelingen van de Koninklijke Vlaamse Academie voor Wetenschappen, Letteren en Schone Kunsten van Belgie, Klasse der Wetenschappen, 1940, vol. 2, # 5, p. 3,16
[5] Kogyo Kagaku Zasshi, 1956, vol. 59, p. 77 |
| | 3,3-BIS(CHLOROMETHYL)OXETANE Preparation Products And Raw materials |
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