| Identification | More | [Name]
3,3-BIS(CHLOROMETHYL)OXETANE | [CAS]
78-71-7 | [Synonyms]
bcmo
penton
3,3-Dichloromethyloxolane
3,3-bis-(chloromethyl)oxe...
3,3-bis(chloromethyl)-oxetan
3,3-BIS(CHLOROMETHYL)OXETANE
Bis(chloromethyl)oxetane, 3,3-
ocetane,3,3-bis(chloromethyl)-
Oxetane, 3,3-bis-(chloromethyl)
3,3-dichloromethyloxycyclobutane
3,3-BIS(CHLOROMETHYL)OXETANE 97+%
3,3-Bis(chloromethyl)oxacyclobutane
2,2-BIS(CHLOROMETHYL)-1,3-EPOXYPROPANE
3,3-bis(chloromethyl)oxetane hydrochloride | [EINECS(EC#)]
201-136-5 | [Molecular Formula]
C5H8Cl2O | [MDL Number]
MFCD00027377 | [Molecular Weight]
155.02 | [MOL File]
78-71-7.mol |
| Safety Data | Back Directory | [Hazard Codes ]
T+ | [Risk Statements ]
R22:Harmful if swallowed.
R26:Very Toxic by inhalation.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
2810 | [WGK Germany ]
3 | [RTECS ]
RQ6826000 | [TSCA ]
TSCA listed | [HazardClass ]
6.1(b) | [PackingGroup ]
III | [Hazardous Substances Data]
78-71-7(Hazardous Substances Data) | [Toxicity]
LD50 orl-rat: 600 mg/kg FATOBP 5,157,70 |
| Hazard Information | Back Directory | [General Description]
The monomer unit of a thermoplastic resin trademarked Penton. | [Reactivity Profile]
3,3-BIS(CHLOROMETHYL)OXETANE is a chlorinated ether. | [Uses]
3,3-Bis(chloromethyl)oxetane is used in preparation of light curing ink and its application. | [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 |
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