2-(chloroMethoxy)-2-Methylpropane
- Product Name
- 2-(chloroMethoxy)-2-Methylpropane
- CAS No.
- 40556-01-2
- Chemical Name
- 2-(chloroMethoxy)-2-Methylpropane
- Synonyms
- t-Butyl Chloromethyl Ether;2-(chloroMethoxy)-2-Methylpropane;Propane, 2-(chloromethoxy)-2-methyl-
- CBNumber
- CB52611564
- Molecular Formula
- C5H11ClO
- Formula Weight
- 122.59
- MOL File
- 40556-01-2.mol
2-(chloroMethoxy)-2-Methylpropane Property
- Boiling point:
- 107.2±13.0 °C(Predicted)
- Density
- 0.951±0.06 g/cm3(Predicted)
- solubility
- sol CH2Cl2, CHCl3, CCl4
- Decomposition
- decomposes upon attempted isolation
2-(chloroMethoxy)-2-Methylpropane Chemical Properties,Usage,Production
Uses
2-(chloroMethoxy)-2-Methylpropane (t-Butyl Chloromethyl Ether) is a reagent for introducing an acid-labile alcohol- or an imidazole-protecting group[1].
Preparation
Preparative Methods of 2-(chloroMethoxy)-2-Methylpropane: chlorination of t-butyl methyl ether using NCS[1], treatment of t-butyl methylthiomethyl ether with sulfuryl chloride[2], or cleavage of t-butyl methoxymethyl ether with BCl3[3].
Synthesis Reference(s)
Synthetic Communications, 16, p. 1607, 1986 DOI: 10.1080/00397918608056416
storage
2-(chloroMethoxy)-2-Methylpropane solutions in CH2Cl2 appear to remain unchanged upon standing at rt for several days[2]. Concentration apparently leads to decomposition. The structurally similar Chloromethyl Methyl Ether is a putative carcinogen.
References
1. Pinnick, H. W.; Lajis, N. H. JOC 1978, 43, 3964.
2. Jones, J. H.; Thomas, D. W.; Thomas, R. M.; Wood, M. E. SC 1986, 16, 1607.
3. Goff, D. A.; Harris, R. N., III; Bottaro, J. C.; Bedford, C. D. JOC 1986, 51, 4711.
2-(chloroMethoxy)-2-Methylpropane Preparation Products And Raw materials
Raw materials
Preparation Products
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