| Identification | More | [Name]
3-Methyl-3-oxetanemethanol | [CAS]
3143-02-0 | [Synonyms]
2-HYDROXYMETHYL-2-METHYL-1,3-EPOXYPROPANE
3-HYDROXYMETHYL-3-METHYLOXETANE
3-METHYL-3-OXETANEMETHANOL
3-METHYL-3-OXETHANEMETHANOL
RARECHEM AK ML 0581
TIMTEC-BB SBB009078
(3-Methyl-3-oxetanyl)methanol
OXetane, 3-hydroxymethyl-3-methyl
3-Methyl-3-(hydroxymethyl)oxetane
3-METHYL-3-OXETANEMETHANOL, 98+%
3-Oxetanemethanol, 3-methyl-
2-Methyl-2-hydroxymethyl-1,3-epoxypropane
3-Methyloxetane-3-methanol | [EINECS(EC#)]
684-156-0 | [Molecular Formula]
C5H10O2 | [MDL Number]
MFCD00010273 | [Molecular Weight]
102.13 | [MOL File]
3143-02-0.mol |
| Chemical Properties | Back Directory | [Appearance]
Clear colorless to pale yellow liquid | [Boiling point ]
80 °C/40 mmHg (lit.) | [density ]
1.024 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.446(lit.)
| [Fp ]
210 °F
| [storage temp. ]
2-8°C
| [solubility ]
Soluble in chloroform, methanol. | [form ]
Liquid | [pka]
14.58±0.10(Predicted) | [color ]
Clear colorless to pale yellow | [Specific Gravity]
1.024 | [BRN ]
102773 | [InChI]
InChI=1S/C5H10O2/c1-5(2-6)3-7-4-5/h6H,2-4H2,1H3 | [InChIKey]
NLQMSBJFLQPLIJ-UHFFFAOYSA-N | [SMILES]
O1CC(C)(CO)C1 | [CAS DataBase Reference]
3143-02-0(CAS DataBase Reference) | [NIST Chemistry Reference]
3-Methyl-3-oxetanemethanol(3143-02-0) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R43:May cause sensitization by skin contact. | [Safety Statements ]
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
S24/25:Avoid contact with skin and eyes .
S36/37:Wear suitable protective clothing and gloves . | [WGK Germany ]
3
| [HS Code ]
29329990 |
| Hazard Information | Back Directory | [Chemical Properties]
Clear colorless to pale yellow liquid | [Uses]
3-Methyl-3-oxetanemethanol has been used in the preparation of star-shaped copolymer consisting of a hyperbranched poly(3-methyl-3-oxetanemethanol) core and polytetrahydrofuran arms, pyridyl disulfide-functionalized cyclic carbonate monomer, required for the synthesis of of functional poly(ε-caprolactone) containing pendant pyridyl disulphide groups and δ-lactams. It is used to synthesize octahydroindole alkaloids and γ-butenolides. | [Definition]
ChEBI: (3-Methyl-3-oxetanyl)methanol is a 2,2-dimethyl-2,3-dihydro-1-benzofuran-7-ol. | [Synthesis Reference(s)]
Tetrahedron Letters, 24, p. 5571, 1983 DOI: 10.1016/S0040-4039(00)94143-1 | [Purification Methods]
Purify the oxetane by fractionation through a glass column [Pattison J Am Chem Soc 79 3455 1957, Corey et al. J Am Chem Soc 106 2736 1984]. [Beilstein 17 III/IV 1128.] | [Structure and conformation]
Sun et al. found that the microsolvation effects influence the conformation of the 3-methyl-3-oxetanemethanol geometry. The hydrogen-bond arrangements in the hydrate complexes, governed by the water-water and water-solute interactions, exhibit characteristic configurations with an increasing number of water molecules and resemble the main isomers of the corresponding pure water clusters. In the jet expansion, two conformations are adopted by the 3-Methyl-3-oxetanemethanol (MOM) monomer, namely gauche- and cis-O4C1C6O7. As the cis conformer provides a better interaction space, most observed MOM-water clusters are formed with the cis conformation, even though the gauche conformer is energetically favored. Starting with the MOM monohydrate and dihydrate, 1D H-bonded chains are formed between the two oxygen atoms of MOM. The interplay between the MOM conformation and the water chain is observed. For the MOM trihydrate and tetrahydrate, 2D H-bonded rings are more favored than the 1D chain, restricted by the space between the two MOM oxygen atoms[1].
| [References]
[1] Dr. Wenhao Sun, Prof. Dr. Melanie Schnell. “Microhydrated 3-Methyl-3-oxetanemethanol: Evolution of the Hydrogen-Bonding Network from Chains to Cubes.” Angewandte Chemie 134 49 (2022).
|
|
|