CAS 3143-02-0|(3-Methyloxetan-3-yl)methanol|(3-methyloxetan-3-yl)methanol|(3-methyloxetan-3-yl)methanol|3-甲基-3-羟甲基氧杂环丁烷|3-Methyl-3-oxetanemethanol|3-Hydroxymethyl-3-methyl-oxetane|3-羟甲基...

General Information

Structure

Molecular Formula

C₅H₁₀O₂

Molecular Mass

102.1317

Exact Mass

102.06807956

Charge

InChI

InChI=1S/C5H10O2/c1-5(2-6)3-7-4-5/h6H,2-4H2,1H3

InChIKey

NLQMSBJFLQPLIJ-UHFFFAOYSA-N

Canonic Smiles

OCC1(C)COC1

Isomeric Smiles

C(O)C1(COC1)C

Calculated Properties

JChem

Acid pKa

14.977656

H Acceptors

H Donor

LogD (pH = 5.5)

-0.2961118

LogD (pH = 7.4)

-0.2961118

Log P

-0.2961118

Molar Refractivity

26.4429

Polarizability

10.544464

Polar Surface Area

29.46

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

Synonyms

(3-Methyloxetan-3-yl)methanol3-羟甲基-3-甲基氧杂环丁烷3-Hydroxymethyl-3-methyl-oxetane3-Methyl-3-oxetanemethanol3-甲基-3-羟甲基氧杂环丁烷3-METHYL-3-OXETANEMETHANOL3-Hydroxymethyl-3-methyloxetane3-甲基-3-氧杂环丁烷甲醇

IUPAC name

(3-methyloxetan-3-yl)methanol

IUPAC Traditional name

(3-methyloxetan-3-yl)methanol

Names and Identifiers

Registration numbers

CAS Number

PubChem SID

Beilstein Number

MDL Number

EC Number

PubChem CID

Registration numbers

Properties

Related Proteins

No Data Available

Click here to submit data

Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

MP Biomedicals

02155616

1 ml = approx. 1.02 g

Sigma Aldrich

277681

Application
Carboxyl protecting group used recently in a synthesis of δ-lactams.1
Packaging
10, 50 g in glass bottle

Molecule Details

References

PubChem Literature

From Data Sources

• Reacts with nucleophiles to give 2-substituted 2-methyl-1,3-propanediols; e.g. dialkylamines, on heating under pressure at 180^o, give 2-(N,N-dialkylaminomethyl)-2-methylpropane-1,3-diols, and aqueous hydrogen halides give the corresponding 2-halomethyl compounds: Liebigs Ann. Chem., 365 (1973).

• Valuable protecting agent for carboxylic acids, introduced by Corey. The oxetane ester, formed from the acid chloride, rearranges with BF₃ etherate to the bridged 2,6,7-trioxabicyclo[2.2.2]octane [OBO] orthoester, stable to strong bases and nucleophiles, e.g. Grignards, but readily cleaved by mild acid, followed by saponification of the ester: J. Am. Chem. Soc., 103, 4618 (1991); 106, 2735 (1984); Tetrahedron Lett., 23, 1651 (1982); 24, 5571 (1983); 27, 2199 (1986):