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3-Methyl-3-oxetanemethanol

Product Name
3-Methyl-3-oxetanemethanol
CAS No.
3143-02-0
Chemical Name
3-Methyl-3-oxetanemethanol
Synonyms
-3-oxetanemethanoL;TIMTEC-BB SBB009078;RARECHEM AK ML 0581;Methyl-3-oxetaneMetha;Cinchone intermediate;3-METHYL-3-OXETANEMETHANOL;3-Methyloxetane-3-methanol;3-methvl-3-oxetanemethanol;3-METHYL-3-OXETHANEMETHANOL;3-Oxetanemethanol, 3-methyl-
CBNumber
CB1418754
Molecular Formula
C5H10O2
Formula Weight
102.13
MOL File
3143-02-0.mol
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3-Methyl-3-oxetanemethanol Property

Boiling point:
80 °C/40 mmHg (lit.)
Density 
1.024 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.446(lit.)
Flash point:
210 °F
storage temp. 
2-8°C
solubility 
Soluble in chloroform, methanol.
form 
Liquid
pka
14.58±0.10(Predicted)
Specific Gravity
1.024
color 
Clear colorless to pale yellow
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)
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Safety

Hazard Codes 
Xi
Risk Statements 
43
Safety Statements 
23-24/25-36/37
WGK Germany 
3
HS Code 
29329990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H317May cause an allergic skin reaction

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
277681
Product name
3-Methyl-3-oxetanemethanol
Purity
98%
Packaging
10g
Price
$20.84
Updated
2024/03/01
Sigma-Aldrich
Product number
277681
Product name
3-Methyl-3-oxetanemethanol
Purity
98%
Packaging
50g
Price
$164
Updated
2024/03/01
TCI Chemical
Product number
M1136
Product name
3-Methyl-3-oxetanemethanol
Purity
>96.0%(GC)
Packaging
5g
Price
$23
Updated
2024/03/01
TCI Chemical
Product number
M1136
Product name
3-Methyl-3-oxetanemethanol
Purity
>96.0%(GC)
Packaging
25g
Price
$63
Updated
2024/03/01
Alfa Aesar
Product number
B25111
Product name
3-Methyl-3-oxetanemethanol, 97%
Packaging
25g
Price
$77.5
Updated
2024/03/01
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3-Methyl-3-oxetanemethanol Chemical Properties,Usage,Production

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).

3-Methyl-3-oxetanemethanol Preparation Products And Raw materials

Raw materials

Preparation Products

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3-Methyl-3-oxetanemethanol Suppliers

TOKYO CHEMICAL INDUSTRY CO., LTD.
Tel
03-36680489
Fax
03-3668-0520
Email
Sales-JP@TCIchemicals.com
Country
Japan
ProdList
28387
Advantage
80
TCI Japan
Tel
--
Fax
--
Email
@TCIchemicals.com
Country
Japan
ProdList
2741
Advantage
58
Wako Pure Chemical Industries, Ltd.
Tel
--
Fax
--
Email
labchem-tec@wako-chem.co.jp
Country
Japan
ProdList
6819
Advantage
80
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View Lastest Price from 3-Methyl-3-oxetanemethanol manufacturers

Anhui Dexinjia Biopharm Co., Ltd
Product
3-Hydroxymethyl-3-methyloxetane 3143-02-0
Price
US $150.00-3500.00/KG
Min. Order
1KG
Purity
97%
Supply Ability
5MT per month
Release date
2020-03-25
Hebei Yanxi Chemical Co., Ltd.
Product
3-Methyl-3-oxetanemethanol 3143-02-0
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
100tons
Release date
2023-09-13
Shaanxi Dideu Medichem Co. Ltd
Product
3-Methyl-3-oxetanemethanol 3143-02-0
Price
US $1.00/Kg
Min. Order
1Kg
Purity
98%
Supply Ability
20T
Release date
2024-07-07

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