(2R)-2-Methyloxirane

Basic Information

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CAS Number

15448-47-2

Molecular Formula

C3H6O

Molecular Weight

58.08 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Melting Point

-111.91°C (estimate)

Boiling Point

34°C

Water Solubility

Miscible with water and many organic solvents.

Solubility

405g/l

Refractive Index

n20/D 1.366(lit.)

Specific Rotation

14 º (neat)

SMILES

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CC1CO1

InChI

InChI=1S/C3H6O/c1-3-2-4-3/h3H,2H2,1H3/t3-/m1/s1

InChIKey

GOOHAUXETOMSMM-GSVOUGTGSA-N

LogP

0.4051

Topological Polar Surface Area

12.53 Å²

Hydrogen Bond Donor/Acceptor

0 / 1

Complexity

26.5

Safety Information

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Hazard Statement

H224 Extremely flammable liquid and vapor
Flammable liquids

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H317 May cause an allergic skin reaction
Sensitization, Skin

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H340 May cause genetic defects
Germ cell mutagenicity

H350 May cause cancer
Carcinogenicity

H361 Suspected of damaging fertility or the unborn child
Reproductive toxicity

H402 Harmful to aquatic life
Hazardous to the aquatic environment, acute hazard

Hazard Class

Class 3 Class 3

Explosive Limit

1.9-37%(V)

Synonyms & References

English

CHEBI:28985
(R)-Propylene oxide
(2R)-2-methyloxirane
(R)-(+)-1,2-Epoxypropane
EC 604-958-6
CHEMBL1901974
PS-17856
(R)-(-)-Propylene oxide
AKOS015840870
DTXSID201320388
(2R)-1,2-Epoxypropane
15448-47-2
(R)-(+)-propylene oxide
P1396
(R)-1,2-epoxy propane
AM81470
NCGC00165975-01
EN300-61699
Q27104006
J-510075
GOOHAUXETOMSMM-GSVOUGTGSA-N
MFCD00066211
Propylene oxide, (R)-(+)-
(R)-(+)-propylenoxide
(R)-(+)-Propylene oxide, 99%
A809541
(2R)-propylene oxide
(+)-Propylene oxide
Oxirane, methyl-, (R)-
(R)-1,2-Epoxypropane
(R)-Methyloxirane

MDL Number

MFCD00066211

FAQ

What are the physical and chemical properties of (2R)-2-Methyloxirane (CAS: 15448-47-2)?

(2R)-2-Methyloxirane (CAS: 15448-47-2) is a colorless, flammable liquid with a distinctive odor. It has a molecular weight of approximately 74.08 g/mol and a density of 0.82 g/cm³. The compound is poorly soluble in water but soluble in organic solvents. It is highly reactive due to the strained oxirane ring, making it susceptible to ring-opening reactions under various conditions.

How is (2R)-2-Methyloxirane (CAS: 15448-47-2) typically synthesized?

(2R)-2-Methyloxirane (CAS: 15448-47-2) is usually synthesized by treating allyl chloride with methanol in the presence of a phase transfer catalyst. Commonly used catalysts include tetrabutylammonium chloride. The reaction is typically carried out at room temperature, providing good yield and selectivity. This method is favored for its simplicity and efficiency in producing this important monomer.

What industries use (2R)-2-Methyloxirane (CAS: 15448-47-2)?

(2R)-2-Methyloxirane (CAS: 15448-47-2) is widely used in the pharmaceutical and polymer industries. It serves as a key building block for the synthesis of many pharmaceuticals due to its reactivity. In the polymer industry, it is an important monomer for producing various types of copolymers. Additionally, it finds applications in the production of sensors and in semiconductor manufacturing as a precursor.

What precautions should be taken when handling (2R)-2-Methyloxirane (CAS: 15448-47-2)?

When handling (2R)-2-Methyloxirane (CAS: 15448-47-2), it is essential to use appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. The substance should be stored in a well-ventilated area, away from heat and open flames. Spills should be cleaned up immediately. Handling should be done in a fume hood to minimize inhalation risks. Always consult the safety data sheet (SDS) for detailed safety guidelines.