(2S)-2-Oxiranylmethyl 4-methylbenzenesulfonate

Basic Information

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CAS Number

70987-78-9

Molecular Formula

C10H12O4S

Molecular Weight

228.27 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Basic Physical Properties

Melting Point

47.0 to 50.0 deg-C

Boiling Point

340.07°C (rough estimate)

Density

1.3749 (rough estimate)

Refractive Index

1.5400 (estimate)

Specific Rotation

17 º (c=2.5, CHCl3)

SMILES

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CC1=CC=C(C=C1)S(=O)(=O)OCC2CO2

InChI

InChI=1S/C10H12O4S/c1-8-2-4-10(5-3-8)15(11,12)14-7-9-6-13-9/h2-5,9H,6-7H2,1H3/t9-/m0/s1

InChIKey

NOQXXYIGRPAZJC-VIFPVBQESA-N

LogP

1.09912

Topological Polar Surface Area

55.900000000000006 Å²

Hydrogen Bond Donor/Acceptor

0 / 4

Complexity

298

Safety Information

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GHS Hazard Pictograms

H317

H318

H341

H350

H411

Hazard Statement

H317 May cause an allergic skin reaction
Sensitization, Skin

H318 Causes serious eye damage
Serious eye damage/eye irritation

H341 Suspected of causing genetic defects
Germ cell mutagenicity

H350 May cause cancer
Carcinogenicity

H411 Toxic to aquatic life with long lasting effects
Hazardous to the aquatic environment, long-term hazard

Hazard Class

Class 9 Class 9

Synonyms & References

English

NCI60_012248
NSC636971
STR04551
NSC-636971
(S)-(+)-glycidyl tosylate
(2S)-(+)-1-tosyloxy-2,3-epoxypropane
Oxiranemethanol, 4-methylbenzenesulfonate, (S)-
5-17-03-00047 (Beilstein Handbook Reference)
S)-Glycidyl tosylate
(2S)-(+)-Glycidyl tosylate, 98%
(2s)-oxiran-2-ylmethyl 4-methyl-1-benzenesulfonate
J-502271
(S)-(+)-Glycidyl p-toluenesulfonate
(2S)-OXIRANEMETHANOL 4-METHYLBENZENESULFONATE
(S)-Oxiran-2-ylmethyl 4-methylbenzenesulfonate
(2S)-(+)-Glycidyl p-Toluenesulfonate
(2S)-(+)-Glycidyltosylate
(S)-glycidyl-p-toluene sulfonate
2-Oxiranemethanol, 2-(4-methylbenzenesulfonate), (2S)-
SCHEMBL450879
(2S)-Oxiran-2-ylmethyl 4-methylbenzenesulfonate
AM81469
[(2S)-oxiran-2-yl]methyl 4-methylbenzenesulfonate
UNII-5R5A4KBQ99
oxiranemethanol, 4-methylbenzene-sulfonate, (S)-
(S)-Oxirane-2-Methanol P-Toluenesulfonate
(2S)-oxiran-2-ylmethyl 4-methyl-1-benzene sulfonate
(S)-(+)-Oxirane-2-methanolp-toluenesulfonate
AKOS015889808
toluene-4-sulfonic acid (S)-1-oxiranylmethyl ester
(S)-(2,3-EPOXYPROPAN-1-YL) 4-METHYLBENZENESULFONATE

MDL Number

MFCD00064489

Customs Code

29109000

FAQ

What are the physical and chemical properties of (2S)-2-Oxiranylmethyl 4-methylbenzenesulfonate (CAS: 70987-78-9)?

(2S)-2-Oxiranylmethyl 4-methylbenzenesulfonate is a crystalline compound with a molecular weight of approximately 272.27 g/mol. It is poorly soluble in water but soluble in common organic solvents like dichloromethane and ethanol. The compound is moderately reactive and susceptible to hydrolysis under basic conditions. It is stable under normal storage conditions but should be stored in a cool, dry place away from strong acids and bases.

How is (2S)-2-Oxiranylmethyl 4-methylbenzenesulfonate (CAS: 70987-78-9) typically synthesized?

(2S)-2-Oxiranylmethyl 4-methylbenzenesulfonate is typically synthesized via a condensation reaction between 4-methylbenzenesulfonyl chloride and (2S)-2-oxiranyl methyl ether. The reaction is catalyzed by a strong base such as potassium tert-butoxide and proceeds with high selectivity and yield. The resulting product is isolated by washing with aqueous acid and recrystallization from a suitable solvent.

What industries use (2S)-2-Oxiranylmethyl 4-methylbenzenesulfonate (CAS: 70987-78-9)?

(2S)-2-Oxiranylmethyl 4-methylbenzenesulfonate is used in the pharmaceutical industry as a synthetic intermediate for the production of certain drugs. It is also employed in the polymer industry for the synthesis of functional polymers and in the semiconductor industry for the development of photoresists and other materials. Additionally, it has applications in the production of sensors and in the modification of materials for specific chemical and physical properties.

What precautions should be taken when handling (2S)-2-Oxiranylmethyl 4-methylbenzenesulfonate (CAS: 70987-78-9)?

When handling (2S)-2-Oxiranylmethyl 4-methylbenzenesulfonate, it is essential to use appropriate personal protective equipment (PPE), including gloves, safety goggles, and a lab coat. This compound should be handled in a well-ventilated area or a fume hood due to its potential for inhalation hazards. In case of a spill, it should be carefully cleaned up using appropriate absorbents, and the area should be washed with water. Always consult the Safety Data Sheet (SDS) for detailed handling and disposal information.