2-Ethoxyethyl 4-methylbenzenesulfonate

Basic Information

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CAS Number

17178-11-9

Molecular Formula

C11H16O4S

Molecular Weight

244.31 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

SMILES

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CCOCCOS(=O)(=O)C1=CC=C(C=C1)C

InChI

InChI=1S/C11H16O4S/c1-3-14-8-9-15-16(12,13)11-6-4-10(2)5-7-11/h4-7H,3,8-9H2,1-2H3

InChIKey

HXXNTEDKEYTYPD-UHFFFAOYSA-N

LogP

1.7368200000000003

Topological Polar Surface Area

52.6 Å²

Hydrogen Bond Donor/Acceptor

0 / 4

Complexity

273

Synonyms & References

English

BB 0254645
p-toluenesulfonic-acid-(2-ethoxyethyl)-ester
2-ETHOXYETHYL P-TOLUENESULFONATE
2-ETHOXYETHYLP-TOLUENESULFONATE
2-ethoxyethyl 4-methylbenzene-1-sulfonate
EN300-6740858
2-ethoxyethyl 4-methylbenzenesulfonate
17178-11-9
AKOS005111037
2-ethoxyethyl4-methylbenzenesulfonate
CS-0257595
DTXSID10399598
(2-ethoxy)ethyl p-toluenesulphonate
SCHEMBL244712
HXXNTEDKEYTYPD-UHFFFAOYSA-N
2-Ethoxyethyl 4-methylbenzenesulfonate
Ethanol, 2-ethoxy-,1-(4-methylbenzenesulfonate)
2-ethoxy-ethyl p-toluenesulphonate
2-ethoxyethyl tosylate
AC1N49NK
AG-L-52470
ARONIS23918
CH3CH2OCH2CH2OTs
CTK6G4081
ethoxyethyl tosylate
SBB080471
tosylated ethylene glycol monoethyl ether

MDL Number

MFCD00088078

FAQ

What are the physical and chemical properties of 2-Ethoxyethyl 4-methylbenzenesulfonate (CAS: 17178-11-9)?

2-Ethoxyethyl 4-methylbenzenesulfonate is a colorless or slightly yellowish liquid with a molecular weight of approximately 250.37 g/mol. It has a melting point of -20 to -18°C, a boiling point of 120-122°C, and is soluble in ethanol, acetone, and methylene chloride. It is reactive towards nucleophiles and can undergo substitution reactions, making it useful in organic synthesis.

How is 2-Ethoxyethyl 4-methylbenzenesulfonate (CAS: 17178-11-9) typically synthesized?

2-Ethoxyethyl 4-methylbenzenesulfonate is typically synthesized by reacting 4-methylbenzenesulfonic acid with ethylene oxide, followed by hydrolysis to form the ethoxyethyl ester. This process often uses sodium hydroxide as a catalyst and achieves a yield of around 90%. The reaction is exothermic and requires careful temperature control.

What industries use 2-Ethoxyethyl 4-methylbenzenesulfonate (CAS: 17178-11-9)?

2-Ethoxyethyl 4-methylbenzenesulfonate is used in the pharmaceutical industry for the synthesis of active pharmaceutical ingredients (APIs) and intermediates. It is also utilized in the polymer industry as a plasticizer and a compatibilizer. Additionally, it finds applications in the manufacturing of sensors and semiconductors due to its solubility and reactivity.

What precautions should be taken when handling 2-Ethoxyethyl 4-methylbenzenesulfonate (CAS: 17178-11-9)?

When handling 2-Ethoxyethyl 4-methylbenzenesulfonate, ensure proper personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work in a well-ventilated area or a fume hood to minimize inhalation exposure. Store it in a cool, dry place, away from incompatible substances like acids. In case of a spill, use appropriate spill cleanup materials and consult the Safety Data Sheet (SDS) for specific instructions.