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2-METHOXYETHYL P-TOLUENESULFONATE

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  • 2025-06-07
  • CAS:17178-10-8
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2-METHOXYETHYL P-TOLUENESULFONATE Basic information
Product Name:2-METHOXYETHYL P-TOLUENESULFONATE
Synonyms:(8Z)-8-hexa-2,4-diynylidene-4,9-dioxaspiro[4.4]non-6-ene;4-Methylbenzenesulfonic acid 2-methoxyethyl ester;2-Methoxyethyl p-Toluenesulfonate;.beta.-Methoxy-4-ethyl toluene sulfonate;2-methoxy-ethano 4-methylbenzenesulfonate;2-METHOXYETHYL-P-TOLUENESULFONATE (PTS-MC) 4-TOLUENESULFONIC ACID 2-METHOXYETHYL ESTER;Ethanol, 2-methoxy-, 1-(4-methylbenzenesulfonate);2-Methoxyethyl 4-methylbenzenesulfonate, 98+%
CAS:17178-10-8
MF:C10H14O4S
MW:230.28
EINECS:
Product Categories:
Mol File:17178-10-8.mol
2-METHOXYETHYL P-TOLUENESULFONATE Structure
2-METHOXYETHYL P-TOLUENESULFONATE Chemical Properties
Melting point 10 °C
Boiling point 141 °C / 0.2mmHg
density 1.21
refractive index 1.5100-1.5120
storage temp. Inert atmosphere,Room Temperature
form clear liquid
color Colorless to Almost colorless
InChIInChI=1S/C10H14O4S/c1-9-3-5-10(6-4-9)15(11,12)14-8-7-13-2/h3-6H,7-8H2,1-2H3
InChIKeyTZXJJSAQSRHKCZ-UHFFFAOYSA-N
SMILESC(OS(C1=CC=C(C)C=C1)(=O)=O)COC
EPA Substance Registry SystemEthanol, 2-methoxy-, 4-methylbenzenesulfonate (17178-10-8)
Safety Information
TSCA TSCA listed
HS Code 2909500090
MSDS Information
2-METHOXYETHYL P-TOLUENESULFONATE Usage And Synthesis
Synthesis
2-Methoxyethanol

109-86-4

Tosyl chloride

98-59-9

2-METHOXYETHYL P-TOLUENESULFONATE

17178-10-8

In a 250 mL round bottom flask, 2-methoxyethanol (7.36 mL, 0.10 mol) and a catalytic amount of tetra-n-butylammonium bromide (TBAB) were dissolved in methylene chloride (50 mL) and mixed with stirring. Subsequently, 30% aqueous sodium hydroxide solution (15 mL) was slowly added. A dichloromethane solution of p-toluenesulfonyl chloride (20 mL) was added dropwise under cooling in an ice water bath. After the dropwise addition was completed, the ice water bath was removed and the reaction mixture was stirred continuously at room temperature for 24 hours. Upon completion of the reaction, the reaction mixture was washed with distilled water (3 × 30 mL) to remove water-soluble impurities. The organic layer was dried with anhydrous sodium sulfate, filtered, and the solvent was removed by rotary evaporator under reduced pressure to give the yellow oily product 2-methoxyethyl p-toluenesulfonate in 95% yield. The product was confirmed by infrared spectroscopy (KBr press), and the main absorption peaks were: 3468 (m), 2938 (s), 2889 (s), 1597 (m), 1455 (m), 1357 (s), 1184 (s), 1130 (m), 1101 (m), 1018 (m), 919 (m), and 821 (m) cm^-1. The NMR hydrogen spectrum ( 400 MHz, acetone-d6) data are as follows: δ 3.20 (s, 3H), 3.48 (t, J = 4.6 Hz, 2H), 4.08 (t, J = 4.6 Hz, 2H), 7.71 (d, J = 8.4 Hz, 2H), 7.28 (d, J = 8.4 Hz, 2H), 2.36 (s, 3H). Elemental analysis results: calculated values for C10H14SO4: C, 52.16; H, 6.13. measured values: C, 52.09; H, 6.17.

References[1] Dalton Transactions, 2007, # 13, p. 1309 - 1315
[2] Journal of Organometallic Chemistry, 2011, vol. 696, # 8, p. 1687 - 1690
[3] Chemistry of Materials, 2012, vol. 24, # 9, p. 1583 - 1590
[4] Dyes and Pigments, 2013, vol. 97, # 2, p. 278 - 285
[5] New Journal of Chemistry, 2016, vol. 40, # 4, p. 3456 - 3463
2-METHOXYETHYL P-TOLUENESULFONATE Preparation Products And Raw materials
Raw materials2-Methoxyethanol-->Tosyl chloride-->p-Toluenesulfonic acid-->Dichloromethane-->TETRABUTYLAMMOMIUM BROMIDE-->Sodium hydroxide
Preparation Products1-Bromo-2-methoxyethane-->4-(2-METHOXY-ETHOXY)-PHENOL
Tag:2-METHOXYETHYL P-TOLUENESULFONATE(17178-10-8) Related Product Information
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