| Identification | Back Directory | [Name]
ISOPROPYL P-TOLUENESULFONATE | [CAS]
2307-69-9 | [Synonyms]
Isopropyl Ester
2-Propyl tosylate
Isopropyl tosylate
Isopropyl p-Tosylate
Tenofovir Impurity 58
Clopidogrel Impurity M
ISOPROPYL P-TOLUENESULFOTE
ISOPROPYL P-TOLUENESULFONATE
ISOPROPYL 4-TOLUENESULPHONATE
isopropyl toluene-4-sulphonate
isopropyl-p-toluene sulphonate
ISOPROPYLPARA-TOLUENESULPHONATE
Isopropyl p-toluenesulfonate 97%
Isopropyl 4-toluenesulfonate, 90%
Isopropyl p-Toluene sulfonate Imp
ISOBUTYL 4-METHYLBENZENESULFONATE
Isopropyl 4-Methylbenzenesulfonate
Isopropyl p-Methylbenzenesulfonate
(4-methylphenyl) propane-2-sulfonate
propan-2-yl 4-methylbenzenesulfonate
p-Toluenesulfonic acid isopropyl ester
Toluene-4-sulfonic acid isopropyl ester
propane-2-sulfonic acid (4-methylphenyl) ester
4-methylbenzenesulfonic acid propan-2-yl ester
4-Methylbenzenesulfonic acid 1-methylethyl ester
Benzenesulfonic acid, 4-Methyl-, 1-Methylethyl ester
Isopropyl 4-methylbenzenesulphonate, Prop-2-yl 4-methylbenzenesulphonate | [EINECS(EC#)]
218-989-4 | [Molecular Formula]
C10H14O3S | [MDL Number]
MFCD00968877 | [MOL File]
2307-69-9.mol | [Molecular Weight]
214.28 |
| Chemical Properties | Back Directory | [Melting point ]
20 | [Boiling point ]
107-109 °C(Press: 0.4 Torr) | [density ]
1.142 g/mL at 25 °C | [refractive index ]
n20/D1.503 | [Fp ]
110 | [storage temp. ]
2-8°C | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Oil | [color ]
Colourless | [InChI]
InChI=1S/C10H14O3S/c1-8(2)13-14(11,12)10-6-4-9(3)5-7-10/h4-8H,1-3H3 | [InChIKey]
SDQCGKJCBWXRMK-UHFFFAOYSA-N | [SMILES]
C1(S(OC(C)C)(=O)=O)=CC=C(C)C=C1 |
| Hazard Information | Back Directory | [Uses]
Isopropyl p-Tosylate is a sulfonic acid ester, a potentialy alkylating agent. Studies suggest Isopropyl p-Tosylate may exert genotoxic effects in bacterial and mammalian cell systems. | [Synthesis]
The general procedure for the synthesis of isopropyl p-toluenesulfonate from sodium p-toluenesulfinate and isopropanol is as follows: to a solvent mixture containing dichloromethane (0.5 mL) and ethanol (0.5 mL) at room temperature, iodobenzene diacetate (DIB, 0.24 mmol, 1.2 eq.), sodium p-toluenesulfinate (0.2 mmol, 1 eq.), and acetic acid ( 0.01 g, 0.05 mL) or tetrabutylammonium chloride (TBAC, 55.5 mg, 0.2 mmol, 2 equiv) to dissolve the sulfonate. The reaction mixture was reacted under vigorous stirring for 15 minutes and subsequently monitored by thin layer chromatography (TLC) using a solvent mixture of acetic acid/ethyl acetate/hexane. Upon completion of the reaction, the mixture was filtered through silica gel and washed with ethyl acetate. Ultimately, the residue was purified by silica gel column chromatography using a mixed solvent of ethyl acetate/hexane to give the target product isopropyl p-toluenesulfonate (products 4, 6 and 8). | [References]
[1] Beilstein Journal of Organic Chemistry, 2018, vol. 14, p. 1203 - 1207 |
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