Sodium p-toluenesulfonate

Sodium p-toluenesulfonate
Identifiers
CAS Number	657-84-1;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL3186382;
ChemSpider	12090;
ECHA InfoCard	100.010.476
EC Number	211-522-5; 235-088-1;
PubChem CID	3720192;
RTECS number	XT7350000;
UNII	2V179P6Q43;
CompTox Dashboard (EPA)	DTXSID9042415 ;
	InChI InChI=1S/C7H8O3S.Na/c1-6-2-4-7(5-3-6)11(8,9)10;/h2-5H,1H3,(H,8,9,10);/q;+1/p-1 Key: KVCGISUBCHHTDD-UHFFFAOYSA-M;
	SMILES CC1=CC=C(C=C1)S(=O)(=O)[O-].[Na+];
Properties
Chemical formula	C7H7NaO3S
Molar mass	194.18 g·mol−1
Appearance	white solid
Hazards
	GHS labelling:[1]
Pictograms
Signal word	Danger
Hazard statements	H315, H318, H319
Precautionary statements	P264, P264+P265, P280, P302+P352, P305+P351+P338, P305+P354+P338, P317, P321, P332+P317, P337+P317, P362+P364
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Sodium p-toluenesulfonate is an organic compound with the formula CH₃C₆H₄SO₃Na. It is white, water-soluble solid. It is produced by the neutralization toluenesulfonic acid with sodium hydroxide. It is also a common product from the reactions of sodium-based reagents with toluenesulfonates.^[1]

Heating this salt in strong base results in desulfonation, giving, after acid workup, p-cresol.^[2]

References

^ Marc Julia, Michel Maumy (1976). "Free-Radical Cyclization: Ethyl 1-Cyano-2-Methylcyclohexanecarboxylate". Organic Syntheses. 55: 57. doi:10.15227/orgsyn.055.0057.
^ W. W. Hartman (1923). "p-Cresol". Organic Syntheses. 3: 37. doi:10.15227/orgsyn.003.0037.

[1] Marc Julia, Michel Maumy (1976). "Free-Radical Cyclization: Ethyl 1-Cyano-2-Methylcyclohexanecarboxylate". Organic Syntheses. 55: 57. doi:10.15227/orgsyn.055.0057.

[2] W. W. Hartman (1923). "p-Cresol". Organic Syntheses. 3: 37. doi:10.15227/orgsyn.003.0037.

[1]

[2]