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Cas Database

Name	Sodium p-toluenesulfonate	EINECS	211-522-5
CAS No.	657-84-1	Density	1.55 g/cm3 (20℃)
PSA	62.75000	LogP	2.32250
Solubility	Soluble in water		Melting Point	106-107oC
Formula	C₇H₇NaO₃S	Boiling Point	140oC at 20 MM HG
Molecular Weight	194.187	Flash Point	500 °C
Transport Information	N/A	Appearance	white powder
Safety	26-36	Risk Codes	36/37/38
Molecular Structure		Hazard Symbols	Xi
Synonyms	4-Toluenesulfonic acid sodium salt;Naxonate ST;Sodium 4-methylbenzenesulfonate;Sodium 4-toluenesulfonate;Sodiump-methylbenzenesulfonate;Sodium p-tolyl sulfonate;Sodium tolenesulfonate;Sodium tosylate;	Article Data	32

Sodium p-toluenesulfonate Synthetic route

: magnesium para-toluenesulfonate

: 657-84-1
sodium tosylate

Conditions

Conditions	Yield
With sodium carbonate In water at 5 - 90℃; for 4h;	99%

: 104-15-4
toluene-4-sulfonic acid

A: 103-19-5
di(p-tolyl) disulfide

B: 657-84-1
sodium tosylate

Conditions

Conditions	Yield
With trifluoroacetic anhydride; sodium iodide In acetone for 13h; Ambient temperature;	A 6% B 84%

: 433-06-7
2,2,2-Trifluoroethyl p-toluenesulfonate

: 657-84-1
sodium tosylate

Conditions

Conditions	Yield
With sodium hydroxide In methanol; dichloromethane at 20℃; for 16h;	82%

: 67674-48-0
toluene-4-sulfonic acid 2,2,2-trifluoro-1-trifluoromethyl-ethyl ester

: 657-84-1
sodium tosylate

Conditions

Conditions	Yield
With sodium hydroxide In methanol; dichloromethane at 20℃; for 16h;	82%

: 57392-61-7
toluene-4-sulfonic acid 2,2,2-trichloro-ethyl ester

: 657-84-1
sodium tosylate

Conditions

Conditions	Yield
With sodium hydroxide In methanol; dichloromethane at 20℃; for 16h;	80%

: 640-60-8
toluene-4-sulfonic acid phenyl ester

: 657-84-1
sodium tosylate

Conditions

Conditions	Yield
With sodium hydroxide In methanol; dichloromethane at 20℃; for 16h;	72%

: C44H52NO14S(1-)*Na(1+)

A: 657-84-1
sodium tosylate

B: 13553-79-2
rifamycin S

Conditions

Conditions	Yield
In ethyl acetate at 70℃; for 5.75h; Product distribution;	A 71% B 46%

: 13652-13-6
toluene-4-sulfonic acid 2,2,2-trifluoro-1-phenyl-ethyl ester

: 657-84-1
sodium tosylate

Conditions

Conditions	Yield
With sodium hydroxide In methanol; dichloromethane at 20℃; for 16h;	65%

: 1794-84-9
monochloronitromethane

: 824-79-3
sodium 4-methylbenzenesulfinate

A: 103-19-5
di(p-tolyl) disulfide

B: 51351-89-4
nitromethyl p-tolyl sulfone

C: 657-84-1
sodium tosylate

D: p-tolylsulphenyl toluene-p-sulphonate

Conditions

Conditions	Yield
With nitromethane In N,N-dimethyl-formamide for 24h; Ambient temperature;	A 2% B 7% C 64% D 26%

...Expand

: 67-56-1
methanol

: 18137-96-7
nitromethane anion

: 455-16-3
p-toluenesulfonyl fluoride

A: 657-84-1
sodium tosylate

B: 80-48-8
methyl p-toluene sulfonate

Conditions

Conditions	Yield
at 20℃; for 20h;	A 54% B 37%

Sodium p-toluenesulfonate Chemical Properties

Structure of Sodium p-toluenesulfonate (CAS NO.657-84-1):

IUPAC Name: 4-Methylbenzenesulfonic acid; sodium
Molecular Formula: C₇H₇NaO₃S
Molar mass: 194.18 g/mol
Flash Point: 500 °C
Water Solubility: soluble
Stability: stable. incompatible with strong oxidizing agents.
H-Bond Donor: 1
H-Bond Acceptor: 3
Rotatable Bond Count: 1
Exact Mass: 195.009184
MonoIsotopic Mass: 195.009184
Topological Polar Surface Area: 54.4
Heavy Atom Count: 12
Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)O.[Na]
InChI: InChI=1S/C7H8O3S.Na/c1-6-2-4-7(5-3-6)11(8,9)10;/h2-5H,1H3,(H,8,9,10);
InChIKey: CUYTYLVEYFUAAX-UHFFFAOYSA-N
EINECS: 211-522-5

Sodium p-toluenesulfonate Uses

Sodium p-toluenesulfonate (CAS NO.657-84-1) is mainly used in industrial organic synthesis. It is also used for the synthesis of doxycycline, dipyridamole, naproxen, and for the production of amoxicillin, cefadroxil intermediate in medicine.

Sodium p-toluenesulfonate Toxicity Data With Reference

ivn-mus LD50:1700 mg/kg

BJPCAL British Journal of Pharmacology and Chemotherapy. 14 (1959),536.

Sodium p-toluenesulfonate Consensus Reports

Reported in EPA TSCA Inventory.

Sodium p-toluenesulfonate Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
WGK Germany: 1
RTECS: XT7350000
HS Code: 29041000
Moderately toxic by intravenous route. When heated to decomposition it emits toxic fumes of SO_x and Na₂O. See also SULFONATES.

Sodium p-toluenesulfonate Specification

Sodium p-toluenesulfonate (CAS NO.657-84-1) is also named as 4-Toluenesulfonic acid sodium salt ; AI3-50010 ; Benzenesulfonic acid, 4-methyl-, sodium salt ; HSDB 5738 ; NSC 203318 ; Naxonate hydrotrope ; Sodium 4-methylbenzenesulfonate ; Sodium p-methylbenzenesulfonate ; Sodium p-tolyl sulfonate ; Sodium p-tolylsulfonate ; Sodium paratoluene sulphonate ; Sodium toluene-p-sulphonate ; Sodium toluenesulfonate ; Sodium tosylate ; Tosylate, sodium ; p-Toluenesulfonic acid sodium salt ; para-Toluenesulfonic acid, sodium salt . Sodium p-toluenesulfonate (CAS NO.657-84-1) is white powder.

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