Iden­ti­fi­ca­tion

CAS Number

4124-41-8

Name

4-Methyl­ben­zene­­sul­­fon­ic Anhydride

Syn­onyms

1,3-bis(4-methylphenyl)-1,1,3,3-tetraoxo-1λ~6~,3λ~6~-dithioxane
223-926-9[EINECS]
4-Tolue­ne­­sul­­fon­ic anhy­dride
MFCD00008548[MDL num­ber]
p-Tolue­ne­­sul­­fon­ic Anhy­dride
p-tolyl­­sul­­fonyl 4-methyl­ben­zene­­sul­­fonate
(4-methylphenyl)sulfonyl 4-methyl­ben­zene­­sul­­fonate
4-methyl ben­zene­sul­fon­ic anhy­dride
4-methyl­ben­zene­­sul­­fon­ic anhy­dride
4-Methyl­ben­zene­­sul­­fon­ic anhy­dride ; Tosic anhy­dride
4-Methyl­ben­zene­­sul­­fon­i­­can­hy­­dride
4-methyl­ben­zene­­sul­­fonyl 4-methyl­ben­zene-1-sul­­fonate
4-METHYL­BEN­ZENE­­SUL­­FONYL 4-METHYL­BEN­ZENE­­SUL­­FONATE
4-Methyl­ben­zene­­sul­phon­ic anhy­dride, Tosic anhy­dride
4-Methyl­ben­zene­­sul­phon­ic anhy­dride ; Tosic anhy­dride
4-Tolue­ne­­sul­­fon­ic acid anhy­dride
4-Tolue­ne­­sul­phon­ic anhy­dride
Ben­zene­sul­fon­ic acid, 4-methyl-, anhy­dride
p-methyl­ben­zene­­sul­­fonyl (tosy­late)
p-Toluene sul­fon­ic anhy­dride
p-Tolue­ne­­sul­­fon­i­­can­hy­­dride
p-toluenesulfonicanhydride(rs20007372)
p-Tolue­ne­­sul­phon­ic anhy­dride
P-Tolue­ne­­Sul­phon­i­­cAn­hy­­dride
p-​tolue­ne­­sul­­fon­ic anhy­dride
toluene-4-sul­­fon­ic anhy­dride
Toluene-4-sul­phon­ic anhy­dride
toluene-p-sul­phon­ic anhy­dride
Tosic anhy­dride

SMILES

Cc1ccc(S(=O)(=O)OS(=O)(=O)c2ccc(C)cc2)cc1

Std­InChI

InChI=1S/C14H14O5S2/c1-11-3-7-13(8-4-11)20(15,16)19-21(17,18)14-9-5-12(2)6-10-14/h3-10H,1-2H3

Std­InChIKey

PDVF­SP­NIEOY­O­QL-UHF­F­­FAOYSA-N

Mol­e­c­u­lar Formula

C14H14O5S2

Mol­e­c­u­lar Weight

326.381

EINECS

223-926-9

MDL Number

MFCD00008548

Prop­er­ties

Appear­ance

Off-white sol­id

Melt­ing Point

118°C ~128°C

Safe­ty Data

Sym­bol

exclamation-mark-jpgGHS05

Sig­nal Word

Dan­ger

Haz­ard statements

H314

Pre­cau­tion­ary Statements

P260 – P280 – P303 + P361 + P353 – P304 + P340 + P310 – P305 + P351 + P338 – P363

Per­son­al Pro­tec­tive Equipment

dust mask type N95 (US), Eye­shields, Gloves

RIDADR 

NONH for all modes of transport

WGK Germany

3

Spec­i­fi­ca­tions and Oth­er Infor­ma­tion of Our 4-Methyl­ben­zene­­sul­­fon­ic Anhy­dride CAS 4124-41-8

Iden­ti­fi­ca­tion Methods

HNMR, HPLC

Puri­ty

98% min

Shelf Life

2 years

Stor­age

Store at room tem­per­a­ture, in con­tain­er tight­ly sealed ; Pro­tect from light. Store in a dry place at 16° for a long time. The prod­uct is easy to absorb mois­ture and needs to be stored with desiccant.

Known Appli­ca­tion

  1. Organ­ic syn­the­sis – strong dehy­dra­tion con­den­sa­tion agent
    Ester­i­fi­ca­tion reac­tion Acti­vate car­boxyl to accel­er­ate ester for­ma­tion
    Pep­tide bond for­ma­tion Mild­ly cat­alyze amino acid con­den­sa­tion
    Sul­fony­la­tion pro­tect­ing group Intro­duce -SO₂­Tol group to pro­tect amino/​hydroxyl groups
  2. Syn­the­sis of phar­ma­ceu­ti­cal inter­me­di­ates
    Antivi­ral drugs, syn­the­sis of acy­clovir side chain Reac­tion yield increased​>15%​(compared with methane­sul­fonyl chlo­ride method)
    Anti­tu­mor drugs, con­struc­tion of temo­zolo­mide pyrim­i­dine ring Avoid the use of high­ly tox­ic phos­gene
    Antibi­otics, mod­i­fi­ca­tion of β-lac­­tam ring C3 posi­tion Selec­tiv­i­ty​>90%​(such as cefixime precursor)
  3. Poly­mer mate­r­i­al mod­i­fi­ca­tion
    Poly­ester cat­a­lyst Replace­ment of anti­mo­ny oxide (reduc­ing heavy met­als) Mate­r­i­al trans­mit­tance​↑8%​, melt­ing point sta­bil­i­ty improved
    Epoxy resin cur­ing accel­er­a­tor Acti­vate cur­ing reac­tion at low tem­per­a­ture (60℃) Cur­ing time short­ened​40%​
    Ion­ic liq­uid syn­the­sis Prepa­ra­tion of sul­fon­ic acid ion­ic liq­uid Con­duc­tiv­i­ty​≥15 mS/​cm​(fuel cell electrolyte)

Key reac­tion characteristics

  1. Reac­tion activ­i­ty is high­er than p-tolue­ne­­sul­­fonyl chlo­ride, short­en­ing the reac­tion time
  2. Selec­tiv­i­ty, pref­er­en­tial­ly react­ing with pri­ma­ry alcohols/​primary amines to reduce sec­ondary group side reactions
  3. Byprod­uct, water-sol­u­ble tolue­ne­sul­fon­ic acid is gen­er­at­ed, which is easy to sep­a­rate and purify
  4. Sta­bil­i­ty, needs to be stored in a dry and sealed state (decom­posed in water), and oper­a­tion requires strict humid­i­ty control

Gen­er­al View of Documents

HNMR of 4-Methylbenzenesulfonic Anhydride CAS 4124-41-8
HNMR of 4-Methyl­ben­zene­­sul­­fon­ic Anhy­dride CAS 4124-41-8

This prod­uct is devel­oped by our R&D com­pa­ny Warshel Chem­i­cal Ltd (https://​www​.warshel​.com/).

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