| Identification | More | [Name]
2-Sulfobenzoic anhydride | [CAS]
81-08-3 | [Synonyms]
1,3-DIHYDRO-2,1LAMBDA6-BENZOXATHIOLE-1,1,3-TRIONE
2,1-BENZOXATHIOL-3-ONE-1,1-DIOXIDE
2-SULFOBENZOIC ACID ANHYDRIDE
2-SULFOBENZOIC ACID CYCLIC ANHYDRIDE
2-SULFOBENZOIC ANHYDRIDE
2-SULPHOBENZOIC ANHYDRIDE
O-SULFOBENZOIC ACID CYCLIC ANHYDRIDE
O-SULFOBENZOIC ANHYDRIDE
O-SULFOBENZOIC CYCLIC ANHYDRIDE
O-SULFONIC ACID CYCLIC ANHYDRIDE
SULFOBENZOIC ANHYDRIDE
3H-2,1-Benzoxathiol-3-one, 1,1-dioxide
3H-2,1-Benzoxathiol-3-one,1,1-dioxide
Benzoic acid, 2-sulfo-, cyclic anhydride
Benzoic acid, o-sulfo-, cyclic anhydride
o-Sulfobenzoic acid anhydride
2-SULFOBENZOIC ACID CYCLIC ANHYDRIDE, TECH. 90%
o-Sulfobenzoic anhydride, tech., 93%
2-Sulfobenzoic acid anhydrade(2-Sulfobenzoic acid unhydrate)
1,1-Dioxobenzo[c]oxathiol-3-one | [EINECS(EC#)]
201-322-6 | [Molecular Formula]
C7H4O4S | [MDL Number]
MFCD00005879 | [Molecular Weight]
184.17 | [MOL File]
81-08-3.mol |
| Chemical Properties | Back Directory | [Appearance]
White to beige crystals or crystalline powder | [Melting point ]
116-124 °C
| [Boiling point ]
184-186 °C18 mm Hg(lit.)
| [density ]
1.6114 (rough estimate) | [refractive index ]
1.6290 (estimate) | [Fp ]
184-186°C/18mm | [storage temp. ]
Store below +30°C. | [solubility ]
soluble in Toluene | [form ]
Crystals or Crystalline Powder | [color ]
White to beige | [Sensitive ]
Moisture Sensitive | [BRN ]
139893 | [Major Application]
diagnostic assay manufacturing
hematology
histology | [InChI]
InChI=1S/C7H4O4S/c8-7-5-3-1-2-4-6(5)12(9,10)11-7/h1-4H | [InChIKey]
NCYNKWQXFADUOZ-UHFFFAOYSA-N | [SMILES]
S1(=O)(=O)C2=CC=CC=C2C(=O)O1 | [Uses]
Polymerization inhibitor. | [CAS DataBase Reference]
81-08-3(CAS DataBase Reference) | [NIST Chemistry Reference]
2-Sulfobenzoic acid cyclic anhydride(81-08-3) | [EPA Substance Registry System]
81-08-3(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P280a-P304+P340-P305+P351+P338-P405-P501a | [Hazard Codes ]
C | [Risk Statements ]
R34:Causes burns.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [RIDADR ]
2923 | [WGK Germany ]
3
| [F ]
21 | [TSCA ]
Yes | [HS Code ]
29163900 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2 |
| Hazard Information | Back Directory | [Chemical Properties]
White to beige crystals or crystalline powder | [Synthesis]
2-sulfobenzoic acid anhydride was prepared as follows: under the protection of N2, in a 50mL three-necked flask, add 9.0g of saccharin solid and 13mL of concentrated sulfuric acid (concentration of 98%), stirring reaction at 140 ℃ for 2h, cooled to roo | [Purification Methods]
The anhydride is purified by distillation in a vacuum and readily solidifies to a crystalline mass on cooling. [Heitman J Am Chem Soc 34 1594 1912.] Alternatively purify it by dissolving it in the minimum volume of toluene and refluxing for 2hours using a Dean-Stark trap. Evaporate under reduced pressure and distil the anhydride at 18mm. It is then recrystallised three times from its own weight of dry *C6H6. It is sensitive to moisture and should be stored in the dark in a dry atmosphere. The O-methyloxime has m 110-112o [Levy Tetrahedron Lett 3289 1972]. If the sample has hydrolysed extensively (presence of OH band in the IR) then treat with an equal bulk of SOCl2, reflux it for 3hours (CaCl2 tube), evaporate and distil the residue in a vacuum, then recrystallise it from *C6H6, Et2O/*C6H6 or CHCl3 (EtOH free by passing through Al2O3, or standing over CaCl2). [Clarke & Dreger Org Synth Coll Vol I 495 1941.] It is used for modifying -amino functions of lysyl residues in proteins [Bagree et al. FEBS Lett 120 275 1980]. [Beilstein 19 I 659, 19 II 137, 19 III/IV 1641, 19/4 V 215.] |
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