Difference between revisions of "Saccharin"
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| − | | OtherCompounds = | + | | OtherCompounds = [[N-nitrosaccharin]], [[N-fluorosaccharin]], [[N-chlorosaccharin]], [[N-bromosaccharin]], [[N-iodosaccharin]] |
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==Projects== | ==Projects== | ||
| − | + | *Make N-halosaccharins. Some of these, like [[N-chlorosaccharin]] and [[N-bromosaccharin]] are simple and use reagents and equipment that are easily accessible. Higher-mass halosaccharins are more complicated, as sourcing them requires doing some preparative physics. | |
| + | *Make N-nitrosaccharin | ||
| + | *Make N-pseudohalosaccharins (cyanato-, thiocyanato-, etc.) | ||
==Handling== | ==Handling== | ||
Latest revision as of 20:21, 9 August 2025
| Names | |
|---|---|
| IUPAC name
1H-1λ6,2-Benzothiazole-1,1,3(2H)-trione
| |
| Other names
ortho-benzoic sulfimide
ortho sulphobenzimide | |
| Identifiers | |
| Jmol-3D images | Image |
| |
| Properties | |
| C7H5NO3S | |
| Molar mass | 183.18 g/mol |
| Appearance | White crystalline solid |
| Odor | Odorless |
| Density | 0.828 g/cm3 |
| Melting point | 228.8–229.7 °C (443.8–445.5 °F; 501.9–502.8 K) |
| 0.2 g/100 ml (20 °C) 0.4 g/100 ml (35 °C) 0.7 g/100 ml (50 °C) 1.3 g/100 ml (75 °C)[1] | |
| Solubility | Soluble acetone, DMSO, ethanol, methanol Sparingly soluble in benzene, toluene |
| Vapor pressure | ~0 mmHg |
| Acidity (pKa) | 1.6 |
| Hazards | |
| Safety data sheet | ChemicalBook |
| Related compounds | |
| Related compounds
|
N-nitrosaccharin, N-fluorosaccharin, N-chlorosaccharin, N-bromosaccharin, N-iodosaccharin |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Saccharin is an organic chemical compound, commonly used as a sweetener, as well as in organic synthesis.
Saccharin is a sulfonamide that is about 500 times sweeter than sucrose, but has a bitter or metallic aftertaste, especially at high concentrations.
Contents
Properties
Chemical
To be added
Physical
Saccharin is a white odorless crystal. It is slightly soluble in water but soluble in polar organic solvents.
Availability
In some countries, there are sweeteners containing a 10:1 sodium cyclamate–saccharin blend that can be bought from most food stores. Extraction of saccharin from this product is possible, although large amounts of sweetener is needed to obtain useful amounts.
Can be bought from chemical suppliers.
Preparation
To be added
Projects
- Make N-halosaccharins. Some of these, like N-chlorosaccharin and N-bromosaccharin are simple and use reagents and equipment that are easily accessible. Higher-mass halosaccharins are more complicated, as sourcing them requires doing some preparative physics.
- Make N-nitrosaccharin
- Make N-pseudohalosaccharins (cyanato-, thiocyanato-, etc.)
Handling
Safety
Saccharin has low toxicity, and it's approved to use as artificial sweetener. As not everyone agrees with its taste, it is often mixed with other sweeteners, like cyclamate, to change its taste perception.
The International Agency for Research on Cancer (IARC) originally classified saccharin in Group 2B ("possibly carcinogenic to humans") based on the rat studies, but downgraded it to Group 3 ("not classifiable as to the carcinogenicity to humans") upon review of the subsequent research.
People with sulfonamide allergies may experience allergic reactions to saccharin, although it has been suggested that this may be due to a general predisposition to allergic reactions rather than a specific cross-reaction between antimicrobial sulfonamides and non-antimicrobial ones (like saccharin).
Storage
In closed airtight containers, mostly to keep it from contaminating things nearby.
Disposal
No special disposal is required. May be poured down the drain or dumped in trash.
References
Relevant Sciencemadness threads
- Chemical pages without CAS Registry Number
- Articles without EBI source
- Chemical pages without ChemSpiderID
- Chemical pages without DrugBank identifier
- Articles without KEGG source
- Articles without InChI source
- Articles without UNII source
- Articles containing unverified chemical infoboxes
- Chembox articles without image
- Chemical compounds
- Organic compounds
- Aromatic compounds
- Sulfonamides
- Solids