Trimethylacetic anhydride
Synonym(s):2,2-Dimethylpropionic anhydride;Pivalic anhydride
- CAS NO.：1538-75-6
- Empirical Formula: C10H18O3
- Molecular Weight: 186.25
- MDL number: MFCD00008842
- EINECS: 216-263-1
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-07-12 17:58:41
What is Trimethylacetic anhydride?
Description
Trimethylacetic anhydride is a pivalic acid derivative that is used in organic synthesis. The compound's reaction mechanism is believed to be the formation of an alkanoic acid, which reacts with a hydroxyl group to form an anhydride. Trimethyl acetic anhydride has been shown to have pharmacokinetic properties and can be used as a nonsteroidal anti-inflammatory drug. This compound has also been found to have a matrix effect on crystalline cellulose and is capable of forming nitrogen-containing carboxylic acids.
Chemical properties
clear colourless liquid
The Uses of Trimethylacetic anhydride
Trimethylacetic anhydride was used:
- in solid-phase oligonucleotide synthesis
- in kinetic resolution of racemic 2-hydroxy-γ-butyrolactones with diphenylacetic acid
- as acylation and esterification reagent for anilines
- as acylation and esterification reagent for phenols
The Uses of Trimethylacetic anhydride
A metabolite of a double prodrug (6-dGCV-DPiv
Flammability and Explosibility
Not classified
Properties of Trimethylacetic anhydride
| Boiling point: | 193 °C(lit.) |
| Density | 0.918 g/mL at 25 °C(lit.) |
| vapor pressure | 62.1Pa at 25℃ |
| refractive index | n |
| Flash point: | 135 °F |
| storage temp. | Inert atmosphere,Room Temperature |
| solubility | Miscible with acetonitrile. |
| form | Liquid |
| color | Clear colorless |
| Sensitive | Moisture Sensitive |
| BRN | 386552 |
| InChI | InChI=1S/C10H18O3/c1-9(2,3)7(11)13-8(12)10(4,5)6/h1-6H3 |
| CAS DataBase Reference | 1538-75-6(CAS DataBase Reference) |
| EPA Substance Registry System | Propanoic acid, 2,2-dimethyl-, anhydride (1538-75-6) |
Safety information for Trimethylacetic anhydride
| Signal word | Danger |
| Pictogram(s) |
 Flame Flammables GHS02  Corrosion Corrosives GHS05 |
| GHS Hazard Statements |
H226:Flammable liquids H314:Skin corrosion/irritation |
| Precautionary Statement Codes |
P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P233:Keep container tightly closed. P240:Ground/bond container and receiving equipment. P280:Wear protective gloves/protective clothing/eye protection/face protection. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for Trimethylacetic anhydride
| InChIKey | PGZVFRAEAAXREB-UHFFFAOYSA-N |
| SMILES | C(C)(C)(C)C(=O)OC(=O)C(C)(C)C |
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