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HomeProduct name listTrimethylacetic anhydride

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: 2024-12-18 14:15:32
Trimethylacetic anhydride Structural

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  n20/D 1.409(lit.)
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)
ghs
Flame
Flammables
GHS02
ghs
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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