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Trimethylacetic anhydride

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Trimethylacetic anhydride Basic information

Product Name:
Trimethylacetic anhydride
Synonyms:
  • BIS(TRIMETHYLACETIC) ANHYDRIDE
  • 2,2-DIMETHYLPROPIONIC ACID ANHYDRIDE
  • 2,2-DIMETHYLPROPIONIC ANHYDRIDE
  • 2,2-Dimethylpropionic anhydride, Pivalic anhydride
  • Bis(2,2-dimethylpropionic acid)anhydride
  • Bis(2,2-dimethylpropionic)anhydride
  • Bis(pivalic acid)anhydride
  • Bis(pivalic)anhydride
CAS:
1538-75-6
MF:
C10H18O3
MW:
186.25
EINECS:
216-263-1
Product Categories:
  • Aliphatics, Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals
  • Aliphatics
  • Intermediates & Fine Chemicals
  • Metabolites & Impurities
  • Pharmaceuticals
Mol File:
1538-75-6.mol
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Trimethylacetic anhydride Chemical Properties

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
InChIKey
PGZVFRAEAAXREB-UHFFFAOYSA-N
SMILES
C(C)(C)(C)C(=O)OC(=O)C(C)(C)C
LogP
2.15
CAS DataBase Reference
1538-75-6(CAS DataBase Reference)
EPA Substance Registry System
Propanoic acid, 2,2-dimethyl-, anhydride (1538-75-6)
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Safety Information

Hazard Codes 
C
Risk Statements 
34
Safety Statements 
26-36/37/39-45
RIDADR 
UN 2920 8/PG 2
WGK Germany 
3
9-13-21
TSCA 
Yes
HazardClass 
8
PackingGroup 
II
HS Code 
29159000

MSDS

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Trimethylacetic anhydride Usage And Synthesis

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

Uses

A metabolite of a double prodrug (6-dGCV-DPiv

Uses

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

Flammability and Explosibility

Not classified

Trimethylacetic anhydrideSupplier

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