143502

Trimethylacetic anhydride

99%

• Synonym(s): Pivalic anhydride, 2,2-Dimethylpropionic anhydride
• Linear Formula: [(CH₃)₃CCO]₂O
• CAS Number: 1538-75-6
• Molecular Weight: 186.25
• Beilstein: 386552
• EC Number: 216-263-1
• MDL number: MFCD00008842
• UNSPSC Code: 12352100
• PubChem Substance ID: 24848589
• NACRES: NA.22

Properties

• Assay: 99%
• form: liquid
• refractive index: n20/D 1.409 (lit.)
• bp: 193 °C (lit.)
• density: 0.918 g/mL at 25 °C (lit.)
• functional group: anhydride; ester
• SMILES string: CC(C)(C)C(=O)OC(=O)C(C)(C)C
• InChI: 1S/C10H18O3/c1-9(2,3)7(11)13-8(12)10(4,5)6/h1-6H3
• InChI key: PGZVFRAEAAXREB-UHFFFAOYSA-N

Description

Application

Acylation and esterification reagent for anilines and phenols, respectively.

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

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302,H315,H317,H319,H335
• Precautionary Statements: P261 - P264 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): 162.5 °F - closed cup
• Flash Point(C): 72.5 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves