Trimethylacetic anhydride, 99%, Thermo Scientific Chemicals
Trimethylacetic anhydride, 99%, Thermo Scientific Chemicals
Thermo Scientific Chemicals

Trimethylacetic anhydride, 99%, Thermo Scientific Chemicals

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500 g
Catalog number B22983.14
also known as B22983-14
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55.65
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62.10 
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Quantity:
25 g
Request bulk or custom format
Price (USD)/ Each
55.65
Online exclusive
62.10 
Save 6.45 (10%)
Add to cart
Trimethylacetic anhydride, 99%, Thermo Scientific Chemicals
Catalog numberB22983.14
Price (USD)/ Each
55.65
Online exclusive
62.10 
Save 6.45 (10%)
-
Add to cart
Chemical Identifiers
CAS1538-75-6
IUPAC Name2,2-dimethylpropanoyl 2,2-dimethylpropanoate
Molecular FormulaC10H18O3
InChI KeyPGZVFRAEAAXREB-UHFFFAOYSA-N
SMILESCC(C)(C)C(=O)OC(=O)C(C)(C)C
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SpecificationsSpecification SheetSpecification Sheet
FormLiquid
Appearance (Color)Clear colorless
Assay (GC)≥98.5%
Identification (FTIR)Conforms
Refractive Index1.4075-1.4105 @ 20?C
Trimethylacetic anhydride is used as acylation and esterification reagents. It is involved in acylation and esterification reactions with anilines and phenols. It is also used in solid-phase oligonucleotide synthesis and in the kinetic resolution of racemic 2-hydroxy-gamma-butyrolactones with diphenylacetic acid. It is also employed in the production of cyano-4, N-tert-butyloxycarbonyl piperidine.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
Trimethylacetic anhydride is used as acylation and esterification reagents. It is involved in acylation and esterification reactions with anilines and phenols. It is also used in solid-phase oligonucleotide synthesis and in the kinetic resolution of racemic 2-hydroxy-gamma-butyrolactones with diphenylacetic acid. It is also employed in the production of cyano-4, N-tert-butyloxycarbonyl piperidine.

Solubility
Miscible with acetonitrile.

Notes
Moisture sensitive. Incompatible with strong oxidizing agents, strong acids, strong bases and strong reducing agents.
RUO – Research Use Only

General References:

  1. The direct hydrogenation of carboxylic acids to aldehydes has been achieved in the presence of pivalic anhydride and Tetrakis(triphenyl phosphine) palladium(0) , 10548 : Chem. Lett., 1143 (1998).
  2. Alcohols can be protected as their pivaloyl (Pv) esters by reaction with the anhydride in the presence of MgBr2 - Et3N or Sc(OTf)3 in acetonitrile: J. Org. Chem., 61, 5702 (1996). See also Trimethyl acetyl chloride, A15051 .
  3. Zhu, J. L.; Liu, Y.; Liu, X. Y.; Liu, H. J.; Chen, Y. Multi stimuli-responsive photoluminescent nanocomposite of silver nanoclusters with hyperbranched polyethylenimine derivatives. RSC Adv. 2015, 5 (11), 8146-8151.
  4. Wu, J.; Leng, W. L.; Liao, H.; Hoang, K. L. M.; Le, K.; Liu, X. W. Intramolecular C-N Bond Formation under Metal-free Conditions: Synthesis of Indolizines. Chem. Asian J. 2015, 10 (4), 853-856.