143502

Sigma-Aldrich

Trimethylacetic anhydride

99%

Synonym(s):
2,2-Dimethylpropionic anhydride, Pivalic anhydride
Linear Formula:
[(CH3)3CCO]2O
CAS Number:
Molecular Weight:
186.25
Beilstein/REAXYS Number:
386552
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

refractive index

n20/D 1.409 (lit.)

bp

193 °C (lit.)

density

0.918 g/mL at 25 °C (lit.)

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

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
Acylation and esterification reagent for anilines and phenols, respectively.

Packaging

25, 100 g in glass bottle

Pictograms

FlameCorrosion

Signal Word

Danger

Hazard Statements

hazcat

Flam. Liq. 3 - Skin Corr. 1B

storage_class_code

3 - Flammable liquids

WGK Germany

WGK 3

Flash Point(F)

134.6 °F - closed cup

Flash Point(C)

57 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Alexey Evdokimov et al.
Nucleic acids research, 41(12), e123-e123 (2013-04-24)
DNA probes for the studies of damaged strand excision during the nucleotide excision repair (NER) have been designed using the novel non-nucleosidic phosphoramidite reagents that contain N-[6-(9-antracenylcarbamoyl)hexanoyl]-3-amino-1,2-propandiol (nAnt) and N-[6-(5(6)-fluoresceinylcarbamoyl)hexanoyl]-3-amino-1,2-propandiol (nFlu) moieties. New lesion-imitating adducts being inserted into DNA show...
Kenya Nakata et al.
Organic letters, 15(6), 1170-1173 (2013-03-07)
Various optically active 2-hydroxy-γ-butyrolactone derivatives are produced via the kinetic resolution of racemic 2-hydroxy-γ-butyrolactones with diphenylacetic acid using pivalic anhydride and (R)-benzotetramisole ((R)-BTM), a chiral acyl-transfer catalyst. Importantly, the substrate scope of this novel protocol is fairly broad (12 examples...
Q Zhu et al.
Bioorganic & medicinal chemistry letters, 11(9), 1105-1107 (2001-05-17)
Commercially available 'fast-deprotecting' phosphoramidites are useful for synthesizing oligonucleotides containing alkali-sensitive nucleotides. However, N-acetylated oligonucleotides were observed during solid-phase synthesis using 'fast-deprotecting' phosphoramidites in conjunction with K2CO3/MeOH ('ultra-mild') deprotection. Transamidation was localized at deoxyguanosine, which is protected as its isopropylphenoxyacetyl...
Z J Kamiński
International journal of peptide and protein research, 43(3), 312-319 (1994-03-01)
According to the concept presented, esters forming an amide (peptide) bond by the mechanism SN#DN or SN#*DN involving fast decay of the tetrahedral intermediate may behave as 'superactive acylating reagents'. These should render coupling involving less reactive substrates, i.e. sterically...
Pharmacological Research, 10, 68-68 (1993)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service