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143502

Sigma-Aldrich

Trimethylacetic anhydride

99%

Sinônimo(s):

Pivalic anhydride, 2,2-Dimethylpropionic anhydride

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About This Item

Fórmula linear:
[(CH3)3CCO]2O
Número CAS:
1538-75-6
Peso molecular:
186.25
Beilstein:
386552
Número CE:
216-263-1
Número MDL:
MFCD00008842
Código UNSPSC:
12352100
ID de substância PubChem:
24848589
NACRES:
NA.22

Ensaio

99%

forma

liquid

índice de refração

n20/D 1.409 (lit.)

pb

193 °C (lit.)

densidade

0.918 g/mL at 25 °C (lit.)

cadeia de caracteres SMILES

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

chave InChI

PGZVFRAEAAXREB-UHFFFAOYSA-N

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Aplicação

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

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H302,H315,H317,H319,H335

Classificações de perigo

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

10 - Combustible liquids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

162.5 °F - closed cup

Ponto de fulgor (°C)

72.5 °C - closed cup

Equipamento de proteção individual

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Certificados de análise (COA)

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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
Bulletin of the Chemical Society of Japan, 67, 210-210 (1994)
Australian Journal of Chemistry, 60, 75-75 (2007)
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
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
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