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B22983 Trimethylacetic anhydride, 99%

Codice CAS
1538-75-6
Sinonimi
Pivalic anhydride

Stock No. Dimensioni Prezzo ($) Quantità Disponibilità
B22983-14 25g 45,90
B22983-22 100g 133,00
B22983-36 500g 605,00
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Trimethylacetic anhydride, 99%

MDL
MFCD00008842
EINECS
216-263-1

Proprietà chimiche

Formula
C10H18O3
Peso formula
186.25
Punto di ebollizione
193°
Punto di infiammabilità
63°(145°F)
Densità
0.918
Indice di rifrazione
1.4090
Storage & Sensitivity
Moisture Sensitive. Ambient temperatures.
Solubilità
Miscible with acetonitrile.

Applicazioni

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.

Note

Moisture sensitive. Incompatible with strong oxidizing agents, strong acids, strong bases and strong reducing agents.

Letteratura

The direct hydrogenation of carboxylic acids to aldehydes has been achieved in the presence of pivalic anhydride and Tetrakis(triphenyl­phosphine)­palladium(0)­, 10548 : Chem. Lett., 1143 (1998).

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 Trimethyl­acetyl­ chloride, A15051 .

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.

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.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H227-H314-H318

Combustible liquid. Causes severe skin burns and eye damage. Causes serious eye damage.

Dichiarazioni precauzionali: P280-P305+P351+P338-P309-P310a

Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF exposed or if you feel unwell: Immediately call a POISON CENTER/doctor

Altri riferimenti

Beilstein
386552
Classe di rischio
8
Gruppo di imballaggio
III
Codice tariffe armonizzato
2915.90
TSCA
Yes

Raccomandato

  • A11766

    Allyl bromide, 99%, stab. with 300-1000ppm Propylene oxide
  • A12245

    Succinic anhydride, 99%
  • A13064

    tert-Butyldimethylchlorosilane, 97%
  • A13614

    Trifluoroacetic anhydride, 99+%
  • B23003

    1,2,4-Benzenetricarboxylic anhydride, 97%

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