Name | Trimethylacetic anhydride |
Synonyms | Pivalic anhydride Bis(pivalic)anhydride Trimethylacetic anhydride Bis(pivalic acid)anhydride BIS(TRIMETHYLACETIC) ANHYDRIDE 2,2-dimethylpropanoic anhydride 2,2-DIMETHYLPROPIONIC ANHYDRIDE Bis(2,2-dimethylpropionic)anhydride 2,2-DIMETHYLPROPIONIC ACID ANHYDRIDE Bis(2,2-dimethylpropionic acid)anhydride 2,2-Dimethylpropionic anhydride, Pivalic anhydride |
CAS | 1538-75-6 |
EINECS | 216-263-1 |
InChI | InChI=1/C10H18O3/c1-9(2,3)7(11)13-8(12)10(4,5)6/h1-6H3 |
Molecular Formula | C10H18O3 |
Molar Mass | 186.25 |
Density | 0.918g/mLat 25°C(lit.) |
Boling Point | 193°C(lit.) |
Flash Point | 135°F |
Solubility | Miscible with acetonitrile. |
Vapor Presure | 62.1Pa at 25℃ |
Appearance | Liquid |
Color | Clear colorless |
BRN | 386552 |
Storage Condition | Inert atmosphere,Room Temperature |
Sensitive | Moisture Sensitive |
Refractive Index | n20/D 1.409(lit.) |
Hazard Symbols | C - Corrosive |
Risk Codes | 34 - Causes burns |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) |
UN IDs | UN 2920 8/PG 2 |
WGK Germany | 3 |
FLUKA BRAND F CODES | 9-13-21 |
TSCA | Yes |
HS Code | 29159000 |
Hazard Class | 8 |
Packing Group | II |
LogP | 2.15 |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
uses | pivalic anhydride is a metabolite of the dual prodrug of ganciclovir (6-dgc V-dpiv). |
synthetic use | trimethylacetic anhydride is used as an acylating and esterifying agent, which participates in acylation and esterification reactions with aniline and phenol. Trimethylacetic anhydride is also used for solid-phase oligonucleotide synthesis and kinetic resolution of racemic 2-hydroxy-γ-butyrolactone and diphenylacetic acid for the production of cyano-4, N-tert-butoxycarbonyl piperidine, it is also used in solid-phase oligonucleotide synthesis. |
preparation | currently, the synthesis of trimethyl acetic anhydride from pivalic acid is mainly realized by dehydrating agent or under the action of acetic anhydride. This method requires the use of dehydrating agents with serious environmental pollution, and has a long production process route, many processes, high investment in equipment and capital construction, and high requirements for corrosion resistance of the equipment. If the exchange dehydration reaction is carried out with acetic anhydride, a longer reaction time is required. It is of great significance to systematically study the preparation process of trimethyl acetic anhydride. The synthesis reaction formula of trimethyl acetic anhydride is shown below: Fig. 1 |