| Company Name: |
Alfa Aesar |
| Tel: |
400-6106006 |
| Email: |
saleschina@alfa-asia.com |
- Pivalic anhydride
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- $13.00
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2026-09-11
- CAS:1538-75-6
- Min. Order: 1kg
- Purity: 99.0%
- Supply Ability: 1000MT
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| | Trimethylacetic anhydride Chemical Properties |
| Boiling point | 193 °C(lit.) | | density | 0.918 g/mL at 25 °C(lit.) | | vapor pressure | 62.1Pa at 25℃ | | refractive index | n20/D 1.409(lit.) | | Fp | 135 °F | | storage temp. | Inert atmosphere,Room Temperature | | solubility | Miscible with acetonitrile. | | form | Liquid | | color | Clear colorless | | Sensitive | Moisture Sensitive | | BRN | 386552 | | InChI | InChI=1S/C10H18O3/c1-9(2,3)7(11)13-8(12)10(4,5)6/h1-6H3 | | InChIKey | PGZVFRAEAAXREB-UHFFFAOYSA-N | | SMILES | C(C)(C)(C)C(=O)OC(=O)C(C)(C)C | | LogP | 2.15 | | CAS DataBase Reference | 1538-75-6(CAS DataBase Reference) | | EPA Substance Registry System | Propanoic acid, 2,2-dimethyl-, anhydride (1538-75-6) |
| Hazard Codes | C | | Risk Statements | 34 | | Safety Statements | 26-36/37/39-45 | | RIDADR | UN 2920 8/PG 2 | | WGK Germany | 3 | | F | 9-13-21 | | TSCA | TSCA listed | | HazardClass | 8 | | PackingGroup | II | | HS Code | 29159000 | | Storage Class | 10 - Combustible liquids | | Hazard Classifications | Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
Skin Sens. 1
STOT SE 3 |
| | Trimethylacetic anhydride Usage And Synthesis |
| Synthesis | Currently, the synthesis of trimethylacetic anhydride from terpentine is mainly achieved through dehydrating agents or by the action of acetic anhydride. This method requires the use of dehydrating agents that cause severe environmental pollution, and the production process is long, involves many steps, requires high investment in equipment and infrastructure, and demands high corrosion resistance from the equipment. If acetic anhydride is used to induce an exchange dehydration reaction, the reaction time is also relatively long. Therefore, a systematic study of the preparation process of trimethylacetic anhydride is of great significance. The synthesis reaction formula of trimethylacetic anhydride is shown in the figure below: 
Figure 1 Synthesis reaction formula of trimethylacetic anhydride | | Mechanism of Hydrolysis | The acid hydrolysis of trimethylacetic anhydride follows an A-2 mechanism in both water and aqueous dioxane and is slower than that of acetic anhydride. acetic anhydride also follows an A-2 mechanism.
These observations suggest that the acid hydrolysis of Perchloric, sulfuric, and hydrochloric acid catalyze hydrolysis to different extents, and plots of the logarithms of the rate constants against log [H+] or Ho are curved. These reactions are likely to involve a bimolecular attack by water molecules on the anhydride or its conjugate acid, as the methyl group is expected to hinder the incoming nucleophile through steric hindrance and, possibly, through inductive effects[1]. | | Description | Trimethylacetic anhydride is a pivalic acid derivative that is used in organic synthesis. The compound's reaction mechanism is believed to be the formation of an alkanoic acid, which reacts with a hydroxyl group to form an anhydride. Trimethyl acetic anhydride has been shown to have pharmacokinetic properties and can be used as a nonsteroidal anti-inflammatory drug. This compound has also been found to have a matrix effect on crystalline cellulose and is capable of forming nitrogen-containing carboxylic acids. | | Chemical Properties | clear colourless liquid | | Uses | A metabolite of a double prodrug (6-dGCV-DPiv | | Uses | 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
| | Application | Trimethylacetic anhydride (TMA) as a new reagent for efficient histone derivatization, which is a requirement for bottom-up proteomic hPTM analysis. TMA can derivatize unmodified amine groups of lysine residues and amine groups generated at peptide N-termini by trypsin digestion. It afforded over 98% and 99% labelling efficiencies for histones H4 and H3 respectively, thereby enabling accurate quantification of the peptide forms[2]. | | Flammability and Explosibility | Not classified | | References | [1] C. A. Bunton, & J. H. F. (1965). The Hydrolysis of Carboxylic Anhydrides. V.1,2 The Acid Hydrolysis of Acetic and Trimethylacetic Anhydride. Journal of Organic Chemistry, 30 5, 1365–1371. https://doi.org/10.1021/jo01016a006
[2] Hana Kuchaříková. (2021). Trimethylacetic Anhydride-Based Derivatization Facilitates Quantification of Histone Marks at the MS1 Level. ACS Applied Nano Materials, 100114. https://doi.org/10.1016/j.mcpro.2021.100114 |
| | Trimethylacetic anhydride Preparation Products And Raw materials |
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