1538-75-6

Basic information

• Product Name: TRIMETHYLACETIC ANHYDRIDE
• Synonyms: BIS(TRIMETHYLACETIC) ANHYDRIDE;2,2-DIMETHYLPROPIONIC ACID ANHYDRIDE;2,2-DIMETHYLPROPIONIC ANHYDRIDE;2,2-Dimethylpropionic anhydride, Pivalic anhydride;Bis(2,2-dimethylpropionic acid)anhydride;Bis(2,2-dimethylpropionic)anhydride;Bis(pivalic acid)anhydride;Bis(pivalic)anhydride
• CAS NO: 1538-75-6
• Molecular Formula: C₁₀H₁₈O₃
• Molecular Weight: 186.25
• EINECS: 216-263-1
• Product Categories: Aliphatics;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Aliphatics, Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 1538-75-6.mol
• Article Data: 41

Chemical Properties

• Boiling Point: 193 °C(lit.)
• Flash Point: 135 °F
• Appearance: Clear colorless/Liquid
• Density: 0.918 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.475mmHg at 25°C
• Refractive Index: n20/D 1.409(lit.)
• Storage Temp.: Store at RT.
• Solubility: Miscible with acetonitrile.
• Sensitive: Moisture Sensitive
• BRN: 386552
• CAS DataBase Reference: TRIMETHYLACETIC ANHYDRIDE(CAS DataBase Reference)
• NIST Chemistry Reference: TRIMETHYLACETIC ANHYDRIDE(1538-75-6)
• EPA Substance Registry System: TRIMETHYLACETIC ANHYDRIDE(1538-75-6)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 2920 8/PG 2
• WGK Germany: 3
• F: 9-13-21
• TSCA: Yes
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 1538-75-6(Hazardous Substances Data)

Usage

Chemical Properties

clear colourless liquid

Uses

Different sources of media describe the Uses of 1538-75-6 differently. You can refer to the following data:
1. A metabolite of a double prodrug (6-dGCV-DPiv
2. Trimethylacetic anhydride was used:in solid-phase oligonucleotide synthesisin kinetic resolution of racemic 2-hydroxy-γ-butyrolactones with diphenylacetic acidas acylation and esterification reagent for anilinesas acylation and esterification reagent for phenols

Flammability and Explosibility

Notclassified

InChI:InChI=1/C10H18O3/c1-9(2,3)7(11)13-8(12)10(4,5)6/h1-6H3

Upstream product

• 35373-26-3 2-tert-butyl-4,4-dimethyl-pent-1-en-3-one 
• 3282-30-2 pivaloyl chloride 
• 501-53-1 benzyl chloroformate 
• 75-98-9 Trimethylacetic acid 
• 19820-60-1 Benzoic trimethylacetic anhydride 
• 112-31-2 caprinaldehyde 
• 112-13-0 n-decanoyl chloride 
• 677-22-5 tert-butylmagnesium chloride 
• 75-36-5 acetyl chloride 
• 630-19-3 pivalaldehyde 
• 65-85-0 benzoic acid 
• 98-73-7 4-(1,1-dimethylethyl)benzoic acid 
• 50-43-1 2,4,6-trichlorobenzoic acid 
• 50-84-0 2,4 dichlorobenzoic acid 

Downstream Products

• 253185-03-4 tert-butylbenzene 
• 754-10-9 2,2-dimethylpropionamide 
• 143947-40-4 N-[5-(4-Chloro-phenyl)-2-(2,2-dimethyl-propionylamino)-6-ethyl-pyrimidin-4-yl]-2,2-dimethyl-propionamide 
• 190776-66-0 1,3-bis(pivaloylamino)-8-(3',4',5'-trimethoxyphenyl)-7,8,9,10-tetrahydropyrimido[4,5-c][2,7]naphthyridin-6(5H)-one 
• 630-19-3 pivalaldehyde 
• 75-98-9 Trimethylacetic acid 
• 83846-55-3 Linalyl pivalate 
• 345625-79-8 bis(2,2-dimethylpropanoyloxy)phenylmethane 

Relevant articles and documents

Reactions of Tris(dialkylamino)phosphines with Carbonyl Compounds

The reactions of hexamethylphosphorous triamide and some cyclic analogues with anhydrides, acid chorides, and esters are reported.A mechanism is postulated which involves nucleophilic attack of trivalent phosphorus upon the carbonyl carbon, followed by phosphorane formation and a concerted fragmentation to products.

Electrochemical Reduction of Trimethylacetyl Chloride at Carbon and Mercury Electrodes in Acetonitrile

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Visible light-induced transformation of aldehydes to esters, carboxylic anhydrides and amides

A transition metal- and organophotocatalyst free synthesis of esters, carboxylic anhydrides and amides from aldehydes induced by visible-light has been reported. The proposed methodology can be carried out by the use of sunlight or artificial visible light as a blue LED source. The methodology has a very broad applicability and the desired products are obtained in very satisfactory yields.

METHOD FOR PRODUCING CARBOXYLIC ACID ANHYDRIDE AND METHOD FOR PRODUCING CARBOXYLIC ACID ESTER

Provided is a production method whereby corresponding carboxylic acid anhydrides and carboxylic acid esters can be obtained at high yield from various carboxylic acids even without a solvent and near room temperature. A method for producing a carboxylic acid anhydride represented by formula (II), the method comprising reacting a compound represented by formula (I) and a carboxylic acid in the presence of a Group II metal compound having an ionic ligand containing an oxygen atom. A method for producing a carboxylic acid ester, the method comprising reacting a carboxylic acid anhydride produced by the aforementioned method and an alcohol. In formula (I), R1 represents a C1-20 hydrocarbon group. In formula (II), R2 represents a C1-20 hydrocarbon group.