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

• 677-22-5 tert-butylmagnesium chloride 
• 3282-30-2 pivaloyl chloride 
• 75-98-9 Trimethylacetic acid 
• 6443-91-0 ethynyl methyl ether 
• 141-53-7 sodium formate 
• 98-88-4 benzoyl chloride 
• 501-53-1 benzyl chloroformate 
• 1659-31-0 2,2'-dipyridyl carbonate 
• 56070-03-2 N-(chlorosulfinyl)diphenylketimine 
• 60-29-7 diethyl ether 
• 3320-87-4 isocyanic acid (3-nitro-phenyl) ester 
• 108-88-3 toluene 
• 75-36-5 acetyl chloride 
• 630-19-3 pivalaldehyde 

Downstream Products

• 4208-54-2 1-(furan-2-yl)-2,2-dimethylpropan-1-one 
• 253185-03-4 tert-butylbenzene 
• 754-10-9 2,2-dimethylpropionamide 
• 100103-96-6 2,2-Dimethyl-thiopropionic acid S-pyridin-4-yl ester 
• 142645-50-9 6-methyl-2-pivaloylamino-4(3H)-pteridinone 
• 82247-50-5 3-pivaloxy-6-ethyl-2-cyclohexen-1-one 
• 82247-51-6 3-pivaloxy-4-ethyl-2-cyclohexen-1-one 
• 75151-82-5 N-(3-hydroxyphenyl)-2,2-dimethylpropionamide 
• 173035-06-8 3-((trimethylacetyl)oxy)aniline 
• 117267-22-8 2-Pivaloylamino-6-formylpteridin-4-one 
• 189629-53-6 2-(N,N-dimethylaminomethyleneamino)-6-formylpteridin-4(3H)-one 
• 137281-08-4 N-(4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)pivalamide 
• 208401-89-2 2,2-Dimethyl-propionic acid 2-[(Z)-3-(tert-butyl-dimethyl-silanyloxy)-propenyl]-phenyl ester 
• 212369-69-2 N-{5-[4-(tert-Butyl-diphenyl-silanyloxy)-butyl]-4-oxo-3,4,5,6,7,8-hexahydro-pyrido[2,3-d]pyrimidin-2-yl}-2,2-dimethyl-propionamide 

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

-

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.

Anhydrides from aldehydes or alcohols via oxidative cross-coupling

A novel type of metal-free oxidative cross-coupling for the synthesis of symmetrical and mixed anhydrides from aldehydes or benzylic alcohols has been developed. The aldehydes or alcohols were converted in situ into their corresponding acyl chlorides, which were then reacted with an array of carboxylic acids. The methodology has a general applicability, and was successfully employed to prepare either aromatic or aliphatic symmetrical anhydrides and mixed anhydrides, which are very unstable compounds.