N,N-dimethylformamide di-tert-butyl acetal, CAS No. 36805-97-7

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36805-97-7

Catalog No. EBD42471

CAS 36805-97-7

Name N,N-dimethylformamide di-tert-butyl acetal

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Basic Information

Synonyms: (t-BuO)2CHNMe2 N,N-dimethylformamidedi-tert-butylacetal 1,1-Di-tert-butoxytrimethylamine 1,1-Bis(1,1-dimethylethoxy)-N,N,N-trimethylamine 1,1-Di-tert-butoxy-N,N-dimethylmethylamine 1,1-di-tert-butoxy-N,N-dimethylmethanamine di-tert-butoxy-N,N-dimethylmethanaminium Di-tert-butoxymethyl-dimethyl-amine

Molecular Formula: C11H25NO2

Molecular Weight: 203.32

Categories: Synthetic Chemistry > Organic Building Blocks > Amines Synthetic Chemistry > Organic Building Blocks > Aldehydes and Ketones Synthetic Chemistry > Organic Building Blocks > Special Functional Group Blocks

Product Description:

N,N-Dimethylformamide di-tert-butyl acetal is a specialized organic reagent belonging to the class of amide acetals. Structurally, it features a central carbon atom bonded to two tert-butoxy groups and a dimethylamino group, making it a highly reactive orthoester derivative. It is a colorless to pale yellow liquid with a characteristic amine-like odor. This compound is primarily utilized as a powerful dehydrating and protecting agent in organic synthesis. Its main application is the conversion of carboxylic acids into their corresponding tert-butyl esters under mild, neutral conditions, which is a crucial transformation in peptide and pharmaceutical intermediate synthesis. Additionally, it serves as an effective reagent for the protection of alcohols and thiols as tert-butyl ethers and thioethers, and for the formation of nitriles from primary amides. Its high reactivity and selectivity make it a valuable tool in complex molecule construction, particularly where acid-sensitive functional groups are present. Due to its moisture sensitivity, N,N-dimethylformamide di-tert-butyl acetal must be handled under anhydrous conditions. It is a versatile synthetic building block and a standard reagent in organic chemistry laboratories, widely used in the preparation of drug intermediates and fine chemicals.

Physical Properties

Boiling Point: 56-57 °C/8 mmHg(lit.)

Flash Point: 35 °C

Density: 0.848 g/mL at 25 °C(lit.)

Refractivity: n20/D 1.413(lit.)

Safety Information

Packing Level: III

Hazard Category: 3

Transport Codes: 1993C