di-tert-butyldicarbonate, CAS No. 691-64-5

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691-64-5

Catalog No. EBD578467

CAS 691-64-5

Name di-tert-butyldicarbonate

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Basic Information

Synonyms: t-butyloxalate ethanedioicacidbis(1,1-dimethylethyl)ester oxalicaciddi-tert-butylester di-tert-butyl-dicarbonate di-t-butylperoxyoxalate di-tert-butyloxalate di-tert-butylethanedioate

Molecular Formula: C10H18O4

Molecular Weight: 202.25

MDL Number: MFCD00008805

Categories: Synthetic Chemistry > Basic Synthetic Reagents > Other Basic Synthetic Reagents Synthetic Chemistry > Organic Building Blocks > Carboxylic Acids and Esters

Product Description:

Di-tert-butyl oxalate is an organic compound with the formula (t-BuOOC)₂. It is a colorless to pale yellow liquid that serves as a versatile reagent in organic synthesis. Its structure features two tert-butoxycarbonyl groups attached to an oxalate core. Its primary application is as a tert-butoxycarbonyl (Boc) group transfer agent, particularly for the protection of amines to form N-Boc derivatives. This reaction is crucial in peptide synthesis and the preparation of complex organic molecules where selective protection and deprotection steps are required. Compared to other Boc-anhydride reagents, di-tert-butyl oxalate can offer advantages in specific reaction conditions or selectivity profiles. As a specialty reagent, it is also used in the synthesis of heterocyclic compounds and as a precursor in various coupling reactions. It is commercially available from chemical suppliers specializing in fine chemicals and synthetic reagents for research and development purposes.

Physical Properties

Melting Point: 69-72 °C(lit.)

Boiling Point: 229.3 °C at 760 mmHg

Flash Point: 90 °C

Density: 1.007 g/cm3

Storage: 2-8°C