Di-tert-butyl dicarbonate
Di-tert-butyl dicarbonate (CAS 24424-99-5), with the linear formula [(CH3)3COCO]2O and a molecular weight of 218.25 g/mol, is a valuable reagent in organic synthesis. It is primarily employed as a protecting group for amines, forming tert-butyloxycarbonyl (Boc) derivatives. This reagent is known for its effectiveness in peptide synthesis and other complex organic transformations, offering a convenient method for amine protection and deprotection under specific conditions. Available at ReagentPlus® grade with 99% assay.
- IUPAC
- Boc anhydride,Di-tert-butyl pyrocarbonate
- Synonyms
- Di-tert-butyl pyrocarbonateBoc anhydride
![Di-tert-butyl dicarbonate ([(CH3)3COCO]2O) — chemical structure, CAS 24424-99-5; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F24424-99-5.png&w=3840&q=75)
Amine Protection in Organic Synthesis
Di-tert-butyl dicarbonate is widely utilized for the efficient protection of primary and secondary amines. The resulting tert-butyloxycarbonyl (Boc) group is stable under many reaction conditions but can be readily removed under acidic conditions, making it ideal for multi-step syntheses.
Peptide Chemistry
In peptide synthesis, Di-tert-butyl dicarbonate serves as a crucial reagent for protecting the N-terminus of amino acids. This allows for controlled coupling reactions, preventing unwanted side reactions and ensuring the formation of the desired peptide sequence.
Preparation of Bovine Plasma Amine Oxidase Inactivators
This compound has been used in the synthesis of specific molecules, such as aminomethyl allene, which were investigated as inactivators for Bovine Plasma Amine Oxidase. This highlights its role in biochemical research and the development of enzyme inhibitors.
| Molecular weight | 218.25 |
|---|---|
| Linear formula | [(CH3)3COCO]2O |
| Assay | 99% |
| Grade | ReagentPlus® |
| Boiling point | 56-57 °C/0.5 mmHg(lit.) |
| Density | 0.95 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.409(lit.) |
| Melting point | 23 °C(lit.) |
| Concentration | 2 M in THF |
| Storage temperature | 2-8°C |
| Application | Aminomethyl allene was prepared by reaction of Boc propargyl amine with formaldehyde, diisopropylamine and copper bromide as part of a series of Bovine Plasma Amine Oxidase inactivators.1 |
Hazard statements
- H226Flammable liquid and vapour
- H315Causes skin irritation
- H317May cause an allergic skin reaction
- H319Causes serious eye irritation
- H330Fatal if inhaled
- H335May cause respiratory irritation
Precautionary statements
- P260Do not breathe dust, fume, gas, mist, vapours or spray
- P280Wear protective gloves, clothing and eye/face protection
- P284Wear respiratory protection
- P305IF IN EYES
- P310Immediately call a POISON CENTER or doctor
| Protective equipment | Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter |
|---|---|
| Flash point | 37 °C / 98.6 °F |
| Transport (UN / ADR) | UN 2929 6.1/PG 1 |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | T+ |
| Risk statements (R) | 10-26-36/37/38-43 |
| Safety statements (S) | 7/9-16-26-28-36/37-45 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is Di-tert-butyl dicarbonate used for?
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Di-tert-butyl dicarbonate is primarily used for the protection of amines, forming tert-butyloxycarbonyl (Boc) derivatives, particularly in organic synthesis and peptide chemistry. It has also been used in the preparation of specific enzyme inactivators for research purposes.
What is the CAS number and molecular formula for Di-tert-butyl dicarbonate?
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The CAS number for Di-tert-butyl dicarbonate is 24424-99-5, and its linear formula is [(CH3)3COCO]2O.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Di-tert-butyl dicarbonate at ReagentPlus® grade with an assay of 99%. TSS does not represent this product as USP, BP, or EP grade.
How should Di-tert-butyl dicarbonate be handled safely?
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Di-tert-butyl dicarbonate is a flammable liquid and vapour (H226), causes skin irritation (H315), may cause an allergic skin reaction (H317), causes serious eye irritation (H319), and is fatal if inhaled (H330), and may cause respiratory irritation (H335). Handle with appropriate personal protective equipment including eyeshields, face shields, and a full-face respirator, along with gloves. Ensure adequate ventilation.
How is Di-tert-butyl dicarbonate packed, shipped, and exported?
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Di-tert-butyl dicarbonate is packed according to industry standards for hazardous materials, shipped in compliance with UN 2929 regulations, and exported globally by Tech Serve Solutions.
How can I request a sample or quote for Di-tert-butyl dicarbonate?
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To request a sample or quote for Di-tert-butyl dicarbonate, please contact the Tech Serve Solutions sales department via our website or by phone.
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