di-tert-butyl dicarbonate

CAS Number
24424-99-5
EC Number
246-240-1
Chemical Formula
C10H18O5
Molecular Weight
218.25 g/mol
Abbreviation
Boc₂O

Description

Di-tert-butyl dicarbonate (CAS 24424-99-5), commonly known as Boc₂O or BOC-anhydride, is a reagent used across pharmaceutical synthesis and biotechnology to introduce the tert-butoxycarbonyl protecting group onto amines. This function is central to controlled peptide assembly and API manufacturing, where selective protection of reactive sites determines synthetic yield and product purity in complex chemical processes.

In pharmaceutical manufacturing, Boc₂O is used to protect amine groups during multi-step synthesis of active pharmaceutical ingredients, preventing unwanted side reactions at critical stages of development. Peptide synthesis relies heavily on Boc chemistry, particularly in solid-phase and solution-phase processes producing therapeutic peptides and amino acid derivatives for various medical applications.

Biotechnology workflows use it to modify proteins, linkers, and bioconjugates where reversible amine protection is required. It also appears in agrochemical and specialty chemical synthesis for clean transformations. Di-tert-butyl dicarbonate is supplied as a liquid or low-melting solid, with liquid form being the standard commercial presentation for bulk handling and efficient industrial processing.

It is available in reagent-grade and high-purity pharmaceutical-grade specifications suited to GMP manufacturing environments. Packaging ranges from laboratory quantities up to drum-scale supply for operations.

Other Names (Synonyms)

Boc₂O|BOC-anhydride|bis(tert-butoxycarbonyl)oxide|Di(tert-butyl) carbonate|di-tert-Butyl pyrocarbonate|Boc2O|Dicarbonic acid, bis(1,1-dimethylethyl) ester|Z10Q236C3G

Key Technical Features

  • High Purity Grade standard
  • Consistent Batch Quality
  • Full Regulatory & REACH Support
  • Global Logistics Network enabled

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Physical Properties

Melting Point 22-24 °C
Boiling Point 65-66 °C @ Press: 1 Torr
Density 0.95 g/mL at 25 °C(lit.)
Flash Point 99 °F
Appearance White to off-white microcrystalline powder
Color White
Form Low Melting Crystalline Solid
Water Solubility Miscible with decalin, toluene, carbon tetrachloride, tetrahydrofuran, dioxane, alcohols, acetone, acetonitrile and dimethylformamide. Immiscible with water.
Vapor Pressure 3.85Pa at 25℃
Refractive Index n 20/D 1.409(lit.)
Log P 1.87 at 25℃

Documentation

Safety & Handling Learn More

Danger
GHS02· Flammable GHS05· Corrosive GHS06· Toxic GHS07· Irritant

Hazard Statements

H225 Highly Flammable liquid and vapor
H226 Flammable liquid and vapor
H228 Flammable solid
H315 Causes skin irritation

Precautionary Statements

P210 Keep away from heat, hot surfaces, sparks, open flames and other ignition sources. No smoking.
P233 Keep container tightly closed.
P240 Ground and bond container and receiving equipment.
P241 Use explosion-proof [electrical/ventilating/lighting/…] equipment.

Trade & Regulatory

HS Code 29209010
UN Number 2929
ADR Class 6.1
Packing Group I
Storage Class 3 - Flammable liquids
WGK (Germany) 3
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