361941

Di-tert-butyl dicarbonate

≥99%, for peptide synthesis, ReagentPlus^®

• Synonyma: Boc anhydride, Di-tert-butyl pyrocarbonate
• Lineární vzorec: [(CH₃)₃COCO]₂O
• Číslo CAS: 24424-99-5
• Molekulová hmotnost: 218.25
• NACRES: NA.22
• PubChem Substance ID: 24862282
• UNSPSC Code: 12352302
• EC Number: 246-240-1
• MDL number: MFCD00008805
• Beilstein/REAXYS Number: 1911173

Vlastnosti

• Název produktu: Di-tert-butyl dicarbonate, ReagentPlus^®, ≥99%
• Quality Segment: 200
• product line: ReagentPlus^®
• assay: ≥99%
• form: solid or liquid
• reaction suitability: reactivity: amine reactive, reagent type: protection reagent
• refractive index: n20/D 1.409 (lit.)
• bp: 56-57 °C/0.5 mmHg (lit.)
• mp: 23 °C (lit.)
• density: 0.95 g/mL at 25 °C (lit.)
• application(s): peptide synthesis
• functional group: carbonate
• storage temp.: 2-8°C
• SMILES string: CC(C)(C)OC(=O)OC(=O)OC(C)(C)C
• InChI: 1S/C10H18O5/c1-9(2,3)14-7(11)13-8(12)15-10(4,5)6/h1-6H3
• InChI key: DYHSDKLCOJIUFX-UHFFFAOYSA-N

Popis

Application

Di-tert-butyl dicarbonate (Boc anhydride) can be used:

• As a reagent to introduce Boc protecting group for the amine functionalities.
• To prepare tert-butyl ethers and Boc-alcohols in presence of Lewis acid catalyst.
• As a carboxylating agent for the preparation of a variety of tert-butyl carboxylates.
• For the conversion of amines to corresponding isocyanates, carbamates and urea derivatives.
• As a coupling reagent for anchoring various carboxylic acids to hydroxymethylated resins.
• To synthesize quinolinones and 2-(pseudo)haloquinolines from 2-alkenylanilines in presence of DMAP as a catalyst.

Automated Boc protection and deprotection can be done using Synple Automated Synthesis Platform (SYNPLE-SC002), Boc protection cartridges ((SYNPLE-B001), (SYNPLE-B002), and Boc deprotection cartridges (SYNPLE-B011)

Reagent for the introduction of the Boc protecting group.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Hydrolyzes to t-butanol and CO₂; causes internal pressure in bottle if exposed to moisture.

Bezpečnostní informace

• Piktogramy: GHS02,GHS06,GHS05
• Výstražné slovo: Danger
• Kódy nebezpečí: H226,H315,H317,H318,H330,H335
• Bezpečnostní pokyny: P210 - P233 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 1 Inhalation - Eye Dam. 1 - Flam. Liq. 3 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
• Cílové orgány: Respiratory system
• Skladovací třída: 3 - Flammable liquids
• Co se děje?: WGK 3
• Bod vzplanutí (°F): 98.6 °F - closed cup
• Bod vzplanutí (°C): 37 °C - closed cup
• PPE (osobní ochranné prostředky): Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter