34660

Di-tert-butyl dicarbonate

≥98.0% (GC), for peptide synthesis

• 동의어(들): Boc₂O, Boc anhydride, Di-tert-butyl pyrocarbonate
• Linear Formula: [(CH₃)₃COCO]₂O
• CAS Number: 24424-99-5
• Molecular Weight: 218.25
• Beilstein: 1911173
• EC Number: 246-240-1
• MDL number: MFCD00008805
• UNSPSC 코드: 12352108
• PubChem Substance ID: 329755051
• NACRES: NA.22

속성

• 제품명: Di-tert-butyl dicarbonate, ≥98.0% (GC)
• Quality Level: 200
• 분석: ≥98.0% (GC)
• 양식: solid or liquid
• 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.)
• 응용 분야: peptide synthesis
• 작용기: carbonate
• 저장 온도: 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

설명

일반 설명

Di-tert-butyl dicarbonate (Boc₂O) is a reagent mainly used for the introduction of the Boc protecting group to amine functionalities. It is also used as a dehydrating agent in some organic reactions, particularly with carboxylic acids, certain hydroxyl groups, or with primary nitroalkanes.

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)

애플리케이션

Di-tert-butyl dicarbonate (Boc₂O) has been used in the synthesis of:

• An azobenzene amino acid(aa).
• N-tert-butoxycarbonyl-3,4-methylenedioxymethamphetamine (t-BOC-MDMA) from MDMA.

It can also be used as a reagent:

• To introduce acid-labile Boc-protecting group in amino acids, peptides, and proteins.        
• To prepare styrene derivatives by Heck olefination of aromatic carboxylic acids in the presence of a Pd catalyst.        
• To synthesize oxazolidin-2-ones and imidazolidin-2-ones by isocyanation of 1,2-aminoalcohols and 1,2-diamines using DMAP as a catalyst.       
• In the preparation of N-tert-butoxycarbonyl-3,4-methylenedioxymethamphetamine (t-Boc-MDMA) from MDMA.
• For the conversion of amines to corresponding isocyanates, carbamates, and urea derivatives.
• In the N-BOC-ylation of amides.
• In the N-BOC-ylation of sensitive compounds under non-aqueous conditions.

Reagent for the introduction of the Boc protecting group.

경고

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

안전성 정보

• 픽토그램: GHS02,GHS06,GHS05
• 신호어: Danger
• 유해 및 위험 성명서: H226,H315,H317,H318,H330,H335
• 예방조치 성명서: 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
• 표적 기관: Respiratory system
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 3
• Flash Point (°F): 98.6 °F - closed cup
• Flash Point (°C): 37 °C - closed cup
• 개인 보호 장비: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter