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Sigma-Aldrich

Bicarbonato di-terc-butílico

≥99%, for peptide synthesis, ReagentPlus®

Sinônimo(s):

Anidrido Boc, Pirocarbonato di-terc-butílico

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5 G
R$ 348,00
25 G
R$ 1.667,00
250 G
R$ 8.848,00

R$ 348,00


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5 G
R$ 348,00
25 G
R$ 1.667,00
250 G
R$ 8.848,00

About This Item

Fórmula linear:
[(CH3)3COCO]2O
Número CAS:
Peso molecular:
218.25
Beilstein:
1911173
Número CE:
Número MDL:
Código UNSPSC:
12352302
ID de substância PubChem:
NACRES:
NA.22

R$ 348,00


Check Cart for Availability

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Nome do produto

Bicarbonato di-terc-butílico, ReagentPlus®, ≥99%

Nível de qualidade

linha de produto

ReagentPlus®

Ensaio

≥99%

Formulário

solid or liquid

índice de refração

n20/D 1.409 (lit.)

p.e.

56-57 °C/0.5 mmHg (lit.)

pf

23 °C (lit.)

densidade

0.95 g/mL at 25 °C (lit.)

aplicação(ões)

peptide synthesis

grupo funcional

carbonate

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

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

chave InChI

DYHSDKLCOJIUFX-UHFFFAOYSA-N

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Aplicação

Reagente para introdução do grupo protetor Boc.
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)
Di-tert-butyl dicarbonate (Boc anhydride) can be used:
  • As a reagent to introduce Boc protecting group for the amine functionalities.[1][2]
  • To prepare tert-butyl ethers and Boc-alcohols in presence of Lewis acid catalyst.[3]
  • As a carboxylating agent for the preparation of a variety of tert-butyl carboxylates.[4]
  • For the conversion of amines to corresponding isocyanates, carbamates and urea derivatives.[4]
  • As a coupling reagent for anchoring various carboxylic acids to hydroxymethylated resins.[5]
  • To synthesize quinolinones and 2-(pseudo)haloquinolines from 2-alkenylanilines in presence of DMAP as a catalyst.[6]

Advertência

Hidrolisa em t-butanol e CO2; causa pressão interna no frasco, se exposto à umidade.

Informações legais

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

Palavra indicadora

Danger

Classificações de perigo

Acute Tox. 1 Inhalation - Eye Dam. 1 - Flam. Liq. 3 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

3 - Flammable liquids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

98.6 °F - closed cup

Ponto de fulgor (°C)

37 °C - closed cup

Equipamento de proteção individual

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Certificados de análise (COA)

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The Journal of Organic Chemistry, 70(26), 10872-10874 (2005)
Di-tert-butyl dicarbonate as an efficient coupling reagent for the immobilization of carboxylic acid moieties
de los Angeles Laborde M, et al.
Tetrahedron Letters, 49(31), 4624-4625 (2008)
Beyond a Protecting Reagent: DMAP-Catalyzed Cyclization of Boc-Anhydride with 2-Alkenylanilines
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Tetrahedron, 65(1), 134-138 (2009)

Questions

1–2 of 2 Questions  
  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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