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21860

Sigma-Aldrich

CDI

≥97.0% (T), for peptide synthesis

Sinónimos:

1,1′-Carbonyldiimidazole

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About This Item

Fórmula empírica (notación de Hill):
C7H6N4O
Número de CAS:
530-62-1
Peso molecular:
162.15
Beilstein:
6826
Número CE:
208-488-9
Número MDL:
MFCD00005286
Código UNSPSC:
12352115
ID de la sustancia en PubChem:
57647944
NACRES:
NA.22
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Nombre del producto

CDI, ≥97.0% (T)

Nivel de calidad

200

Ensayo

≥97.0% (T)

Formulario

solid

idoneidad de la reacción

reaction type: Carbonylations

mp

115-122 °C
117-122 °C (lit.)

aplicaciones

peptide synthesis

temp. de almacenamiento

2-8°C

cadena SMILES

O=C(n1ccnc1)n2ccnc2

InChI

1S/C7H6N4O/c12-7(10-3-1-8-5-10)11-4-2-9-6-11/h1-6H

Clave InChI

PFKFTWBEEFSNDU-UHFFFAOYSA-N

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Descripción general

CDI serves as a powerful coupling reagent in peptide synthesis and organic chemistry. [1]

Aplicación

CDI (1,1′-Carbonyldiimidazole) can be used:
  • In the activation of malonic acid derivatives to prepare carbonyl imidazoles by mild decarboxylation.[2]
  • In the activation of cellulose membranes for the development of immunosensors.[3]
  • In the synthesis of substituted 1,3-oxazolo[4,5-d] pyridazinones.[4]
  • As a reagent for the conversion of various hydroxamic acids to isocyanates by Lossen rearrangement.[5]
  • In the synthesis of 1,3,4-oxadiazole derivatives [6], and peptide thioesters in water.[7]
  • As an acylation agent for the synthesis of carbamates.[8]

Otras notas

Reactive reagent for the activation of acids as imidazolides: synthesis of esters, amides, ketones etc. Reagent for immobilizing enzymes and affinity ligands[9][10]; Carbonyl-transfer reagent for the synthesis of various heterocycles, some recent applications[11][12]

Pictogramas

CorrosionExclamation mark
GHS05,GHS07

Palabra de señalización

Danger

Frases de peligro

H302,H314

Clasificaciones de peligro

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B

Código de clase de almacenamiento

8A - Combustible corrosive hazardous materials

Clase de riesgo para el agua (WGK)

WGK 2

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificados de análisis (COA)

Lot/Batch Number
0000404280
0000404284
0000404283
0000404285
WXBF4915V

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Sigma-Aldrich

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Methyl acetoacetate Arxada quality, ≥99% (GC)

Sigma-Aldrich

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Methyl acetoacetate

S.K. Kang et al.
Synthetic Communications, 23, 2219-2219 (1993)
1,1'-Carbonyldiimidazole-mediated immobilization of enzymes and affinity ligands.
M T Hearn
Methods in enzymology, 135, 102-117 (1987-01-01)
Activation of cellulose membranes with 1, 1′-carbonyldiimidazole or 1-cyano-4-dimethylaminopyridinium tetrafluoroborate as a basis for the development of immunosensors
Stollner, D, et al.
Analytical Biochemistry, 2(304), 157-165 (2002)
Mild Decarboxylative Activation of Malonic Acid Derivatives by 1, 1′-Carbonyldiimidazole
Lafrance D, et al.
Organic Letters, 9(13), 2322-2325 (2011)
Sequential One-Pot Synthesis of Dipeptides through the Transient Formation of CDI-N-Protected \alpha-Aminoesters
Renata Marcia D et al.
advanced synthesis and catalysis, 359, 1963-1968 (2017)
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Questions

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  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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