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38370

Sigma-Aldrich

DIC

≥98.0% (GC), for peptide synthesis

Sinónimos:

N,N′-Diisopropilcarbodiimida

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25 ML
$92.40
100 ML
$232.00
500 ML
$873.00

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25 ML
$92.40
100 ML
$232.00
500 ML
$873.00

About This Item

Fórmula lineal:
(CH3)2CHN=C=NCH(CH3)2
Número de CAS:
693-13-0
Peso molecular:
126.20
Beilstein:
878281
Número CE:
211-743-7
Número MDL:
MFCD00065689
Código UNSPSC:
12352001
ID de la sustancia en PubChem:
329755678
NACRES:
NA.22

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Nombre del producto

DIC, purum, ≥98.0% (GC)

grado

purum

Nivel de calidad

200

Ensayo

≥98.0% (GC)

Formulario

liquid

idoneidad de la reacción

reaction type: Coupling Reactions

índice de refracción

n20/D 1.433 (lit.)

bp

145-148 °C (lit.)

densidad

0.815 g/mL at 20 °C (lit.)
0.815 g/mL at 20 °C

aplicaciones

peptide synthesis

grupo funcional

amine

cadena SMILES

CC(C)N=C=NC(C)C

InChI

1S/C7H14N2/c1-6(2)8-5-9-7(3)4/h6-7H,1-4H3

Clave InChI

BDNKZNFMNDZQMI-UHFFFAOYSA-N

Información sobre el gen

human ... EPHX2(2053)
mouse ... Ephx2(13850)

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Descripción general

N,N′-Diisopropylcarbodiimide (DIC) is a carbodiimide used as a coupling reagent in the synthesis of amides, peptides, ureas, heterocycles, and unsymmetrical carbodiimides. It is also used in the polymerization reactions as an activator.[1]

Aplicación

Alternativa a la diciclohexilcarbodiimida en la síntesis de péptidos.
N,N′-Diisopropylcarbodiimide can be used:
  • To synthesize lanthanide (Ln) guanidinate complexes via insertion of carbodiimide into the Ln-N bond of lanthanocene secondary amido complexes.[2]
  • To facilitate the cyclization of N-(β-Hydroxy)amides to form 2-oxazolines.[3]
  • To synthesize 1-isopropyl-2-alkoxycarbonyl-3-isopropyliminio-aziridine by reacting with alkyl diazoacetates in the presence of transition metal salts.[4]

DIC can be used as:
  • A coupling reagent for the synthesis of various esters and amides by treating carboxylic acids with phenols and amines respectively.[5]
  • A reagent for the conversion of alcohols to aldehydes or ketones in the presence of DMSO via modified Moffatt-type oxidation reaction.[1]
  • A reagent to facilitates the preparation of alkyl halides from corresponding alcohols via the formation of o-alkylisourea.[6]

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Referencia del producto
Descripción
Precios

Palabra de señalización

Danger

Frases de peligro

H226,H317,H318,H330,H334

Clasificaciones de peligro

Acute Tox. 1 Inhalation - Eye Dam. 1 - Flam. Liq. 3 - Resp. Sens. 1 - Skin Sens. 1

Código de clase de almacenamiento

3 - Flammable liquids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

91.4 °F

Punto de inflamabilidad (°C)

33 °C

Equipo de protección personal

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

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Certificados de análisis (COA)

Lot/Batch Number
BCCM4353
BCCK5295
BCCH2478
BCCF5927
BCCC8108

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Synthesis of iminoaziridines from carbodiimides and diazoesters: a new example of transition metal salt catalysed reactions of carbenes.
Hubert A
Tetrahedron Letters, 17(16), 1317-1318 (1976)
Stefano Crosignani et al.
Chemical communications (Cambridge, England), (2), 260-261 (2003-02-15)
Alcohols can be converted in high yields to the corresponding alkyl halides in a one-pot procedure via the corresponding O-alkylisourea; very short reaction times are possible when microwave irradiation is used.
1, 3-Diisopropylcarbodiimide
Nora GP, et al.
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)
Amidation and esterification of carboxylic acids with amines and phenols by N, N?-diisopropylcarbodiimide: A new approach for amide and ester bond formation in water
Fattahi N, et al.
Tetrahedron, 74(32), 4351-4356 (2018)
Insertion of a carbodiimide into the Ln? N ?-bond of organolanthanide complexes. Isomerization and rearrangement of organolanthanides containing guanidinate ligands.
Zhang J
Organometallics, 23(13), 3303-3308 (2004)
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Questions

1–3 of 3 Questions  

  1. 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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  2. 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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  3. hi, what is the concentration of this product?

    1 answer

    1. The concentration of this product can be determined using the lot specific purity reported in the Certificate of Analysis, the density, and the compound molecular weight. This product has a density of 0.815 g/mL and a molecular weight of 126.20 g/mol. The minimum purity is 98.0%, thus the molarity will vary slightly from lot to lot. The molarity can range from 6.33M (98.0%) to 6.46M (100%).

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