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D80002

Sigma-Aldrich

DCC

99%

Sinônimo(s):

N,N′-Dicyclohexylcarbodiimide

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About This Item

Fórmula linear:
C6H11N=C=NC6H11
Número CAS:
538-75-0
Peso molecular:
206.33
Beilstein:
610662
Número CE:
208-704-1
Número MDL:
MFCD00011659
Código UNSPSC:
12352111
ID de substância PubChem:
24894174
NACRES:
NA.22
Preço e disponibilidade não estão disponíveis no momento.

Nível de qualidade

200

Ensaio

99%

Formulário

solid

adequação da reação

reaction type: Coupling Reactions

p.e.

122-124 °C/6 mmHg (lit.)

pf

34-35 °C (lit.)

cadeia de caracteres SMILES

C1CCC(CC1)N=C=NC2CCCCC2

InChI

1S/C13H22N2/c1-3-7-12(8-4-1)14-11-15-13-9-5-2-6-10-13/h12-13H,1-10H2

chave InChI

QOSSAOTZNIDXMA-UHFFFAOYSA-N

Informações sobre genes

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

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Descrição geral

DCC is the acronym for N,N′-dicyclohexylcarbodiimide. In peptide synthesis, it is utilized for the activation of carboxyl group. The structure of DCC has been analyzed based on IR and Raman spectral data.[1] It mediates the esterification of poly(vinyl alcohol) with free levulinic acid to form poly(vinyl alcohol-co-vinyl levulinate).[2]

Aplicação

Carboxy group activating reagent for peptide synthesis.[3]
DCC has been used in the preparation of titanate nanotubes-phthalocyanine(TiONts-Pc) nanohybrids[4] and 7-((tert-butyldimethylsilyl)oxy)hepta-2,4-diyn-1-yl propynoate.[5]
DCC may be used to promote the esterification of
7-((tert-butyldimethylsilyl)oxy)hepta-2,4-diyn-1-ol with propiolic acid to form 7-((tert-butyldimethylsilyl)oxy)hepta-2,4-diyn-1-yl propynoate.[6]
It can also used to synthesize:
  • 1,3-Thiazetedine derivatives via [2+2] cycloaddition with 2-phenylethenyl- and 2-(4-nitrophenyl)ethenyl isothiocyanates.[7]
  • 1,3,5-Oxadiazine-4-thiones via [4+2] cycloaddition with benzoyl isothiocyanates.[8]
  • Sterically hindered 1,3,4-oxadiazole derivatives by reacting with (N-isocyanimino)triphenylphosphorane in the presence of aromatic (or heteroaromatic) carboxylic acids.[9]

Pictogramas

Skull and crossbonesCorrosion
GHS06,GHS05

Palavra indicadora

Danger

Frases de perigo

H302,H311,H317,H318

Classificações de perigo

Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Sens. 1

Código de classe de armazenamento

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

235.4 °F - closed cup

Ponto de fulgor (°C)

113 °C - closed cup

Equipamento de proteção individual

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificados de análise (COA)

Lot/Batch Number
WXBF5616V
WXBF5003V
WXBF3711V
WXBF4159V
WXBF2469V

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8.20499

4-(Dimethylamino)pyridine

Phthalocyanine-titanate nanotubes: a promising nanocarrier detectable by optical imaging in the so-called imaging window.
Paris J, et al.
Royal Society of Chemistry Advances, 5(9), 6315-6322 (2015)
Vibrational spectroscopy and DFT calculations of N,N'-dicyclohexylcarbodiimide.
Chowdhry BZ, et al.
Journal of Raman Spectroscopy, 42(2), 230-238 (2011)
Jones, J.
The Chemical Synthesis of Peptides, International Series of Monographs on Chemistry, 23 (1994)
Svenja Bockelmann et al.
The Journal of biological chemistry, 285(49), 38304-38314 (2010-10-05)
The macrolactone archazolid is a novel, highly specific V-ATPase inhibitor with an IC(50) value in the low nanomolar range. The binding site of archazolid is presumed to overlap with the binding site of the established plecomacrolide V-ATPase inhibitors bafilomycin and
N,N-dicyclohexylcarbodiimide assisted synthesis and characterization of poly (vinyl alcohol-co-vinyl levulinate).
Wang, YM, et al.
Polymer, 46(23), 9793-9802 (2005)
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      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?

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    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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