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Documentos Principais

D80002

Sigma-Aldrich

DCC

99%

Sinônimo(s):

N,N′-Dicyclohexylcarbodiimide

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About This Item

Fórmula linear:
C6H11N=C=NC6H11
Número CAS:
Peso molecular:
206.33
Beilstein:
610662
Número CE:
Número MDL:
Código UNSPSC:
12352111
ID de substância PubChem:
NACRES:
NA.22

Nível de qualidade

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. It mediates the esterification of poly(vinyl alcohol) with free levulinic acid to form poly(vinyl alcohol-co-vinyl levulinate).

Aplicação

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

Pictogramas

Skull and crossbonesCorrosion

Palavra indicadora

Danger

Frases de perigo

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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Slide 1 of 1

1 of 1

N,N-dicyclohexylcarbodiimide assisted synthesis and characterization of poly (vinyl alcohol-co-vinyl levulinate).
Wang, YM, et al.
Polymer, 46(23), 9793-9802 (2005)
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)
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)
Reaction of 4-substituted benzoyl isothiocyanates with N, N'-dicyclohexylcarbodiimide and N, N'-diphenylcarbodiimide
Hritzova O
Collection of Czechoslovak Chemical Communications, 43(12), 3258-3262 (1978)

Artigos

Carbodiimide-mediated peptide coupling remains to the most frequently used technique.

Professor Aran (Claremont University, USA) thoroughly discusses the engineering of graphene based materials through careful functionalization of graphene oxide, a solution processable form of graphene.

Global Trade Item Number

SKUGTIN
194115-100G4061832418803
194115-5G
D80002-500G4061835556618
D80002-100G4061835556595
D80002-10KG
D80002-15KG4061833486726
D80002-18KG
D80002-1KG4061833589076
D80002-5KG4061833553480
D80002-25G4061835556601

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