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D80002

Sigma-Aldrich

DCC

99%

Sinonimo/i:

N,N′-Dicyclohexylcarbodiimide

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About This Item

Formula condensata:
C6H11N=C=NC6H11
Numero CAS:
538-75-0
Peso molecolare:
206.33
Beilstein:
610662
Numero CE:
208-704-1
Numero MDL:
MFCD00011659
Codice UNSPSC:
12352111
ID PubChem:
24894174
NACRES:
NA.22
Prezzi e disponibilità al momento non sono disponibili

Livello qualitativo

200

Saggio

99%

Stato

solid

Impiego in reazioni chimiche

reaction type: Coupling Reactions

P. ebollizione

122-124 °C/6 mmHg (lit.)

Punto di fusione

34-35 °C (lit.)

Stringa SMILE

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
QOSSAOTZNIDXMA-UHFFFAOYSA-N

Informazioni sul gene

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

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Descrizione generale

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]

Applicazioni

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]

Pittogrammi

Skull and crossbonesCorrosion
GHS06,GHS05

Avvertenze

Danger

Indicazioni di pericolo

H302,H311,H317,H318

Classi di pericolo

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

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

235.4 °F - closed cup

Punto d’infiammabilità (°C)

113 °C - closed cup

Dispositivi di protezione individuale

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

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Certificati d'analisi (COA)

Lot/Batch Number
WXBF5616V
WXBF5003V
WXBF3711V
WXBF4159V
WXBF2469V

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Sigma-Aldrich

39391

N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide

4-(Dimethylamino)pyridine for synthesis

Sigma-Aldrich

8.20499

4-(Dimethylamino)pyridine

Vibrational spectroscopy and DFT calculations of N,N'-dicyclohexylcarbodiimide.
Chowdhry BZ, et al.
Journal of Raman Spectroscopy, 42(2), 230-238 (2011)
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)
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)
Jones, J.
The Chemical Synthesis of Peptides, International Series of Monographs on Chemistry, 23 (1994)
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Questions

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  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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