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D80002

DCC

Name: DCC
Brand: ALDRICH

99%

Synonym(s):

N,N′-Dicyclohexylcarbodiimide

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About This Item

Linear Formula:

C₆H₁₁N=C=NC₆H₁₁

CAS Number:

538-75-0

Molecular Weight:

206.33

UNSPSC Code:

12352111

NACRES:

NA.22

PubChem Substance ID:

24894174

EC Number:

208-704-1

Beilstein/REAXYS Number:

610662

MDL number:

MFCD00011659

Assay:

99%

Form:

solid

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Properties

Quality Level

200

assay

99%

form

solid

reaction suitability

reaction type: Coupling Reactions

bp

122-124 °C/6 mmHg (lit.)

mp

34-35 °C (lit.)

SMILES string

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

InChI key

QOSSAOTZNIDXMA-UHFFFAOYSA-N

Gene Information

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

Description

General description

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).

Application

Carboxy group activating reagent for peptide synthesis.

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.

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.

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pictograms

GHS06,GHS05

signalword

Danger

hcodes

H302,H311,H317,H318

pcodes

P261 - P264 - P280 - P301 + P312 - P302 + P352 + P312 - P305 + P351 + P338

Hazard Classifications

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

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

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

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

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Articles

Functionalized Graphene Oxide: Properties & Applications

Professor Aran discusses engineering graphene-based materials through careful functionalization, enabling diverse applications.

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)

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)

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Global Trade Item Number

SKU	GTIN
194115-100G	04061832418803
D80002-500G	04061835556618
D80002-100G	04061835556595
D80002-15KG	04061833486726
D80002-1KG	04061833589076
D80002-25G	04061835556601
D80002-5KG	04061833553480