Skip to Content
MilliporeSigma

Skip To

8.02954

N,N′-Dicyclohexylcarbodiimide

for peptide synthesis

Synonym(s):

N,N′-Dicyclohexylcarbodiimide, DCC

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View
Size/SKUAvailabilityPrice
250 g
Check Cart for Availability
$83.00
1 kg
Check Cart for Availability
$179.00
2.5 kg
Check Cart for Availability
$349.00

About This Item

Linear Formula:
C(NC6H11)2
CAS Number:
Molecular Weight:
206.33
MDL number:
UNSPSC Code:
12352111
EC Index Number:
208-704-1
NACRES:
NA.22

$83.00


Check Cart for Availability

Request a Custom Order
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist


Product Name

N,N′-Dicyclohexylcarbodiimide, for synthesis

Quality Segment

form

solid

potency

1110 mg/kg LD50, oral (Rat), 71 mg/kg LD50, skin (Rat)

reaction suitability

reaction type: Coupling Reactions

bp

148-152 °C/15 hPa

mp

35-36 °C

transition temp

flash point 113 °C

density

0.95 g/cm3 at 40 °C

bulk density

920 kg/m3

application(s)

peptide synthesis

storage temp.

2-30°C

SMILES string

N(=C=NC2CCCCC2)C1CCCCC1

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

General description

N,N′-Dicyclohexylcarbodiimide (DCC) is a highly versatile dehydrating reagent with varied applications in organic chemistry. It is most frequently used as a coupling agent for the synthesis of amides, esters and thioesters from carboxylic acids and amines, alcohol and thiols, respectively. In peptide synthesis applications, DCC is used in conjunction with auxiliary nucleophiles such as Oxyma Pure and HOBt, to minimize side reactions such as racemization, N-acylurea or oxazolone formation. It is used as a dehydration reagent in the Moffatt oxidation of primary alcohols to aldehydes and in the conversion of amides to nitriles. The by-product of the dehydration reaction, dicyclohexylurea, is sparingly soluble in most reaction solvents and can be removed by filtration.

Application

Recent applications of N,N′-Dicyclohexylcarbodiimide include:
  • The synthesis of optically pure N-acyl-N,N′-dicyclohexylureas.
  • The activation of the carboxylic acid groups in aromatic carboxylic acids to facilitates their reaction with (N-isocyanimino)trifluoroacetamide to form the corresponding 1,3,4-oxadiazole derivatives.
  • The synthesis of poly (vinyl alcohol-co-vinyl levulinate) copolymers for use in biomedical applications.


pictograms

Skull and crossbonesCorrosion

signalword

Danger

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

Storage Class

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



Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

It looks like we've run into a problem, but you can still download Certificates of Analysis from our Documents section.

If you need assistance, please contact Customer Support

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library



Questions

1–2 of 2 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/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

  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

      Helpful?

Reviews

No rating value

Active Filters