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538-75-0 - N,N'-Dicyclohexylcarbodiimide, 99% - DCC - A10973 - Alfa Aesar

A10973 N,N'-Dicyclohexylcarbodiimide, 99%

CAS Number
538-75-0
Synonyms
DCC

Size Price ($) Quantity Availability
25g 18.99
100g 35.33
500g 112.27
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N,N'-Dicyclohexylcarbodiimide, 99%

MDL
MFCD00011659
EINECS
208-704-1

Chemical Properties

Formula
C13H22N2
Formula Weight
206.33
Melting point
33-36°
Boiling Point
154-156°/11mm
Flash Point
138°(280°F)
Sensitivity
Moisture Sensitive
Solubility
Soluble in methanol, chloroform, dichloromethane, acetonitrile, tetrahydrofuran and dimethylformamide. Insoluble in water.

Applications

N,N'-Dicyclohexylcarbodiimide is a carboxyl activating reagent used in peptide synthesis. It acts as a dehydrating agent for the preparation of amides, ketones and nitriles. It is involved in the preparation of esters by reacting tertiary alcohols with carboxylic acid. It is utilized for the stereo chemical inversion of secondary alcohols by forming formyl ester followed by saponification. It is associated with dimethyl sulfoxide and used in Pfitzner-Moffatt oxidation to convert alcohols into aldehydes and ketones.

Notes

Incompatible with strong oxidizing agents.

Literature References

Blbulyan, S.; Trchounian, A. Impact of membrane-associated hydrogenases on the F O F 1-ATPase in Escherichia coli during glycerol and mixed carbon fermentation: ATPase activity and its inhibition by N, N'-dicyclohexylcarbodiimide in the mutants lacking hydrogenases. Arch. Biochem. Biophys. 2015, 579, 67-72.

Chen, J.; Zhang, J.; Zhang, W.; Chen, Z. Sensitive determination of the potential biomarker sarcosine for prostate cancer by LC-MS with N, N'-dicyclohexylcarbodiimide derivatization. J. Sep. Sci. 2014, 37 (1-2), 14-19.

GHS Hazard and Precautionary Statements

Hazard Statements: H311-H302-H317-H318

Toxic in contact with skin. Harmful if swallowed. May cause an allergic skin reaction. Causes serious eye damage.

Precautionary Statements: P261-P280-P305+P351+P338-P361-P310-P301+P312-P312-P363-P405-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Remove/Take off immediately all contaminated clothing. Immediately call a POISON CENTER or doctor/physician. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. Wash contaminated clothing before reuse. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Merck
14,3096
Beilstein
610662
Hazard Class
6.1
Packing Group
III
Harmonized Tariff Code
2925.29
TSCA
Yes
RTECS
FF2160000

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