3-(3-Dimethylaminopropyl)-1-ethyl-carbodiimide hydrochloride
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3-(3-Dimethylaminopropyl)-1-ethyl-carbodiimide hydrochloride

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It is being used for the synthesis of amides. EDC HCl is also used as a coupling agent in the preparation of esters from carboxylic acids using dimethylaminopyridine as the catalyst. It is water-soluble carbodiimide, widely used for peptide coupling.

Category
Peptide Synthesis Reagents
Catalog number
BAT-004854
CAS number
25952-53-8
Molecular Formula
C8H17N3·HCl
Molecular Weight
191.70
3-(3-Dimethylaminopropyl)-1-ethyl-carbodiimide hydrochloride
IUPAC Name
3-(((ethylimino)methylene)amino)-N,N-dimethylpropan-1-amine hydrochloride
Synonyms
EDC.HCL; 1-Ethyl-3-(3-dimethyllaminopropyl)carbodiimide hydrochloride; EDC hydrochloride; EDCI; 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide Hydrochloride [Coupling Agent; EDAP; 1-Ethyl-3-(3-dimethyllaminopropyl)carbodiimide hydrochloride; edac hcl; wsc hcl; N1-((Ethylimino)methylene)-N3,N3-dimethylpropane-1,3-diamine hydrochloride
Appearance
White to off-white crystals
Purity
98%
Density
0.877 g/mL at 20 °C
Melting Point
110-115 °C
Boiling Point
269.1 °C at 760 mmHg
Storage
Store at 2-8 °C
Solubility
Slightly soluble in Methanol, Water
InChI
InChI=1S/C8H17N3.ClH/c1-4-9-8-10-6-5-7-11(2)3;/h4-7H2,1-3H3;1H
InChI Key
FPQQSJJWHUJYPU-UHFFFAOYSA-N
Canonical SMILES
CCN=C=NCCCN(C)C.Cl
1.Chemical modification and serological properties of the 3-deoxy-alpha-D-manno-2-octulosonic acid-containing polysaccharide from Escherichia coli LP1092.
Jennings HJ, Roy R, Williams RE. Carbohydr Res. 1984 Jul 1;129:243-55.
The alpha-D configuration of the 3-deoxy-D-manno-2-octulosylonic acid residues in the E. coli LP1092 polysaccharide was definitively assigned by a comparison of its c.d. spectrum with those of methyl 3-deoxy-alpha- and -beta-D-manno-2-octulopyranosidonic acid. The c.d. spectrum of the polysaccharide showed a negative n----pi transition at 211 nm, associated with carboxyl groups, which correlated well with the negative band at 218 nm exhibited in the c.d. spectrum of the methyl alpha-D-glycoside. In contrast, the methyl beta-D-glycoside gave a positive band in the same region of its c.d. spectrum, at 221 nm. Treatment of the E. coli LP1092 polysaccharide with 3-(3-dimethylaminopropyl)-1-ethylcarbodiimide hydrochloride yielded a modified polysaccharide containing O-acylisourea groups and intramolecular lactones, in addition to some unesterified carboxyl groups. Both forms of ester could be reduced to hydroxymethyl groups by sodium borohydride.
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