8.00907

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

for peptide synthesis

• Synonym(s): N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride
• Empirical Formula (Hill Notation): C₈H₁₇N₃ · xHCl
• CAS Number: 25952-53-8
• Molecular Weight: 155.24 (free base basis)
• UNSPSC Code: 12352107
• EC Index Number: 247-361-2
• NACRES: NA.22
• MDL number: MFCD00012503

Properties

• Product Name: N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride, for synthesis
• SMILES string: Cl.N(CCCN(CC)C#N)(C)C
• InChI: 1S/C8H17N3.ClH/c1-4-11(8-9)7-5-6-10(2)3;/h4-7H2,1-3H3;1H
• InChI key: FDXPUDRRFDHONO-UHFFFAOYSA-N
• form: solid
• reaction suitability: reaction type: Coupling Reactions
• mp: 110-115 °C
• application(s): peptide synthesis
• storage temp.: −20°C (−15°C to −25°C)
• Quality Level: 200

Description

General description

N-(3-Dimethylaminopropyl)-N-ethylcarbodiimide hydrochloride, also known as EDAC HCl or WSC, is a water-soluble condensing reagent. EDAC HCl is generally used to couple carboxylic acids with amines to form amides. The by-product urea is water-soluble and can be removed from immiscible reaction milieux by extraction with water. It is principally utilized in solution-phase peptide synthesis and as a zero-length crosslinker for protein modification.

Application

N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (EDC hydrochloride) can be used as:

• A water-soluble carbodiimide to facilitate peptide coupling reactions in alcohols.[1]
• A coupling agent along with HOBt to synthesize poly(glutamic acid) (PGA) polypeptides for the creation of non-fouling polypeptides that could be useful in a variety of biomedical applications.[2]
• A coupling reagent for the efficient synthesis of teriflunomide at the industrial scale.[3]

Safety Information

• pictograms: GHS06,GHS08,GHS09
• signalword: Danger
• hcodes: H302 - H311 - H315 - H317 - H373 - H410
• pcodes: P260 - P273 - P280 - P301 + P312 - P302 + P352 + P312 - P314
• Hazard Classifications: Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT RE 2 Oral
• Storage Class: 6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable