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1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide Hydrochloride [Coupling Agent for Peptides Synthesis]
(CAS RN:25952-53-8 Product Number:D1601)

Structure

1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide Hydrochloride
Synonym EDAC·HCl
Synonym EDC·HCl
Synonym EDCI·HCl
Synonym 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide Hydrochloride

General Information

Product Number D1601

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Purity/Analysis Method >98.0%(T)
Storage Temperature 0-10°C
M.F. / M.W. C8H17N3·HCl=191.70
CAS RN 25952-53-8
Related CAS RN
MDL Number MFCD00012503
Packaging and Container
  • Product Details
  • Safety & Regulations

Specification

Purity(with Total Nitrogen) min. 97.0 %
Purity(Argentmetric Titration) min. 98.0 %

References

Reaxys-RN 5764110
PubChem SID 87568083
RTECS# FF2200000
EC Number 247-361-2

GHS

Pictogram
Signal Word Warning
Hazard Statements
  • H302
  • :Harmful if swallowed.
  • H315
  • :Causes skin irritation.
  • H319
  • :Causes serious eye irritation.
Precautionary Statements
  • P264
  • :Wash hands and face thoroughly after handling.
  • P270
  • :Do not eat, drink or smoke when using this product.
  • P280
  • :Wear protective gloves, eye protection.
  • P301+P312+P330
  • :IF SWALLOWED: Call a POISON CENTER or doctor if you feel unwell. Rinse mouth.
  • P302+P352+P332+P313+P362+P364
  • :IF ON SKIN: Wash with plenty of water. If skin irritation occurs: Get medical advice or attention. Take off contaminated clothing and wash it before reuse.
  • P305+P351+P338+P337+P313
  • :IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. If eye irritation persists: Get medical advice or attention.

Transport Information

HS Number 2925290020

Application

Formation of Peptide Bonds Using EDC·HCl /HOBt

Typical Procedure:
To a solution of Boc-ΔTyr(Cl2Bzl)-OH (307 mg, 0.7 mmol), glycinamide hydrochloride (77.4 mg, 0.7 mmol) and Et3N (0.1 mL, 0.7 mmol) in DMF (7 mL) is added EDC·HCl (148 mg. 0.77 mmol) and HOBt (129 mg, 0.84 mmol) at -10°C. The reaction mixture is stirred for 2 h at 0°C. and overnight at room temperature. After the solution is evaporated, the residual is dissolved in EtOAc. The solution is washed with 4% NaHCO3, 10% citric acid and water. The solution is dried and evaporated. The purification is carried out by silica gel column chromatography to give Boc-ΔTyr(Cl2Bzl)-Gly-NH2 (317 mg, 85% yield).
(Δ means dehydro-form.)

References

Water-soluble Condensation Reagent

Typical Procedure: To a 50 mL round bottom flask equipped with a magnetic stir bar and septum is added 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride 2.54 g (13.3 mmol), 4-dimethylaminopyridine 1.62 g (13.3 mmol), carboxylic acid 1.02 g (2.46 mmol), alcohol 0.96 g (3.98 mmol) and CHCl3 (15 mL), and the reaction mixture is stirred at room temperature for 2.5 days. Acetic acid (0.5 mL) is added and the reaction mixture is stirred for 10 min to convert excess alcohol to a more easily separable acetate. The mixture is washed with saturated aqueous NH4Cl solution, diluted with Et2O, and the layers are dried, filtered and concentrated under reduced pressure. The crude material is chromatographed by silica gel column chromatography (hexane:ethyl acetate = 9:1) to give the desired product 1.25 g (1.96 mmol, 80%).

References

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