Substance

ID:714492

1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride

Names and Identifiers
IUPAC name
(3-{[(ethylimino)methylidene]amino}propyl)dimethylamine hydrochloride
IUPAC Traditional name
(3-{[(ethylimino)methylidene]amino}propyl)dimethylamine hydrochloride
Synonyms
EDAC1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochlorideEDCI1-(3-二甲基氨丙基)-3-乙基碳二酰亚胺, 盐酸盐
Registration numbers
CAS Number
Beilstein Number
EC Number
MDL Number
Properties
Safety Information
RTECS
FF2200000
GHS Precautionary statements
P261-P305+P351+P338-P302+P352-P321-P405-P501A
TSCA Listed
Storage Warning
Moisture Sensitive
Safety Statements
26-37-60
GHS Pictograms
GHS07
Acute toxicity (oral, dermal, inhalation), category 4
Skin irritation, category 2
Eye irritation, category 2
Skin sensitisation, category 1
Specific Target Organ Toxicity – Single exposure, category 3
GHS Hazard statements
H315-H319-H335
European Hazard Symbols
Irritant Irritant (Xi)
Risk Statements
36/37/38
Physical Property
Melting Point
ca 113°C
Product Information
Purity
98+%
Molecule Details
No Data Available
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Molecular Spectra
No Data Available
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References
• For use in the acylation of phosphoranes, see (Cyanomethyl)triphenylphosphonium chloride, A13096.
• 'Water-soluble carbodiimide', widely used for peptide coupling (see Appendix 6), with the major advantage that excess reagent and the urea by-product can be easily removed by washing with dilute acid or water: J. Org. Chem., 26, 2525 (1961); J. Am. Chem. Soc., 87, 2492 (1965). For discussion of the mechanism of peptide coupling with this reagent, see: J. Am. Chem. Soc., 103, 7090 (1981).
• Often used in conjunction with an additive such as HOBt (1-hydroxybenzotriazole hydrate) to suppress racemization; see, for example: Bull. Chem. Soc. Jpn., 55, 2165 (1982). A two-phase solvent system (dichloromethane-water or isopropyl acetate-water) has been found to give superior results in this type of peptide coupling: J. Org. Chem., 60, 3569 (1995). In a comparative study, submolar quantities HOBt in DMF-water gave good results: Chem. Lett., 1 (1997).
• Promotes various other N-acylation reactions such as the formation of N-acylsulfonamides from primary sulfonamides and N-protected amino acids in the presence of DMAP: Synlett, 1141 (1995).
• For use in the synthesis of cyclic derivatives of 3'-amino-3'-deoxyadenosine-5'-di- and triphosphates, see: Angew. Chem. Int. Ed., 33, 1394 (1994).