1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, 98+%

Description

Chemical Properties

· Formula: C₈H₁₇N₃•HCl
· Formula weight: 191.70
· Melting Point: ca 113°
· Sensitivity: Keep Cold. Moisture Sensitive.
· Form: Powder
· Solubility: Soluble in acetonitrile dichloromethane, dimethylformamide, and tetrahydrofuran. Slightly soluble in water.

Literature References
'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).

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).

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 acylation of phosphoranes, see (Cyanomethyl)­triphenyl­phosphonium chloride, A13096.

Applications
1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride is used as a carboxyl activating agent. It is used in peptide synthesis, 3'-amino-3'-deoxyadenosine-5'-di- and triphosphates and in the preparation of antibodies like immunoconjugates. It plays a vital role for immobilization of large biomolecules in association with N-hydroxysuccinimide. It is also used in the acylation of phosphoranes.

Notes
Sensitive to moisture. Incompatible with strong acids, strong oxidizing agents and moisture.

Other References:
· Beilstein : 5764110
· UN# : UN2811

GHS Hazard and Precautionary Statements
Hazard Statements : H315-H319-H335
Causes skin irritation.Causes serious eye irritation.May cause respiratory irritation.

Precautionary Statements : P261-P305+P351+P338-P302+P352-P321-P405-P501a
Avoid breathing dust/fume/gas/mist/vapours/spray.IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do.
Continue rinsing.IF ON SKIN: Wash with plenty of soap and water.Specific treatment (see label).
Store locked up.Dispose of contents/container in accordance with local/regional/national/international regulations.

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위험 및 안전 코드
위험 문구 : 36/37/38
Irritating to eyes, respiratory system and skin.

안전 문구 : 26-37-60
In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.This material and its container must be disposed of as hazardous waste

· TSCA : 예
· RTECS : FF2200000