Chemistry:Dimethyl pimelimidate

Dimethyl pimelimidate

Names
Preferred IUPAC name Dimethyl heptanediimidate
Other names Pimelimidic acid dimethyl ester dihydrochloride, dimethyl heptane-1,7-diimidate dihydrochloride
Identifiers
CAS Number	36875-25-9 58537-94-3 (dihydrochloride)
3D model (JSmol)	Interactive image
ChemSpider	16742681
EC Number	261-320-6
PubChem CID	65403
UNII	L9U23Y3EV3 Y
InChI InChI=1S/C9H18N2O2/c1-12-8(10)6-4-3-5-7-9(11)13-2/h10-11H,3-7H2,1-2H3 Key: LRPQMNYCTSPGCX-UHFFFAOYSA-N
SMILES COC(=N)CCCCCC(=N)OC
Properties
Chemical formula	C9H18N2O2
Molar mass	186.255 g·mol−1
Appearance	White crystalline powder (dihydrochloride)
Melting point	122 °C (252 °F; 395 K) dihydrochloride
Solubility in water	Slightly soluble (dihydrochloride)
Hazards
GHS pictograms
GHS Signal word	Warning
GHS hazard statements	H315
GHS precautionary statements	P264, P280, P302+352, P321, P332+317Category:GHS errors, P362+364Category:GHS errors
NFPA 704 (fire diamond)	1 1 0
Flash point	Not determined
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Dimethyl pimelimidate (DMP) is an organic chemical compound with two functional imidate groups. It is usually available as the more stable dihydrochloride salt. It binds free amino groups at pH range 7.0-10.0 to form amidine bonds.

Uses

DMP is used mainly as bifunctional coupling reagent to link proteins. It is often used to prepare antibody affinity columns. The appropriate antibody is first incubated with Protein A or Protein G-agarose and allowed to bind. DMP is then added to couple the molecules together.

Health effects

DMP is irritating to the eyes, skin, mucous membranes and upper respiratory tract. It can exert harmful effects by inhalation, ingestion, or skin absorption.

References

• Sigma-Aldrich product detail
• MSDS datasheet