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N,N'-Diisopropylcarbodiimide

N,N-Diisopropylcarbodiimide is a carbodiimide used in peptide synthesis. As a liquid, it is easier to handle than the commonly used N,N-dicyclohexylcarbodiimide, a waxy solid. In addition, N,N-diisopropylurea, its byproduct in many chemical reactions, is soluble in most organic solvents, a property that facilitates work-up.

N,N-Diisopropylcarbodiimide
Names
Preferred IUPAC name
N,N'-Di(propan-2-yl)methanediimine
Other names
Diisopropylmethanediimine, DIC
Identifiers
  • 693-13-0 Y
3D model (JSmol)
  • Interactive image
Abbreviations DIC, DIPC
878281
ChEBI
  • CHEBI:53092
ChEMBL
  • ChEMBL1332992
ChemSpider
  • 12211 N
ECHA InfoCard 100.010.677
EC Number
  • 211-743-7
101400
  • 12734
UNII
  • OQO20I6TWH
  • DTXSID4025086
  • InChI=1S/C7H14N2/c1-6(2)8-5-9-7(3)4/h6-7H,1-4H3 N
    Key: BDNKZNFMNDZQMI-UHFFFAOYSA-N N
  • InChI=1/C7H14N2/c1-6(2)8-5-9-7(3)4/h6-7H,1-4H3
    Key: BDNKZNFMNDZQMI-UHFFFAOYAW
  • CC(C)N=C=NC(C)C
Properties
C7H14N2
Molar mass 126.203 g·mol−1
Appearance Liquid
Density 0.806 g/mL
Boiling point 145 to 148 °C (293 to 298 °F; 418 to 421 K)
Hazards
GHS labelling:
Danger
H226, H315, H317, H318, H330, H334
P210, P233, P240, P241, P242, P243, P260, P261, P264, P271, P272, P280, P284, P285, P302+P352, P303+P361+P353, P304+P340, P304+P341, P305+P351+P338, P310, P312, P320, P321, P332+P313, P333+P313, P342+P311, P362, P363, P370+P378, P403+P233, P403+P235, P405, P501
Safety data sheet (SDS) External MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)

Further reading edit

  • Angell, Y (1994). "Comparative studies of the coupling of N-methylated, sterically hindered amino acids during solid-phase peptide synthesis". Tetrahedron Lett. 35 (33): 5981–5984. doi:10.1016/0040-4039(94)88054-9.
  • Izdebski, JAN; Orlowska, Alicja; Anulewicz, Romana; Witkowska, EWA; Fiertek, Dariusz (1994). "Reinvestigation of the reactions of carbodiimides with alkoxycarbonylamino acid symmetrical anhydrides : Isolation of two N'-acylureas". Int. J. Pept. Protein Res. 43 (2): 184–9. doi:10.1111/j.1399-3011.1994.tb00521.x. PMID 8200738.



diisopropylcarbodiimide, diisopropylcarbodiimide, carbodiimide, used, peptide, synthesis, liquid, easier, handle, than, commonly, used, dicyclohexylcarbodiimide, waxy, solid, addition, diisopropylurea, byproduct, many, chemical, reactions, soluble, most, organ. N N Diisopropylcarbodiimide is a carbodiimide used in peptide synthesis As a liquid it is easier to handle than the commonly used N N dicyclohexylcarbodiimide a waxy solid In addition N N diisopropylurea its byproduct in many chemical reactions is soluble in most organic solvents a property that facilitates work up N N Diisopropylcarbodiimide NamesPreferred IUPAC name N N Di propan 2 yl methanediimineOther names Diisopropylmethanediimine DICIdentifiersCAS Number 693 13 0 Y3D model JSmol Interactive imageAbbreviations DIC DIPCBeilstein Reference 878281ChEBI CHEBI 53092ChEMBL ChEMBL1332992ChemSpider 12211 NECHA InfoCard 100 010 677EC Number 211 743 7Gmelin Reference 101400PubChem CID 12734UNII OQO20I6TWHCompTox Dashboard EPA DTXSID4025086InChI InChI 1S C7H14N2 c1 6 2 8 5 9 7 3 4 h6 7H 1 4H3 NKey BDNKZNFMNDZQMI UHFFFAOYSA N NInChI 1 C7H14N2 c1 6 2 8 5 9 7 3 4 h6 7H 1 4H3Key BDNKZNFMNDZQMI UHFFFAOYAWSMILES CC C N C NC C CPropertiesChemical formula C 7H 14N 2Molar mass 126 203 g mol 1Appearance LiquidDensity 0 806 g mLBoiling point 145 to 148 C 293 to 298 F 418 to 421 K HazardsGHS labelling PictogramsSignal word DangerHazard statements H226 H315 H317 H318 H330 H334Precautionary statements P210 P233 P240 P241 P242 P243 P260 P261 P264 P271 P272 P280 P284 P285 P302 P352 P303 P361 P353 P304 P340 P304 P341 P305 P351 P338 P310 P312 P320 P321 P332 P313 P333 P313 P342 P311 P362 P363 P370 P378 P403 P233 P403 P235 P405 P501Safety data sheet SDS External MSDSExcept where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa N verify what is Y N Infobox referencesFurther reading editAngell Y 1994 Comparative studies of the coupling of N methylated sterically hindered amino acids during solid phase peptide synthesis Tetrahedron Lett 35 33 5981 5984 doi 10 1016 0040 4039 94 88054 9 Izdebski JAN Orlowska Alicja Anulewicz Romana Witkowska EWA Fiertek Dariusz 1994 Reinvestigation of the reactions of carbodiimides with alkoxycarbonylamino acid symmetrical anhydrides Isolation of two N acylureas Int J Pept Protein Res 43 2 184 9 doi 10 1111 j 1399 3011 1994 tb00521 x PMID 8200738 nbsp This article about an organic compound is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title N N 27 Diisopropylcarbodiimide amp oldid 1162394311, wikipedia, wiki, book, books, library,

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