38370

DIC

purum, ≥98.0% (GC)

• Synonym(s): N,N′-Diisopropylcarbodiimide
• Linear Formula: (CH₃)₂CHN=C=NCH(CH₃)₂
• CAS Number: 693-13-0
• Molecular Weight: 126.20
• Beilstein: 878281
• EC Number: 211-743-7
• MDL number: MFCD00065689
• UNSPSC Code: 12352001
• PubChem Substance ID: 329755678
• NACRES: NA.22

Properties

• grade: purum
• Quality Level: 200
• Assay: ≥98.0% (GC)
• form: liquid
• reaction suitability: reaction type: Coupling Reactions
• refractive index: n20/D 1.433 (lit.)
• bp: 145-148 °C (lit.)
• density: 0.815 g/mL at 20 °C (lit.); 0.815 g/mL at 20 °C
• application(s): peptide synthesis
• SMILES string: CC(C)N=C=NC(C)C
• InChI: 1S/C7H14N2/c1-6(2)8-5-9-7(3)4/h6-7H,1-4H3
• InChI key: BDNKZNFMNDZQMI-UHFFFAOYSA-N
• Gene Information: human ... EPHX2(2053) ; mouse ... Ephx2(13850)

Description

General description

N,N′-Diisopropylcarbodiimide (DIC) is a carbodiimide used as a coupling reagent in the synthesis of amides, peptides, ureas, heterocycles, and unsymmetrical carbodiimides. It is also used in the polymerization reactions as an activator.

Application

N,N′-Diisopropylcarbodiimide can be used:

• To synthesize lanthanide (Ln) guanidinate complexes via insertion of carbodiimide into the Ln-N bond of lanthanocene secondary amido complexes.
• To facilitate the cyclization of N-(β-Hydroxy)amides to form 2-oxazolines.
• To synthesize 1-isopropyl-2-alkoxycarbonyl-3-isopropyliminio-aziridine by reacting with alkyl diazoacetates in the presence of transition metal salts.

DIC can be used as:

• A coupling reagent for the synthesis of various esters and amides by treating carboxylic acids with phenols and amines respectively.
• A reagent for the conversion of alcohols to aldehydes or ketones in the presence of DMSO via modified Moffatt-type oxidation reaction.
• A reagent to facilitates the preparation of alkyl halides from corresponding alcohols via the formation of o-alkylisourea.

Alternative to dicyclohexylcarbodiimide in peptide synthesis.

Safety Information

• Pictograms: GHS02,GHS05,GHS06,GHS08
• Signal Word: Danger
• Hazard Statements: H226 - H317 - H318 - H330 - H334
• Precautionary Statements: P210 - P233 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 1 Inhalation - Eye Dam. 1 - Flam. Liq. 3 - Resp. Sens. 1 - Skin Sens. 1
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 3
• Flash Point(F): 91.4 °F
• Flash Point(C): 33 °C
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves