928-54-1

Usage

Physical state

Colorless liquid

Primary use

Chemical intermediate in the production of other organic compounds

Functional groups

Contains two isocyanate functional groups

Reactivity

Highly reactive

Applications

a. Production of polyurethanes
b. Coatings
c. Adhesives
d. Elastomers
e. Crosslinking agent in plastics and synthetic fibers production

Hazardous nature

Can cause skin and respiratory irritation

Toxicity

May be toxic if ingested or inhaled

Safety precautions

Must be handled with caution and proper safety measures should be taken when working with 1,2-DIISOCYANOETHANE

Upstream product

• 110-14-5 butanediamide 
• 4938-92-5 N-(2-formylaminoethyl)formamide 

Downstream Products

• 73442-02-1 (6,6-Diphenyl-6H-1,3-oxazin-5-yl)diphenylmethanol 

Relevant academic research and scientific papers

CONFORMATION AND VIBRATIONAL SPECTRA OF 1,2-DIISOCYANOETHANE

The infrared spectra of 1,2-diisocyanoethane as a vapour, liquide crystalline solid, and in several solvents have been measured.Raman spectra were recorded for the liquid including semiquantitative polarization measurements.The data were interpreted in terms of an equilibrium between trans and gauche rotamers.The crystalline solid contains the pure gauche rotamer.In the liquid at ambient temperatures the energy difference between the conformers is very small.This also holds for aqueous solutions, while apolar solvents favour the trans rotamer.In the vapour at 100 deg C, the most stable form is the trans conformer.A complete vibrational assigment has been proposed for both conformers.Semiempirical calculations at the INDO level indicate about equal stabilities of the two conformers, slightly favouring the gauche form.

A general simple methodology for synthesis of isonitriles using benzene-1,3-disulfonyl dichloride

Isonitrile derivatives have been synthesized in good to high yields by dehydration of aliphatic and aromatic formamides in the presence of benzene-1,3-disulfonyl dichloride as easy and efficient reagent.

Reaction of Bidentate Isonitrile Ligands with Iron Carbonyls

Reaction of the bidentate isonitriles CN(CH2)nNC ( n =2, 3, 4, or 6) with (cp = η-cyclopentadienyl) yields exclusively 2> derivatives which are fluxional in solution and exist in three isomeric forms (bridged-bridged, bridged-terminal, and terminal-terminal with respect to the bonding mode of the bidentate isonitrile).The proportion of the isomers containing terminally bound isonitrile increases with the length of the alkyl chain.The complexes may be protonated to yield 2>2 salts (n = 2 or 6) and may be cleaved with I2 to give and 2nNC>> (n = 2 or 6).Reaction ofCN(CH2)nNC (n = 2 or 6 with or yields exclusively 2nNC>>

Synthesis with α-Metalated Isocyanides, XLIII. - Experiments with Lithiated α,ω-Alkylene Diisocyanides

1,2-Ethylene diisocyanide (4a) reacts with two equivalents of butyllithium (-100 deg C) to give 1,1-dilithio-1,2-ethylene diisocyanide (7) which with ketones yields the oxazines 11. - 1,3-Propylene diisocyanide (4b) reacts with one equivalent butyllithium (-70 deg C) to furnish 1-lithio-1,3-propylene diisocyanide (12) which cyclizes to afford 3-lithio-1-pyrrolin-3-yl isocyanide (14).With ketones, chlorotrimethylsilane, and epoxides 14 furnishes the compounds 17-19 and 21. - 1,4-Butylene diisocyanide (4c) reacts (-100 deg C) with one equivalent butyllithium to give 1-lithio-1,4-butylene diisocyanide (23), and with two equivalents to give 1,4-dilithio-1,4-butylene diisocyanide (28).Both compounds are thermolabile, but can be trapped by electrophils which react below -60 deg C.