15592-29-7

Usage

Uses

Used in the Production of Polyurethane Coatings:
2,2-Dimethylpropyl isocyanate is used as a key ingredient in the production of polyurethane coatings for its ability to form durable, high-performance coatings with excellent adhesion, flexibility, and resistance to chemicals, abrasion, and weathering.
Used in the Production of Adhesives:
In the adhesives industry, 2,2-dimethylpropyl isocyanate is used as a reactive component to create strong, high-strength adhesives with excellent bonding properties to various substrates, including metals, plastics, and wood.
Used in the Production of Sealants:
2,2-Dimethylpropyl isocyanate is utilized as a critical component in the formulation of sealants, providing excellent adhesion, flexibility, and resistance to environmental factors such as temperature fluctuations and moisture. This makes it suitable for applications in construction, automotive, and aerospace industries.

InChI:InChI=1/C6H11NO/c1-6(2,3)4-7-5-8/h4H2,1-3H3

Upstream product

• 5813-64-9 2.2-dimethylpropylamine 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 1070-83-3 tert-Butylacetic acid 
• 79505-47-8 neopentyl-carbamic acid phenyl ester 
• 25343-65-1 1-isothiocyanato-2,2-dimethylpropane 
• 75-44-5 phosgene 
• 15925-18-5 neopentylamine hydrochloride 
• 66661-89-0 3-(2,2-Dimethyl-propyl)-1,1,2-trimethyl-isothiourea 
• 4461-33-0 benzoyl isocyanate 

Downstream Products

• 34207-82-4 C₁₆H₂₃N₃O₄ 
• 34207-54-0 C₁₈H₂₇N₃O₄ 
• 34207-22-2 C₁₈H₂₇N₃O₄ 

Relevant academic research and scientific papers

Novel partial agonists for the histamine H3 receptor with high in vitro and in vivo activity

Novel branched N-alkylcarbamates and aliphatic ethers derived from 3- (1H-imidazol-4-yl)-propanol were prepared. The compounds were investigated on two functional histamine H3-receptor assays. Some compounds displayed partial agonist activity on synaptosomes of rat brain cortex but behaved as pure competitive antagonists on the guinea pig ileum. Under in vivo conditions after po application to mice, some of the compounds showed partial or full agonist activity. Highest in vivo potency was found for the 3,3- dimethylbutyl ether 10 (ED50 = 0.29 mg/kg, full intrinsic activity). These novel agonists are structurally diverse from classical aminergic histamine H3-receptor agonists (e.g., (R)-α-methylhistamine, imetit) as they lack a basic moiety in the side chain, which is supposed to be important for the activation of the receptor protein. The selectivity for the histamine H3 receptor was proven by determination of H1- and H2-receptor activity on functional assays of the guinea pig.

Structure-based design of novel, urea-containing FKBP12 inhibitors

The structure-based design and subsequent chemical synthesis of novel, urea-containing FKBP12 inhibitors are described. These compounds are shown to disrupt the cis-trans peptidylprolyl isomerase activity of FKBP12 with inhibition constants (K(i,app)) approaching 0.10 μM. Analyses of several X- ray crystal structures of FKBP12-urea complexes demonstrate that the urea- containing inhibitors associate with FKBP12 in a manner that is similar to, but significantly different from, that observed for the natural product FK506.

N-Substituted imido-dicarboxylic acid diaryl ester compounds and herbicide intermediates

Novel N-substituted imido-dicarboxylic acid diaryl ester compounds of the general formula STR1 in which R1 represents an optionally substituted aliphatic, cycloaliphatic, araliphatic, aromatic, heterocyclic radical and R2 and R3 can be identical or different and represent an optionally substituted aryl radical, and a process for their preparation characterized in that a carbamic acid aryl ester of the general formula in which R1 and R2 have the abovementioned meanings, is reacted with a carbonic acid aryl ester halide of the general formula in which R3 has the abovementioned meaning and X represents a halogen atom, optionally in the presence of a diluent, optionally at a temperature between 100° and 300° C. The new compounds (I) can be used as intermediate products for the preparation of known herbicidal active compounds from the 1,3,5-triazine,2,4-(1H,3H)-dione series.

α-Bromo Isocyanates

Isocyanates R1R2CH-NCO (1a - j) react with N-bromosuccinimide photochemically to form α-bromo isocyanates R1R2CBr-NCO (2a - j) in high yields.Methyl isocyanate (1i) gives a mixture of tribromomethyl isocyanate (2i) and carbonyl bromide isocyanide dibromide (2i').Neopentyl isocyanate (1j) is brominated to the tautomeric dibromo isocyanates 2j and 2j'.The barrier to hindered rotation of the tert-butyl group in 2j amounts to δG+/-250 = 51 kJmol-1.With potassium thiocyanate the α-bromo isocyanates form the α-isothiocyanato isocyanates 5.Reactions of α-bromo isocyanates with hydrocyanic acid, amines, ureas, and alcohol s are described.Reaction with N-methylhydroxylamine yields the oxadiazolidinones 13.