Requires Citation] Urethanes are usually formed by reaction of an alcohol with an isocyanate. (wikipedia.org)
Requires Citation] Commonly, urethanes made by a non-isocyanate route are called carbamates. (wikipedia.org)
Reaction3
Typically, polyurethane polymers are made by combining diisocyanates, e.g. toluene diisocyanate, and diols, where the carbamate groups are formed by reaction of the alcohols with the isocyanates: RN=C=O + R′OH → RNHC(O)OR′ The so-called carbamate insecticides feature the carbamate ester functional group. (wikipedia.org)
A phosphine-borane compound is an effective ligand for palladium-catalyzed direct allylic amination of allylic alcohols with secondary amines in short reaction times at room temperature. (organic-chemistry.org)
Primary and secondary allylic alcohols underwent a regioselective Mitsunobu reaction with readily accessible N -Boc ethyl oxamate to deliver the corresponding N -Boc allylic amines. (organic-chemistry.org)
Amines5
The salt ammonium carbamate is generated by treatment of ammonia with carbon dioxide: 2 NH3 + CO2 → NH4[H2NCO2] Carbamate esters also arise via alcoholysis of carbamoyl chlorides: R2NC(O)Cl + R'OH → R2NCO2R' + HCl Alternatively, carbamates can be formed from chloroformates and amines: R'OC(O)Cl + R2NH → R2NCO2R' + HCl Carbamates may be formed from the Curtius rearrangement, where isocyanates formed are reacted with an alcohol. (wikipedia.org)
A dehydrative allylation of allyl alcohol with amines provides various allyl amines in the presence of MoO 3 /TiO 2 as solid catalyst. (organic-chemistry.org)
An iridium complex catalyzes pH-dependent selective N -allylation or N -alkylation of amines with allylic alcohols in outstanding yields with water as the environmental benign solvent. (organic-chemistry.org)
The combination of Mg 2+ and PF 6 - as counteranion catalyzes a transition-metal-free dehydrative cross-coupling of unactivated primary/secondary alcohols with amines/amides under environmentally benign conditions. (organic-chemistry.org)
A wide range of allylic alcohols and amines/amides were tolerated well in this efficient transformation. (organic-chemistry.org)
Groups5
Polymers whose repeat units are joined by carbamate like groups −NH−C(=O)−O− are an important family of plastics, the polyurethanes. (wikipedia.org)
RCON3 → RNCO + N2 RNCO + R′OH → RNHCO2R′ Within nature carbon dioxide can bind with neutral amine groups to form a carbamate, this post-translational modification is known as carbamylation. (wikipedia.org)
The N-terminal amino groups of valine residues in the α- and β-chains of deoxyhemoglobin exist as carbamates. (wikipedia.org)
The ε-amino groups of the lysine residues in urease and phosphotriesterase also feature carbamate. (wikipedia.org)
Polyurethanes contain multiple carbamate groups as part of their structure. (wikipedia.org)
Water1
In water solutions, the carbamate anion slowly equilibrates with the ammonium NH+ 4 cation and the carbonate CO2− 3 or bicarbonate HCO− 3 anions: H2NCO−2 + 2 H2O ⇌ NH+4 + HCO−3 + OH− H2NCO−2 + H2O ⇌ NH+4 + CO2−3 Calcium carbamate is soluble in water, whereas calcium carbonate is not. (wikipedia.org)