[L02728] CAS 4909-78-8 | N,N-Dimethylformamide dineopentyl acetal, 98%

CAS : 4909-78-8
MDL : MFCD00008851
EINECS : 225-536-4

Chemical Properties

Formula : C13H29NO2
Formula weight : 231.38
Boiling Point : 85-87°/10mm Flash point: 63°(145°F)
Density : 0.830
Refractive Index : 1.4117
Sensitivity : Moisture Sensitive. Ambient temperatures.
Solubility : Hydrolyzes with water.

Literature References

This hindered acetal, in conjunction with an alcohol, converts carboxylic acids to esters of that alcohol: Angew. Chem. Int. Ed., 3, 62 (1964); Helv. Chim. Acta, 48, 1746 (1965). For application to the lactonization of ω-hydroxyacids, giving lactones of up to 16-membered rings, in modest yield, see: Angew. Chem. Int. Ed., 16, 876 (1977). Similarly, can be used to convert primary alcohols to alkylating agents for use in the alkylation of thiols (e.g. 2-Mercaptopyrimidine, A13382): Tetrahedron Lett., 585 (1972).

Applications

N,N-Dimethylformamide dineopentyl acetal helps in the lactonization of ω-hydroxyacids, giving lactones of up to 16-membered rings. It can be used to convert primary alcohols to alkylating agents for use in the alkylation of thiols. It is used in the esterification of Nα-9-fluorenylmethyloxycarbonylamino acids. It was used in the synthesis of 1,3-dialkyl, benzyl and cyclohexyl barbiturate derivatives. It was used as reagent during the synthesis of L-serine and L-cystine stereospecifically labeled with deuterium at the β-position.

Grade Specifications

GHS Hazard and Precautionary Statements

Hazard Statements : H227Combustible liquid.
Precautionary Statements : P210-P280-P370+P378a-P403+P235-P501aKeep away from heat/sparks/open flames/hot surfaces. – No smoking.Wear protective gloves/protective clothing/eye protection/face protection.In case of fire: Use for extinction: CO2, powder or water spray.Store in a well-ventilated place. Keep cool.Dispose of contents/container in accordance with local/regional/national/international regulations.Other References:Beilstein: 741992