53716-61-3

Basic information

• Product Name: SEC-BUTANOL-1,1,1-D3
• Synonyms: SEC-BUTYL-1,1,1-D3 ALCOHOL;SEC-BUTANOL-1,1,1-D3;(±)-sec-Butyl--d3 Alcohol;2-Butanol-d3
• CAS NO: 53716-61-3
• Molecular Formula: C₄H₁₀O
• Molecular Weight: 77.14
• Mol File: 53716-61-3.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: SEC-BUTANOL-1,1,1-D3(CAS DataBase Reference)
• NIST Chemistry Reference: SEC-BUTANOL-1,1,1-D3(53716-61-3)
• EPA Substance Registry System: SEC-BUTANOL-1,1,1-D3(53716-61-3)

Safety Data

• Hazardous Substances Data: 53716-61-3(Hazardous Substances Data)

Upstream product

• 41251-37-0 methyl-d3-magnesium iodide 
• 123-38-6 propionaldehyde 

Relevant articles and documents

Alkyl Substituent Effect in the Deprotonation of Unsymmetrical Ketones

The effect of various degrees of alkyl substitution on the relative rates of deprotonation from the two distinct sites in several unsymmetrical ketones in the gas phase is examined.The infrared multiple photon activation of an appropriately deuterium-labeled alkoxide ion generates the ion-molecule complex for the half-reaction of the bimolecular proton transfer process between an alkyl anion and an unsymmetrical ketone with one deprotonation site selectively deuterated.The resulting products are enolate ions generated by the removal of either a deuteron or a proton and, thus, are distinguishable by mass.The measurement of the enolate ion product ratios, along with an independent measurement of the kinetic isotope effect, allowed the kinetic effect of the alkyl environment on the relative proton transfer rates to be determined.The primary and secondary isotope effects are also estimated from the enolate ion product ratios.By examining the magnitude of the kinetic alkyl effect, the primary isotope effect, and the secondary isotope effect, we learn about the transition state for proton transfer.

Pyrolysis of sec-Butyl Acetate. Is the Stereospecific Syn Elimination a Homogeneous or Heterogeneous Reaction ?

A kinetic isotope effect of ca. 2 was obtained for the pyrolysis of either 1,1,1-trideuterio-2-butyl acetate or erythro-2-butyl-3-d1 acetate over glass beads.Under the same reaction conditions, except for the use of a high surface area silica rather than glass beads, the isotope effect was lower.With the high area silica, 2-butanol dehydration produced no isotope effect, and, in contrast to acetate pyrolysis, the silica catalyzed H-D exchange during the formation of the butene products.Butene and D2O did not undergo exchange under the alcohol dehydration conditions.It is concluded that surface catalysis during acetate pyrolysis over low surface area glass beads does not make an important contribution but may with high surface area silica.