38581-03-2

Usage

Isotope Label

1,1-D2

Explanation

This is the common name for 1-Bromo-2,2-dimethylpropane-1,1-D2, which is a widely used reference standard in organic synthesis and pharmaceutical research.

Explanation

The compound is a liquid at room temperature and is colorless, making it transparent.

Explanation

The compound has a distinct smell that can be identified as its characteristic odor.

Explanation

Due to its chemical structure, 1-Bromo-2,2-dimethylpropane-1,1-D2 is highly flammable and should be handled with care.

Explanation

As a flammable and potentially hazardous chemical, it is crucial to follow safety protocols and guidelines when working with 1-Bromo-2,2-dimethylpropane-1,1-D2 to minimize risks.

Physical State

Colorless liquid

Odor

Characteristic odor

Flammability

Highly flammable

Applications

a. Reactive intermediate in organic synthesis
b. Solvent in industrial processes
c. Production of agricultural chemicals
d. Component in the manufacture of pharmaceuticals

Safety Precautions

Handle with care due to flammability and potential health hazards

Upstream product

• 7210-87-9 neopentyl alcohol-α,α-d2 
• 3938-95-2 2,2-dimethyl-propanoic acid ethyl ester 
• 3282-30-2 pivaloyl chloride 
• 38581-04-3 1-chloro-1,1-dideuterio-2,2-dimethyl-propane 

Relevant academic research and scientific papers

The gas-phase fragmentation of trineopentylstannyl cation: A rare example of ss-methyl migration within a main group organometallic compound

The lowest-energy fragmentation pathway of trineopentylstannyl cation is the first example of β-methyl migration to an organotin compound in the gas-phase; the origin of the migrating methyl groups is confirmed by an isotopic labelling experiment.

Direct observation of α-hydrogen transfer from alkyl to alkylidyne ligands in (Me3CCH2)3W≡CSiMe3. Kinetic and mechanistic studies of alkyl-alkylidyne exchange

α-Hydrogen atoms in (Me3CCH2)3W≡CSiMe3 are found to migrate to the α-carbon atom of the alkylidyne ligand leading to the equilibrium (Me3CCH2)3W≡CSiMe3 (2a) (Me3CCH2)2(Me3SiCH 2)W≡CCMe3 (2b). The equilibrium has been observed to follow reversible first-order kinetics with ΔH° = 2.3 (0.5) kcal mol-1 and ΔS° = 8.1 (1.3) eu. The activation parameters for the conversion 2a → 2b are ΔH? = 27.5 (0.6) kcal mol-1 and ΔS? = -2.0 (1.7) eu and for the back-reaction 2b → 2a are ΔH?' = 25.4 (0.8) kcal mol-1 and ΔS?' = -9.5 (1.9) eu. Isomerizations involving (Me3CCD2)3W≡CSiMe3(2a-d 6) and (Me3CCHD)3W≡CSiMe3 (2a-d3) revealed that the isomerization between 2a and 2b occurred by consecutive α-hydrogen/α-deuterium transfers with a large primary kinetic isotope effect kHH/kDD = 5.1 (0.3) and kHH/kHD= 3.0 (0.2) at 100 °C. Crossover experiments indicate that the isomerization is a unimolecular process. These results are discussed in terms of a concerted four-center transition state leading to a bis(alkylidene) activated complex or reactive intermediate. An alternate reaction pathway involving the simultaneous transfer of two α-hydrogen atoms is ruled out by the rule of the geometric mean. The molecular structure of 2A-d6 was determined by X-ray crystallography. The molecule has rigorous C3 symmetry with W≡C = 1.739 (8) A? and W-CSp3 = 2.096 (5) A?. At -169 °C, crystal data are a = 15.232 (3) A?, c = 17.140(4) A?, Z = 6, dcaicd = 1.36 g cm-3, and space group R3.