Cyclohexanone-2,2,6,6-d4 | CAS 1006-03-7

OVERVIEW
Cyclohexanone-2,2,6,6-d₄ is a partially deuterated analog of cyclohexanone, a widely used cyclic ketone in organic and industrial chemistry. In this isotopologue, four hydrogen atoms located at the 2 and 6 positions of the cyclohexanone ring are replaced with deuterium, resulting in a +4 Da increase in molecular weight while maintaining the same structural and chemical properties as the non-deuterated compound.

This compound is highly valued as a stable isotope-labeled reagent for analytical, spectroscopic, and mechanistic studies. Its selective deuteration provides a unique tool for examining reaction pathways, isotope effects, and hydrogen exchange dynamics. Cyclohexanone-2,2,6,6-d₄ is also employed as an internal standard in mass spectrometry (MS) and as a calibration compound in nuclear magnetic resonance (NMR) spectroscopy.

CHEMICAL INFORMATION

• Name: Cyclohexanone-2,2,6,6-d₄

• Molecular Formula: C₆H₄D₄O

• Molecular Weight: 102.17 g/mol

• CAS Number: 1006-03-7

• Isotopic Enrichment: ≥ 98 atom % D

• Chemical Class: Deuterated cyclic ketone; stable isotope-labeled compound

• Stability: Stable under standard laboratory conditions; may react with strong oxidizing agents

APPLICATIONS  of  Cyclohexanone-2,2,6,6-d4 | CAS 1006-03-7

• Mass Spectrometry (MS) Internal Standard:
  Cyclohexanone-2,2,6,6-d₄ is commonly used as an internal standard in gas chromatography-mass spectrometry (GC-MS) and liquid chromatography-mass spectrometry (LC-MS) due to its predictable isotopic shift. It ensures accurate quantitation and correction of analytical variability when measuring cyclohexanone or related compounds.

• NMR Spectroscopy Studies:
  Serves as a labeled compound for nuclear magnetic resonance (NMR) experiments, offering clear spectral separation and enabling investigations into proton-deuterium exchange processes and chemical shift analyses.

• Kinetic Isotope Effect (KIE) Research:
  The selective deuteration at positions 2 and 6 makes this compound ideal for studying reaction mechanisms that involve hydrogen abstraction, rearrangement, or oxidation. It provides insight into transition-state dynamics and rate-determining steps in chemical and biochemical systems.

• Mechanistic and Tracer Studies:
  Used as a non-radioactive tracer in organic reaction mechanisms to identify pathways of hydrogen transfer and to study the role of specific molecular sites during catalysis or oxidation.

• Synthetic and Industrial Chemistry:
  Functions as a deuterated precursor in the synthesis of isotopically labeled intermediates for polymer and pharmaceutical research, particularly in the development of deuterium-labeled nylon and adipic acid derivatives.

ADVANTAGES  of  Cyclohexanone-2,2,6,6-d4 | CAS 1006-03-7

• Selective deuteration at the 2 and 6 positions provides precise control for mechanistic investigations

• High isotopic and chemical purity ensures reproducibility in analytical studies

• Compatible with both NMR and MS analytical platforms

• Non-radioactive, stable, and safe to handle

• Retains identical chemical behavior to native cyclohexanone, allowing direct comparative studies

HANDLING

• Hazards: Flammable liquid and vapor; may cause irritation to skin, eyes, and respiratory tract; prolonged exposure may affect the central nervous system.

• Precautions: Handle in a well-ventilated fume hood. Avoid contact with heat, sparks, or open flames. Use protective gloves, goggles, and suitable laboratory attire.

• Storage: Keep container tightly closed and stored in a cool, dry location away from light and oxidizing agents.

• Spill and Disposal: Absorb spills with inert materials (e.g., vermiculite or sand). Dispose of in accordance with local and institutional environmental safety regulations.

Safety Note: While generally low in acute toxicity, cyclohexanone-2,2,6,6-d₄ should be handled using standard laboratory chemical hygiene practices.

QUALITY & SPECIFICATION

• Chemical Purity: ≥ 98 %

• Isotopic Enrichment: ≥ 98 atom % D

• Water Content: ≤ 0.05 %

• Analytical Verification: Characterized by ¹H NMR (proton suppression), ²H NMR, IR spectroscopy, and GC-MS

• Appearance: Clear, colorless liquid

• COA Availability: Each batch is supplied with a Certificate of Analysis verifying isotopic enrichment and purity

SUMMARY
Cyclohexanone-2,2,6,6-d₄ (CAS 1006-03-7) is a high-purity, partially deuterated cyclic ketone used in analytical, synthetic, and mechanistic research. Its selective deuteration provides valuable insights into isotope effects and hydrogen transfer dynamics while ensuring compatibility with both MS and NMR analytical systems. Reliable, stable, and precisely labeled, cyclohexanone-2,2,6,6-d₄ remains a vital reagent for laboratories engaged in isotope tracing, kinetic isotope studies, and advanced chemical analysis.