1,4-Benzene-d4-diamine | CAS 119516-83-5

OVERVIEW
1,4-Benzene-d₄-diamine is a deuterium-labeled analog of p-phenylenediamine (PPD), in which four hydrogen atoms on the benzene ring are replaced with deuterium. This isotopic modification increases the molecular mass by 4 Da while preserving the same structural and chemical characteristics as its non-deuterated form. The compound serves as an essential reagent in analytical chemistry, materials science, and pharmaceutical research, particularly in tracer studies, kinetic isotope effect investigations, and the synthesis of deuterated polymers or dyes.

The deuterium incorporation enhances the compound’s stability and facilitates its detection in analytical studies, especially in mass spectrometry and NMR spectroscopy. Owing to its symmetrical aromatic diamine structure, 1,4-benzene-d₄-diamine also functions as a valuable monomer for deuterated polymer synthesis and an intermediate in deuterated aromatic compound production.

CHEMICAL INFORMATION

• Name: 1,4-Benzene-d₄-diamine

• Molecular Formula: C₆D₄(NH₂)₂

• Molecular Weight: 112.17 g/mol

• CAS Number: 119516-83-5

• Isotopic Enrichment: ≥ 98 atom % D

• Chemical Class: Deuterated aromatic diamine; stable isotope-labeled compound

• Stability: Stable under normal laboratory conditions but may darken upon exposure to air or light due to slow oxidation

APPLICATIONS  of  1,4-Benzene-d4-diamine | CAS 119516-83-5

• Stable Isotope Tracer Studies:
  1,4-Benzene-d₄-diamine is used in isotopic labeling experiments to investigate reaction pathways and mechanisms involving aromatic amines and oxidative coupling reactions.

• Mass Spectrometry (MS) Standards:
  Commonly used as an internal standard in mass spectrometric analyses due to its +4 Da isotopic shift, providing reliable quantitation and identification of non-deuterated analogs.

• NMR Spectroscopy Studies:
  The compound’s deuteration provides valuable insight into isotope effects, spin relaxation behavior, and hydrogen–deuterium exchange dynamics in aromatic systems.

• Polymer and Material Science:
  Acts as a key intermediate for the synthesis of deuterated polymers, fibers, and resins, particularly in the production of deuterium-labeled poly(p-phenylene) and related materials for structural and spectroscopic analyses.

• Pharmaceutical and Cosmetic Research:
  Used to prepare labeled analogs of aromatic amines found in drug intermediates, hair dyes, and antioxidants. Deuteration helps in metabolic tracing and studying degradation pathways.

ADVANTAGES  of  1,4-Benzene-d4-diamine | CAS 119516-83-5

• High isotopic enrichment (≥ 98 atom % D) ensures analytical precision and isotopic integrity.

• Retains identical chemical reactivity to p-phenylenediamine, allowing substitution in existing synthesis routes.

• Non-radioactive, chemically stable isotope label suitable for long-term studies.

• Enhances analytical resolution and reproducibility in both MS and NMR experiments.

• Useful for investigating kinetic isotope effects and mechanistic transformations involving aromatic amines.

HANDLING

• Hazards: Toxic and sensitizing; may cause skin irritation, allergic reactions, or respiratory issues upon prolonged exposure. Harmful if ingested or inhaled.

• Precautions: Handle in a well-ventilated fume hood while wearing appropriate PPE including gloves, goggles, and lab coat. Avoid skin contact and inhalation of dust.

• Storage: Keep tightly closed in inert conditions (argon or nitrogen atmosphere) away from light, moisture, and oxidizing agents.

• Disposal: Dispose of waste according to local environmental regulations. Do not release into water systems or open environments.

Safety Note: The compound is prone to oxidation; therefore, minimizing air exposure and storing under inert gas conditions prolongs its shelf life and purity.

QUALITY & SPECIFICATION

• Chemical Purity: ≥ 98 %

• Isotopic Enrichment: ≥ 98 atom % D

• Water Content: ≤ 0.05 %

• Analytical Verification: Confirmed by ¹H NMR, ²H NMR, IR spectroscopy, and GC-MS to ensure isotopic incorporation and chemical purity

• Appearance: White to light gray crystalline solid

• COA Availability: Supplied with batch-specific Certificate of Analysis detailing isotopic and chemical verification

SUMMARY
1,4-Benzene-d₄-diamine (CAS 119516-83-5) is a deuterated form of p-phenylenediamine used extensively in isotope labeling, analytical research, and materials synthesis. With four deuterium atoms strategically incorporated into the aromatic ring, it offers enhanced analytical traceability and isotopic stability. The compound finds widespread application in NMR and MS studies, polymer science, and pharmaceutical development, making it an indispensable reagent for modern isotope chemistry and analytical precision.