Naphthalene D8

Catalog Number	ACM1146652-5
CAS	1146-65-2
Structure
Synonyms	Naphthalene-1,2,3,4,5,6,7,8-d8, Naphthalene-d8 (6CI,8CI,9CI), Naphthalene (C10D8), Octadeuterionaphthalene, Octadeuteronaphthalene, Perdeuterated naphthalene, Perdeuterionaphthalene, Perdeuteronaphthalene, Naphthalene D8
IUPAC Name	1,2,3,4,5,6,7,8-octadeuterionaphthalene
Molecular Weight	136.22
Molecular Formula	C10D8
Canonical SMILES	[2H]c1c([2H])c([2H])c2c([2H])c([2H])c([2H])c([2H])c2c1[2H]
InChI	InChI=1S/C10H8/c1-2-6-10-8-4-3-7-9(10)5-1/h1-8H/i1D,2D,3D,4D,5D,6D,7D,8D
Storage	+20 °C
Accurate Mass	136.1128
Format	Neat
Shipping Temperature	+20 °C
SIL Type	Deuterium
CAS (Unlabeled)	91-20-3

Case Study

Enabling Ultralong Room-Temperature Phosphorescence via Naphthalene-D8 in β-Cyclodextrin Complexes

Nazarov, V. B., V. G. Avakyan, et al. Journal of Luminescence 219 (2020): 116909.

This case study examined the role of naphthalene-D8 as a triplet energy acceptor in achieving photosensitized ultralong room-temperature phosphorescence (RTP) within a supramolecular host-guest system, demonstrating its utility in advanced photophysical applications.
Preparation: Dissolving naphthalene-D8 in water, adding βCD, and treating ultrasonically at 50°C for 1 hour. Adding tBA to the Nph-D8@βCD solution, re-treating ultrasonically, and aging 24+ hours at room temperature. Final supramolecular aggregate suspensions contained βCD (5×10^-3 M), tBA (10^-2 M), and naphthalene-D8 (10^-4 M). Dissolved oxygen was removed via sodium sulfite (5 mg/mL).
Key Findings:
Naphthalene-D8 served as the acceptor (A) in a self-assembled complex with 4'-tert-butylacetophenone (tBA, donor/D) and two β-cyclodextrin (βCD) units (tBA·Nph-D8@2βCD). Triplet-triplet (T-T) energy transfer from tBA to naphthalene-D8 within the complex resulted in oxygen-resistant RTP lasting 4.7 seconds. Upon chemical oxygen removal (using sodium sulfite), the phosphorescence lifetime extended to 12.8 seconds. Quantum simulations confirmed efficient energy transfer was enabled by the close proximity (4.81 Å) of D and A within the βCD dimer cavity. Mono-exponential decay curves indicated structural uniformity of the emissive species.

Naphthalene-D8 Enables Reliable Quantification of Naphthalene in Honey via HS-GC/MS

İzol, Ebubekir. KSU J. Agric Nat 27 (5), 1095-1104, 2024

This case study demonstrated the application of Naphthalene-D8 as an internal standard for the sensitive and efficient detection of naphthalene contamination in honey using Headspace-Gas Chromatography/Mass Spectrometry (HS-GC/MS), eliminating complex sample preparation.
Methodology: Six naphthalene standards (0.5-50 µg/kg) and a fixed amount of Naphthalene-D8 (10 mg/kg, 30 µL) were added to honey samples (1g) in headspace vials. Honey samples (1g) were spiked with 30 µL Naphthalene-D8 standard (10 mg/kg) in headspace vials. Vials were heated in the headspace autosampler, vaporized analytes transferred to GC/MS, and naphthalene quantified relative to the Naphthalene-D8 internal standard using the calibration curve (y = 0.950780x + 0.289365). The Limit of Detection (LOD) was established at 0.5 µg/kg. Methanol was used as the solvent throughout.
Key Findings: Naphthalene-D8 served as a robust internal standard for quantifying trace naphthalene levels in honey samples. Analysis of eight honey samples revealed no detectable naphthalene contamination (below the 0.5 µg/kg detection limit). This indicates the absence of naphthalene use by local beekeepers and no environmental contamination. The method achieved excellent linearity (R² = 0.9959) across a calibration range of 0.5-50 µg/kg.

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Naphthalene D8 (1146-65-2)

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