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CAS Number 7323-63-9

Chemistry Building Blocks, Non-Heterocyclic Building Blocks, Semiconducting Molecules

Product Code M2391B1-25g
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1,4-Di-tert-butyl-2,5-dimethoxybenzene (DDB)

A benchmark redox shuttle for lithium ion battery (LIB) systems.

2,5-Di-tert-butyl-1,4-dimethoxybenzene (DDB), an aromatic compound with two methoxy groups at 2,5-positions and two tert-butyl groups at 1,4-positions of the benzene ring, is a very successful benchmark redox shuttle molecule developed for the lithium ion battery (LIB) systems. With two tert-butyl groups, DDB has rigid molecular structure with an outstanding electrochemical reversibility and stability.

DDB provides high-rate overcharge protection of lithium iron phosphate (LiFePO4) based Li-ion cells by a reversible and stable redox reaction at 3.9 V vs. Li/Liand more than 200 cycles of 100% overcharge per cycle at C/2 and 1C rate for LiFePO4 cathode in LIBs.

Despite being a benchmark shuttle, DDB has relatively low solubility in the carbonate electrolyte and the redox potential that is insufficient for 4 V operation of LIBs, due to its low polarity induced from symmetric structure.

General Information

CAS Number 7323-63-9
Chemical Formula C16H26O2
Full Name 1,4-Di-tert-butyl-2,5-dimethoxybenzene
Molecular Weight 250.38 g/mol
Synonyms DDB, 2,5-Di-tert-butyl-1,4-dimethoxybenzene, 1,4-Di-t-butyl-2,5-dimethoxybenzene;
Classification / Family Redox Shuttle, Battery materials, Energy materials, Lithium ion batteries (LLIBs)

Chemical Structure

1,4-Di-tert-butyl-2,5-dimethoxybenzene, DDB, CAS 7323-63-9 chemical structure
 1,4-Di-tert-butyl-2,5-dimethoxybenzene (DDB), CAS 7323-63-9

Product Details

Purity >99% (GC)
Melting Point 103-104 °C
Appearance White to off-white powder

MSDS Documentation

1,4-Di-tert-butyl-2,5-dimethoxybenzene MSDS1,4-Di-tert-butyl-2,5-dimethoxybenzene MSDS Sheet

Literature and Reviews

  1. High-Rate Overcharge Protection of LiFePO4-Based Li-Ion Cells Using the Redox Shuttle Additive 2,5-Ditertbutyl-1,4-dimethoxybenzene, J. Dahn et al., J. Electrochem. Soc., 152 (6), A1283 (2005); DOI 10.1149/1.1906025.
  2. Asymmetric Form of Redox Shuttle Based on 1,4-Di-tert-butyl-2,5-dimethoxybenzene, W. Weng et al., J. Electrochem. Soc., 160 (10), A1711 (2013); DOI: 10.1149/2.044310jes.
  3. Smart Polymeric Cathode Material with Intrinsic Overcharge Protection Based on a 2,5-Di-tert-butyl- 1,4-dimethoxybenzene Core Structure, Adv. Funct. Mater., 22 (21), 4485-4492 (2012); DOI: 10.1002/adfm.201200458.
  4. Understanding the redox shuttle stability of 3,5-di-tert-butyl-1,2-dimethoxybenzene for overcharge protection of lithium-ion batteries, J. Power Source, 195 (15), 4957-4962 (2010); DOI: 10.1016/j.jpowsour.2010.02.075.
  5. A redox-active organic salt for safer Na-ion batteries, W. Ji et al., Nano Energy, 72, 104705 (2020); DOI: 10.1016/j.nanoen.2020.104705.
  6. An Extremely Durable Redox Shuttle Additive for Overcharge Protection of Lithium-ion Batteries, J. Zhang et al., Mater. Today Energy, 13, 308-311 (2019); DOI: 10.1016/j.mtener.2019.06.003..

To the best of our knowledge the information provided here is accurate. The values provided are typical at the time of manufacture and may vary over time and from batch to batch. Products may have minor cosmetic differences (e.g. to the branding) compared to the photos on our website. All products are for laboratory and research and development use only.

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