7218-35-1

Basic information

• Product Name: 1,4-Anthracenediol
• Synonyms: 1,4-Anthracenediol;1,4-Anthradiol
• CAS NO: 7218-35-1
• Molecular Formula: C₁₄H₁₀O₂
• Molecular Weight: 0
• Mol File: 7218-35-1.mol
• Article Data: 12

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,4-Anthracenediol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Anthracenediol(7218-35-1)
• EPA Substance Registry System: 1,4-Anthracenediol(7218-35-1)

Safety Data

• Hazardous Substances Data: 7218-35-1(Hazardous Substances Data)

Usage

Physical state

Solid

Color

Colorless to pale yellow

Crystal form

Crystals

Solubility

Soluble in organic solvents

Uses

a. Precursor in the synthesis of dyes and pigments
b. Production of pharmaceuticals
c. Production of photovoltaic materials

Importance

Important building block in the chemical industry for creating a wide range of products

Structure

Unique structure and reactivity

Therapeutic applications

Studied for potential use in the treatment of cancer and other diseases

Upstream product

• 123-91-1 1,4-dioxane 
• 635-12-1 1,4-anthraquinone 
• 36831-84-2 2,3-dihydro-anthracene-1,4-dione 
• 81-64-1 1,4-dihydroxy-9,10-anthracenedione 
• 24301-50-6 anthracene-1,4-diacetate 

Downstream Products

• 914922-86-4 tetraceno[2,3-b]thiophene-5,12-dione 
• 13076-29-4 1,4-dimethoxyanthracene 
• 24301-50-6 anthracene-1,4-diacetate 
• 74751-38-5 Methyl-(4-hydroxy-anthryl-⁽¹⁾)-aether 

Relevant articles and documents

Functionalized higher acenes: Hexacene and heptacene

We have extended our functionalization strategy for pentacene to the higher acenes hexacene and heptacene. Provided a large enough alkyne substituent is used, these large aromatic rods are both stable and soluble and can be characterized spectroscopically as well as by single-crystal X-ray diffraction. Copyright

Acyclic Cucurbit[n]uril-Type Receptors: Aromatic Wall Extension Enhances Binding Affinity, Delivers Helical Chirality, and Enables Fluorescence Sensing

We report the linear extension from M1 to M2 to anthracene walled M3 which adopts a helical conformation (X-ray) to avoid unfavorable interactions between sidewalls. M3 is water soluble (=30 mm) and displays enhanced optical properties (?=1.28×105 m?1 cm?1, λmax=370 nm) relative to M2. The binding properties of M3 toward guests 1–29 were examined by 1H NMR and ITC. The M3?guest complexes are stronger than the analogous complexes of M2 and M1. The enhanced binding of M3 toward neuromuscular blockers 25, 27–29 suggests that M3 holds significant promise as an in vivo reversal agent. The changes in fluorescence observed for M3?guest complexes are a function of the relative orientation of the anthracene sidewalls, guest concentration, Ka, and guest electronics which rendered M3 a superb component of a fluorescence sensing array. The work establishes M3 as a next generation sequestering agent and a versatile component of fluorescence sensors.

Conformational Planarization versus Singlet Fission: Distinct Excited-State Dynamics of Cyclooctatetraene-Fused Acene Dimers

A set of flapping acene dimers fused with an 8π cyclooctatetraene (COT) ring showed distinct excited-state dynamics in solution. While the anthracene dimer showed a fast V-shaped-to-planar conformational change within 10 ps in the lowest excited singlet state, reminding us of extended Baird aromaticity, the tetracene dimer and the pentacene dimer underwent intramolecular singlet fission (SF) in different manners: A fast and reversible SF with a characteristic delayed fluorescence (FL), and a fast and quantitative SF, respectively. Conformational flexibility of the fused COT linkage plays an important role in these ultrafast dynamics, demonstrating the utility of the flapping molecular series as a versatile platform for designing photofunctional systems.