9,10-Dihydroanthracene

Base Information

• Chemical Name: 9,10-Dihydroanthracene
• CAS No.: 613-31-0
• Molecular Formula: C14H12
• Molecular Weight: 180.249
• Hs Code.: 2902909090
• European Community (EC) Number: 210-336-1
• NSC Number: 30805
• UNII: Z142C238GB
• DSSTox Substance ID: DTXSID3075256
• Nikkaji Number: J43.471J
• Wikipedia: 9,10-Dihydroanthracene
• Wikidata: Q15634096
• ChEMBL ID: CHEMBL125337
• Mol file: 613-31-0.mol

Synonyms:9,10-DIHYDROANTHRACENE;613-31-0;Anthracene, 9,10-dihydro-;9,10-Dihydro-anthracene;Anthracene, dihydro-;CHEMBL125337;Z142C238GB;EINECS 210-336-1;NSC 30805;NSC-30805;14314-91-1;AI3-09026;NSC30805;MFCD00001239;Anthracene,10-dihydro-;UNII-Z142C238GB;9,10-Dihydroanthracene, 97%;DTXSID3075256;BDBM50060852;STK365298;AKOS004907975;CS-0155867;D0549;FT-0621599;D89677;Q15634096

Chemical Property of 9,10-Dihydroanthracene

Chemical Property:

• Appearance/Colour: brown crystals
• Vapor Pressure: 0.00152mmHg at 25°C
• Melting Point: 103-107 °C(lit.)
• Refractive Index: 1.62
• Boiling Point: 305 °C at 760 mmHg
• Flash Point: 131.8 °C
• PSA: 0.00000
• Density: 1.085 g/cm³
• LogP: 3.18160
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: 1.332mg/L(24.59 oC)
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 180.093900383
• Heavy Atom Count: 14
• Complexity: 154

Purity/Quality:

98% ^*data from raw suppliers

9,10-Dihydroanthracene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-36/37-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Polycyclic Aromatic Hydrocarbons
• Canonical SMILES: C1C2=CC=CC=C2CC3=CC=CC=C31
• Uses: 9,10-Dihydroanthracene(DHA) has been used in a study to assess the hydrogen abstraction capability of valence-delocalized iron complex with DHA in MeCN.

Technology Process of 9,10-Dihydroanthracene

There total 188 articles about 9,10-Dihydroanthracene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

anthracene (120-12-7) → 9,10-dihydroanthracene (613-31-0)

Guidance literature:

With tetrabutylammonium tetrafluoroborate; water; lithium cation; In N,N-dimethyl-formamide; cathodic reduction;

Reference yield: 99.0%

9,10-phenanthrenequinone (84-65-1) → 9,10-dihydroanthracene (613-31-0)

Guidance literature:

With hydrogen iodide; acetic acid; for 120h; Heating;

DOI:10.1039/b700956a

Reference yield: 98.0%

9-Bromoanthracene (1564-64-3) → 9,10-dihydroanthracene (613-31-0)

Guidance literature:

With manganese(II) chloride dihydrate; lithium; In tetrahydrofuran; at 25 ℃; for 0.5h; Inert atmosphere;

DOI:10.1016/j.tet.2010.04.026

upstream raw materials:

2-Benzoylbenzoic acid

anthracene

anthracen-9(10H)-one

2-benzoylanthracene

Downstream raw materials:

2-(9,10-dioxo-9,10-dihydro-anthracene-2-carbonyl)-benzoic acid

anthracene

9,10-Dibromoanthracene

2,9,10-tribromo-anthracene

Refernces

Thermal decomposition of O-benzyl ketoximes; role of reverse radical disproportionation

10.1039/b313491a

The research examines the thermal decomposition of various O-benzyl ketoxime ethers (R1R2C(NOCH2Ph)) in three hydrogen donor solvents: tetralin, 9,10-dihydrophenanthrene (DHP), and 9,10-dihydroanthracene (DHA). The study aims to understand the dominant homolytic cleavage modes and the effects of substituents and solvents on the dissociation processes. The results show that the yields of products like imines and benzyl alcohol varied with the solvent, indicating significant involvement of reverse radical disproportionation (RRD) in DHP and DHA, where hydrogen atoms from the solvent transfer to the oxime ethers, followed by β-scission of the resultant radicals. In tetralin, an additional product, benzaldehyde, was observed, suggesting an alternative decomposition mode involving benzylic hydrogen abstraction. The study concludes that the RRD process plays a crucial role in the thermal decomposition of these oxime ethers in certain solvents, and the rates of decomposition and product yields are influenced by both the nature of the substituents and the solvent used.

Reduction of metal carbonyls via electron transfer. Formation and chain decomposition of formylmetal intermediates

10.1021/om00136a015

The research focuses on the reduction of metal carbonyls via electron transfer, specifically examining the formation and decomposition of formylmetal intermediates. The study aims to understand the processes involved when metal carbonyls such as Cr(CO)6 and Fe(CO)5 are reduced, leading to the formation of 19-electron anion radicals that can be trapped by hydrogen atom donors to form formylmetal carbonyls. The research concludes that the formylmetal carbonyls are subject to radical-chain decomposition, the mechanism of which is established through a detailed study of the formyldirhenate complex. The study reveals that the decomposition is kinetically controlled and can be enhanced under radical, photochemical, electrochemical, and reductive conditions. The chemicals used in this process include metal carbonyls like Cr(CO)6, Fe(CO)5, Mn(CO)4(PPh3)2+PF6-, and Re2(CO)10, as well as reducing agents like tri-n-butyltin hydride and sodium anthracene, and additives such as AIBN and dihydroanthracene. The research provides insights into the stabilization of formylmetal complexes by various hydrogen atom donors, demonstrating the generality of the radical-chain process in the decomposition of these organometallic intermediates.