1,4-Dihydronaphthalene

Base Information

• Chemical Name: 1,4-Dihydronaphthalene
• CAS No.: 612-17-9
• Molecular Formula: C10H10
• Molecular Weight: 130.189
• Hs Code.: 2902909090
• European Community (EC) Number: 210-297-0
• NSC Number: 97894
• UNII: C56X9SYS4F
• DSSTox Substance ID: DTXSID9060607
• Nikkaji Number: J134.643A
• Wikidata: Q27117390
• Metabolomics Workbench ID: 55786
• Mol file: 612-17-9.mol

Synonyms:1,4-Dihydronaphthalene;612-17-9;Naphthalene, 1,4-dihydro-;1,4-Dihydro-naphthalene;104977-10-8;C56X9SYS4F;EINECS 210-297-0;NSC 97894;NSC-97894;AI3-09540;I2-dialin;DELTA2-Dialin;5,8-dihydronaphthalene;Dihydronaphthalene;Naphthalene,4-dihydro-;1,4 dihydro naphthalene;UNII-C56X9SYS4F;NCIOpen2_001603;DTXSID9060607;CHEBI:38143;NSC97894;MFCD00058963;AKOS015840925;AC-20980;AS-49971;CS-0155868;D0088;FT-0600660;O10351;A833104;Q27117390

Chemical Property of 1,4-Dihydronaphthalene

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Melting Point: 25°C
• Refractive Index: 1.5610-1.5650
• Boiling Point: 211.5 °C at 760 mmHg
• Flash Point: 70.7 °C
• PSA: 0.00000
• Density: 1.004 g/cm³
• LogP: 2.34140
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 130.078250319
• Heavy Atom Count: 10
• Complexity: 119

Purity/Quality:

98% ^*data from raw suppliers

1,4-Dihydronaphthalene >80.0%(GC) ^*data from reagent suppliers

Safty Information:

• Statements: 11
• Safety Statements: 7/9-16-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C=CCC2=CC=CC=C21

Technology Process of 1,4-Dihydronaphthalene

There total 67 articles about 1,4-Dihydronaphthalene 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: 97.0%

naphthalene (91-20-3,71998-51-1,72931-45-4) → 1,4-dihydronaphthalene (612-17-9)

Guidance literature:

With sodium; In diethyl ether; tert-butyl alcohol; Inert atmosphere; Reflux;

DOI:10.1002/hlca.201200291

Reference yield: 85.0%

9,9-dichloro-1,4-dihydro-4a,8a-methanonaphthalene (27714-80-3) → 1,4-dihydronaphthalene (612-17-9)

Guidance literature:

In ethylene glycol; at 120 ℃; for 0.0833333h;

Reference yield: 83.0%

1-Methoxynaphthalene (2216-69-5) → 1,4-dihydronaphthalene (612-17-9)

Guidance literature:

With manganese(II) chloride dihydrate; lithium; In tetrahydrofuran; at 25 ℃; for 1h; regioselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2010.04.026

upstream raw materials:

2-naphthalenecarbonitrile

naphthalene

ethanol

1,4-dihydro-naphthalene-1,4-diyl dilithium

Downstream raw materials:

naphthalene

estradiol

tetralin

1,2-Dihydronaphthalene

Refernces

• 1、 Li, Xuemin,Morrish, Rachel M.,Yang, Yuan,Wolden, Colin A.,Yang, Yongan. "Thermodynamically Favorable Conversion of Hydrogen Sulfide into Valuable Products through Reaction with Sodium Naphthalenide". . p. 1508 - 1512. Retrieved 2015.
• 2、 Vorogushin,Reshetova,Akhmedov,Ustynyuk,Eremenko,Nefedov,Zinin. "Synthesis and properties of 7,7-dichloro-3,4-benzobicyclo[4.1.0]heptane, its tricarbonylchromium complexes, and isomeric 7-chloro-3,4-benzobicyclo[4.1.0]heptanes". . p. 699 - 703. Retrieved 1998.
• 3、 Bamberger,Lodter. "-". . p. 75. Retrieved 1895.
• 4、 Hatch,Peter. "". . p. 1499. Retrieved 1968.
• 5、 Mizuno et al.. "". . p. 839. Retrieved 1975.
• 6、 Dong, Guangbin,Xu, Yan,Zhou, Xukai. "Olefination via Cu-Mediated Dehydroacylation of Unstrained Ketones". supporting information. p. 20042 - 20048. Retrieved 2021/12/03.
• 7、 Cote, Noah A.,Fitzgerald, Ryan W.,Greenberg, Arthur,Weaver-Guevara, Holly M.. "Cytochrome p450 can epoxidize an oxepin to a reactive 2,3-epoxyoxepin intermediate: Potential insights into metabolic ring-opening of benzene". supporting information. . Retrieved 2020/10/18.