1,2,3,4-Tetrahydronaphthalene

Base Information

• Chemical Name: 1,2,3,4-Tetrahydronaphthalene
• CAS No.: 119-64-2
• Molecular Formula: C10H12
• Molecular Weight: 132.205
• Hs Code.: 2902 90 00
• European Community (EC) Number: 204-340-2,270-178-4
• ICSC Number: 1527
• NSC Number: 77451
• UN Number: 1993
• UNII: FT6XMI58YQ
• DSSTox Substance ID: DTXSID1026118
• Nikkaji Number: J2.002H
• Wikipedia: Tetralin
• Wikidata: Q420416
• Metabolomics Workbench ID: 55060
• ChEMBL ID: CHEMBL1575635
• Mol file: 119-64-2.mol

Synonyms:1,2,3,4-tetrahydronaphthalene;tetralin

Chemical Property of 1,2,3,4-Tetrahydronaphthalene

Chemical Property:

• Appearance/Colour: colourless liquid with a mouldy smell
• Vapor Pressure: 0.18 mm Hg ( 20 °C)
• Melting Point: -35 °C(lit.)
• Refractive Index: 1.5410 - 1.5411
• Boiling Point: 210.29 °C at 760 mmHg
• Flash Point: 77.222 °C
• PSA: 0.00000
• Density: 0.97 g/cm³
• LogP: 2.56540
• Storage Temp.: Store below +30°C.
• Sensitive.: Air Sensitive
• Solubility.: 0.045g/l
• Water Solubility.: INSOLUBLE
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 132.093900383
• Heavy Atom Count: 10
• Complexity: 92.6
• Transport DOT Label: Combustible Liquid

Purity/Quality:

99% ^*data from raw suppliers

Tetrahydronaphthalene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, C
• Hazard Codes: Xi,N,Xn
• Statements: 19-36/38-51/53-65-40
• Safety Statements: 26-28-61-28A-62-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Naphthalenes
• Canonical SMILES: C1CCC2=CC=CC=C2C1
• Inhalation Risk: A harmful contamination of the air will not or will only very slowly be reached on evaporation of this substance at 20 °C; on spraying or dispersing, however, much faster.
• Effects of Short Term Exposure: The substance is irritating to the eyes, skin and respiratory tract. The substance may cause effects on the central nervous system. If this liquid is swallowed, aspiration into the lungs may result in chemical pneumonitis.
• Effects of Long Term Exposure: Repeated or prolonged contact with skin may cause dermatitis. The substance may have effects on the kidneys.
• Uses: As a solvent for fats and oils and as an alternative to turpentine in polishes and paint; insecticide. 1,2,3,4-Tetrahydronaphthalene, is used as an intermediate for organic synthesis, solvent. It is used as a solvent.It is also used for the laboratory synthesis of dry HBr gas. Degreasing agent. Solvent for naphthalene, fats, resins, oils, waxes, used instead of turpentine in lacquers, shoe polishes, floor waxes.

Technology Process of 1,2,3,4-Tetrahydronaphthalene

There total 366 articles about 1,2,3,4-Tetrahydronaphthalene 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: 95.0%

naphthalene (91-20-3,71998-51-1,72931-45-4) → tetralin (119-64-2) + cis-decalin (493-01-6) + trans-Decalin (493-02-7)

Guidance literature:

With hydrogen; lithium aluminium tetrahydride; titanium(III) chloride; In hexane; at 200 ℃; for 15h; under 67505.4 Torr; Yields of byproduct given;

Reference yield: 76.8%

(Z)-3,4-diethylhexa-1,5-diyn-3-ene (78091-33-5) → styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + tetralin (119-64-2) + benzocyclobutene (694-87-1) + cis-5-decene-3,7-diyne (122911-16-4)

Guidance literature:

at 500 ℃; Further byproducts given;

DOI:10.1021/ja00404a018

Reference yield: 73.0%

2-phenoxynaphthalene (19420-29-2) → naphthalene (91-20-3,71998-51-1,72931-45-4) + tetralin (119-64-2) + N-phenyl-2-cyclohexylamine (1821-36-9)

Guidance literature:

With sodium tetrahydroborate; 10 wt% Pd(OH)2 on carbon; ammonia; In water; m-xylene; at 150 ℃; for 24h; Inert atmosphere; Sealed tube;

DOI:10.1021/acscatal.8b02214

upstream raw materials:

1a,2,3,7b-tetrahydronaphtho[1,2-b]oxirene

naphthalene

α-naphthol

1,2-Dihydronaphthalene

Downstream raw materials:

naphthalene

acetaldehyde

toluene

benzene

Refernces

• 1、 Ando, Hideaki,Kusumoto, Shuhei,Wu, Weiwei,Nozaki, Kyoko. "Cp?Ir-Catalyzed Acceptorless Dehydrogenation of Carbon-Carbon Single Bonds". . p. 2317 - 2322. Retrieved 2017.
• 2、 Wilson et al.. "". . p. 1059. Retrieved 1958.
• 3、 Sizova,Kulikov,Zolotukhina,Serdyukov,Maksimov,Karakhanov. "Synthesis of Ni–W aromatic hydrocarbon hydrogenation catalysts by the ex situ and in situ decomposition of a precursor based on a dendrimer network". . p. 1107 - 1113. Retrieved 2016.
• 4、 Prall, Matthias,Krueger, Anke,Schreiner, Peter R.,Hopf, Henning. "The cyclization of parent and cyclic hexa-1,3-dien-5-ynes - A combined theoretical and experimental study". . p. 4386 - 4394. Retrieved 2001.
• 5、 Sisido,Nozaki. "-". . . Retrieved 1948.
• 6、 Nador, Fabiana,Moglie, Yanina,Vitale, Cristian,Yus, Miguel,Alonso, Francisco,Radivoy, Gabriel. "Reduction of polycyclic aromatic hydrocarbons promoted by cobalt or manganese nanoparticles". . p. 4318 - 4325. Retrieved 2010.
• 7、 Cerveny,Corson. "-". . p. 2123. Retrieved 1944.
• 8、 Ohde, Hiroyuki,Ohde, Mariko,Wai, Chien M.. "Swelled plastics in supercritical CO2 as media for stabilization of metal nanoparticles and for catalytic hydrogenation". . p. 930 - 931. Retrieved 2004.
• 9、 Ren, Shibiao,Zhang, Ping,Shui, Hengfu,Lei, Zhiping,Wang, Zhicai,Kang, Shigang. "Promotion of Ni/SBA-15 catalyst for hydrogenation of naphthalene by pretreatment with ammonia/water vapour". . p. 132 - 136. Retrieved 2010.
• 10、 Qi, Shi-Chao,Zhang, Lu,Wei, Xian-Yong,Hayashi, Jun-Ichiro,Zong, Zhi-Min,Guo, Lu-Lu. "Deep hydrogenation of coal tar over a Ni/ZSM-5 catalyst". . p. 17105 - 17109. Retrieved 2014.