Naphthalene, 1,2,3,4-tetrahydro-2,3-bis(methylene)-

Base Information

• Chemical Name: Naphthalene, 1,2,3,4-tetrahydro-2,3-bis(methylene)-
• CAS No.: 65957-27-9
• Molecular Formula: C12H12
• Molecular Weight: 156.227
• DSSTox Substance ID: DTXSID20450361
• Nikkaji Number: J887.897H
• Wikidata: Q82270038

Synonyms:65957-27-9;Naphthalene, 1,2,3,4-tetrahydro-2,3-bis(methylene)-;2,3-Dimethylenetetralin;DTXSID20450361

Chemical Property of Naphthalene, 1,2,3,4-tetrahydro-2,3-bis(methylene)-

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 156.093900383
• Heavy Atom Count: 12
• Complexity: 188

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C1CC2=CC=CC=C2CC1=C

Technology Process of Naphthalene, 1,2,3,4-tetrahydro-2,3-bis(methylene)-

There total 1 articles about Naphthalene, 1,2,3,4-tetrahydro-2,3-bis(methylene)- 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:

cis-N,N,N',N'-tetramethyl-1,2,3,4-tetrahydronaphthalene-2,3-bis(methylamine) N,N'-dioxide (78239-39-1) → 2,3-dimethylnaphthalene (581-40-8) + 2,3-bis(methylene)-1,2,3,4-tetrahydronaphthalene (65957-27-9)

Guidance literature:

at 170 ℃; under 0.3 Torr; Yield given;

DOI:10.1002/hlca.19820650405

Reference yield: 22.0%

1,2-dichloro-3,3-difluorocyclopropene (6262-45-9) + 2,3-bis(methylene)-1,2,3,4-tetrahydronaphthalene (65957-27-9) → 2,3-dimethylnaphthalene (581-40-8) + 1a,9a-dichloro-1,1-difluoro-1a,2,3,8,9,9a-hexahydro-1H-cyclopropanthracene (78239-40-4)

Guidance literature:

With sodium hydrogencarbonate; In tetrachloromethane; dichloromethane; at 45 ℃; for 144h;

DOI:10.1002/hlca.19820650405

Reference yield:

2,3-bis(methylene)-1,2,3,4-tetrahydronaphthalene (65957-27-9) → 2-methylanthracene (613-12-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / tetrahydrofuran / 24 h / -20 °C

2: potassium tert-butoxide / tetrahydrofuran / -78 - -20 °C

With potassium tert-butylate; In tetrahydrofuran;

DOI:10.1021/ja00314a041

upstream raw materials:

cis-N,N,N',N'-tetramethyl-1,2,3,4-tetrahydronaphthalene-2,3-bis(methylamine) N,N'-dioxide

Downstream raw materials:

2,3-dimethylnaphthalene

1a,9a-dichloro-1,1-difluoro-1a,2,3,8,9,9a-hexahydro-1H-cyclopropanthracene

2-methylanthracene

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