1H-Cyclopropa[b]naphthalene, 1-(phenylmethylene)-

Base Information

• Chemical Name: 1H-Cyclopropa[b]naphthalene, 1-(phenylmethylene)-
• CAS No.: 103322-17-4
• Molecular Formula: C18H12
• Molecular Weight: 228.293
• DSSTox Substance ID: DTXSID20471753
• Nikkaji Number: J316.406C
• Mol file: 103322-17-4.mol

Synonyms:1H-Cyclopropa[b]naphthalene, 1-(phenylmethylene)-;103322-17-4;DTXSID20471753

Chemical Property of 1H-Cyclopropa[b]naphthalene, 1-(phenylmethylene)-

Chemical Property:

• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 228.093900383
• Heavy Atom Count: 18
• Complexity: 312

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=C2C3=CC4=CC=CC=C4C=C32

Technology Process of 1H-Cyclopropa[b]naphthalene, 1-(phenylmethylene)-

There total 2 articles about 1H-Cyclopropa[b]naphthalene, 1-(phenylmethylene)- 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: 78.0%

1.1-bis-(trimethylsilyl)-1H-cyclopropa{b}naphthalene (92012-56-1) + benzaldehyde (100-52-7) → 1-(phenylmethylidene)-1H-cyclopropanaphthalene (103322-17-4)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; 1.) -70 deg C, 30 min, 2.) -40 deg C, 1.5 h, 3.) from -40 deg C to r.t., 1.5 h;

DOI:10.1071/CH9950577

Reference yield:

1H-cyclopropa[b]naphthalene (286-85-1) → 1-(phenylmethylidene)-1H-cyclopropanaphthalene (103322-17-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 66 percent / butyllithium / tetrahydrofuran; hexane / -70 - -40 °C

2: 68 percent / potassium tert-butoxide / tetrahydrofuran / 1.5 h

With n-butyllithium; potassium tert-butylate; In tetrahydrofuran; hexane;

DOI:10.1021/ja00279a046

Reference yield: 80.0%

1-(phenylmethylidene)-1H-cyclopropanaphthalene (103322-17-4) → 1-(naphthalen-2-yl)-2-phenylethanone (1762-15-8)

Guidance literature:

With sulfuric acid; In acetonitrile; for 24h; Ambient temperature;

DOI:10.1071/CH9871375

upstream raw materials:

1.1-bis-(trimethylsilyl)-1H-cyclopropa{b}naphthalene

benzaldehyde

1H-cyclopropa[b]naphthalene

Downstream raw materials:

1-(naphthalen-2-yl)-2-phenylethanone

2-bromo-1-(naphthalen-2-yl)-2-phenylethan-1-one

2-bromo-1-(3-bromonaphthalen-2-yl)-2-phenylethanone

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