2-Vinylnaphthalene

Base Information

• Chemical Name: 2-Vinylnaphthalene
• CAS No.: 827-54-3
• Molecular Formula: C12H10
• Molecular Weight: 154.211
• Hs Code.: 2902909090
• European Community (EC) Number: 212-573-6
• NSC Number: 177870
• UNII: HZD8LI91N1
• DSSTox Substance ID: DTXSID70862435
• Nikkaji Number: J149.740E
• Wikidata: Q27122545
• Metabolomics Workbench ID: 57700
• Mol file: 827-54-3.mol

Synonyms:polyvinylnaphthalene

Chemical Property of 2-Vinylnaphthalene

Chemical Property:

• Appearance/Colour: Tan powder
• Melting Point: 64-68 °C(lit.)
• Boiling Point: 270.9 °C at 760 mmHg
• Flash Point: 115.5 °C
• PSA: 0.00000
• Density: 1.031 g/cm³
• LogP: 3.48280
• Water Solubility.: INSOLUBLE
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 154.078250319
• Heavy Atom Count: 12
• Complexity: 159

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xi:Irritant
• Statements: R20/22:; R36/38:
• Safety Statements: S26:; S36:

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Naphthalenes
• Canonical SMILES: C=CC1=CC2=CC=CC=C2C=C1

Technology Process of 2-Vinylnaphthalene

There total 182 articles about 2-Vinylnaphthalene 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: 83.0%

dimethylsulfone (67-71-0) + 2-Naphthalenemethanol (1592-38-7) → 2-naphthylethylene (827-54-3,28406-56-6) + hydrogen (1333-74-0)

Guidance literature:

With 1,10-Phenanthroline; potassium tert-butylate; iron(II) chloride; In toluene; at 120 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.0c01173

Reference yield: 76.0%

dimethylsulfone (67-71-0) + 2-Naphthalenemethanol (1592-38-7) → 2-isopropenylnaphthalene (3710-23-4) + 2-naphthylethylene (827-54-3,28406-56-6)

Guidance literature:

With C₂₄H₂₀ClN₂OPRu; potassium tert-butylate; In 1,4-dioxane; at 125 ℃; for 5h; Inert atmosphere; Schlenk technique; Glovebox;

DOI:10.1002/anie.201407281

Reference yield: 73.0%

Methyltriphenylphosphonium bromide (1779-49-3) + β-naphthaldehyde (66-99-9) → 2-naphthylethylene (827-54-3,28406-56-6) + Triphenylphosphine oxide (791-28-6)

Guidance literature:

With potassium carbonate; for 20h; steel ball-milling;

DOI:10.1021/ja017908p

upstream raw materials:

2-ethylnaphthalene

naphthalen-2-ethanol

2,2'-(ethane-1,1-diyl)dinaphthalene

naphthalen-2-yl(trimethylsilyl)methanone

Downstream raw materials:

benz-1,4-phenanthrenequinone

6-Phenyl-5,6-dihydro-benzophenanthren

naphth[1,2-a]anthracene-9,14-dione

5-(1,4-Dioxo-1,4-dihydro-naphthalen-2-yl)-naphtho[1,2-a]anthracene-9,14-dione

Refernces

• 1、 Dai, Hui-Xiong,Wang, Xing,Wang, Zhen-Yu,Xu, Hui,Zhang, Xu. "Functionalized styrene synthesis via palladium-catalyzed C[sbnd]C cleavage of aryl ketones". supporting information. . Retrieved 2022/03/31.
• 2、 Balakrishnan, Venkadesh,Murugesan, Vetrivelan,Chindan, Bincy,Rasappan, Ramesh. "Nickel-Mediated Enantiospecific Silylation via Benzylic C-OMe Bond Cleavage". . p. 1333 - 1338. Retrieved 2021/02/20.