1-Vinylnaphthalene

Base Information

• Chemical Name: 1-Vinylnaphthalene
• CAS No.: 826-74-4
• Molecular Formula: C12H10
• Molecular Weight: 154.211
• Hs Code.: 29029090
• European Community (EC) Number: 247-828-0,212-560-5
• UNII: PF20CJ2K0N
• DSSTox Substance ID: DTXSID90949434
• Nikkaji Number: J192.702G
• Wikidata: Q27122546
• Metabolomics Workbench ID: 57701
• Mol file: 826-74-4.mol

Synonyms:1-Vinylnaphthalene;826-74-4;1-Ethenylnaphthalene;Vinylnaphthalene;1-vinyl-naphthalene;1-Vinyl naphthalene;Naphthalene, 1-ethenyl-;EINECS 247-828-0;26588-32-9;UNII-PF20CJ2K0N;PF20CJ2K0N;EINECS 212-560-5;MFCD00075766;1-Vinylnaphthalene (stabilized with TBC);1-VINYLNAPHTHALENE (STABILIZED WITH 4000PPM TERT-BUTYLCATECHOL);1-Vinylnaphthalene [Stabilized with 4000ppm tert-Butylcatechol];1-Vinylnaphthalene, 95%;UNII-RB4Q82I8UQ;RB4Q82I8UQ;CHEBI:51327;DTXSID90949434;AMY18029;AKOS009156484;CS-W007780;s10758;SY013144;FT-0608330;V0040;[Stabilized with 4000ppm tert-Butylcatechol];EN300-1243722;A858263;Q27122546;26-74-4

Chemical Property of 1-Vinylnaphthalene

Chemical Property:

• Appearance/Colour: liquid
• Melting Point: 322 °C
• Refractive Index: n20/D 1.653(lit.)
• Boiling Point: 270.9°C at 760mmHg
• Flash Point: 115.5°C
• PSA: 0.00000
• Density: 1.031g/cm³
• LogP: 3.48280
• Storage Temp.: Refrigerator
• Sensitive.: Moisture Sensitive
• Solubility.: Soluble in ethyl acetate, hexane and methanol.
• 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:

99% ^*data from raw suppliers

1-Vinylnaphthalene[Stabilizedwith4000ppmtert-Butylcatechol] ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,N,Xn
• Statements: 36/37/38-51/53-22
• Safety Statements: 26-36-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C=CC1=CC=CC2=CC=CC=C21
• Uses: A precursor of polynuclear aromatic hydrocarbons in tobacco smoke. 1-Vinylnaphthalene is used as a precursor of polynuclear aromatic hydrocarbons in tobacco smoke. It is also used as pharmaceutical intermediate. 1-Vinylnaphthalene may be used in the synthesis of 1-naphthyl-1,2-ethanediol, which can further be utilized as a metal hydrogenated catalyst. It may also be used as a substrate material to produce azidocyanation based products.

Technology Process of 1-Vinylnaphthalene

There total 130 articles about 1-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: 100.0%

Methyltriphenylphosphonium bromide (1779-49-3) + 1-naphthaldehyde (66-77-3) → 1-vinylnaphthalene (826-74-4,29793-40-6)

Guidance literature:

Methyltriphenylphosphonium bromide; With potassium tert-butylate; In toluene; at 0 - 20 ℃; for 4.5h;

1-naphthaldehyde; In toluene; at 0 - 20 ℃;

DOI:10.1021/ol100274e

Reference yield: 96.0%

1-Iodonaphthalene (90-14-2) + vinyl magnesium bromide (1826-67-1) → 1-vinylnaphthalene (826-74-4,29793-40-6)

Guidance literature:

vinyl magnesium bromide; With indium(III) chloride; In tetrahydrofuran;

1-Iodonaphthalene; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; Heating;

DOI:10.1021/ol035883o

Reference yield: 94.0%

1-Bromonaphthalene (90-11-9) + tri-n-butyl(vinyl)tin (7486-35-3) → 1-vinylnaphthalene (826-74-4,29793-40-6)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; tri-tert-butyl phosphine; In toluene; at 20 ℃; for 6h;

DOI:10.1021/ja020012f

upstream raw materials:

tetrachloromethane

N-Bromosuccinimide

1-ethylnapthelene

2-naphthaleneethanol

Downstream raw materials:

(+/-)-(3ar,3bξ,11ac)-3a,3b,11,11a-tetrahydro-phenanthro[1,2-c]furan-1,3-dione

(+/-)-1-methyl-1,2,3,4-tetrahydro-phenanthrene-1r,2c-dicarboxylic acid-anhydride

Methyl-(2-naphthalen-1-yl-ethyl)-diphenyl-silane

1-(1’-chloro-2’-phenylethyl)naphthalene

Refernces

• 1、 -. "Method for preparing olefin compound under alkaline condition". Paragraph 0021-0023. . Retrieved 2021/05/29.
• 2、 Wei, Shichao,Mao, Yongjun,Shi, Shi-Liang. "Nickel-Catalyzed Ligand-Free Hiyama Coupling of Aryl Bromides and Vinyltrimethoxysilane". supporting information. p. 1670 - 1674. Retrieved 2021/02/26.