6-Methoxy-2-vinylnaphthalene

Base Information

• Chemical Name: 6-Methoxy-2-vinylnaphthalene
• CAS No.: 63444-51-9
• Molecular Formula: C13H12 O
• Molecular Weight: 184.238
• Hs Code.: 29093090
• Mol file: 63444-51-9.mol

Synonyms:Naphthalene,2-methoxy-6-vinyl- (6CI); (6-Methoxy-2-naphthyl)ethene;1-(6-Methoxy-2-naphthyl)ethene; 1-(6'-Methoxy-2-naphthyl)ethene;2-Ethenyl-6-methoxynaphthalene; 2-Methoxy-6-vinylnaphthalene;2-Vinyl-6-methoxynaphthalene; 6-Methoxy-2-vinylnaphthalene

Chemical Property of 6-Methoxy-2-vinylnaphthalene

Chemical Property:

• Vapor Pressure: 0.00091mmHg at 25°C
• Melting Point: 88-91 °C
• Refractive Index: 1.5928 (estimate)
• Boiling Point: 313.5 °C at 760 mmHg
• Flash Point: 122.7 °C
• Density: 1.061 g/cm³
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C

Purity/Quality:

99% ^*data from raw suppliers

2-Methoxy-6-vinylnaphthalene 97% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-Methoxy-2-vinylnaphthalene

There total 5 articles about 6-Methoxy-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: 80.0%

vinylboronic acid (4363-34-2) + 2-Bromo-6-methoxynaphthalene (5111-65-9) → 2-methoxy-6-vinylnapthalene (63444-51-9)

Guidance literature:

With cis,cis,cis-tetrakis[(diphenylphosphanyl)methyl]cyclopentane; potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)); In xylene; at 130 ℃; for 20h;

DOI:10.1002/ejoc.200300627

Reference yield: 47.0%

C14H16O2 (1450622-43-1) + cyclohexylmagnesiumchloride (931-51-1) → 2-methoxy-6-vinylnapthalene (63444-51-9) + 2-(2-cyclohexylethyl)-6-methoxynaphthalene (1450622-57-7) + C19H22O (1450622-71-5)

Guidance literature:

With iron(II) fluoride; tricyclohexylphosphine; In o-xylene; at 120 ℃; for 24h; regioselective reaction; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1039/c3cc43616k

Reference yield: 12.0%

2-iodo-6-methoxynaphthalene (67886-69-5) + vinyl magnesium bromide (1826-67-1) → 2-Methoxynaphthalene (93-04-9) + 2-methoxy-6-vinylnapthalene (63444-51-9)

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; -78 deg C,then RT, 5 days;

DOI:10.1016/S0040-4020(01)88063-7

upstream raw materials:

2-iodo-6-methoxynaphthalene

vinyl magnesium bromide

vinylboronic acid

2-Bromo-6-methoxynaphthalene

Downstream raw materials:

naproxen

3-(6-methoxynaphthalen-2-yl)propionic acid

(E)-2-(4-bromostyryl)-6-methoxynaphthalene

2-methoxy-6-(E)-styrylnaphthalene

Refernces

• 1、 Luo, Shuang,Yu, Da-Gang,Zhu, Ru-Yi,Wang, Xin,Wang, Lei,Shi, Zhang-Jie. "Fe-promoted cross coupling of homobenzylic methyl ethers with Grignard reagents via sp3 C-O bond cleavage". supporting information. p. 7794 - 7796. Retrieved 2013/09/02.
• 2、 Brown, John M.,Cook, Stephen J.,Khan, Riaz. "HYDROFORMYLATION CATALYSED BY RHODIUM COMPLEXES OF TREHALOSE-DERIVED LIGANDS αα and ββ-TREDIP; A HIGHLY REGIOSELECTIVE ROUTE TO α-METHYLARYLPROPIONALDEHYDES". . p. 5105 - 5110. Retrieved 2007/10/02.