2811-50-9

Basic information

• Product Name: 7-METHOXY-4-VINYL-1,2-DIHYDRO-NAPHTHALENE
• Synonyms: 7-METHOXY-4-VINYL-1,2-DIHYDRO-NAPHTHALENE
• CAS NO: 2811-50-9
• Molecular Formula: C₁₃H₁₄O
• Molecular Weight: 186.24966
• Mol File: 2811-50-9.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 299.174°C at 760 mmHg
• Flash Point: 116.246°C
• Appearance: /
• Density: 1.08g/cm³
• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.614
• CAS DataBase Reference: 7-METHOXY-4-VINYL-1,2-DIHYDRO-NAPHTHALENE(CAS DataBase Reference)
• NIST Chemistry Reference: 7-METHOXY-4-VINYL-1,2-DIHYDRO-NAPHTHALENE(2811-50-9)
• EPA Substance Registry System: 7-METHOXY-4-VINYL-1,2-DIHYDRO-NAPHTHALENE(2811-50-9)

Safety Data

• Hazardous Substances Data: 2811-50-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H14O/c1-3-10-5-4-6-11-9-12(14-2)7-8-13(10)11/h3,5,7-9H,1,4,6H2,2H3

Upstream product

• 123-91-1 1,4-dioxane 
• 64-17-5 ethanol 
• 158237-98-0 1,2-dihydro-4-ethynyl-7-methoxynaphthalene 
• 150192-39-5 2-Bromo-5-methoxybenzyl alcohol 
• 94527-39-6 1-bromo-4-methoxy-2-(methoxymethyl)benzene 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 115375-59-2 6-methoxy-3,4-dihydronaphthalene-1-yl triflate 
• 75927-49-0 pinacol vinylboronate 
• 1078-19-9 6-methoxy-3,4-dihydro-1(2H)-naphthalenone 
• 681427-53-2 5-methoxy-2-[2-(trimethylsilyl)ethynyl]benzaldehyde 
• 681427-75-8 1-bromo-2-dibromomethyl-4-methoxybenzene 
• 7507-86-0 2-bromo-5-methoxy-benzaldehyde 
• 27060-75-9 4-bromo-3-methylanisole 
• 842167-54-8 {2-[2-(3-butenyl)-4-methoxyphenyl]ethynyl}trimethylsilane 

Downstream Products

• 95280-64-1 (+/-)-(3aR,3bS,11aS)-7-methoxy-3a,3b,4,5,11,11a-hexahydrophenanthro[1,2-c]furan-1,3-dione 
• 34726-95-9 β-sulfenylacrylamide 
• 848-07-7 (+/-)-13-ethyl-3-methoxygona-1,3,5⁽¹⁰⁾,8,14-pentaen-17-one 
• 966-47-2 3-methoxy-estra-1,3,5⁽¹⁰⁾,8⁽⁹⁾,14⁽¹⁵⁾-pentaene-17-one 
• 106541-44-0 3-methoxy-16-benzylidene-15-thiaestra-1,3,5⁽¹⁰⁾,8⁽⁹⁾-tetraen-17-one S,S-dioxide 

Relevant articles and documents

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An improved synthesis of 5-ethyl-4a-methyl-2-oxo-2,3,4,4a,7,8-hexahydronaphthalene and similar 1,3-dienes using palladium catalyzed cross-coupling methodology

We report an efficient synthesis of 1,3-dienes from readily available enol triflates and vinyltributyltin using Pd2(dba)3 and triphenylarsine. Our approach allows for the preparation of these systems at room temperature and thus prevents isomerization to other isomeric dienes. The mild reaction conditions are attributed to the rate acceleration of the cross-coupling reaction due to the weak σ-donation of the triphenylarsine ligand on the palladium catalyst.

Diels-Alder reactions of masked o-benzoquinones with 1-vinylcyclohexenes: A short and efficient entry to highly functionalized decahydrophenanthrene skeleton

Masked o-benzoquinones (MOBs), which were generated in situ from 2-methoxyphenols, underwent Diels-Alder reactions with 1-vinylcyclohexenes to produce the corresponding cycloaddition products, that is, decahydrophenanthrenes along with bicyclo[2.2.2]octenones. In the former case, the MOBs serve as the dienophile, and in the later case, the 1-vinylcyclohexenes act as the dienophile. The obtained bicyclo[2.2.2]octenones could be transformed into the corresponding decahydrophenanthrenes through a Cope rearrangement at 220 °C. Thus, these tandem reactions provide a short and efficient entry to the decahydrophenanthrene skeleton from easily available 2-methoxyphenols. Masked o-benzoquinones (MOBs), which were generated in situ from 2-methoxyphenols, underwent Diels-Alder reactions with 1-vinylcyclohexenes to produce the corresponding decahydrophenanthrenes and bicyclo[2.2.2]octenones. The obtained bicyclo[2.2.2]octenones could be transformed into decahydrophenanthrenes through a Cope rearrangement at 220 °C. Copyright

Formal enantioselective synthesis of (+)-estrone

(Chemical Equation Presented) A formal total synthesis of (+)-estrone (4% overall yield; ca. 12 steps) could be achieved via the Torgov diene. An asymmetric allylic substitution is the key step for the construction of the chiral quaternary carbon center of a synthetic intermediate which was converted in four steps to the Torgov diene.