5-(4-Methoxyphenyl)-1-pentene

Base Information

• Chemical Name: 5-(4-Methoxyphenyl)-1-pentene
• CAS No.: 51125-16-7
• Molecular Formula: C12H16O
• Molecular Weight: 176.258
• DSSTox Substance ID: DTXSID50539234
• Nikkaji Number: J995.428G
• Wikidata: Q82414935
• Mol file: 51125-16-7.mol

Synonyms:5-(4-Methoxyphenyl)-1-pentene;51125-16-7;1-methoxy-4-pent-4-enylbenzene;1-METHOXY-4-(PENT-4-EN-1-YL)BENZENE;MFCD11553797;SCHEMBL8062950;5-(4-Methoxyphenyl)pent-1-ene;DTXSID50539234;QFPRTDCGJORSPG-UHFFFAOYSA-N;BCA12516;AKOS006325622

Chemical Property of 5-(4-Methoxyphenyl)-1-pentene

Chemical Property:

• PSA: 9.23000
• LogP: 3.20390
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 176.120115130
• Heavy Atom Count: 13
• Complexity: 134

Purity/Quality:

5-(4-Methoxyphenyl)-1-pentene 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)CCCC=C

Technology Process of 5-(4-Methoxyphenyl)-1-pentene

There total 26 articles about 5-(4-Methoxyphenyl)-1-pentene 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: 97.0%

1-methoxy-4-(pent-4-yn-1-yl)benzene (391678-44-7) → 5-(4-methoxyphenyl)-1-pentene (51125-16-7)

Guidance literature:

With potassium tert-butylate; hydrogen; C₃₅H₄₃N₅⁽²⁺⁾*2Br^(1-); cobalt(II) chloride; In tetrahydrofuran; for 16h; Autoclave; Glovebox;

DOI:10.1002/anie.201916014

Reference yield: 92.0%

1-(4-methoxy-phenyl)-pent-4-en-1-ol (113579-77-4,128677-03-2) → 5-(4-methoxyphenyl)-1-pentene (51125-16-7)

Guidance literature:

With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; at 0 - 25 ℃; for 0.5h; Inert atmosphere;

DOI:10.1039/c9cc00223e

Reference yield: 63.0%

1-bromo-4-butene (5162-44-7) + p-methoxybenzyl chloride (824-94-2) → 5-(4-methoxyphenyl)-1-pentene (51125-16-7)

Guidance literature:

1-bromo-4-butene; With chloro-trimethyl-silane; iodine; magnesium; 1,3-dibromo-propane; lithium chloride; In tetrahydrofuran; at 20 ℃; Inert atmosphere; Sealed tube;

p-methoxybenzyl chloride; With 1-Phenylprop-1-yne; copper dichloride; In tetrahydrofuran; at 20 ℃; Inert atmosphere; Sealed tube;

DOI:10.1016/j.tetlet.2021.153516

upstream raw materials:

4-methoxyphenethyl bromide

allyl bromide

oxirane

1-bromo-4-methoxy-benzene

Downstream raw materials:

(E)-1-methoxy-4-(pent-1-en-1-yl)benzene

Refernces

• 1、 Elahi-Mohassel, Synah,Girgis, Michael,Paige, Mikell,Petruncio, Greg. "Copper-catalyzed sp3-sp3 cross-coupling of turbo grignards with benzyl halides". . . Retrieved 2021/11/17.
• 2、 Murai, Masahito,Nishimura, Kengo,Takai, Kazuhiko. "Palladium-catalyzed double-bond migration of unsaturated hydrocarbons accelerated by tantalum chloride". . p. 2769 - 2772. Retrieved 2019/03/23.