Diallyl-p-methoxyphenylmethane

Base Information

• Chemical Name: Diallyl-p-methoxyphenylmethane
• CAS No.: 13087-56-4
• Molecular Formula: C14H18 O
• Molecular Weight: 202.296
• DSSTox Substance ID: DTXSID80926951
• Nikkaji Number: J1.032.340A
• Wikidata: Q82901561
• Mol file: 13087-56-4.mol

Synonyms:Diallyl-p-methoxyphenylmethane;BRN 2090575;p-(1-Allyl-3-butenyl)anisole;ANISOLE, p-(1-ALLYL-3-BUTENYL)-;13087-56-4;DTXSID80926951;4-(4-Methoxyphenyl)-1,6-heptadiene;AKOS015964242;LS-20202;1-(1-allylbut-3-en-1-yl)-4-methoxybenzene;1-(HEPTA-1,6-DIEN-4-YL)-4-METHOXYBENZENE;benzene, 1-methoxy-4-[1-(2-propenyl)-3-butenyl]-;InChI=1/C14H18O/c1-4-6-12(7-5-2)13-8-10-14(15-3)11-9-13/h4-5,8-12H,1-2,6-7H2,3H

Chemical Property of Diallyl-p-methoxyphenylmethane

Chemical Property:

• Vapor Pressure: 0.00696mmHg at 25°C
• Boiling Point: 279.1°C at 760 mmHg
• Flash Point: 107.2°C
• Density: 0.92g/cm³
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 202.135765193
• Heavy Atom Count: 15
• Complexity: 180

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Diallyl-p-methoxyphenylmethane

There total 15 articles about Diallyl-p-methoxyphenylmethane 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: 92.0%

p-Anisaldehyde dimethyl acetal (2186-92-7) + allyl-trimethyl-silane (762-72-1) → 1-(hepta-1,6-dien-4-yl)-4-methoxybenzene (13087-56-4) + 1-methoxy-4-(1-methoxybut-3-en-1-yl)benzene (111874-57-8)

Guidance literature:

With 50 wt% silicomolybdic acid/SiO2; In acetonitrile; at 20 ℃; for 0.16h;

DOI:10.1016/j.tet.2011.05.093

Reference yield: 91.0%

1-(4-methoxyphenyl)but-3-en-1-ol (24165-60-4) + allyl-trimethyl-silane (762-72-1) → 1-(hepta-1,6-dien-4-yl)-4-methoxybenzene (13087-56-4)

Guidance literature:

allyl-trimethyl-silane; With pentafluorophenylboronic acid; oxalic acid; In nitromethane; at 20 - 25 ℃; for 0.0833333h;

1-(4-methoxyphenyl)but-3-en-1-ol; In nitromethane; at 20 - 25 ℃; for 5h;

DOI:10.1021/acs.orglett.0c02736

Reference yield: 85.0%

4-methoxy-benzaldehyde (123-11-5) + allyl-trimethyl-silane (762-72-1) → 1-(hepta-1,6-dien-4-yl)-4-methoxybenzene (13087-56-4)

Guidance literature:

4-methoxy-benzaldehyde; With titanium tetrachloride; In nitromethane; dichloromethane; cooling;

allyl-trimethyl-silane; In dichloromethane; cooling;

DOI:10.1081/SCC-200063971

upstream raw materials:

p-Anisaldehyde dimethyl acetal

allyl bromide

1-methoxy-4-(1-methoxybut-3-en-1-yl)benzene

allyl-trimethyl-silane

Downstream raw materials:

C₂₁H₂₁F₃N₂O₄S

C₁₅H₁₉NO₂

C₂₂H₂₅NO₂

C₁₂H₁₄O₃

Refernces

• 1、 Chiba,Uchiyama,Kim,Kitano,Tada. "Benzylic intermolecular carbon-carbon bond formation by selective anodic oxidation of dithioacetals.". . p. 1245 - 1248. Retrieved 2001.
• 2、 Estopi?á-Durán, Susana,McLean, Euan B.,Donnelly, Liam J.,Hockin, Bryony M.,Taylor, James E.. "Arylboronic Acid Catalyzed C-Alkylation and Allylation Reactions Using Benzylic Alcohols". supporting information. p. 7547 - 7551. Retrieved 2020/10/09.
• 3、 ?oli?, Ivan,Seankongsuk, Pattarakiat,Loh, Joanna Kejun,Vilaivan, Tirayut,Bates, Roderick W.. "Scandium as a pre-catalyst for the deoxygenative allylation of benzylic alcohols". supporting information. p. 119 - 123. Retrieved 2017/12/27.