1-Methoxy-4-propylbenzene

Base Information

• Chemical Name: 1-Methoxy-4-propylbenzene
• CAS No.: 104-45-0
• Molecular Formula: C10H14 O
• Molecular Weight: 150.221
• Hs Code.: 2909309090
• European Community (EC) Number: 203-203-4
• NSC Number: 37996
• UNII: 932XJ1O77X
• DSSTox Substance ID: DTXSID0042325
• Nikkaji Number: J22.133C
• Wikidata: Q27160351
• Metabolomics Workbench ID: 45664
• ChEMBL ID: CHEMBL3185876
• Mol file: 104-45-0.mol

Synonyms:4-propylanisole;para-propylanisole

Chemical Property of 1-Methoxy-4-propylbenzene

Chemical Property:

• Vapor Pressure: 0.266mmHg at 25°C
• Melting Point: 45-46 °C
• Refractive Index: n20/D 1.504(lit.)
• Boiling Point: 215 °C(lit.)
• Flash Point: 194 °F
• PSA: 9.23000
• Density: 0.941 g/mL at 25 °C(lit.)
• LogP: 2.64770
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 150.104465066
• Heavy Atom Count: 11
• Complexity: 93

Purity/Quality:

99.9% ^*data from raw suppliers

p-Propyl anisole ≥99%, FCC, FG ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N
• Hazard Codes: N
• Statements: 51/53
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC1=CC=C(C=C1)OC

Technology Process of 1-Methoxy-4-propylbenzene

There total 87 articles about 1-Methoxy-4-propylbenzene 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: 76.0%

isopropyl chloride (75-29-6) + 4-methoxyphenyl triflate (66107-29-7) → 4-n-propylanisole (104-45-0) + 1-methoxy-4-(1-methylethyl)benzene (4132-48-3)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2-(dibutylphosphanyl)-1-phenylpyrrole; magnesium; lithium chloride; zinc(II) chloride; In tetrahydrofuran; at 60 ℃; for 16h; Reagent/catalyst; Inert atmosphere; Glovebox; Sealed tube;

DOI:10.1002/anie.201608535

Reference yield: 68.0%

4-methoxyphenyl triflate (66107-29-7) + isopropyl bromide (75-26-3) → 4-n-propylanisole (104-45-0) + 1-methoxy-4-(1-methylethyl)benzene (4132-48-3)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2-(dibutylphosphanyl)-1-phenylpyrrole; magnesium; lithium chloride; zinc(II) chloride; In tetrahydrofuran; at 60 ℃; for 16h; Reagent/catalyst; Inert atmosphere; Glovebox; Sealed tube;

DOI:10.1002/anie.201608535

Reference yield: 63.8%

Estragole (140-67-0) + carbon monoxide (201230-82-2) → 4-n-propylanisole (104-45-0) + 3-(p-methoxyphenyl)-2-methylpropionaldehyde (5462-06-6) + 4-(4-methoxyphenyl)butyraldehyde (56047-51-9) + E-1-(4'-methoxyphenyl)prop-1-ene (4180-23-8,25086-72-0,63589-56-0)

Guidance literature:

With hydrogen; N-dodecyl-N-(2-hydroxyethyl)-N,N-dimethylammonium bromide; {Rh(cod)[μ-S(CH2)3Si(OMe)3]}2; triphenylphosphine; In water; butan-1-ol; at 80 ℃; for 6h; under 10350.8 Torr; Further byproducts given; microemulsion/sol-gel;

DOI:10.1002/ejoc.200500244

upstream raw materials:

Estragole

4-n-butylanisole

E-1-(4'-methoxyphenyl)prop-1-ene

anethole

Downstream raw materials:

meso-hexestrol dimethyl ether

2-nitro-4-propyl-anisole

3.5-dinitro-4-oxy-1-propyl-benzene

4-methoxy-benzaldehyde

Refernces

• 1、 Cadierno, Victorio,Francos, Javier,Gimeno, Jose,Nebra, Noel. "Ruthenium-catalyzed reduction of allylic alcohols: An efficient isomerization/transfer hydrogenation tandem process". . p. 2536 - 2538. Retrieved 2007.
• 2、 Edelson, Benjamin S.,Stoltz, Brian M.,Corey. "A simple and effective procedure for removal of tri-n-butyltin halides from reaction mixtures". . p. 6729 - 6730. Retrieved 1999.
• 3、 Quinn, John F.,Razzano, Dana A.,Golden, Kathryn C.,Gregg, Brian T.. "1,4-Cyclohexadiene with Pd/C as a rapid, safe transfer hydrogenation system with microwave heating". . p. 6137 - 6140. Retrieved 2008.
• 4、 Mara?, Nenad,Polanc, Slovenko,Ko?evar, Marijan. "Microwave-assisted methylation of phenols with tetramethylammonium chloride in the presence of K2CO3 or Cs2CO3". . p. 11618 - 11624. Retrieved 2008.
• 5、 Mercadante, Michael A.,Kelly, Christopher B.,Lee, Christopher,Leadbeater, Nicholas E.. "Continuous flow hydrogenation using an on-demand gas delivery reactor". . p. 1064 - 1068. Retrieved 2012.
• 6、 van der Puyl, Vincent,McCourt, Ruairi O.,Shenvi, Ryan A.. "Cobalt-catalyzed alkene hydrogenation by reductive turnover". . . Retrieved 2021.
• 7、 Woof, Callum R.,Durand, Derek J.,Fey, Natalie,Richards, Emma,Webster, Ruth L.. "Iron Catalyzed Double Bond Isomerization: Evidence for an FeI/FeIII Catalytic Cycle". supporting information. p. 5972 - 5977. Retrieved 2021/03/17.
• 8、 Czyz, Milena L.,Taylor, Mitchell S.,Horngren, Tyra H.,Polyzos, Anastasios. "Reductive activation and hydrofunctionalization of olefins by multiphoton tandem photoredox catalysis". . p. 5472 - 5480. Retrieved 2021/06/01.