Isopentyl p-anisate

Base Information

• Chemical Name: Isopentyl p-anisate
• CAS No.: 27739-29-3
• Molecular Formula: C13H18 O3
• Molecular Weight: 222.284
• European Community (EC) Number: 248-633-3
• UNII: 6TV0K78U1O
• DSSTox Substance ID: DTXSID00950435
• Nikkaji Number: J250.583E
• Wikidata: Q82928495
• Metabolomics Workbench ID: 48361
• Mol file: 27739-29-3.mol

Synonyms:Isopentyl p-anisate;3-methylbutyl 4-methoxybenzoate;p-Anisic acid, isopentyl ester;27739-29-3;Isoamyl p-anisate;6TV0K78U1O;EINECS 248-633-3;4-Methoxybenzoic acid, 3-methylbutyl ester;i-amyl-p-methoxybenzoate;UNII-6TV0K78U1O;Isopentyl 4-methoxybenzoate #;SCHEMBL1989678;DTXSID00950435;p-Anisic acid 3-methylbutyl ester;ISOPENTYL ALCOHOL, P-ANISATE;AKOS017171397;Benzoic acid, 4-methoxy-, 3-methylbutyl ester

Chemical Property of Isopentyl p-anisate

Chemical Property:

• Vapor Pressure: 0.000608mmHg at 25°C
• Boiling Point: 310.2°Cat760mmHg
• Flash Point: 126.7°C
• PSA: 35.53000
• Density: 1.02g/cm³
• LogP: 2.89810
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 222.125594432
• Heavy Atom Count: 16
• Complexity: 205

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CCOC(=O)C1=CC=C(C=C1)OC

Technology Process of Isopentyl p-anisate

There total 8 articles about Isopentyl p-anisate 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: 99.0%

4-Methoxypropiophenone (121-97-1) + isopentyl nitrite (110-46-3) → iso-pentyl 4-methoxybenzoate (27739-29-3)

Guidance literature:

4-Methoxypropiophenone; With potassium hexamethylsilazane; In tetrahydrofuran; at -78 ℃; for 0.25h; Inert atmosphere; Schlenk technique;

isopentyl nitrite; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.1c01169

Reference yield: 88.0%

1,4-di(4-methoxyphenyl)ethanone (120-44-5) + isopentyl nitrite (110-46-3) → (Z)-para-methoxybenzaldehyde oxime (3717-22-4) + (E)-4-methoxybenzaldoxime (3717-21-3,3717-22-4,3235-04-9,140461-28-5,140461-29-6) + iso-pentyl 4-methoxybenzoate (27739-29-3)

Guidance literature:

1,4-di(4-methoxyphenyl)ethanone; With potassium hexamethylsilazane; In tetrahydrofuran; at -78 ℃; for 0.25h; Inert atmosphere; Schlenk technique;

isopentyl nitrite; In tetrahydrofuran; at -78 - -5 ℃; for 3h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.1c01169

Reference yield: 85.0%

i-Amyl alcohol (123-51-3) + 4-Methoxybenzyl alcohol (105-13-5) → 4-methoxybenzyl 4-methoxybenzoate (24318-43-2) + iso-pentyl 4-methoxybenzoate (27739-29-3)

Guidance literature:

With RuH(CO)Cl(PPh₃)(κ²-CP); caesium carbonate; In toluene; for 24h; Schlenk technique; Glovebox; Inert atmosphere; Reflux;

DOI:10.1021/acs.organomet.9b00071

upstream raw materials:

4-methoxy-benzoyl chloride

3-methyl-2-buten-1-ol

i-Amyl alcohol

4-methoxybenzoic acid