4-Isobutylcinnamic acid

Base Information

• Chemical Name: 4-Isobutylcinnamic acid
• CAS No.: 66734-95-0
• Molecular Formula: C13H16 O2
• Molecular Weight: 204.269
• Hs Code.: 2916399090
• Nikkaji Number: J450.803C
• Mol file: 66734-95-0.mol

Synonyms:4-Isobutylcinnamic acid;66734-95-0;3-(4-isobutylphenyl)acrylic acid;(2E)-3-[4-(2-methylpropyl)phenyl]prop-2-enoic acid;(E)-3-[4-(2-methylpropyl)phenyl]prop-2-enoic acid;(E)-3-(4-isobutylphenyl)acrylic acid;2-Propenoic acid, 3-(4-(2-methylpropyl)phenyl)-;1415604-30-6;3-[4-(2-methylpropyl)phenyl]prop-2-enoic acid;SCHEMBL764948;3-(4-isobutylphenyl)acrylicacid;JS-041C;MFCD00800640;AKOS005073016;CS-0262640;CS-0368984;EN300-115310;EN300-833085;A835538;J-501922;(E)-3-[4-(2-methylpropyl)phenyl]-2-propenoic acid;Z2312273815

Chemical Property of 4-Isobutylcinnamic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 168-169oC
• Refractive Index: 1.567
• Boiling Point: 333.978 °C at 760 mmHg
• PKA: 4.52±0.10(Predicted)
• Flash Point: 237.361 °C
• PSA: 37.30000
• Density: 1.068 g/cm³
• LogP: 2.98290
• Storage Temp.: 2-8°C
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 204.115029749
• Heavy Atom Count: 15
• Complexity: 223

Purity/Quality:

98%min ^*data from raw suppliers

4-IsobutylcinnamicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC1=CC=C(C=C1)C=CC(=O)O
• Isomeric SMILES: CC(C)CC1=CC=C(C=C1)/C=C/C(=O)O

Technology Process of 4-Isobutylcinnamic acid

There total 5 articles about 4-Isobutylcinnamic acid 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: 86.0%

malonic acid (141-82-2) + 4-(2-methyl-1-propyl)benzaldehyde (40150-98-9) → 4-isobutylcinnamic acid (66734-95-0)

Guidance literature:

With morpholine; for 2h; Heating;

DOI:10.1021/jm00394a032

Reference yield:

carbon monoxide (201230-82-2) + 4'-isobutyl phenylacetylene (132464-91-6) → 1-(4-isobutyl-phenyl)-ethanone (38861-78-8) + ibuprofen (15687-27-1,58560-75-1) + 4-isobutylcinnamic acid (66734-95-0)

Guidance literature:

With hydrogenchloride; triphenylphosphine; palladium dichloride; In butanone; at 130 ℃; under 77572.2 Torr;

Reference yield:

1-(4-isobutyl-phenyl)-ethanone (38861-78-8) → 4-isobutylcinnamic acid (66734-95-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 38 percent / aq. sodium hypochlorite / 12 h / Heating

2: borane / tetrahydrofuran / 3 h / Ambient temperature

3: 89 percent / pyridinium chlorochromate / CH₂Cl₂ / 3 h

4: 86 percent / morpholine / 2 h / Heating

With morpholine; sodium hypochlorite; borane; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm00394a032

upstream raw materials:

malonic acid

4-(2-methyl-1-propyl)benzaldehyde

carbon monoxide

4'-isobutyl phenylacetylene

Downstream raw materials:

C₁₆H₂₀N₂OS

N-hydroxy-N-methyl-3-<4-(2-methylpropyl)phenyl>propenamide

3-(4-Isobutyl-phenyl)-propionyl chloride

N-Hydroxy-3-(4-isobutyl-phenyl)-N-methyl-propionamide

Refernces

• 1、 Summers, James B.,Gunn, Bruce P.,Mazdiyasni, Hormoz,Goetze, Andrew M.,Young, Patrick R.,et al.. "In Vivo Characterization of Hydroxamic Acid Inhibitors of 5-Lipoxygenase". . p. 2121 - 2126. Retrieved 2007/10/02.