4-t-Butylcinnamic acid

Base Information

• Chemical Name: 4-t-Butylcinnamic acid
• CAS No.: 1208-65-7
• Molecular Formula: C13H16O2
• Molecular Weight: 204.269
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID901312346
• Mol file: 1208-65-7.mol

Synonyms:p-t-butylcinnamic acid;4-t-butlycinnamic acid;4-t-butylcinnamic acid;3-(4-t-butylphenyl)acrylic acid;DTXSID901312346;3-(4-t-butyl-phenyl)-acrylic acid;3-(4-tert-butyl-phenyl)-acrylic acid;FT-0633489

Chemical Property of 4-t-Butylcinnamic acid

Chemical Property:

• Melting Point: 198-200 °C
• Boiling Point: 318 °C at 760 mmHg
• Flash Point: 222.5 °C
• PSA: 37.30000
• Density: 1.065 g/cm³
• LogP: 3.08190
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 204.115029749
• Heavy Atom Count: 15
• Complexity: 240

Purity/Quality:

99%, ^*data from raw suppliers

3-(4-tert-Butylbenzene)prop-2-enoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-t-Butylcinnamic acid

There total 17 articles about 4-t-Butylcinnamic 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: 99.0%

malonic acid (141-82-2) + 4-tert-Butylbenzaldehyde (939-97-9) → 4-tert-butyl-trans-cinnamic acid (1208-65-7)

Guidance literature:

malonic acid; 4-tert-Butylbenzaldehyde; With piperidine; pyridine; Reflux;

With hydrogenchloride; In water; optical yield given as %de; Cooling with ice;

DOI:10.1021/jo901833y

Reference yield: 85.0%

hydrogenchloride (7647-01-0,15364-23-5) + malonic acid (141-82-2) + 4-tert-Butylbenzaldehyde (939-97-9) → 4-tert-butyl-trans-cinnamic acid (1208-65-7)

Guidance literature:

malonic acid; 4-tert-Butylbenzaldehyde; With piperidine; pyridine; for 4h; Heating / reflux;

hydrogenchloride; In water; at 0 ℃; pH=3;

Reference yield: 78.0%

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + 4-tert-Butylbenzaldehyde (939-97-9) → 4-tert-butyl-trans-cinnamic acid (1208-65-7)

Guidance literature:

diethoxyphosphoryl-acetic acid ethyl ester; With sodium hydride; In tetrahydrofuran; mineral oil; for 0.5h; Cooling;

4-tert-Butylbenzaldehyde; In tetrahydrofuran; mineral oil; at 20 ℃;

With water; sodium hydroxide; In ethanol; at 20 ℃;

DOI:10.1039/d0ob02417a

upstream raw materials:

malonic acid

4-tert-Butylbenzaldehyde

ethyl (E)-3-[4-(tert-butylphenyl)]-2-propenoate

hydrogenchloride

Downstream raw materials:

(E)-3-(4-tert-Butyl-phenyl)-acryloyl chloride

C₁₆H₂₀N₂OS

4-nitrophenyl trans-4-t-butylcinnamate

3-methoxyphenyl (2E)-3-[4-(tert-butyl)phenyl]prop-2-enoate

Refernces

• 1、 Xu, Hehuan,Liu, Jiayu,Nie, Feiyun,Zhao, Xiaowei,Jiang, Zhiyong. "Metal-Free Hydropyridylation of Thioester-Activated Alkenes via Electroreductive Radical Coupling". . p. 16204 - 16212. Retrieved 2021/10/25.
• 2、 Bezerra Fran?a, Saraliny,Carine Barros de Lima, Luana,Rychard da Silva Cunha, Cristhyan,Santos Anuncia??o, Daniela,Ferreira da Silva-Júnior, Edeildo,Ester de Sá Barreto Barros, Maria,José da Paz Lima, Dimas. "Larvicidal activity and in silico studies of cinnamic acid derivatives against Aedes aegypti (Diptera: Culicidae)". . . Retrieved 2021/07/07.