(E)-3-Cyclohexylacrylic acid

Base Information

• Chemical Name: (E)-3-Cyclohexylacrylic acid
• CAS No.: 56453-86-2
• Molecular Formula: C9H14O2
• Molecular Weight: 154.209
• NSC Number: 147133
• Nikkaji Number: J2.289.598B,J2.621.119K
• Mol file: 56453-86-2.mol

Synonyms:(E)-3-Cyclohexylacrylic acid;56453-86-2;(E)-3-cyclohexylprop-2-enoic acid;(2E)-3-CYCLOHEXYLPROP-2-ENOIC ACID;2-Propenoic acid, 3-cyclohexyl-;4484-35-9;3-cyclohexylprop-2-enoic acid;NSC 147133;NSC147133;b-cyclohexylacrylic acid;2-Propenoic acid, 3-cyclohexyl-, (E)-;3-Cyclohexylpropenoic acid;Cyclohexaneacrylic acid, (E)-;MFCD03002774;AKOS008153391;NSC-147133;DS-17641;CS-0031387;EN300-80296;EN300-1455844;A869941;J-501962;Z975822798

Chemical Property of (E)-3-Cyclohexylacrylic acid

Chemical Property:

• Vapor Pressure: 0.000835mmHg at 25°C
• Melting Point: 58-59 °C
• Refractive Index: 1.57
• Boiling Point: 283.2°C at 760mmHg
• PKA: 4.76±0.10(Predicted)
• Flash Point: 189.5°C
• PSA: 37.30000
• Density: 1.125g/cm³
• LogP: 2.20750
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 154.099379685
• Heavy Atom Count: 11
• Complexity: 155

Purity/Quality:

99% ^*data from raw suppliers

(E)-3-Cyclohexylacrylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)C=CC(=O)O
• Isomeric SMILES: C1CCC(CC1)/C=C/C(=O)O
• Use Description: (2E)-3-Cyclohexylprop-2-enoic acid, a chemical compound, finds applications in various fields. In the pharmaceutical industry, it serves as a key intermediate in the synthesis of pharmaceutical compounds, particularly those used in the development of medications for pain management and anti-inflammatory purposes. Its role is pivotal in the structural modification of molecules, allowing for the creation of novel drug candidates with potential therapeutic properties. Additionally, in academic research and organic chemistry, this compound can be employed as a building block for the synthesis of complex organic molecules, contributing to studies in chemical synthesis and the exploration of new chemical reactions. Its diverse uses underscore its significance in drug discovery and development, academic research, and the advancement of chemical science, ultimately contributing to the improvement of healthcare and scientific knowledge.

Technology Process of (E)-3-Cyclohexylacrylic acid

There total 15 articles about (E)-3-Cyclohexylacrylic 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: 98.0%

(2RS,3SR)-2,3-dibromo-3-cyclohexylpropanoic acid → (E)-3-cyclohexylprop-2-enoic acid (56453-86-2)

Guidance literature:

With zinc; In acetic acid; for 0.0166667h; microwave irradiation;

Reference yield: 91.0%

(E)-3-cyclohexyl-acrylic acid ethyl ester (17343-88-3) → (E)-3-cyclohexylprop-2-enoic acid (56453-86-2)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 60 ℃; for 12h;

DOI:10.1021/ja068818t

Reference yield: 85.0%

malonic acid (141-82-2) + cyclohexanecarbaldehyde (2043-61-0) → (E)-3-cyclohexylprop-2-enoic acid (56453-86-2)

Guidance literature:

With morpholine; pyridine;

DOI:10.1039/c4ra15975f

upstream raw materials:

(E)-3-cyclohexylpropenal

malonic acid

cyclohexanecarbaldehyde

carbon monoxide

Downstream raw materials:

3-(trans-4-phenyl-cyclohexyl)-propionic acid

C₁₂H₁₈O₄

β-cyclohexylidenepropionic acid

1-[(2E)-3-cyclohexyl-1-oxo-2-propenyl]-4-phenyl-1H-imidazole

Refernces

• 1、 Verma, Astha,Grams, R. Justin,Rastatter, Brett P.,Santos, Webster L.. "Semireduction of alkynoic acids via a transition metal-free α borylation-protodeborylation sequence". supporting information. p. 2113 - 2117. Retrieved 2019/02/25.
• 2、 Gucma, Miroslaw,Golbiewski, W. Marek,Krawczyk, Maria. "Application of chiral ligands: Carbohydrates, nucleoside-lanthanides and other Lewis acid complexes to control regio- and stereoselectivity of the dipolar cycloaddition reactions of nitrile oxides and esters". . p. 13112 - 13124. Retrieved 2015/02/19.