Canthaxanthin

Base Information

• Chemical Name: Canthaxanthin
• CAS No.: 514-78-3
• Molecular Formula: C40H52O2
• Molecular Weight: 564.852
• Hs Code.: 3204199000
• Mol file: 514-78-3.mol

Synonyms:b-Carotene-4,4'-dione (6CI);b-Carotene-4,4'-dione, all-trans-(8CI);4,4'-Diketo-b-carotene;4,4'-Dioxo-b-carotene;C.I. 40850;C.I. Food Orange 8;Carophyll red;E 161g;Food Orange 8;Lucantin Red;NSC 374110;Roxanthin Red10;all-trans-Canthaxanthin;

Chemical Property of Canthaxanthin

Chemical Property:

• Appearance/Colour: purple to reddish-violet
• Vapor Pressure: 2.09E-20mmHg at 25°C
• Melting Point: 217～218℃
• Refractive Index: 1.575
• Boiling Point: 717 °C at 760 mmHg
• Flash Point: 253.9 °C
• PSA: 34.14000
• Density: 1.003 g/cm³
• LogP: 10.96380
• Storage Temp.: 0-6°C
• Solubility.: Chloroform (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

all-trans-Canthaxanthin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• General Description: Canthaxanthin is a commercially important carotenoid widely used in poultry feed and recognized for its potential health benefits. It is synthesized through a practical and scalable route involving epoxidation of α-ionone, followed by isomerization, Darzens condensation, Wittig–Horner condensation, and oxidation, achieving an overall yield of 37%. The process is noted for its simplicity and efficiency, making it suitable for large-scale production.

Technology Process of Canthaxanthin

There total 54 articles about Canthaxanthin 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: 99.5%

beta-carotene (7235-40-7) → canthaxanthin (514-78-3)

Guidance literature:

With cerium(IV) oxide; sulfuric acid; potassium iodide; In dichloromethane; water; at 0 ℃; for 2.5h; under 760.051 Torr; Reagent/catalyst; Temperature; UV-irradiation;

Reference yield: 94.66%

β-carotene (161023-01-4) → canthaxanthin (514-78-3)

Guidance literature:

With Aminoiminomethanesulfinic acid; In dichloromethane; water; at 20 - 40 ℃; for 17h; Temperature; Industrial scale;

Reference yield: 92.1%

(2E,4E,6E)-2,7-dimethyl-2,4,6-octatrienedial (5056-17-7) + C19H31O4P → canthaxanthin (514-78-3)

Guidance literature:

With sodium t-butanolate; In dimethyl sulfoxide; toluene; at -20 ℃; for 6h; Reagent/catalyst; Temperature; Solvent;

upstream raw materials:

N-Bromosuccinimide

4-Phenylmorpholine

ethanol

chloroform

Downstream raw materials:

isozeaxanthin

6,5'-retro-5,6-dihydro-β,β-carotene-4,4'-dione

C₄₀H₅₂O₂⁽²⁺⁾

C₄₀H₅₂O₂⁽¹⁺⁾

Refernces

Practical synthesis of canthaxanthin

10.1007/s13738-019-01784-2

The research details the development of a novel and practical route for the total synthesis of canthaxanthin, a commercially significant carotenoid with applications in poultry feed and potential health benefits. The synthesis process begins with the epoxidation of α-ionone using metachloroperbenzoic acid, followed by a series of reactions including isomerization, Darzens condensation, Wittig–Horner condensation, and oxidation, ultimately yielding canthaxanthin with an overall yield of 37% from α-ionone. Key chemicals used throughout the process include α-ionone, metachloroperbenzoic acid, sodium methoxide, methyl chloroacetate, tetraethyl methylenebisphosphonate, potassium tert-butoxide, and aluminum isopropoxide. The study concludes that the developed route is practical for large-scale production due to its simplicity and the ease with which key building blocks can be prepared.