Crocetin dialdehyde

Base Information

• Chemical Name: Crocetin dialdehyde
• CAS No.: 502-70-5
• Molecular Formula: C20H24 O2
• Molecular Weight: 296.409
• European Community (EC) Number: 610-516-3
• Nikkaji Number: J12.233E,J2.327.024B
• Wikidata: Q27123994
• Metabolomics Workbench ID: 28479
• Mol file: 502-70-5.mol

Synonyms:crocetin dialdehyde;Crocetindial;(2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-tetramethylhexadeca-2,4,6,8,10,12,14-heptaenedial;8,8'-Diapocarotene-8,8'-dial;Crocetindial/ Crocetin dialdehyde;502-70-5;SCHEMBL2616645;CHEBI:53166;8',8-diapocarotene-8',8-dial;LMPR0104010021;Crocetin dialdehyde, analytical standard;C19730;Q27123994;2,6,11,15-Tetramethyl-2,4,6,8,10,12,14-hexadecaheptaenedial;2,6,11,15-tetramethylhexadeca-2,4,6,8,10,12,14-septene-1,16-dial

Chemical Property of Crocetin dialdehyde

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 198-200oC
• Boiling Point: 495.289°C at 760 mmHg
• Flash Point: 183.322°C
• PSA: 34.14000
• Density: 0.962
• LogP: 4.83800
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 296.177630004
• Heavy Atom Count: 22
• Complexity: 525

Purity/Quality:

98% ^*data from raw suppliers

Crocetin dialdehyde analytical standard ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=CC=CC=C(C)C=CC=C(C)C=O)C=CC=C(C)C=O
• Isomeric SMILES: C/C(=C\C=C\C=C(\C=C\C=C(\C=O)/C)/C)/C=C/C=C(/C=O)\C
• Uses: Crocetindial is an antioxidant β-carotene (C184250) found in saffron. It is useful in ameliorating various diseases, including neurodegenerative disorders.

Technology Process of Crocetin dialdehyde

There total 18 articles about Crocetin dialdehyde 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: 73.0%

8,8'-diapocarotene-8,8'-diol (73335-89-4) → crocetindial (502-70-5)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; at 20 ℃; for 2h; Heating / reflux;

Reference yield: 46.0%

C30H44O4 (135967-62-3) → crocetindial (502-70-5)

Guidance literature:

With hydrogenchloride; water; oxalic acid; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jo500478u

Reference yield:

(2E,4E,6E)-2,7-dimethyl-2,4,6-octatrienedial (5056-17-7) + (E)-2-((3-(5,5-dimethyl-1,3-dioxan-2-yl)but-2-en-1-yl)sulfonyl)benzo[d]thiazole → crocetindial (502-70-5)

Guidance literature:

(E)-2-((3-(5,5-dimethyl-1,3-dioxan-2-yl)but-2-en-1-yl)sulfonyl)benzo[d]thiazole; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.25h;

(2E,4E,6E)-2,7-dimethyl-2,4,6-octatrienedial; In tetrahydrofuran; at -78 ℃; for 3h;

With hydrogenchloride; In tetrahydrofuran; at -78 - 20 ℃; Darkness;

upstream raw materials:

(all-E)-2,6,11,15-tetramethyl-hexadeca-2,4,6,10,12,14-hexaen-8-ynedial

(2E,4E,6E)-8,8-dimethoxy-3,7-dimethyl-octa-2,4,6-trienal

((2E,4E,6E)-3,7-dimethyl-8-oxo-octa-2,4,6-trienyl)-triphenyl-phosphonium; bromide

(2E,4E,6E)-2,7-dimethyl-2,4,6-octatrienedial

Downstream raw materials:

diethyl-6,6'-diapocarotene-6,6'-dioate

(2S,3E,2'S,3'E)-2,2'-bis-(3-hydroxy-3-methyl-butyl)-3,4,3',4'-tetradehydro-2H,2'H-ψ,ψ-carotene-1,1'-diol

C₄₀H₄₄

8'-apo-χ-caroten-8'-al

Refernces

• 1、 -. "C5 BENZOTHIAZOLYL SULFONE COMPOUND, METHOD OF PREPARING THE SAME, METHOD OF PREPARING POLYENE DIALDEHYDE COMPOUND USING THE SAME, AND METHOD OF SYNTHESIZING LYCOPENE USING THE SAME". . . Retrieved 2016/03/04.
• 2、 -. "Methods for synthesis of carotenoids, including analogs, derivatives, and synthetic and biological intermediates". Page/Page column 38-39; 14-15. . Retrieved 2008/12/08.