epsilon,psi-Carotene

Base Information

• Chemical Name: epsilon,psi-Carotene
• CAS No.: 472-92-4
• Molecular Formula: C40H56
• Molecular Weight: 536.885
• UNII: ZVE2M2UXOD
• DSSTox Substance ID: DTXSID801026556
• Wikidata: Q27893840
• Mol file: 472-92-4.mol

Synonyms:epsilon,psi-Carotene;UNII-ZVE2M2UXOD;ZVE2M2UXOD;472-92-4;6-[(1E,3E,5E,7E,9E,11E,13E,15E,17E,19E)-3,7,12,16,20,24-hexamethylpentacosa-1,3,5,7,9,11,13,15,17,19,23-undecaenyl]-1,5,5-trimethylcyclohexene;d-carotene;(all-E)-6-(3,7,12,16,20,24-Hexamethyl-1,3,5,7,9,11,13,15,17,19,23-pentacosaundecaenyl)-1,5,5-trimethylcyclohexene;.DELTA.-CAROTENE;.DELTA.-CAROTENE [MI];CHEBI:27705;.EPSILON.,.PSI.-CAROTENE;DTXSID801026556;ALL-TRANS-.DELTA.-CAROTENE;.DELTA.-CAROTENE, ALL-TRANS-;.DELTA.-CAROTENE, (+/-)-;(+/-)-.EPSILON.,.PSI.-CAROTENE;Q27893840

Chemical Property of epsilon,psi-Carotene

Chemical Property:

• Vapor Pressure: 5.71E-16mmHg at 25°C
• Melting Point: 140.5°
• Boiling Point: 648.1°Cat760mmHg
• Flash Point: 343.6°C
• PSA: 0.00000
• Density: 0.911g/cm³
• LogP: 12.62780
• XLogP3: 14.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 13
• Exact Mass: 536.438201786
• Heavy Atom Count: 40
• Complexity: 1160

Purity/Quality:

99% ^*data from raw suppliers

D-CAROTENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CCCC(C1C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC=C(C)CCC=C(C)C)C)C)(C)C
• Isomeric SMILES: CC1=CCCC(C1/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C=C(\C)/CCC=C(C)C)/C)/C)(C)C
• Uses: δ-Carotene is an antioxidant β-carotene (C184250) found in many plants such as in sea buckthorn, maize, and flower petals.

Technology Process of epsilon,psi-Carotene

There total 12 articles about epsilon,psi-Carotene 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:

3-(5,5-Dimethyl-1,3-dioxan-2-yl)-2-butenal (51575-60-1) → delta-carotene (472-92-4)

Guidance literature:

Multi-step reaction with 9 steps

1: 40 percent / KOH / tetrahydrofuran / 2 h / Ambient temperature

2: 76 percent / NaBH₄ / diethyl ether; methanol / 0.25 h

3: PBr₃ / diethyl ether / 2 h / 1.) Et₂O, 0 deg C; 2.) room temperature, 2 h

4: 2 h / 60 °C

5: 40 percent / KOH / tetrahydrofuran / 1 h / Ambient temperature

6: 1.) DIBAH; 2.) MnO₂ / 1.) THF, 0 deg C, 15 min; 2.) Et₂O, room temperature, 30 min

7: 43 percent / KOH / tetrahydrofuran / 1 h / 0 °C

8: 1.) DIBAH; 2.) MnO₂ / 1.) THF, 0 deg C, 15 min; 2.) Et₂O, room temperature, 30 min

9: 17 percent / NaOMe / methanol; dimethylformamide / 3 h / Ambient temperature

With manganese(IV) oxide; potassium hydroxide; sodium tetrahydroborate; sodium methylate; phosphorus tribromide; diisobutylaluminium hydride; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide;

DOI:10.1002/hlca.19850680604

Reference yield:

(2E,4E,6E,8E,10E)-3,7,11,15-tetramethylhexadeca-2,4,6,8,10,14-hexadienal (1070-48-0) → delta-carotene (472-92-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 43 percent / KOH / tetrahydrofuran / 1 h / 0 °C

2: 1.) DIBAH; 2.) MnO₂ / 1.) THF, 0 deg C, 15 min; 2.) Et₂O, room temperature, 30 min

3: 17 percent / NaOMe / methanol; dimethylformamide / 3 h / Ambient temperature

With manganese(IV) oxide; potassium hydroxide; sodium methylate; diisobutylaluminium hydride; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1002/hlca.19850680604

Reference yield:

methyl 4-diethylphosphono-3-methyl-2-butenoate (19945-56-3) → delta-carotene (472-92-4)

Guidance literature:

Multi-step reaction with 9 steps

1: 40 percent / KOH / tetrahydrofuran / 2 h / Ambient temperature

2: 76 percent / NaBH₄ / diethyl ether; methanol / 0.25 h

3: PBr₃ / diethyl ether / 2 h / 1.) Et₂O, 0 deg C; 2.) room temperature, 2 h

4: 2 h / 60 °C

5: 40 percent / KOH / tetrahydrofuran / 1 h / Ambient temperature

6: 1.) DIBAH; 2.) MnO₂ / 1.) THF, 0 deg C, 15 min; 2.) Et₂O, room temperature, 30 min

7: 43 percent / KOH / tetrahydrofuran / 1 h / 0 °C

8: 1.) DIBAH; 2.) MnO₂ / 1.) THF, 0 deg C, 15 min; 2.) Et₂O, room temperature, 30 min

9: 17 percent / NaOMe / methanol; dimethylformamide / 3 h / Ambient temperature

With manganese(IV) oxide; potassium hydroxide; sodium tetrahydroborate; sodium methylate; phosphorus tribromide; diisobutylaluminium hydride; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide;

DOI:10.1002/hlca.19850680604

upstream raw materials:

12'-apo-ε-caroten-12'-al

triphenyl-((2E,4E,6E)-3,7,11-trimethyl-dodeca-2,4,6,10-tetraenyl)-phosphonium; bromide

3-(5,5-Dimethyl-1,3-dioxan-2-yl)-2-butenal

(2E,4E,6E,8E,10E)-3,7,11,15-tetramethylhexadeca-2,4,6,8,10,14-hexadienal