Geranylgeranyl Phenyl Sulfide

Base Information

• Chemical Name: Geranylgeranyl Phenyl Sulfide
• CAS No.: 57804-27-0
• Molecular Formula: C26H38S
• Molecular Weight: 382.654
• DSSTox Substance ID: DTXSID901135263
• Nikkaji Number: J1.449.694G
• Mol file: 57804-27-0.mol

Synonyms:57804-27-0;Geranylgeranyl Phenyl Sulfide;[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl]sulfanylbenzene;SCHEMBL12377553;MYTISHNKWOCLGO-GHDNBGIDSA-N;DTXSID901135263;(2E,6E,10E)-1-(Phenylthio)-3,7,11,15-tetramethyl-2,6,10,14-hexadecatetrene;[[(2E,6E,10E)-3,7,11,15-Tetramethyl-2,6,10,14-hexadecatetraen-1-yl]thio]benzene

Chemical Property of Geranylgeranyl Phenyl Sulfide

Chemical Property:

• PSA: 25.30000
• LogP: 8.92440
• Storage Temp.: Amber Vial, -20°C Freezer, Under inert atmosphere
• Solubility.: Dichloromethane, Ether, Ethyl Acetate
• XLogP3: 9.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 12
• Exact Mass: 382.26942239
• Heavy Atom Count: 27
• Complexity: 508

Purity/Quality:

99% ^*data from raw suppliers

Geranylgeranyl Phenyl Sulfide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=CCCC(=CCCC(=CCCC(=CCSC1=CC=CC=C1)C)C)C)C
• Isomeric SMILES: CC(=CCC/C(=C/CC/C(=C/CC/C(=C/CSC1=CC=CC=C1)/C)/C)/C)C
• Uses: Geranylgeranyl Phenyl Sulfide is used in the preparation of coenzymes Q, vitamin K and polyprenylquinones.

Technology Process of Geranylgeranyl Phenyl Sulfide

There total 8 articles about Geranylgeranyl Phenyl Sulfide 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: 92.0%

Geranylgeraniol (24034-73-9) + diphenyldisulfane (882-33-7) → [(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl](phenyl)sulfane (57804-27-0)

Guidance literature:

Geranylgeraniol; diphenyldisulfane; With pyridine; tributylphosphine; at 20 ℃;

With sodium tetrahydroborate; for 1h;

DOI:10.1021/jo049237u

Reference yield: 87.0%

lithium thiophenoxide (2973-86-6) + (6E,10E)-geranylgeranyl bromide (77850-96-5) → ((2E,6E,10E)-3,7,11,15-Tetramethyl-hexadeca-2,6,10,14-tetraenylsulfanyl)-benzene (57804-27-0,89503-45-7)

Guidance literature:

DOI:10.1016/S0040-4039(00)94132-7

Reference yield: 87.0%

sodium thiophenolate (930-69-8) + (6E,10E)-geranylgeranyl bromide (77850-96-5) → ((2E,6E,10E)-3,7,11,15-Tetramethyl-hexadeca-2,6,10,14-tetraenylsulfanyl)-benzene (57804-27-0,89503-45-7)

Guidance literature:

DOI:10.1016/S0040-4039(00)94132-7

upstream raw materials:

Geranylgeraniol

thiophenol

lithium thiophenoxide

diphenyldisulfane

Downstream raw materials:

(E,E,E,E,E)-1-(benzyloxy)-3,7,11,15,19,23-hexamethyl-9-(phenylthio)tetracosa-2,6,10,14,18,22-hexaene

3,7,11,15,19,23,27-Heptamethyl-9-(phenylthio)octacosa-2,6,10,14,18,22,26-heptaenyl Benzyl Ether

(all-E)-3,7,11,15,19,23,27-Heptamethyloctacosa-2,6,10,14,18,22,26-heptaen-1-ol

benzyl 3,7,15,19,23,27-hexamethyl-11-formyloctaeicosa-2E,6Z,10E,14E,18E,22E,26-heptaen-1-ol