Neophytadiene

Base Information

• Chemical Name: Neophytadiene
• CAS No.: 504-96-1
• Molecular Formula: C₂₀H₃₈
• Molecular Weight: 278.522
• UNII: HL3QFB56FB
• DSSTox Substance ID: DTXSID40964657
• Nikkaji Number: J11.818D
• Wikidata: Q67880018
• Mol file: 504-96-1.mol

Synonyms:NEOPHYTADIENE;504-96-1;7,11,15-trimethyl-3-methylidenehexadec-1-ene;2-(4,8,12-Trimethyltridecyl)buta-1,3-diene;1-Hexadecene, 7,11,15-trimethyl-3-methylene-;3-Methylene-7,11,15-trimethylhexadec-1-ene;HL3QFB56FB;1,3-Butadiene, 2-(4,8,12-trimethyltridecyl)-;HSDB 4321;7,11,15-Trimethyl-3-methylenehexadec-1-ene;3-METHYLENE-7,11,15-TRIMETHYL-1-HEXADECENE;Neophytadiene (80%);UNII-HL3QFB56FB;7,11,15-Trimethyl-3-methylene-1-hexadecene;2-(4,8,12-Trimethyltridecyl)-1,3-butadiene;Neophytadiene (80per cent);7,11,15-trimethyl-3-methylidene-hexadec-1-ene;DTXSID40964657;CHEBI:145817;NIDGCIPAMWNKOA-UHFFFAOYSA-N;EX-A2765;HY-N8534;C20H38;AKOS030254489;CS-0145915;FT-0672681;Q67880018;2-(4,8,12-TRIMETHYLTRIDECYL)BUTA-1,3-DIENE [HSDB]

Chemical Property of Neophytadiene

Chemical Property:

• Vapor Pressure: 0.00013mmHg at 25°C
• Boiling Point: 344.5°Cat760mmHg
• Flash Point: 160.2°C
• PSA: 0.00000
• Density: 0.796g/cm³
• LogP: 7.16770
• Storage Temp.: -20°C Freezer
• Solubility.: Benzene (Slightly), Chloroform (Soluble), Ethyl Acetate (Slightly), Hexanes (Spa
• XLogP3: 9.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 13
• Exact Mass: 278.297351212
• Heavy Atom Count: 20
• Complexity: 249

Purity/Quality:

98%Min ^*data from raw suppliers

Neophytadiene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Aliphatics, Unsaturated
• Canonical SMILES: CC(C)CCCC(C)CCCC(C)CCCC(=C)C=C
• Uses: Enzyme inhibitor. This product contains up 15% hexanes and up to 5% of the analogous dimer by NMR Enzyme inhibitor.This product contains up 15% hexanes and up to 5% of the analogous dimer by NMR.

Technology Process of Neophytadiene

There total 4 articles about Neophytadiene 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: 7.4%

[3-methyl-3-(4,8,12-trimethyl-tridecyl)-oxiranyl]-methanol (107438-44-8) → neophytadiene (504-96-1,508181-25-7) + isophytol (505-32-8) + 3,7,11,15-tetramethyl-2-hexadecen-1-ol (7541-49-3,844467-91-0)

Guidance literature:

With methyltrioxorhenium(VII); triphenylphosphine; In toluene; for 3h; Reflux;

DOI:10.1021/op020216g

Reference yield:

(E)-3,7,11,15-tetramethylhexadec-2-en-1-ol (253686-88-3,844467-91-0) → neophytadiene (504-96-1,508181-25-7) + isophytol (505-32-8) + 3,7,11,15-tetramethyl-2-hexadecen-1-ol (7541-49-3,844467-91-0)

Guidance literature:

Multi-step reaction with 2 steps

1: vanadium trisacetylacetonate; tert.-butylhydroperoxide / hexane; decane / Inert atmosphere; Reflux

2: triphenylphosphine; methyltrioxorhenium(VII) / toluene / 3 h / Reflux

With tert.-butylhydroperoxide; vanadium trisacetylacetonate; methyltrioxorhenium(VII); triphenylphosphine; In decane; hexane; toluene;

DOI:10.1021/op020216g

Reference yield:

Geranylgeraniol (24034-73-9) → neophytadiene (504-96-1,508181-25-7) + isophytol (505-32-8) + 3,7,11,15-tetramethyl-2-hexadecen-1-ol (7541-49-3,844467-91-0)

Guidance literature:

Multi-step reaction with 3 steps

1: vanadium trisacetylacetonate; tert.-butylhydroperoxide / toluene / Reflux; Inert atmosphere

2: 5%-palladium/activated carbon; hydrogen / ethanol / 4 h / 40 °C

3: triphenylphosphine; methyltrioxorhenium(VII) / toluene / 3 h / Reflux

With tert.-butylhydroperoxide; vanadium trisacetylacetonate; 5%-palladium/activated carbon; hydrogen; methyltrioxorhenium(VII); triphenylphosphine; In ethanol; toluene;

DOI:10.1021/op020216g

upstream raw materials:

(E)-3,7,11,15-tetramethylhexadec-2-en-1-ol

Geranylgeraniol

geranylgeraniol-2,3-epoxide

[3-methyl-3-(4,8,12-trimethyl-tridecyl)-oxiranyl]-methanol

Downstream raw materials:

1-(4,8,12-Trimethyl-tridecyl)-4-(1,5,9,13-tetramethyl-tetradecyl)-benzol

1-(4,8,12-Trimethyl-tridecyl)-3-(1,5,9,13-tetramethyl-tetradecyl)-benzol

Refernces