(2z)-2-Fluoro-3,7-Dimethylocta-2,6-Dien-1-Yl Trihydrogen Diphosphate

Base Information

• Chemical Name: (2z)-2-Fluoro-3,7-Dimethylocta-2,6-Dien-1-Yl Trihydrogen Diphosphate
• CAS No.: 62163-14-8
• Molecular Formula: C₁₀H₁₉FO₇P₂
• Molecular Weight: 332.203
• Wikidata: Q27451066
• Mol file: 62163-14-8.mol

Synonyms:2-fluorogeranyl pyrophosphate

Chemical Property of (2z)-2-Fluoro-3,7-Dimethylocta-2,6-Dien-1-Yl Trihydrogen Diphosphate

Chemical Property:

• Vapor Pressure: 3.93E-11mmHg at 25°C
• Boiling Point: 494.6°C at 760 mmHg
• Flash Point: 252.9°C
• PSA: 132.91000
• Density: 1.388g/cm³
• LogP: 3.20260
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 8
• Exact Mass: 332.05900510
• Heavy Atom Count: 20
• Complexity: 476

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCCC(=C(COP(=O)(O)OP(=O)(O)O)F)C)C
• Isomeric SMILES: CC(=CCC/C(=C(/COP(=O)(O)OP(=O)(O)O)\F)/C)C

Technology Process of (2z)-2-Fluoro-3,7-Dimethylocta-2,6-Dien-1-Yl Trihydrogen Diphosphate

There total 4 articles about (2z)-2-Fluoro-3,7-Dimethylocta-2,6-Dien-1-Yl Trihydrogen Diphosphate 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: 27.0%

(E)-3,7-dimethyl-2-fluoroocta-2,6-dien-1-ol (80359-45-1) → 2-fluorogeraniol pyrophosphate (62163-14-8) + 2-fluorogeranyl monophosphate

Guidance literature:

With bis(triethylammonium) monohydrogen phosphate; In acetonitrile;

DOI:10.1021/acscatal.7b01924

Reference yield:

(Z)-1-Bromo-2-fluoro-3,7-dimethyl-octa-2,6-diene (111918-22-0) → 2-Fluorogeranyl Pyrophosphate (76963-02-5,62163-14-8)

Guidance literature:

With tris(tetra-n-butylammonium) hydrogen pyrophosphate; In acetonitrile; for 24h; Yield given; Ambient temperature;

DOI:10.1021/jo00322a060

Reference yield:

(Z)-3,7-dimethyl-2-fluoroocta-2,6-dien-1-ol (80359-45-1,2284-91-5,80359-50-8) → 2-Fluorogeranyl Pyrophosphate (76963-02-5,62163-14-8)

Guidance literature:

Multi-step reaction with 2 steps

1: PBr₃ / pentane / 0.17 h / 0 °C

2: Tris(tetra-n-butylammonium) Hydrogen Pyrophosphate / acetonitrile / 24 h / Ambient temperature

With phosphorus tribromide; tris(tetra-n-butylammonium) hydrogen pyrophosphate; In acetonitrile; pentane;

DOI:10.1021/jo00322a060

upstream raw materials:

(Z)-1-Bromo-2-fluoro-3,7-dimethyl-octa-2,6-diene

(Z)-3,7-dimethyl-2-fluoroocta-2,6-dien-1-ol

(E)-3,7-dimethyl-2-fluoroocta-2,6-dien-1-ol

Refernces

• 1、 Dixit, Vyas M.,Laskovics, F. Mark,Noall, Wendy I.,Poulter, C. Dale. "Tris(tetra-n-butylammonium) hydrogen pyrophosphate. A new reagent for the preparation of allylic pyrophosphate esters [3]". . p. 1967 - 1969. Retrieved 2007/10/02.