4-Heptanol, 3-methylene-

Base Information

• Chemical Name: 4-Heptanol, 3-methylene-
• CAS No.: 83630-86-8
• Molecular Formula: C8H16O
• Molecular Weight: 128.214
• DSSTox Substance ID: DTXSID50467149
• Nikkaji Number: J1.103.821B
• Mol file: 83630-86-8.mol

Synonyms:4-Heptanol, 3-methylene-;83630-86-8;2-Ethyl-1-hexene-3-ol;DTXSID50467149

Chemical Property of 4-Heptanol, 3-methylene-

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 128.120115130
• Heavy Atom Count: 9
• Complexity: 86.6

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(C(=C)CC)O

Technology Process of 4-Heptanol, 3-methylene-

There total 2 articles about 4-Heptanol, 3-methylene- 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:

2-ethyl-1-hexene (1632-16-2) → 1,2-Dihydroxy-2-ethylhexan (20667-04-3) + heptan-3-ol (589-82-2) + 3-methyl-3-heptanol (5582-82-1) + 2-(1-Hydroxyethyl)-hex-1-en (1069-30-3) + 2-Ethylhex-1-en-3-ol (83630-86-8) + (Z)-2-Ethylidenhexan-1-ol (83630-87-9)

Guidance literature:

With lithium aluminium tetrahydride; Product distribution; reduction;

Reference yield:

2-ethyl-1-hexene (1632-16-2) → (±)-2-butyl-2-ethyloxirane (1436-35-7) + 2-(1-Hydroxyethyl)-hex-1-en (1069-30-3) + 2-Ethylhex-1-en-3-ol (83630-86-8) + 2-ethyl-1-hexen-3-one (4436-98-0) + hex-1-en-2-yl acetate (52149-26-5) + heptan-3-one (106-35-4)

Guidance literature:

at 80 ℃; for 20h; Product distribution; autoxidation;

Reference yield:

2-Ethylhex-1-en-3-ol (83630-86-8) → (R)-N-(4-methoxyphenyl)-4-methyl-N-(3-oxoheptan-4-yl)benzenesulfonamide

Guidance literature:

Multi-step reaction with 4 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0 °C / Inert atmosphere

1.2: 0 °C / Inert atmosphere

2.1: C₃₂H₄₁N₂O₂P; bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate / acetonitrile / 16 h / 80 °C / Inert atmosphere; Sealed tube

3.1: pyridine / dichloromethane / 12 h / 0 - 20 °C / Schlenk technique; Inert atmosphere

4.1: sodium periodate; ruthenium(III) chloride trihydrate; 2,6-dimethylpyridine / dichloromethane; water; acetonitrile / 12 h / 20 °C / Schlenk technique; Inert atmosphere

With pyridine; 2,6-dimethylpyridine; sodium periodate; bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; ruthenium(III) chloride trihydrate; C₃₂H₄₁N₂O₂P; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; water; acetonitrile;

DOI:10.1021/jacs.1c04016

upstream raw materials:

2-ethyl-1-hexene