(Z)-6-methylhept-2-en-4-ol

Base Information

• Chemical Name: (Z)-6-methylhept-2-en-4-ol
• CAS No.: 64727-70-4
• Molecular Formula: C8H16 O
• Molecular Weight: 128.214
• Mol file: 64727-70-4.mol

Synonyms:(Z)-6-methylhept-2-en-4-ol;2-Hepten-4-ol, 6-methyl-, (2Z)-;64727-70-4;6-Methyl-hept-2-en-4-ol;RQAFKZOPSRTJDU-PLNGDYQASA-N;(2Z)-6-Methyl-2-hepten-4-ol #

Chemical Property of (Z)-6-methylhept-2-en-4-ol

Chemical Property:

• Vapor Pressure: 0.74mmHg at 25°C
• Boiling Point: 162.5°Cat760mmHg
• Flash Point: 49.4°C
• Density: 0.84g/cm³
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 128.120115130
• Heavy Atom Count: 9
• Complexity: 84.6

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=CC(CC(C)C)O
• Isomeric SMILES: C/C=C\C(CC(C)C)O

Technology Process of (Z)-6-methylhept-2-en-4-ol

There total 1 articles about (Z)-6-methylhept-2-en-4-ol 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:

6-methyl-hept-1-en-4-ol (75863-15-9) → 6-methyl-2-(cis)-hepten-4(R)-ol (109214-86-0) + (Z)-6-methyl-2-hepten-4-ol (64727-70-4)

Guidance literature:

With tri-tert-butyl phosphine; isobutyryl chloride; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In toluene; at 80 ℃; for 17h; optical yield given as %de; stereoselective reaction; Inert atmosphere;

DOI:10.1021/ja9108424

Reference yield: 100.0%

Benzyloxyacetyl chloride (19810-31-2) + (Z)-6-methyl-2-hepten-4-ol (64727-70-4) → (Z)-2-methylhept-5-en-4-ol (phenylmethoxy)acetate (102616-10-4)

Guidance literature:

With pyridine; In tetrahydrofuran; at 0 ℃; for 2h;

DOI:10.1021/jo00226a032

Reference yield:

(Z)-6-methyl-2-hepten-4-ol (64727-70-4) → (2E,7E)-(4R*,5R*,6R*)-6,10-dimethyl-5-(phenylmethoxy)undeca-2,7-dien-4-ol (102616-13-7)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine

2: 1.) LDA, Me₃SiCl, 2.) LiAlH₄ / 1.) THF, from 78 deg C to O deg C

3: 98 percent / (COCl)2, DMSO

4: 85 percent / MgBr₂ / diethyl ether / -78 °C

With pyridine; lithium aluminium tetrahydride; chloro-trimethyl-silane; oxalyl dichloride; dimethyl sulfoxide; magnesium bromide; lithium diisopropyl amide; In diethyl ether;

DOI:10.1021/jo00364a058

upstream raw materials:

6-methyl-hept-1-en-4-ol

Downstream raw materials:

(Z)-2-methylhept-5-en-4-ol (phenylmethoxy)acetate

(3R*,7R*)-3,7,11-trimethyldodecan-1-ol

methyl (2R*,3S*,6R*,7S*)-2,6-dihydroxy-3,7,11-trimethyldodecanoate

(E)-(2R*,3R*)-3,7-dimethyl-2-(phenylmethoxy)oct-4-enal