(Z)-((hex-3-en-1-yloxy)methyl)benzene

Base Information

• Chemical Name: (Z)-((hex-3-en-1-yloxy)methyl)benzene
• CAS No.: 88191-39-3
• Molecular Formula: C13H18 O
• Molecular Weight: 190.285
• Hs Code.: 2909309090
• European Community (EC) Number: 289-396-6
• DSSTox Substance ID: DTXSID501297324
• Nikkaji Number: J348.531E
• Mol file: 88191-39-3.mol

Synonyms:88191-39-3;(Z)-((hex-3-en-1-yloxy)methyl)benzene;SCHEMBL16878885;PCHRJGRKKJOULQ-ARJAWSKDSA-N;DTXSID501297324;[[(3Z)-3-Hexenyloxy]methyl]benzene

Chemical Property of (Z)-((hex-3-en-1-yloxy)methyl)benzene

Chemical Property:

• Vapor Pressure: 0.0215mmHg at 25°C
• Boiling Point: 259°C at 760 mmHg
• Flash Point: 114.3°C
• PSA: 9.23000
• Density: 0.929g/cm³
• LogP: 3.73010
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 190.135765193
• Heavy Atom Count: 14
• Complexity: 145

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC=CCCOCC1=CC=CC=C1
• Isomeric SMILES: CC/C=C\CCOCC1=CC=CC=C1

Technology Process of (Z)-((hex-3-en-1-yloxy)methyl)benzene

There total 7 articles about (Z)-((hex-3-en-1-yloxy)methyl)benzene 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: 84.0%

((hex-3-ynyloxy)methyl)benzene (118006-68-1) → (Z)-((hex-3-en-1-yloxy)-methyl)benzene (88191-39-3)

Guidance literature:

With Pd/C; C₂₄H₁₆N₂O₄; 1,8-diazabicyclo[5.4.0]undec-7-ene; In ethanol; at 20 ℃; for 4h; diastereoselective reaction; Glovebox;

DOI:10.1021/jacs.0c13332

Reference yield:

(Z)-3-Hexen-1-ol (928-96-1) + benzyl bromide (100-39-0) → (Z)-((hex-3-en-1-yloxy)-methyl)benzene (88191-39-3)

Guidance literature:

With sodium hydride;

DOI:10.1246/cl.1987.2163

Reference yield:

3-hexyn-1-ol (1002-28-4) → (Z)-((hex-3-en-1-yloxy)-methyl)benzene (88191-39-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / NaH / tetrahydrofuran

2: 79 percent / lithium; nickel chloride; ethanol / 4,4'-di(tert-butyl)biphenyl / tetrahydrofuran / 2 h / 20 °C

With ethanol; lithium; sodium hydride; nickel dichloride; 4,4'-di-tert-butylbiphenyl; In tetrahydrofuran;

DOI:10.1016/j.tet.2006.10.043

upstream raw materials:

(Z)-3-Hexen-1-ol

benzyl bromide

((hex-3-ynyloxy)methyl)benzene

3-hexyn-1-ol

Downstream raw materials:

(3RS,4RS)-1-(benzyloxy)-4-hydroxy-3-methylhexane

(3RS,4RS)-1-(benzyloxy)-3-hydroxy-4-methylhexane

(S)-2-[(R)-3-Benzyloxy-1-(1-methoxy-1-methyl-ethoxy)-propyl]-oxirane

(R)-2-[(S)-3-Benzyloxy-1-(1-methoxy-1-methyl-ethoxy)-propyl]-oxirane