Benzene, [(2-butenyloxy)methyl]-

Base Information

• Chemical Name: Benzene, [(2-butenyloxy)methyl]-
• CAS No.: 19164-01-3
• Molecular Formula: C11H14O
• Molecular Weight: 162.232
• DSSTox Substance ID: DTXSID70388281
• Mol file: 19164-01-3.mol

Synonyms:Benzene, [(2-butenyloxy)methyl]-;19164-01-3;SCHEMBL9084784;DTXSID70388281

Chemical Property of Benzene, [(2-butenyloxy)methyl]-

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 162.104465066
• Heavy Atom Count: 12
• Complexity: 123

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=CCOCC1=CC=CC=C1

Technology Process of Benzene, [(2-butenyloxy)methyl]-

There total 3 articles about Benzene, [(2-butenyloxy)methyl]- 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: 71.0%

1-benzyloxyprop-2-enyl methyl carbonate → ((but-2-en-1-yloxy)methyl)benzene (19164-01-3)

Guidance literature:

1-benzyloxyprop-2-enyl methyl carbonate; With bis(1,5-cyclooctadiene)diiridium(I) dichloride; dibenzyl ether; N-isopropylidene-N’-2-nitrobenzenesulfonyl hydrazine; In acetonitrile; for 18h; Sealed tube; Inert atmosphere; Glovebox;

With acetic acid; In tetrahydrofuran; 2,2,2-trifluoroethanol; water; for 2h; regioselective reaction; Sealed tube; Inert atmosphere; Glovebox;

DOI:10.1039/c5cc07993d

Reference yield:

buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) + benzyl alcohol (100-51-6,185532-71-2) → [(but-3-en-2-yloxy)methyl]benzene (53329-00-3) + ((but-2-en-1-yloxy)methyl)benzene (19164-01-3)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; 1,2-bis((diphenylphosphino)methyl)benzene; In toluene; at -15 - 80 ℃; Reagent/catalyst; Overall yield = 67 %; chemoselective reaction; Inert atmosphere; Glovebox; Schlenk technique;

DOI:10.1002/adsc.201500721

Reference yield:

buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) + benzyl alcohol (100-51-6,185532-71-2) → [(but-3-en-2-yloxy)methyl]benzene (53329-00-3) + ((but-2-en-1-yloxy)methyl)benzene (19164-01-3) + 1-Benzyloxy-2,7-octadien (25016-94-8) + 3-Benzyloxy-1,7-octadien (35702-74-0)

Guidance literature:

With bis(acetylacetonate)nickel(II); sodium tetrahydroborate; C₃₅H₃₄N₂P₂; In tetrahydrofuran; at -20 - 80 ℃; for 17h; Schlenk technique; Cooling with acetone-dry ice;

DOI:10.1002/chem.201300633

upstream raw materials:

buta-1,3-diene

benzyl alcohol

Downstream raw materials:

dibenzyl adipate

C₂₀H₂₂O₄

(2R,3S)-1-Benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-3-methyl-non-4-yn-2-ol

1-Benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-3-methyl-non-4-yn-2-ol