Benzene, [(3-butynyloxy)methyl]-

Base Information

• Chemical Name: Benzene, [(3-butynyloxy)methyl]-
• CAS No.: 22273-77-4
• Molecular Formula: C11H12O
• Molecular Weight: 288.195
• DSSTox Substance ID: DTXSID90451628
• Nikkaji Number: J430.719D
• Mol file: 22273-77-4.mol

Synonyms:Benzene, [(3-butynyloxy)methyl]-;22273-77-4;Benzyl 3-butynyl ether;[(BUT-3-YN-1-YLOXY)METHYL]BENZENE;But-3-ynoxymethylbenzene;4-benzyloxy-1-butyne;4-(Benzyloxy)-1-butyne;benzyl but-3-yn-1-yl ether;SCHEMBL2525303;DTXSID90451628;QMSZFFOZKQBRIB-UHFFFAOYSA-N;F88639

Chemical Property of Benzene, [(3-butynyloxy)methyl]-

Chemical Property:

• PSA: 9.23000
• LogP: 2.22650
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 160.088815002
• Heavy Atom Count: 12
• Complexity: 148

Purity/Quality:

99% ^*data from raw suppliers

Benzene,[(3-butyn-1-yloxy)methyl]- 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C#CCCOCC1=CC=CC=C1

Technology Process of Benzene, [(3-butynyloxy)methyl]-

There total 7 articles about Benzene, [(3-butynyloxy)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: 100.0%

benzyl bromide (100-39-0) + 3-Butyn-1-ol (927-74-2) → ((but-3-yn-1-yloxy)methyl)benzene (22273-77-4)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydride; In trichlorophosphate; Heating;

DOI:10.1071/C97111

Reference yield: 98.0%

→ ((but-3-yn-1-yloxy)methyl)benzene (22273-77-4)

Guidance literature:

With ethylenediamine; In tetrahydrofuran; at 25 ℃; for 10h; 3.5 molar equivalents of reagent;

DOI:10.1016/S0022-328X(97)00679-7

Reference yield: 74.0%

((but-3-yn-1-yloxy)methyl)benzene (22273-77-4) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → (E)-2-(4-(benzyloxy)but-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (22273-77-4)

Guidance literature:

With Schwartz's reagent; triethylamine; at 60 ℃; for 12h;

DOI:10.1021/acs.orglett.7b03807

upstream raw materials:

benzyl bromide

3-Butyn-1-ol

Benzyloxymethyl chloride

propargyl bromide

Downstream raw materials:

5-benzyloxy-2-pentyn-1-ol

(E)-12-benzyloxy-2,6-dimethyl-dodeca-1,5-dien-9-yne

(5-Benzyloxy-pent-2-ynyl)-methyl-(2,4,6-trimethoxy-benzyl)-amine

(3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-2-(4-benzyloxy-but-1-ynyl)-6-benzyloxymethyl-tetrahydro-pyran-2-ol