4-(Benzyloxy)but-2-YN-1-OL

Base Information

• Chemical Name: 4-(Benzyloxy)but-2-YN-1-OL
• CAS No.: 91142-50-6
• Molecular Formula: C11H12O2
• Molecular Weight: 176.215
• DSSTox Substance ID: DTXSID10452516
• Nikkaji Number: J891.692F
• Mol file: 91142-50-6.mol

Synonyms:91142-50-6;4-benzyloxy-2-butyn-1-ol;4-(benzyloxy)-2-butyn-1-ol;2-Butyn-1-ol, 4-(phenylmethoxy)-;4-phenylmethoxybut-2-yn-1-ol;4-(BENZYLOXY)BUT-2-YN-1-OL;4-Benzyloxy-but-2-yn-1-ol;SCHEMBL3268152;DTXSID10452516;QBAWLINTLWLGSZ-UHFFFAOYSA-N

Chemical Property of 4-(Benzyloxy)but-2-YN-1-OL

Chemical Property:

• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 176.083729621
• Heavy Atom Count: 13
• Complexity: 181

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COCC#CCO

Technology Process of 4-(Benzyloxy)but-2-YN-1-OL

There total 14 articles about 4-(Benzyloxy)but-2-YN-1-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: 96.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + Benzyl propargyl ether (4039-82-1) → 4-benzyloxy-2-butyn-1-ol (91142-50-6)

Guidance literature:

Benzyl propargyl ether; With n-hexyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 3h;

formaldehyd; In tetrahydrofuran; hexane; at -78 - 23 ℃; for 18h;

DOI:10.1021/op025536e

Reference yield: 89.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) → 4-benzyloxy-2-butyn-1-ol (91142-50-6)

Guidance literature:

Benzyl propargyl ether; With n-hexyllithium; In tetrahydrofuran; at -78 - -70 ℃; for 5h;

formaldehyd; In tetrahydrofuran; at -78 - 20 ℃; for 20h;

Reference yield: 84.0%

1-(benzyloxy)-4-[(tert-butyldimethylsilyl)oxy]-2-butyne (444816-18-6) → 4-benzyloxy-2-butyn-1-ol (91142-50-6)

Guidance literature:

With carbonochloridic acid 1-chloro-ethyl ester; In methanol; at 20 ℃; for 0.166667h;

DOI:10.1016/j.tet.2005.10.043

upstream raw materials:

1,4-dihydroxybut-2-yne

benzyl chloride

benzyl bromide

formaldehyd

Downstream raw materials:

(E)-4-(benzyloxy)-2-buten-1-ol

(Z)-4-Benzyloxy-3-bromo-but-2-en-1-ol

C₂₀H₂₁BrO₄S

(((4-bromobut-2-yn-1-yl)oxy)methyl)benzene