cis-4-Benzyloxy-2-buten-1-ol

Base Information

• Chemical Name: cis-4-Benzyloxy-2-buten-1-ol
• CAS No.: 81028-03-7
• Molecular Formula: C11H14O2
• Molecular Weight: 178.231
• European Community (EC) Number: 628-438-3
• Nikkaji Number: J307.968F
• Mol file: 81028-03-7.mol

Synonyms:cis-4-Benzyloxy-2-buten-1-ol;81028-03-7;(Z)-4-(Benzyloxy)but-2-en-1-ol;(2Z)-4-(benzyloxy)but-2-en-1-ol;(Z)-4-benzyloxy-2-buten-1-ol;(Z)-4-phenylmethoxybut-2-en-1-ol;cis-2-Buten-1,4-diol-monobenzyl ether;SCHEMBL2436221;CGLJRLXTVXHOLX-PLNGDYQASA-N;Z-4-(benzyloxy)-2-buten-1-ol;AKOS024386566;cis-4-Benzyloxy-2-buten-1-ol, >=95%

Chemical Property of cis-4-Benzyloxy-2-buten-1-ol

Chemical Property:

• Refractive Index: n20/D 1.534(lit.)
• Boiling Point: 332.4 °C at 760 mmHg
• PKA: 14.17±0.10(Predicted)
• Flash Point: 126.6 °C
• PSA: 29.46000
• Density: 1.053 g/cm³
• LogP: 1.75170
• Storage Temp.: 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 178.099379685
• Heavy Atom Count: 13
• Complexity: 137

Purity/Quality:

98%,99%, ^*data from raw suppliers

cis-4-Benzyloxy-2-buten-1-ol ≥95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COCC=CCO
• Isomeric SMILES: C1=CC=C(C=C1)COC/C=C\CO
• Uses: cis-4-Benzyloxy-2-buten-1-ol may be used in the synthesis of cis-4-benzyloxybuten-2-ylamine via Mitsunobu reaction.

Technology Process of cis-4-Benzyloxy-2-buten-1-ol

There total 63 articles about cis-4-Benzyloxy-2-buten-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: 100.0%

2-phenyl-4,7-dihydro-1,3-dioxepine (2568-24-3) → (Z)-4-benzyloxy-but-2-en-1-ol (81028-03-7)

Guidance literature:

With lithium aluminium tetrahydride;

DOI:10.1246/cl.1983.1383

Reference yield: 100.0%

(Z)-1-benzyloxy-4-(4-methoxybenzyloxy)but-2-ene → (Z)-4-benzyloxy-but-2-en-1-ol (81028-03-7)

Guidance literature:

With silver hexafluoroantimonate; 1,2,3-trimethoxybenzene; In dichloromethane; at 40 ℃; for 4h;

DOI:10.1021/jo301787v

Reference yield: 99.0%

1,4-butenediol (6117-80-2) + benzyl bromide (100-39-0) → (Z)-4-benzyloxy-but-2-en-1-ol (81028-03-7)

Guidance literature:

1,4-butenediol; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 0.666667h;

benzyl bromide; In tetrahydrofuran; mineral oil; at 75 ℃; for 1h;

DOI:10.1002/chem.202103558

upstream raw materials:

4-benzyloxycrotonaldehyde

4-benzyloxy-2-butyn-1-ol

trans-butene-1,4-diol

benzyl bromide

Downstream raw materials:

4-benzyloxycrotonaldehyde

4-benzyloxybut-2-enal

(+/-)-2(R^*)-<3(R^*)-<4-(benzyloxy)but-1-enyl>>-1-(ethoxycarbonyl)pyrrolidin-3-one

(Z)-(((4-methoxybut-2-en-1-yl)oxy)methyl)benzene

Refernces

• 1、 Schmidt, Ann-Christin,Hiersemann, Martin. "Total Synthesis and Structural Assignment of (?)-Fusaequisin A". supporting information. . Retrieved 2021/12/14.
• 2、 Gao, Peng-Chao,Li, Bi-Jie,Wang, Zi-Xuan. "Iridium-Catalyzed Regioselective Hydroalkynylation of Internal Alkenes Directed by an Oxime". supporting information. p. 9500 - 9504. Retrieved 2021/12/14.