Pent-1-en-1-ylboronic acid

Base Information

• Chemical Name: Pent-1-en-1-ylboronic acid
• CAS No.: 59239-44-0
• Molecular Formula: C₅H₁₁BO₂
• Molecular Weight: 113.952
• Hs Code.: 2931900090
• European Community (EC) Number: 695-768-2
• Nikkaji Number: J1.330.484J,J271.012I
• Mol file: 59239-44-0.mol

Synonyms:pent-1-en-1-ylboronic acid;104376-24-1;E-Penten-1-ylboronic acid;59239-44-0;1-Penten-yl boronic acid;[(E)-pent-1-enyl]boronic acid;1-Penten-1-ylboronic acid;(E)-PENT-1-EN-1-YLBORONIC ACID;trans-1-penten-1-ylboronic acid;[(1E)-pent-1-en-1-yl]boronic acid;E-Penten1-ylboronic acid;E-pent-1-enylboronic acid;(E)-1-penteneboronic acid;SCHEMBL152496;(Z)-11-Hexadecen-1-ylacetate;SYKWJOZHNDPWIM-SNAWJCMRSA-N;(1e)-1-penten-1-ylboronic acid;(E)-1-PENTENYLBORONIC ACID;MFCD01074677;trans-(Pent-1-en-1-yl)boronic acid;AKOS015836308;AKOS025293529;(1E)-(Pent-1-en-1-yl)boronic acid;FS-4583;(E)-PENT-1-EN-1-YLBORONICACID;Boronic acid,B-(1E)-1-penten-1-yl-;CS-0173873;A800967;J-001160

Chemical Property of Pent-1-en-1-ylboronic acid

Chemical Property:

• Melting Point: 100-105 °C (lit.)
• Boiling Point: 209.9 °C at 760 mmHg
• Flash Point: 80.7 °C
• PSA: 40.46000
• Density: 0.936 g/cm³
• LogP: 0.35470
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 114.0852098
• Heavy Atom Count: 8
• Complexity: 70.8

Purity/Quality:

98%Min ^*data from raw suppliers

(1E)-(Pent-1-en-1-yl)boronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C=CCCC)(O)O
• Isomeric SMILES: B(/C=C/CCC)(O)O

Technology Process of Pent-1-en-1-ylboronic acid

There total 6 articles about Pent-1-en-1-ylboronic acid 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: 87.0%

(E)-pent-1-en-1-yl-1,3,2-benzodioxaborole (37494-02-3) → (E)-1-pentenylboronic acid (104376-24-1,59239-44-0)

Guidance literature:

With water; at 20 ℃; for 1h;

DOI:10.1016/j.bmc.2004.01.051

Reference yield:

Trimethyl borate (121-43-7,63156-11-6) + C5H9BrMg (38203-74-6,38203-82-6,114657-97-5) → (E)-1-pentenylboronic acid (104376-24-1,59239-44-0)

Guidance literature:

C₅H₉BrMg; With lithium chloride; In tetrahydrofuran; diethyl ether; at -78 ℃; Inert atmosphere;

Trimethyl borate; In tetrahydrofuran; diethyl ether; at 20 ℃; Inert atmosphere;

DOI:10.3390/molecules26061615

Reference yield:

dibromoborane dimethylsulfide (55671-55-1) + 1-Pentyne (627-19-0) + water (7732-18-5) → (E)-1-pentenylboronic acid (104376-24-1,59239-44-0)

Guidance literature:

dibromoborane dimethylsulfide; 1-Pentyne; In dichloromethane; at 0 - 20 ℃; for 4h;

water; In diethyl ether; for 0.25h; Cooling with ice;

DOI:10.1021/ol501309e

upstream raw materials:

tris(ethylenedioxyboryl)methane

butyraldehyde

(E)-pent-1-en-1-yl-1,3,2-benzodioxaborole

1-Pentyne

Downstream raw materials:

(E)-1-phenyl-1-pentene

(E)-N-(pent-1-en-1-yl)benzamide

(E)-N-methoxy-N-methyl hex-2-enamide

(3E,5E)-1-(2-methoxyphenyl)non-3,5-dien-1-yne

Refernces

• 1、 Bi, Hong-Yan,Liu, Feng-Ping,Liang, Cui,Su, Gui-Fa,Mo, Dong-Liang. "A Tunable Route to Prepare α,β-Unsaturated Esters and α,β-Unsaturated-γ-Keto Esters through Copper-Catalyzed Coupling of Alkenyl Boronic Acids with Phosphorus Ylides". supporting information. p. 1510 - 1516. Retrieved 2018/03/05.
• 2、 Fairlamb, Ian J. S.,Marrison, Lester R.,Dickinson, Julia M.,Lu, Feng-Ju,Schmidt, Jan Peter. "2-Pyrones possessing antimicrobial and cytotoxic activities". . p. 4285 - 4299. Retrieved 2007/10/03.