E-1-Octenylboronic acid

Base Information

• Chemical Name: E-1-Octenylboronic acid
• CAS No.: 42599-16-6
• Molecular Formula: C8H17BO2
• Molecular Weight: 156.033
• Hs Code.: 2931900090
• European Community (EC) Number: 691-956-3
• Nikkaji Number: J1.410.777K,J264.101A
• Mol file: 42599-16-6.mol

Synonyms:42599-16-6;E-1-Octenylboronic acid;e-octen-1-ylboronic acid;(E)-Oct-1-en-1-ylboronic acid;[(E)-oct-1-enyl]boronic acid;trans-1-Octen-1-ylboronic acid;trans-octenylboronic acid;Boronic acid,B-(1E)-1-octenyl-;(E)-oct-1-enylboronic acid;(E)-octene-1-ylboronic acid;SCHEMBL542661;(E)-Oct-1-en-1-ylboronicacid;[(E)-oct-1-enyl]-boronic acid;RBTAJLKAPFBZDQ-BQYQJAHWSA-N;TRANS-1-OCTENYLBORONIC ACID;(1E)-octa-1-en-1-ylboronic acid;MFCD02093734;AKOS015836311;(E)-1-OCTEN-1-YLBORONIC ACID;(2E)-2-OCTEN-1-YLBORONIC ACID;BS-27964;CS-0175027;F87886;A825956

Chemical Property of E-1-Octenylboronic acid

Chemical Property:

• Vapor Pressure: 0.00147mmHg at 25°C
• Melting Point: 100-104 °C (lit.)
• Refractive Index: 1.446
• Boiling Point: 263.2 °C at 760 mmHg
• PKA: 9.84±0.43(Predicted)
• Flash Point: 113 °C
• PSA: 40.46000
• Density: 0.911 g/cm³
• LogP: 1.52500
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• Water Solubility.: Insoluble in water. Soluble in organic solvents.
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 156.1321599
• Heavy Atom Count: 11
• Complexity: 102

Purity/Quality:

97% ^*data from raw suppliers

E-1-Octenylboronicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

Useful:

• Canonical SMILES: B(C=CCCCCCC)(O)O
• Isomeric SMILES: B(/C=C/CCCCCC)(O)O
• Uses: Reactant for:? ;Chiral palladacycle-catalyzed asymmetric ring-opening reaction1? ;Enantioselective conjugate addition catalyzed by acyltartaric acids2? ;Copper-mediated oxidative cross-coupling reactions3? ;Diastereoselective domino Heck-Suzuki reactions4 trans-1-Octenylboronic acid, is used as a reagent of boronic esters in Suzuki-Miyaura cross-couplings.

Technology Process of E-1-Octenylboronic acid

There total 8 articles about E-1-Octenylboronic 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: 94.0%

n-octyne (629-05-0) → (E)-1-octen-1-ylboronic acid (42599-16-6)

Guidance literature:

n-octyne; With dibromoborane dimethylsulfide;

With sodium hydroxide;

DOI:10.1016/j.tetlet.2003.09.053

Reference yield: 82.0%

2-<(E)-1-octenyl>-1,3,2-benzodioxaborole (147024-83-7,73349-13-0) → (E)-1-octen-1-ylboronic acid (42599-16-6)

Guidance literature:

With water; at 20 ℃; for 1h;

DOI:10.1016/j.bmc.2004.01.051

Reference yield:

pinacolato (E)-1-octenylboronate (83947-55-1) → (E)-1-octen-1-ylboronic acid (42599-16-6)

Guidance literature:

With sodium periodate; ammonium acetate; In water; acetone; at 20 ℃; for 24h;

DOI:10.1016/j.chempr.2021.10.015

upstream raw materials:

oct-1-ene

1-propenylmagnesium bromide

n-octyne

2-<(E)-1-octenyl>-1,3,2-benzodioxaborole

Downstream raw materials:

methyl (2E)-2-nonenoate

oct-1-ene

(2Z,4E)-methyl undeca-2,4-dienoate

ethyl (2E,4E)-undeca-2,4-dienoate