trans-4,4,5,5-Tetramethyl-2-oct-1-enyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: trans-4,4,5,5-Tetramethyl-2-oct-1-enyl-1,3,2-dioxaborolane
• CAS No.: 83947-55-1
• Molecular Formula: C14H27 B O2
• Molecular Weight: 238.178
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID80420707
• Nikkaji Number: J1.653.844B,J472.475E,J3.468.728E
• Wikidata: Q82232008
• Mol file: 83947-55-1.mol

Synonyms:170942-79-7;83947-55-1;trans-4,4,5,5-Tetramethyl-2-oct-1-enyl-1,3,2-dioxaborolane;E-Octen-1-ylboronic acid pinacol ester;4,4,5,5-tetramethyl-2-(oct-1-en-1-yl)-1,3,2-dioxaborolane;1-octenylboronic acid pinacol ester;trans-1-Octen-1-ylboronic acid pinacol ester;4,4,5,5-tetramethyl-2-[(E)-oct-1-enyl]-1,3,2-dioxaborolane;(E)-4,4,5,5-Tetramethyl-2-(oct-1-en-1-yl)-1,3,2-dioxaborolane;4,4,5,5-tetramethyl-2-[(1E)-oct-1-en-1-yl]-1,3,2-dioxaborolane;MFCD03453667;1-octen-1-ylboronic acid, pinacol ester;trans-1-Octenylboronic acid pinacol ester;TRANS-4,4,5,5-TETRAMETHYL-2-(1-OCTENYL)-1,3,2-DIOXABOROLANE;trans-1-octen-1-ylboronic acid pinacol ester, 95%;SCHEMBL5704229;DTXSID80420707;AKOS015910438;AT16042;BS-23541;CS-0176216;(2-PHENYL-1,3-OXAZOL-4-YL)ACETICACID;trans-1-Octen-1-ylboronic acid, pinacol ester;1,3,3-Trimethylindolino-6-bromobenzopyrylospiran;trans-1-(oct-1-en-1-yl)boronic acid, pinacol ester;1,3,2-Dioxaborolane,4,4,5,5-tetramethyl-2-(1-octen-1-yl)-;1-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolane-2-yl)-1-octene;2-[(E)-1-Octenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2-[(Z)-1-Octenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;4,4,5,5-Tetramethyl-2-[(E)-1-octenyl]-1,3,2-dioxaborolane;(E)-4,4,5,5-tetramethyl-2-(oct-1-enyl)-1,3,2-dioxaborolane;(E)-2-(1-OCTENYL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE

Chemical Property of trans-4,4,5,5-Tetramethyl-2-oct-1-enyl-1,3,2-dioxaborolane

Chemical Property:

• Refractive Index: 1.4460
• Boiling Point: 86-90 °C/0.4-0.5 mmHg
• Flash Point: 110 °C
• PSA: 18.46000
• Density: 0.881 g/mL at 25 °C
• LogP: 4.14440
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 238.2104103
• Heavy Atom Count: 17
• Complexity: 243

Purity/Quality:

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

trans-4-[[ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C=CCCCCCC
• Isomeric SMILES: B1(OC(C(O1)(C)C)(C)C)/C=C/CCCCCC

Technology Process of trans-4,4,5,5-Tetramethyl-2-oct-1-enyl-1,3,2-dioxaborolane

There total 23 articles about trans-4,4,5,5-Tetramethyl-2-oct-1-enyl-1,3,2-dioxaborolane 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: 93.0%

n-octyne (629-05-0) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → pinacolato (E)-1-octenylboronate (83947-55-1)

Guidance literature:

With bis(cyclohexanyl)borane; at 20 ℃; for 2h;

DOI:10.1055/s-2004-829165

Reference yield: 89.0%

n-octyne (629-05-0) + bis(pinacol)diborane (73183-34-3) → pinacolato (E)-1-octenylboronate (83947-55-1)

Guidance literature:

With 1,3-bis(2,4,6-trimethylphenyl)imidazole-2-ylidene silver chloride; potassium tert-butylate; In tetrahydrofuran; methanol; at 50 ℃; for 2.5h; Solvent; Reagent/catalyst; regioselective reaction; Catalytic behavior; Schlenk technique; Inert atmosphere;

DOI:10.1021/ol501465x

Reference yield: 76.0%

n-octyne (629-05-0) + bis(pinacol)diborane (73183-34-3) → pinacolato (E)-1-octenylboronate (83947-55-1) + 4,4,5,5-tetramethyl-2-(oct-1-en-2-yl)-1,3,2-dioxaborolane (177949-90-5)

Guidance literature:

With bromobenzene; 2,2,2-trifluoroethanol; potassium tert-butylate; palladium diacetate; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride; In toluene; at 80 ℃; for 12h; regioselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.5b03416

upstream raw materials:

2,3-dimethyl-2,3-butane diol

n-octyne

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

oct-1-ene

Downstream raw materials:

(R,E)-1-methoxy-2-(3-methylundeca-1,4-dien-3-yl)benzene

(R,E)-1-methyl-2-(3-methylundeca-1,4-dien-3-yl)benzene

(S,E)-1-methyl-2-(3-methylundeca-1,4-dien-3-yl)benzene

(R,E)-1-bromo-2-(3-methylundeca-1,4-dien-3-yl)benzene