2-Phenyl-1,3,6,2-dioxazaborocane

Base Information

• Chemical Name: 2-Phenyl-1,3,6,2-dioxazaborocane
• CAS No.: 4406-73-9
• Molecular Formula: C10H14BNO2
• Molecular Weight: 191.038
• DSSTox Substance ID: DTXSID20507667
• Nikkaji Number: J2.836.636A
• Wikidata: Q82364028
• Mol file: 4406-73-9.mol

Synonyms:2-Phenyl-1,3,6,2-dioxazaborocane;4406-73-9;4H-1,3,6,2-Dioxazaborocine, tetrahydro-2-phenyl-;DTXSID20507667;MFCD20661267;2413675-00-8;56296-15-2

Chemical Property of 2-Phenyl-1,3,6,2-dioxazaborocane

Chemical Property:

• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 191.1117589
• Heavy Atom Count: 14
• Complexity: 154

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: B1(OCCNCCO1)C2=CC=CC=C2

Technology Process of 2-Phenyl-1,3,6,2-dioxazaborocane

There total 10 articles about 2-Phenyl-1,3,6,2-dioxazaborocane 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: 99.0%

2-phenyl[1,3,2]dioxaborolane (4406-72-8) + 2,2'-iminobis[ethanol] (111-42-2) → diethanolamine phenylboronic ester (4406-73-9)

Guidance literature:

In chloroform-d1; byproducts: HOCH2CH2OH; inder inert atm., at 25°C, for 0.1 h, in NMR tube; monitoring by (1)H NMR; Kinetics;

DOI:10.1016/j.jorganchem.2006.10.013

Reference yield: 97.0%

triphenylboroxine (3262-89-3) + 2,2'-iminobis[ethanol] (111-42-2) → diethanolamine phenylboronic ester (4406-73-9)

Guidance literature:

In toluene; reflux for 60 min; pptn. by evapn. to half volume and cooling to room temp., ppt. washed with cold toluene and dried at 110°C for 6 h;

DOI:10.1007/BF00899790

Reference yield: 80.0%

2,2'-iminobis[ethanol] (111-42-2) + phenylboronic acid (98-80-6) → diethanolamine phenylboronic ester (4406-73-9)

Guidance literature:

In isopropyl alcohol; at 20 ℃; for 1h;

DOI:10.1002/chem.202102836

upstream raw materials:

triphenylboroxine

2,2'-iminobis[ethanol]

phenylboronic acid

2-phenyl[1,3,2]dioxaborolane

Downstream raw materials:

6-[(2-Hydroxyphenyl)-carbonylaminomethyl]-1,3,6,2-perhydrodioxazaborocin

4-acetylbenzophenone

2-benzoylanthracene-9,10-dione

(9H-fluoren-9-yl)methyl (4-benzoylphenethyl)carbamate

Refernces

• 1、 Demonti, Luca,Mézailles, Nicolas,Nebra, Noel,Saffon-Merceron, Nathalie. "Cross-Coupling through Ag(I)/Ag(III) Redox Manifold". supporting information. p. 15396 - 15405. Retrieved 2021/10/12.
• 2、 Roy, Chandra D.,Brown, Herbert C.. "A comparative study of the relative stability of representative chiral and achiral boronic esters employing transesterification". . p. 879 - 887. Retrieved 2008/02/11.