5,5-Dimethyl-2-(4-nitrophenyl)-1,3,2-dioxaborinane

Base Information

• Chemical Name: 5,5-Dimethyl-2-(4-nitrophenyl)-1,3,2-dioxaborinane
• CAS No.: 502622-85-7
• Molecular Formula: C11H14BNO4
• Molecular Weight: 235.047
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID50395670
• Nikkaji Number: J1.815.159F
• Wikidata: Q82195874
• Mol file: 502622-85-7.mol

Synonyms:5,5-dimethyl-2-(4-nitrophenyl)-1,3,2-dioxaborinane;502622-85-7;4-Nitrophenylboronic acid neopentylglycol ester;DTXSID50395670;CVA62285;MFCD03701688;AKOS022173380;AB15807;BS-16900;CS-0153786;4-Nitrophenylboronic acid neopentylglycolester;D70517;2-(4-Nitrophenyl)-5,5-dimethyl-1,3,2-dioxaborinane;4-NITROPHENYLBORONIC ACID NEOPENTYL GLYCOL ESTER

Chemical Property of 5,5-Dimethyl-2-(4-nitrophenyl)-1,3,2-dioxaborinane

Chemical Property:

• Boiling Point: 368.1±25.0 °C(Predicted)
• PSA: 64.28000
• Density: 1.17±0.1 g/cm3(Predicted)
• LogP: 1.88620
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 235.1015881
• Heavy Atom Count: 17
• Complexity: 274

Purity/Quality:

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

4-Nitrophenylboronic acid neopentylglycol ester 99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OCC(CO1)(C)C)C2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of 5,5-Dimethyl-2-(4-nitrophenyl)-1,3,2-dioxaborinane

There total 6 articles about 5,5-Dimethyl-2-(4-nitrophenyl)-1,3,2-dioxaborinane 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: 53.0%

para-nitrophenyl bromide (586-78-7) + 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane (201733-56-4) → 5,5-dimethyl-2-(4-nitrophenyl)-1,3,2-dioxaborinane (502622-85-7)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In dimethyl sulfoxide; at 80 ℃; for 5h;

DOI:10.1021/ol800829q

Reference yield:

tetrakis(dimethylamido)diborane (1630-79-1) + para-nitrophenyl triflate (17763-80-3) + 2,2-Dimethyl-1,3-propanediol (126-30-7) → N,N-Dimethyl-4-nitroaniline (100-23-2) + 5,5-dimethyl-2-(4-nitrophenyl)-1,3,2-dioxaborinane (502622-85-7)

Guidance literature:

tetrakis(dimethylamido)diborane; 2,2-Dimethyl-1,3-propanediol; With potassium acetate; In toluene; at 80 ℃;

para-nitrophenyl triflate; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 80 ℃; for 22h;

DOI:10.1016/j.tetlet.2012.09.009

Reference yield:

5,5-dimethyl-1,3,2-dioxaborinane (668987-38-0) + 4-chlorobenzonitrile (100-00-5) → 5,5-dimethyl-2-(4-nitrophenyl)-1,3,2-dioxaborinane (502622-85-7)

Guidance literature:

With (1,2-bis(diphenylphosphino)ethane)nickel(II) chloride; triethylamine; 1,2-bis-(diphenylphosphino)ethane; In toluene; at 25 - 100 ℃; Inert atmosphere;

DOI:10.1021/ol801972f

upstream raw materials:

para-nitrophenyl bromide

2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane

5,5-dimethyl-1,3,2-dioxaborinane

4-chlorobenzonitrile

Downstream raw materials:

4’-(4-nitrophenyl)-2,2’,6’,2’’-terpyridine

4-nitro-benzoic acid

4-nitro-phenol

benzoic acid ethyl ester