1692-26-8

Basic information

• Product Name: diisopropoxyphenylborane
• Synonyms: diisopropoxyphenylborane;Bis(1-methylethoxy)phenylborane;Phenyldiisopropoxyborane;Diisopropyl phenylboronate
• CAS NO: 1692-26-8
• Molecular Formula: C₁₂H₁₉BO₂
• Molecular Weight: 206.09
• Mol File: 1692-26-8.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 263.9°C at 760 mmHg
• Flash Point: 31.7°C
• Appearance: /
• Density: 0.91g/cm³
• Vapor Pressure: 0.0163mmHg at 25°C
• Refractive Index: 1.459
• CAS DataBase Reference: diisopropoxyphenylborane(CAS DataBase Reference)
• NIST Chemistry Reference: diisopropoxyphenylborane(1692-26-8)
• EPA Substance Registry System: diisopropoxyphenylborane(1692-26-8)

Safety Data

• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-36/37/39
• RIDADR: 1993
• HazardClass: 3.2
• PackingGroup: III
• Hazardous Substances Data: 1692-26-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H19BO2/c1-10(2)14-13(15-11(3)4)12-8-6-5-7-9-12/h5-11H,1-4H3

Upstream product

• 3262-89-3 triphenylboroxine 
• 67-63-0 isopropyl alcohol 
• 19125-66-7 bis(monomethylamino)phenylborane 
• 108-86-1 bromobenzene 
• 5419-55-6 Triisopropyl borate 
• 873-51-8 phenylborondichloride 
• 591-51-5 phenyllithium 

Downstream Products

• 98-80-6 phenylboronic acid 
• 62787-21-7 3,5-di-tert-butylphenyl phenyl ether 
• 97782-97-3 phenylisopropylisopropoxyborane 
• 17689-03-1 1-hexynyllithium 
• 3076-54-8 phenyllead(IV) triacetate 
• 97782-88-2 B(C₆H₅)(C(CH₃)3)OCH(CH₃)2 
• 938083-38-6 3,3'-(hydroxyphenylboryl)dibenzyl ether 
• 515157-44-5 DPB₁₆₃ 
• 29137-58-4 4,4'-phenylhydroxyboryl-4-biphenyl 
• 938083-32-0 bis(4,4'-(phenylhydroxyboryl)phenyl) ether 
• 611-94-9 4-Methoxybenzophenone 
• 69737-51-5 diphenylisopropoxyborane 

Relevant articles and documents

Tuning of the colour and chemical stability of model boranils: A strong effect of structural modifications

A series of diarylborinic complexes with salicydeneaniline ligands bearing various functional groups at the 6-position have been synthesized in high yields by applying a straightforward one-pot multicomponent protocol. UV-Vis measurements revealed the influence of electronic character of substituents on the observed maximum of emission (λem). This has been confirmed by a relatively strong linear correlation (R2 = 0.92) of λem with Hammett σp+ constants. Such a correlation was investigated using a QTAIM analysis of the charge density distribution. Absorption and emission bands for the obtained systems span between 390-437 nm and between 506-590 nm, respectively, with quantum yields reaching 17%. Time-dependent UV-Vis absorption measurements revealed that diphenylborinic salicydeneaniline complexes undergo slow degradation in solution under ambient conditions. In contrast, the use of a naphthalene-based chromophore or the introduction of fluorinated phenyl groups at the boron atom resulted in stable systems.

Reagent-controlled asymmetric homologation of boronic esters by enantioenriched main-group chiral carbenoids

Putative enantioenriched carbenoid species, (R)-1-chloro-2- phenylethylmagnesium chloride (9) and (S)-1-chloro-2-phenylethyllithium (26), generated in situ by sulfoxide ligand exchange from (-)-(Rs,R)-1- chloro-2-phenylethyl p-tolyl sulfoxide (8), effected the stereocontrolled homologation of boronic esters. sec-Alcohols derived from the product boronates by oxidation with basic hydrogen peroxide exhibited % ee closely approaching that of sulfoxide 8 in examples employing Li-carbenoid 26.

Process for lithium mono- and diorganylborohydrides

Improved processes for liberating boronic, RB(OR')2, and borinic, RR'BOR', esters from their "ate" complexes, free of alcohol are provided. Pyrolysis of lithium organylborates LiRB(OR')3 and LiRR'BOR', wherein R is an organyl group and R' is straight or branched-chain lower alkyl, directly yields the relatively volatile boronic and borinic esters in high purity, leaving behind a residue of lithium alkoxide. Treatment of the lithium organylborates with an appropriate acid halide cleanly liberates either volatile or non-volatile boronic or borinic esters, readily separated from the lower alkyl ester produced as a by-product. The novel compound lithium dimethylborohydride is also provided.