ChemicalBook--->CAS DataBase List--->126726-62-3

126726-62-3

126726-62-3 Structure

126726-62-3 Structure
IdentificationBack Directory
[Name]

Isopropenylboronic acid pinacol ester
[CAS]

126726-62-3
[Synonyms]

Isopropenylboronic acid picol ester
Isopropenylboronic acid pinacol ester
2-Isopropenyl boronic acid pinacol ester
4,4,5,5-tetramethyl-2-(prop-1-en-2-yl)-1,3,2-
2-Isopropenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
4,4,5,5-Tetramethyl-2-(isopropenyl)-1,3,2-dioxaborolane
4,4,5,5-tetramethyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolane
4,4,5,5-tetramethyl-2-(1-methylethenyl)-1,3,2-dioxaborolane
2-(1-Methylethenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
1,3,2-Dioxaborolane,4,4,5,5-tetraMethyl-2-(1-Methylethenyl)-
lsopropen ylboronic acid pinacol ester (Single largest impurity under 0.5%)
Isopropenylboronic acid pinacol ester contains phenothiazine as stabilizer, 95%
IsoprIsopenylboronic acid pinacol ester, 97%, stabilized with 0.5% phenothiazine
2-Isopropenyl-4,4,5,5-tetraMethyl-1,3,2-dioxaborolane(Isopropenylboronic acid pinacol ester)
Isopropenylboronic acid pinacol ester 2-Isopropenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
2-Isopropenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 2-(Prop-1-en-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
[Molecular Formula]

C9H17BO2
[MDL Number]

MFCD08276843
[MOL File]

126726-62-3.mol
[Molecular Weight]

168.04
Chemical PropertiesBack Directory
[Melting point ]

157-161 °C
[Boiling point ]

47-49 °C (9 mbar)
[density ]

0.894
[refractive index ]

1.4320
[Fp ]

42 °C
[storage temp. ]

2-8°C
[form ]

Liquid
[color ]

Clear, colorless to brown
[InChIKey]

SVSUYEJKNSMKKW-UHFFFAOYSA-N
[CAS DataBase Reference]

126726-62-3
Hazard InformationBack Directory
[Uses]

suzuki reaction
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

10-36/37/38-43
[Safety Statements ]

16-26-36/37
[RIDADR ]

UN 1993
[WGK Germany ]

3
[TSCA ]

No
[HazardClass ]

IRRITANT
[PackingGroup ]

[HS Code ]

29349990
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Trimethyl borate-->Pinacol-->ISOPROPENYLMAGNESIUM BROMIDE-->Boranediamine, 1-chloro-N,N,N',N'-tetrakis(1-methylethyl)--->Isopropenylboronic Acid-->2-BROMOPROPENE
[Preparation Products]

Benzenamine, 4-methoxy-2-(1-methylethenyl)--->2-Methyl-6-(prop-1-en-2-yl)aniline
Questions And AnswerBack Directory
[Description]

Isopropenylboronic acid pinacol ester is a versatile ester reagent used for palladium-catalyzed Suzuki-Miyaura cross-coupling processes, inverse-electron-demand Diels-Alder reaction, Simmons-Smith cyclopropanation reaction, polyene cyclization, stereoselective aldol reactions, Grubbs cross-metathesis reaction, intramolecular Suzuki-Miyaura reaction, Stereoselective cross-metathesis, dipolar cycloaddition, iodosulfonylation, asymmetric conjugate addition and intramolecular hydroacylation and preparation of various therapeutic kinase and enzymatic inhibitors1. It can be used as an intermediate in the synthesis of variety of cyclic and acyclic organic compounds. It is also shown that the α-Substituted Allyl/Croty of this compound can be used for highly Diastereoand Enantioselective allylboration of aldehydes2.
[Sources]

  1. https://www.sigmaaldrich.com/catalog/product/aldrich/663212?lang=en&region=US
  2. https://www.trc-canada.com/product-detail/?I821825
Spectrum DetailBack Directory
[Spectrum Detail]

Isopropenylboronic acid pinacol ester(126726-62-3)1HNMR
Isopropenylboronic acid pinacol ester(126726-62-3)FT-IR
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