Allylboronic acid pinacol ester Chemical Properties

Boiling point:

50-53 °C/5 mmHg (lit.)

Density 

0.896 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.4268(lit.)

Flash point:

115 °F

storage temp. 

2-8°C

solubility 

Chloroform, Methanol (Slightly)

form 

Liquid

color 

Clear colorless

Water Solubility 

Not miscible or difficult to mix in water.

BRN 

4244068

InChI

InChI=1S/C9H17BO2/c1-6-7-10-11-8(2,3)9(4,5)12-10/h6H,1,7H2,2-5H3

InChIKey

YMHIEPNFCBNQQU-UHFFFAOYSA-N

SMILES

O1C(C)(C)C(C)(C)OB1CC=C

CAS DataBase Reference

72824-04-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

10-36/37/38

Safety Statements 

26-36

RIDADR 

UN 1993 3/PG 3

WGK Germany 

3

Hazard Note 

Irritant

HazardClass 

3

PackingGroup 

III

HS Code 

29310095

Storage Class

3 - Flammable liquids

Hazard Classifications

Flam. Liq. 3

MSDS

• Language:English Provider:2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Allylboronic acid pinacol ester Usage And Synthesis

Chemical Properties

Clear corless liquid

Uses

Allylboronic acid pinacol ester reacts with carboxylic acids, in the presence of tri-n-butyltin hydride, to give homoallylic alcohols in good yield. Homoallylic alcohols can also be formed by allylboration of aldehydes. It is a reagent used for palladium-catalyzed Suzuki-Miyaura cross-coupling reactions and olefin metathesis, intermolecular radical additions, allylboration of aldehydes catalyzed by chiral spirobiindane diol (SPINOL) based phosphoric acids, cobalt-catalyzed regioselective hydrovinylation of dienes with alkenes, nucleic acid-templated energy transfer leading to a photorelease reaction and stereoselective indium-catalyzed Hosomi-Sakurai reactions.

Uses

Allylboronic acid pinacol ester can act as reagent used for Palladium-catalyzed Suzuki-Miyaura cross-coupling reactions and olefin metathesis; Intermolecular radical additions; Allylboration of aldehydes catalyzed by chiral spirobiindane diol (SPINOL) based phosphoric acids and Cobalt-catalyzed regioselective hydrovinylation of dienes with alkenes ; Nucleic acid-templated energy transfer leading to a photorelease reaction .

Allylboronic acid pinacol ester(72824-04-5)Related Product Information

• Sodium allylsulfonate
• Allyl glycidyl ether
• Diethyl phthalate
• Dimethyl succinate
• Cyclopropylboronic acid
• 1,4-Dioxane
• Allyl bromide
• Allylbenzene
• Tris(trimethylsilyl)phosphate
• Allyl chloride
• Pinacol
• Dodecyl acrylate
• DIHYDRODICYCLOPENTADIENYL ACRYLATE
• ALLYL PHENYL SULFIDE
• Allyltriphenylphosphonium bromide
• 4-Acryloylmorpholine
• Isobornyl acrylate
• POTASSIUM ALLYLTRIFLUOROBORATE