4-Isopropylbenzeneboronic acid Chemical Properties

Melting point:

110-112°C

Boiling point:

285.9±33.0 °C(Predicted)

Density 

1.04±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

soluble in Methanol

form 

powder to crystal

pka

8.83±0.10(Predicted)

color 

White to Light yellow

BRN 

2830262

InChI

InChI=1S/C9H13BO2/c1-7(2)8-3-5-9(6-4-8)10(11)12/h3-7,11-12H,1-2H3

InChIKey

IAEUFBDMVKQCLU-UHFFFAOYSA-N

SMILES

B(C1=CC=C(C(C)C)C=C1)(O)O

CAS DataBase Reference

16152-51-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-43-22

Safety Statements 

26-36/37/39-36/37-36

HazardClass 

IRRITANT

HS Code 

29163990

MSDS

• Language:English Provider:ALFA

4-Isopropylbenzeneboronic acid Usage And Synthesis

Chemical Properties

White powder

Uses

4-Isopropylbenzeneboronic acid is used as a reactant for the preparation of furan-2-carbohydrazides as orally active glucagon receptor antagonists.

Uses

suzuki reaction

Synthesis

The general procedure for the synthesis of 4-isopropylphenylboronic acid from 4-isopropylaniline and pinacol ester of bis(pinacolato)diboron was as follows: to a stirred solution of 4-isopropylaniline (1 g, 7.4 mmol) in acetonitrile (30 mL) was added drop-wise isopentyl nitrite (1.3 mL, 11.1 mmol) and bis(pinacolato)diboron (2.24 g, 8.8 mmol) at 0 °C. The reaction mixture was warmed to 80 °C and stirred continuously for 2 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure and the resulting crude product was purified by silica gel column chromatography (combiflash) using 4% ethyl acetate/hexane as eluent to give 4-isopropylphenylboronic acid as a brown solid (1.2 g, 99.8% yield). The product was characterized by 1H NMR (400 MHz, CDCl3): δ 7.74 (d, J = 8.0 Hz, 2H), 7.24 (d, J = 8.4 Hz, 2H), 2.93-2.87 (m, 1H), 1.33 (s, 12H), 1.25 (d, J = 7.2 Hz, 6H).

References

[1] Patent: WO2015/105786, 2015, A1. Location in patent: Page/Page column 13
[2] Patent: US2017/29420, 2017, A1. Location in patent: Paragraph 0045

4-Isopropylbenzeneboronic acid(16152-51-5)Related Product Information

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• Cuminaldehyde
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• Isopropylboronic acid
• 4-Isopropylbenzoic acid
• Phenyl isocyanate
• [4-(TRANS-4-N-PROPYLCYCLOHEXYL)PHENYL]BORONIC ACID
• 4-tert-Butylphenylboronic acid
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• (4-SEC-BUTYL)BENZENEBORONIC ACID
• 3-ISOPROPYLBENZENEBORONIC ACID ETHYLENE GLYCOL CYCLIC ESTER,3-ISOPROPYLBENZENEBORONIC ACID ETHYLENE GLYCOL ESTER
• 3-Isopropylbenzeneboronic acid 98%,3-ISOPROPYLBENZENEBORONIC ACID
• 2,4,6-TRIISOPROPYLBENZENEBORONIC ACID