4-tert-Butylphenylboronic acid Chemical Properties

Melting point:

191-196 °C (lit.)

Boiling point:

296.7±33.0 °C(Predicted)

Density 

1.02±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

soluble in Methanol

pka

8.79±0.10(Predicted)

form 

Crystalline Powder

color 

White to off-white

BRN 

5330959

InChI

InChI=1S/C10H15BO2/c1-10(2,3)8-4-6-9(7-5-8)11(12)13/h4-7,12-13H,1-3H3

InChIKey

MNJYZNVROSZZQC-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

123324-71-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

36/37/38-22-20/21/22-R36/37/38

Safety Statements 

37/39-26-36-S37/39-S26

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29163990

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

4-tert-Butylphenylboronic acid Usage And Synthesis

Chemical Properties

white to off-white crystalline powder

Uses

suzuki reaction

Uses

4-t-Butylphenylboronic acid is a cross-coupling building block used in the preparation of tetracyclnes and tetracycline derivatives.

Uses

Cross-coupling building block used in synthesis of tetracycline derivatives.

Synthesis

4-tert-butylbromobenzene was used as starting material and 4-tert-butylphenylboronic acid (4b) was synthesized according to the method described in literature [22] in 72.8% reaction yield. The resulting product was a white solid with a melting point of 158-160 °C (literature value: 160 °C). The structure of the product was confirmed by 1H NMR spectrum (CD3Cl as solvent, 300 MHz): δ 8.17 (d, 2H, J = 6.6 Hz), 7.42-7.54 (m, 2H), 1.38 (s, 9H).

References

[1] Tetrahedron Letters, 2003, vol. 44, # 30, p. 5747 - 5750
[2] Macromolecules, 2003, vol. 36, # 7, p. 2327 - 2332
[3] Organic and Biomolecular Chemistry, 2012, vol. 10, # 33, p. 6693 - 6704
[4] Dyes and Pigments, 2012, vol. 95, # 3, p. 679 - 688
[5] Journal of the Chemical Society. Perkin Transactions 2, 2001, # 11, p. 2166 - 2173

4-tert-Butylphenylboronic acid(123324-71-0)Related Product Information

• 4-tert-Butylphenol
• n-Butylboronic acid
• Butyl acetate
• 4-tert-Butylcatechol
• Cyhalofop-butyl
• tert-Butyl peroxyacetate
• tert-Butanol
• Phenylboronic acid
• Methyl 4-tert-butylbenzoate
• tert-Butyl hydroperoxide
• Di-tert-butyl peroxide
• Buprofezin
• tert-Butyldimethylsilyl chloride
• tert-Butyl methyl ether
• 4-Tolylboronic acid
• tert-Butylbenzene
• Methyl p-tert-butylphenylacetate
• tert-Butyl acetate