Skip to Content
Merck
All Photos(2)

Key Documents

View All Documentation

588423

Sigma-Aldrich

Phenethylboronic acid

Synonym(s):

2-Phenylethaneboronic acid

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Linear Formula:
C6H5CH2CH2B(OH)2
CAS Number:
34420-17-2
Molecular Weight:
149.98
MDL number:
MFCD01631226
UNSPSC Code:
12352103
PubChem Substance ID:
24881217
NACRES:
NA.22
Pricing and availability is not currently available.

mp

76-81 °C (lit.)

Quality Level

100

functional group

phenyl

SMILES string

OB(O)CCc1ccccc1

InChI

1S/C8H11BO2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-5,10-11H,6-7H2

InChI key

VPRUMANMDWQMNF-UHFFFAOYSA-N

Application

Reactant involved in:
  • Suzuki-Miyaura cross-coupling reactions
  • Reactions with α-diazocarbonyl compounds
  • C-H functionalization of quinones
  • Cross-coupling with aromatic amines
  • Arylation and alkylation of diphenylisoxazole

Reactant used in studies of the stability of boronic esters to hydrolysis

Other Notes

Contains varying amounts of anhydride

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
SHBF5947V
SHBC9064V
12005CH
00128MD
09313LD

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

J B Jones et al.
The Journal of biological chemistry, 258(4), 2135-2142 (1983-02-25)
The heat of formation of the chymotrypsin-phenylethane boronic acid complex has been observed calorimetrically from pH 4 to 8 at 25 degrees C and is found to be pH-dependent, changing from near -6 kcal/mol at pH 4 to -13 kcal/mol
B Goz et al.
Biochemical pharmacology, 35(20), 3587-3591 (1986-10-15)
Several compounds have been tested for their ability to inhibit bovine pancreatic alpha-chymotrypsin (Ki) and their ability to inhibit cell replication (IC50). There is good agreement over three orders of magnitude between the Ki and the IC50 values of these
A Tulinsky et al.
The Journal of biological chemistry, 262(16), 7737-7743 (1987-06-05)
A 1.8-A resolution x-ray crystallographic restrained least squares refinement has been carried out on the phenylethane boronic acid (PEBA) complex of alpha-chymotrypsin dimer (alpha-CHT), and it has been compared to the 1.67-A resolution structure of the native enzyme. PEBA has

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service