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680532

Sigma-Aldrich

3-(N,N-Dimethylamino)phenylboronic acid

≥95%

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About This Item

Empirical Formula (Hill Notation):
C8H12BNO2
CAS Number:
178752-79-9
Molecular Weight:
165.00
MDL number:
MFCD01318996
UNSPSC Code:
12352103
PubChem Substance ID:
24885572
NACRES:
NA.22

Assay

≥95%

mp

178-190 °C

functional group

amine

SMILES string

CN(C)c1cccc(c1)B(O)O

InChI

1S/C8H12BNO2/c1-10(2)8-5-3-4-7(6-8)9(11)12/h3-6,11-12H,1-2H3

InChI key

YZQQHZXHCXAJAV-UHFFFAOYSA-N

General description

May contain varying amounts of anhydride

Application

Reactant involved in synthesis of different protein effector including:
  • Modulators of survival motor neuron protein
  • Glucokinase activators
  • Aryl ethers for use as Bacillus anthracis enoyl-ACP reductase inhibitors

Reactant involved in synthesis of:
  • Thiourea-functionalized paracyclophanes
  • Low-background fluorescent imaging agents for nitric oxide

Reactant to undergo regioselective iodination and bromination

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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

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Certificates of Analysis (COA)

Lot/Batch Number
SHBL5219
SHBH1139V
71096DM
53296AK
82097KJ

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Gözde Murat Saltan et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 188, 372-381 (2017-08-02)
In an approach to develop efficient organic optoelectronic devices to be used in light-driven systems, a series of three thiophene linked benzimidazole conjugates were synthesized and characterized. The combination of two thiophene rings to a benzimidazole core decorated with different

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