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Merck
CN

654213

2-Methylpyridine borane complex

95%

Synonym(s):

2-Picoline borane complex

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About This Item

CAS Number:
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
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Product Name

2-Methylpyridine borane complex, 95%

InChI

1S/C6H7N.B/c1-6-4-2-3-5-7-6;/h2-5H,1H3;

SMILES string

CC1=NC=CC=C1.B

InChI key

QHXLIQMGIGEHJP-UHFFFAOYSA-N

assay

95%

form

solid

reaction suitability

reagent type: reductant

storage temp.

2-8°C

Quality Level

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Application

2-Methylpyridine borane complex solution (2-Picoline borane complex) was used as reducing agent for the labeling of oligosaccharides by reductive amination. It may be used in the following studies:
  • Synthesis of alkoxyamine derivatives, via reduction of oxime ethers.
  • Reductive amination reactions of C1-C10 aldehyde 2,4-dinitrophenylhydrazones.
  • Synthesis of various trifluoromethylated amino compounds.
  • An alternative reagent for reductive aminations.
Environmentally benign reducing agent

Reactant for:
Reductive amination
N-Benzyl-protection of amino acid derivatives by reductive alkylation
Reductive alkoxyamination

General description

2-Methylpyridine borane complex is a nontoxic alternate to the reducing agent sodium cyanoborohydride.

wgk

WGK 3

pictograms

FlameExclamation mark

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

4.3 - Hazardous materials which set free flammable gases upon contact with water

flash_point_f

212.0 °F - closed cup

flash_point_c

100 °C - closed cup

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges


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One-pot synthesis of alkoxyamine derivatives by reductive alkoxyamination with a 2-picoline-borane complex.
Kawase Y , et al.
Heterocycles, 78(2), 463-470 (2009)
Trifluoroacetaldehyde: A useful industrial bulk material for the synthesis of trifluoromethylated amino compounds.
Mimura H, et al.
Journal of Fluorine Chemistry, 131(4), 477-486 (2010)
Maaike M Appeldoorn et al.
Carbohydrate research, 381, 33-42 (2013-09-24)
In order to use corn fiber as a source for bioethanol production the enzymatic hydrolysis of the complex glucuronoarabinoxylans present has to be improved. Several oligosaccharides present in the supernatant of mild acid pretreated and enzymatically saccharified corn fiber that
Shigehisa Uchiyama et al.
Analytical chemistry, 81(1), 485-489 (2008-12-06)
A new method for the determination of carbonyls in air using 2,4-dinitrophenylhydrazine (DNPH) has been developed. The traditional method for the measurement of carbonyl compounds, using DNPH to form the corresponding 2,4-dinitrophenylhydrazone (DNPhydrazone) derivatives, is subject to analytical errors because
Sato, S. et al
Tetrahedron, 60, 7899-7899 (2004)

Articles

2-picoline-borane (pic-BH3) is an excellent alternative reagent for reductive aminations.

Learn about the applications of chiral oxazaborolidinium ions (COBIs) as Lewis acid catalysts in different asymmetric reactions such as cyclopropanation, epoxidation, and radical reactions along with details of their catalytic action.

2-甲基吡啶-甲硼烷(pic-BH3)是还原胺的一个出色的替代试剂。

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

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