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654213

Sigma-Aldrich

2-Methylpyridine borane complex

95%

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Synonym(s):
2-Picoline borane complex
CAS Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

95%

form

solid

reaction suitability

reagent type: reductant

storage temp.

2-8°C

SMILES string

CC1=NC=CC=C1.B

InChI

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

InChI key

QHXLIQMGIGEHJP-UHFFFAOYSA-N

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This Item
179752180238180211
2-Methylpyridine borane complex 95%

654213

2-Methylpyridine borane complex

Borane pyridine complex ~8 M BH3

179752

Borane pyridine complex

Borane dimethylamine complex 97%

180238

Borane dimethylamine complex

Borane tert-butylamine complex powder, 97%

180211

Borane tert-butylamine complex

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

100

reaction suitability

reagent type: reductant

reaction suitability

reagent type: reductant

reaction suitability

reagent type: reductant

reaction suitability

reagent type: reductant

form

solid

form

liquid

form

solid

form

powder

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

General description

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

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

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

wgk_germany

WGK 3

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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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.

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