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654213

Sigma-Aldrich

2-Methylpyridine borane complex

95%

Synonyme(s) :

2-Picoline borane complex

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About This Item

Numéro CAS:
3999-38-0
Numéro MDL:
MFCD11042668
Code UNSPSC :
12352005
ID de substance PubChem :
24884021
Nomenclature NACRES :
NA.22

Niveau de qualité

100

Pureté

95%

Forme

solid

Pertinence de la réaction

reagent type: reductant

Température de stockage

2-8°C

Chaîne SMILES 

CC1=NC=CC=C1.B

InChI

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

Clé InChI

QHXLIQMGIGEHJP-UHFFFAOYSA-N

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Catégories apparentées

Description générale

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

Pictogrammes

FlameExclamation mark
GHS02,GHS07

Mention d'avertissement

Danger

Mentions de danger

H261,H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

212.0 °F - closed cup

Point d'éclair (°C)

100 °C - closed cup

Équipement de protection individuelle

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

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Certificats d'analyse (COA)

Lot/Batch Number
SHBP8097
SHBQ3476
SHBQ3940
SHBQ2547
SHBP4210

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Consulter la Bibliothèque de documents

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)
Sato, S. et al
Tetrahedron, 60, 7899-7899 (2004)
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
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
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)
Afficher tous les articles scientifiques apparentés

Articles

Reductive amination with 2-picoline-borane complex

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

Asymmetric Catalysis with Chiral Oxazaborolidinium Ions (COBIs)

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.

Asymmetric Catalysis with Chiral Oxazaborolidinium Ions (COBIs)

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.

Asymmetric Catalysis with Chiral Oxazaborolidinium Ions (COBIs)

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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