Skip to Content
Merck
All Photos(3)

Key Documents

Safety Information

385638

Sigma-Aldrich

Di-(2-picolyl)amine

97%

Synonym(s):

Bis(2-pyridylmethyl)amine

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C12H13N3
CAS Number:
Molecular Weight:
199.25
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

refractive index

n20/D 1.578 (lit.)

bp

139-141 °C/1 mmHg (lit.)

solubility

water: soluble (partially miscible)(lit.)

density

1.107 g/mL at 25 °C (lit.)

functional group

amine

SMILES string

C(NCc1ccccn1)c2ccccn2

InChI

1S/C12H13N3/c1-3-7-14-11(5-1)9-13-10-12-6-2-4-8-15-12/h1-8,13H,9-10H2

InChI key

KXZQYLBVMZGIKC-UHFFFAOYSA-N

Application

Di-(2-picolyl)amine can be used as:
  • A reactant to synthesize di(2-pyridylmethylamino)alkanoic esters using ω-iodoaliphatic carboxylic esters in the presence of triethylamine.
  • A ligand to synthesize iron complexes of di-(2-picolyl)amine by treating with iron trichloride, which can be used to catalyze the direct hydroxylation of benzene to phenol.
  • A reagent for the protection of carboxylic acids as carboxamides of bispicolylamine.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

385638-5G:
385638-BULK:
385638-1G:
385638-VAR:


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

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.

Already Own This Product?

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

Visit the Document Library

H M Dhammika Bandara et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 17(14), 3932-3941 (2011-03-03)
Photocages have been used to elucidate the biological functions of various small molecules and Ca(2+) ; however, there are very few photocages available for other metal ions. ZinCleav-2 (1-(4,5-dimethoxy-2-nitrophenyl)-N,N,N',N'-tetrakis-pyridin-2-ylmethyl-ethane-1,2-diamine) is a second-generation photocage for Zn(2+) that releases the metal ion
Bishnu Das et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 26(65), 14987-14995 (2020-08-28)
In this study we have analysed the comparative photophysical and electrochemical properties of two isomeric heterotrinuclear PtII -IrIII -PtII complexes 3 and 6 and the four corresponding intermediate isomeric homonuclear cyclometalated iridium(III) complexes 1, 2, 4 and 5. The isomerisation
M Stylianou et al.
Dalton transactions (Cambridge, England : 2003), 46(11), 3688-3699 (2017-03-04)
A new two-electron photosensitizer, H
Galina S Matouzenko et al.
Dalton transactions (Cambridge, England : 2003), 40(37), 9608-9618 (2011-08-24)
Two polymorphic modifications 1 and 3 of binuclear compound [{Fe(dpia)(NCS)(2)}(2)(bpe)] and pseudo-polymorphic modification [{Fe(dpia)(NCS)(2)}(2)(bpe)]·2CH(3)OH (2), where dpia = di-(2-picolyl)amine, bpe = 1,2-bis(4-pyridyl)ethene, were synthesized, and their structures, magnetic properties, and Mössbauer spectra were studied. Variable-temperature magnetic susceptibility measurements of three
Ian Hicks et al.
Molecules (Basel, Switzerland), 25(2) (2020-01-16)
In our current work, we have reported the first cobalt-catalyzed cross-coupling of arylboronic acid with alkyl/aryl phosphites under mild conditions. The reaction was carried out in the presence of zinc powder as an additive and ter-pyridine as a ligand. The

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