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Key Documents

T58009

Sigma-Aldrich

Tridecylamine

98%

Synonym(s):

1-Aminotridecane

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About This Item

Linear Formula:
CH3(CH2)12NH2
CAS Number:
Molecular Weight:
199.38
Beilstein:
1739990
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

bp

265 °C (lit.)

mp

30-32 °C (lit.)

SMILES string

CCCCCCCCCCCCCN

InChI

1S/C13H29N/c1-2-3-4-5-6-7-8-9-10-11-12-13-14/h2-14H2,1H3

InChI key

ABVVEAHYODGCLZ-UHFFFAOYSA-N

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Application

Tridecylamine can undergo:
  • Dehydrogenation to nitriles catalyzed by ruthenium complex.
  • Aerobic oxidation to carbonyl compounds catalyzed by vitamin C and Cu complex.

Tridecylamine is generally used in introducing C13 chain to the substrate. Some of the application are:
  • Synthesis of alkylated 1,2,4-triazoles as bridging ligand in the preparation of polymeric 1-dimensional chains of iron(II) species.
  • Synthesis of amphiphiles such as N-tridecyl-β-hydroxypropionic acid amide (THPA) and N-(β-hydroxyethyl)tridecanoic acid amide (HETA).
  • As a ligand in the preparation of palladium-based catalyst, [PdCl2(TDA)2].

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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1-Heptyne semihydrogenation catalized by palladium or rhodium complexes: Influence of: metal atom, ligands and the homo/heterogeneous condition.
Quiroga M E, et al.
Applied Catalysis A: General, 326(2), 121-129 (2007)
Spin-transition behaviour in chains of Fe II bridged by 4-substituted 1, 2, 4-triazoles carrying alkyl tails,.
Roubeau O, et al.
New. J. Chem., 25(1), 144-150 (2001)
Effect of the exchange of substituent position in an amide amphiphile on the monolayer characteristics.
Vollhardt D and Wagner R
The Journal of Physical Chemistry B, 110(30), 14881-14889 (2006)
Catalytic investigation of PdCl2 (TDA)2 immobilized on hydrophobic graphite oxide in the hydrogenation of 1-pentyne and the Heck coupling reaction.
Mastalir A, et al.
Reaction Kinetics, Mechanisms and Catalysis, 113(1), 61-68 (2014)
Copper/ascorbic acid dyad as a catalytic system for selective aerobic oxidation of amines
Srogl J and Voltrova S
Organic Letters, 11(4), 843-845 (2009)

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