5-(dimethylamino)-pentanenitrile is a strategic intermediate for the production of 5‑(dimethylamino)pentylamine and other chain‑extended amines. The cyano group of 5-(dimethylamino)-pentanenitrile can be reduced under mild hydrogenation conditions to generate the primary amine in high yield without affecting the tertiary amine. In medicinal chemistry, 5-(dimethylamino)-pentanenitrile is used as a building block for the synthesis of guanidine‑containing compounds, where the nitrile is converted to the corresponding amine and then guanidinylated. Cosperpharm ensures that 5-(dimethylamino)-pentanenitrile is supplied free of the des‑cyano elimination by‑product and with a low water content to avoid hydrogen cyanide formation during storage.
|
Parameter |
Specification |
|
Product Name |
5-(dimethylamino)-pentanenitrile |
|
CAS Number |
3209-45-8 |
|
Molecular Formula |
C₇H₁₄N₂ |
|
Molecular Weight |
126.20 g/mol |
|
Appearance |
Colorless to pale yellow liquid |
|
Boiling Point |
85 °C(Press: 16 Torr) |
|
Density |
~0.87 g/cm³ (estimated) |
|
Purity (GC) |
≥98.0% |
|
Solubility |
Soluble in ethanol, THF, dichloromethane; slightly soluble in water |
|
Storage Condition |
Store at room temperature, tightly sealed, under nitrogen |
|
Shelf Life |
24 months under recommended conditions |
Q1: What is the recommended method for reducing this nitrile to the amine?
A: Hydrogenation over Raney nickel in ethanol containing ammonia at 50–60 °C and 50 psi H₂ provides the amine in >90% yield.
Q2: Can this compound be hydrolyzed to the carboxylic acid without affecting the dimethylamino group?
A: Yes, heating with aqueous HCl or NaOH hydrolyzes the nitrile to the acid. The tertiary amine remains unaffected.
|
Application Scenario |
Description |
|
Diamine Intermediate Production |
Reduced to 5-(dimethylamino)pentylamine for use in polymer and surfactant synthesis. |
|
Guanidine Synthesis |
The derived amine is guanidinylated to create guanidine-based GPCR ligands. |
|
Ligand Linker Construction |
The nitrile can be converted to a primary amine and attached to a chelator for radiopharmaceuticals. |
|
Carboxylic Acid Intermediate |
Hydrolysis yields 5-(dimethylamino)pentanoic acid, a zwitterionic building block. |
|
Click Chemistry Precursor |
The nitrile can be transformed into a tetrazole via [3+2] cycloaddition with azide. |
Each batch undergoes:
● Gas chromatography (GC) – purity ≥97.0%
● Non‑aqueous titration – purity ≥97.0%
● Refractive index – confirmatory analysis
● ¹H NMR – structural verification
● Appearance – colorless to light yellow to light orange clear liquid
A comprehensive COA, MSDS (with full GHS information), and certificate of origin accompany every shipment.
If you require this ω‑aminonitrile as a precursor for your amination or guanidinylation sequence, get in touch with Cosperpharm’s nitrile and amine product specialist — we can provide a prompt sample and technical transfer documentation.
Address
No. 2 Yangguang 3rd Road, Duodao Chemical Cycle Industrial Park, Jingmen City, Hubei Province, China
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