6066-83-7

Basic information

• Product Name: Pentanenitrile, 5-aMino-
• Synonyms: Pentanenitrile, 5-aMino-;5-Aminopentanenitrile hydrochloride;5-Aminopentanenitrile hydrochoride
• CAS NO: 6066-83-7
• Molecular Formula: C₅H₁₀N₂
• Molecular Weight: 98.1463
• Mol File: 6066-83-7.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility: Methanol (Slightly), Water
• CAS DataBase Reference: Pentanenitrile, 5-aMino-(CAS DataBase Reference)
• NIST Chemistry Reference: Pentanenitrile, 5-aMino-(6066-83-7)
• EPA Substance Registry System: Pentanenitrile, 5-aMino-(6066-83-7)

Safety Data

• Hazardous Substances Data: 6066-83-7(Hazardous Substances Data)

Usage

General Description

Pentanenitrile, 5-amino-, also known as 5-Aminopentanenitrile, is a chemical compound with the molecular formula C5H11N2. It is a colorless to pale yellow liquid with a faint amine odor. Pentanenitrile, 5-amino- is used as an intermediate in the synthesis of pharmaceuticals and other organic compounds. It is also used in the production of pesticides and as a precursor in the manufacture of dyes and other chemical products. 5-Aminopentanenitrile is considered to be a hazardous chemical and should be handled with care, as exposure to this compound can cause irritation to the skin, eyes, and respiratory system.

Upstream product

• 5414-21-1 5-bromopentan-1-nitrile 
• 657-27-2 L-Lysine hydrochloride 
• 55096-97-4 5-(N,N-Diallylamino)pentanenitrile 
• 113788-86-6 (2S)-<2-D>lysine 
• 21994-41-2 5-azidopentanenitrile 
• 56-87-1 L-lysine 
• 6280-87-1 δ-chlorovaleronitrile 
• 1615-70-9 penta-2,4-dienenitrile 
• 906091-85-8 5-[(triethylsilyl)amino]pentanenitrile 
• 15102-28-0 5-(1,3-dioxoisoindolin-2-yl)pentanenitrile 

Downstream Products

• 328400-62-0 benzyl (4-cyanobutyl)carbamate 
• 74-90-8 hydrogen cyanide 
• 1374779-64-2 C₂₂H₁₈ClN₃O₄S 
• 1374779-63-1 C₂₃H₂₀ClN₃O₄S 
• 1374778-29-6 4-(5-amino-5-iminopentylcarbamoyl)-2-(3-chlorobenzo[b]thiophene-2-carboxamido)benzoic acid 
• 1374779-62-0 methyl 2-amino-5-carboxybenzoate 
• 56807-77-3 N-(5-Aminopentyl)-p-methylbenzamid 
• 100139-21-7 N-(4-cyano-butyl)-N'-phenyl-thiourea 
• 875932-93-7 [4-(1H-tetrazol-5-yl)-butyl]-carbamic acid benzyl ester 
• 462-94-2 1,5-diaminopentane 
• 6066-84-8 5-N-benzamidopentanenitrile 

Relevant articles and documents

Synthesis of α-aminonitriles using aliphatic nitriles, α-amino acids, and hexacyanoferrate as universally applicable non-toxic cyanide sources

In cyanation reactions, the cyanide source is often directly added to the reaction mixture, which restricts the choice of conditions. The spatial separation of cyanide release and consumption offers higher flexibility instead. Such a setting was used for the cyanation of iminium ions with a variety of different easy-to-handle HCN sources such as hexacyanoferrate, acetonitrile or α-amino acids. The latter substrates were first converted to their corresponding nitriles through oxidative decarboxylation. While glycine directly furnishes HCN in the oxidation step, the aliphatic nitriles derived from α-substituted amino acids can be further converted into the corresponding cyanohydrins in an oxidative C-H functionalization. Mn(OAc)2 was found to catalyze the efficient release of HCN from these cyanohydrins or from acetone cyanohydrin under acidic conditions and, in combination with the two previous transformations, permits the use of protein biomass as a non-toxic source of HCN.

Poly(diiododiacetylene): Preparation, isolation, and full characterization of a very simple poly(diacetylene)

Poly(diiodiacetylene), or PIDA, is a conjugated polymer containing the poly(diacetylene) (PDA) backbone but with only iodine atom substituents. The monomer diiodobutadiyne (1) can be aligned in the solid state with bis(nitrile) oxalamide hosts by hydrogen bonds between oxalamide groups and weak Lewis acid-base interactions (halogen bonds) between nitriles and iodoalkynes. The resulting cocrystals start out pale blue but turn shiny and copper-colored as the polymerization progresses. The development of a crystallization methodology that greatly improves the yield of PIDA to about 50% now allows the full characterization of the polymer by X-ray diffraction, solid-state 13C MAS NMR, Raman, and electron absorption spectroscopy. Comparison of a series of hosts reveals an odd-even effect in the topochemical polymerization, based on the alkyl chain length of the host. In the cocrystals formed with bis(pentanenitrile) oxalamide (4) and bis(heptanenitrile) oxalamide (6), the host/guest ratio is 1:2 and the monomer polymerizes spontaneously at room temperature, while in the case of bis(butanenitrile) oxalamide (3) and bis(hexanenitrile) oxalamide (5), where the host and guest form cocrystals in a 1:1 ratio, the polymerization is disfavored and does not go to completion. The topochemical polymerization can also be observed in water suspensions of micrometer-sized 6.1 cocrystals; the size distribution of these microcrystals, and the resulting polymer chains, can be controlled by sonication. Completely polymerized PIDA cocrystals show a highly resolved vibronic progression in their UV/vis absorption spectra. Extensive rinsing of the crystals in organic solvents such as methanol, THF, and chloroform separates the polymer from the soluble host. Once isolated, PIDA forms blue suspensions in a variety of solvents. The UV/vis absorption spectra of these suspensions match the cocrystal spectrum, without the vibronic resolution. However, they also include a new longer-wavelength absorption peak, associated with aggregation of the polymer chains.

Radical reduction of aromatic azides to amines with triethylsilane

Aromatic azides are inert toward triethylsilane under thermal conditions in the presence of a radical initiator, but in the presence of additional catalytic amounts of tert-dodecanethiol, they afford anilinosilanes and thence the corresponding anilines in virtually quantitative yields.