4795-29-3 Usage
Description
2-Tetrahydrofurfurylamine, also known as Tetrahydro-2-furanmethanamine, is a colorless to light-yellow liquid with a distilling range of 150–156°C and a density of 0.977 (20°C/20°C). It is insoluble in water and less dense than water, with a flash point between 100 141°F. This chemical is combustible and is primarily used as a chemical intermediate and in the synthesis of various compounds.
Uses
Used in Chemical Synthesis:
2-Tetrahydrofurfurylamine is used as a chemical intermediate for the production of other chemicals, contributing to the chemical industry's diverse applications.
Used in Photographic Development:
In the photography industry, 2-Tetrahydrofurfurylamine is utilized as a photographic chemical, playing a crucial role in the development process of fine-grain photographic films.
Used in Vulcanization Accelerators:
2-Tetrahydrofurfurylamine is also employed as a vulcanization accelerator in the rubber industry, enhancing the process of rubber vulcanization and improving the final product's quality.
Used in Anticancer Applications:
2-Tetrahydrofurfurylamine is used in the synthesis of novel topoisomerase I targeting anti-cancer agents with mild to potent cytotoxic activity, contributing to the development of new cancer treatments.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 2-Tetrahydrofurfurylamine is used in the discovery and synthesis of orally bioavailable stearoyl-CoA desaturase 1 inhibitors, which have potential applications in the treatment of various diseases.
Air & Water Reactions
Flammable. Insoluble in water.
Reactivity Profile
2-Tetrahydrofurfurylamine is an amine and alcohol. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.
Health Hazard
May cause toxic effects if inhaled or absorbed through skin. Inhalation or contact with material may irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.
Fire Hazard
HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.
Safety Profile
Poison by intraperitoneal route. Flammable liquid when exposed to heat or flame. When heated to decomposition it emits toxic fumes of NOx. See also MINES.
Check Digit Verification of cas no
The CAS Registry Mumber 4795-29-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,7,9 and 5 respectively; the second part has 2 digits, 2 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 4795-29:
(6*4)+(5*7)+(4*9)+(3*5)+(2*2)+(1*9)=123
123 % 10 = 3
So 4795-29-3 is a valid CAS Registry Number.
InChI:InChI=1/C5H11NO/c6-4-5-2-1-3-7-5/h5H,1-4,6H2/p+1/t5-/m1/s1
4795-29-3Relevant articles and documents
Switchable synthesis of furfurylamine and tetrahydrofurfurylamine from furfuryl alcohol over RANEY nickel
Liu, Yingxin,Zhou, Kuo,Shu, Huimin,Liu, Haiyan,Lou, Jiongtao,Guo, Dechao,Wei, Zuojun,Li, Xiaonian
, p. 4129 - 4135 (2017)
RANEY Ni proved to be an effective heterogeneous catalyst for switchable reductive amination of furfuryl alcohol to tetrahydrofurfurylamine and furfurylamine with NH3 by simply adding or not adding 1.0 MPa H2 into the reaction bulk. After further optimization of the reaction conditions, we finally obtained 94.0% yield of tetrahydrofurfurylamine and 78.8% yield of furfurylamine with high selectivity. By extensively studying the catalytic pathways and mechanism of catalyst deactivation with XRD and XPS characterization, we have confirmed that an excess amount of H2 in the reaction bulk leads to the deep hydrogenation of the furan ring while an insufficient amount of H2 leads to the formation of Ni3N and the deactivation of the catalyst.
Preparation method of chiral 2 - aminomethyltetrahydrofuran (by machine translation)
-
, (2020/11/25)
The invention provides a preparation method of chiral 2 -aminomethyl tetrahydrofuran, which comprises the following steps: (1) reaction of chiral epichlorohydrin with 2 - chloroethyl magnesium bromide to generate chiral 1-chloro 5 -pentanol; (-2 -) chiral 2-benzamido 1-chloro 5 - pentanol to react under the action of a palladium catalyst to generate chiral -2 -benzamidomethyl tetrahydrofurane in the presence of a basic substance to form chiral 5 - 1 - dichloro -5 -1-pentanol and a 4 chiral 2 -2 - 1 -dichloro 3 pentanol in -2 - the presence of a basic substance to form -5 - an intramolecular ring-closing reaction in the presence of a 2 - basic substance to 2 - 2 - form chirality of 5 - chloro-5 -1 and 2 -methylene tetrahydrofurfuryl alcohol in the presence of a basic substance. The synthetic method is short in route, low in production cost, less in three wastes and suitable for industrial production. (by machine translation)
One-pot reductive amination of carboxylic acids: a sustainable method for primary amine synthesis
Coeck, Robin,De Vos, Dirk E.
supporting information, p. 5105 - 5114 (2020/08/25)
The reductive amination of carboxylic acids is a very green, efficient and sustainable method for the production of (bio-based) amines. However, with current technology, this reaction requires two to three reaction steps. Here, we report the first (heterogeneous) catalytic system for the one-pot reductive amination of carboxylic acids to amines, with solely H2 and NH3 as the reactants. This reaction can be performed with relatively cheap ruthenium-tungsten bimetallic catalysts in the green and benign solvent cyclopentyl methyl ether (CPME). Selectivities of up to 99% for the primary amine could be achieved at high conversions. Additionally, the catalyst is recyclable and tolerant for common impurities such as water and cations (e.g. sodium carboxylate).