100-82-3

Basic information

• Product Name: 3-Fluorobenzylamine
• Synonyms: (3-Fluorophenyl)methanamine;3-fluoro-benzenemethanamin;Benzenemethanamine, 3-fluoro-;Benzylamine, m-fluoro-;meta-Fluorobenzylamine;RARECHEM AL BW 0158;M-FLUOROBENZYLAMINE;3-FLUOROBENZYLAMINE
• CAS NO: 100-82-3
• Molecular Formula: C₇H₈FN
• Molecular Weight: 125.14
• EINECS: 202-891-3
• Product Categories: Thiazines ,Thiazolines/Thiazolidines ,Thiazoles;Anilines, Aromatic Amines and Nitro Compounds;Amine;Amines;C7;Nitrogen Compounds
• Mol File: 100-82-3.mol
• Article Data: 22

Chemical Properties

• Melting Point: 247-248 °C(Solv: N,N-dimethylformamide (68-12-2))
• Boiling Point: 87 °C
• Flash Point: 160 °F
• Appearance: Clear colorless to yellow/Liquid
• Density: 1.097 g/mL at 25 °C(lit.)
• Vapor Pressure: 1.13mmHg at 25°C
• Refractive Index: n20/D 1.514(lit.)
• Storage Temp.: 2-8°C
• PKA: 8.80±0.10(Predicted)
• Sensitive: Air Sensitive
• BRN: 1446928
• CAS DataBase Reference: 3-Fluorobenzylamine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Fluorobenzylamine(100-82-3)
• EPA Substance Registry System: 3-Fluorobenzylamine(100-82-3)

Safety Data

• Hazard Codes: C,Xi
• Statements: 34-20/21/22-36/37/38
• Safety Statements: 23-26-36/37/39-45-36
• RIDADR: UN 2735 8/PG 2
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 100-82-3(Hazardous Substances Data)

Usage

Description

3-Fluorobenzylamine is a clear colorless liquid that is an organic compound with the chemical formula C6H6FN. It is a derivative of benzylamine, with a fluorine atom attached to the benzene ring at the 3-position. This fluorinated amine is known for its unique chemical properties and reactivity, making it a valuable intermediate in various chemical reactions and synthesis processes.

Uses

Used in Chemical Research:
3-Fluorobenzylamine is used as a research chemical for studying the rate of reaction of benzylamines with 1-Chloro-2,4-dinitrobenzene and toluene-p-sulphonyl chloride. Its unique reactivity and properties allow researchers to gain insights into the behavior of benzylamines in different chemical environments.
Used in Pharmaceutical Industry:
3-Fluorobenzylamine is used as a key intermediate in the synthesis of substituted amino-sulfonamide protease inhibitors (PIs) DPC 681 and DPC 684. These PIs are important in the development of drugs targeting proteases, which are enzymes that play a crucial role in various biological processes and diseases. The incorporation of the fluorine atom in 3-Fluorobenzylamine can influence the properties and efficacy of the final drug compounds, making it a valuable component in the design and synthesis of new pharmaceuticals.

InChI:InChI=1/C7H8FN/c8-7-3-1-2-6(4-7)5-9/h1-4H,5,9H2/p+1

Upstream product

• 403-54-3 m-Fluorobenzonitrile 
• 456-42-8 m-fluorobenzyl chloride 
• 350-51-6 3-fluorostyrene 
• 100-46-9 benzylamine 
• 456-48-4 3-Fluorobenzaldehyde 

Downstream Products

• 169782-14-3 (3-Fluoro-benzyl)-(3-nitro-pyridin-4-yl)-amine 
• 153903-29-8 N-(tert-butyloxycarbonyl)-3-fluorobenzylamine 
• 494221-21-5 3-fluoro-benzylideneamine 
• 1057255-76-1 1-(3-fluoro-benzyl)-3a-methyl-1,3,3a,4,5,6-hexahydro-indol-2-one 
• 1197914-34-3 2-(3-fluorobenzyl)-2,3-dihydro-1H-isoindole 
• 1220121-07-2 C₂₀H₁₇FN₄O 
• 123395-28-8 [1-(2,2-Dimethyl-3,3-diphenyl-cyclopropyl)-meth-(E)-ylidene]-(3-fluoro-benzyl)-amine 
• 102422-31-1 C₈H₇FNO₄S^(1-)*K⁽¹⁺⁾ 
• 91285-21-1 8-(3-Fluoro-benzyl)-5-hydroxy-1,3,6-trimethyl-1H,8H-1,3,4b,8,9-pentaaza-fluorene-2,4,7-trione 
• 102422-33-3 Imidazole-1-carboxylic acid 3-fluoro-benzylamide 
• 112088-88-7 6-chloro-9-(3-fluorobenzyl)-9H-purine 
• 112089-18-6 6-(Dimethylamino)-9-(3-fluorobenzyl)-9H-purine 
• 856427-84-4 N-(3-Fluorobenzylidene)-1-(3-fluorophenyl)methylamine 

Relevant articles and documents

Generation of Oxidoreductases with Dual Alcohol Dehydrogenase and Amine Dehydrogenase Activity

The l-lysine-?-dehydrogenase (LysEDH) from Geobacillus stearothermophilus naturally catalyzes the oxidative deamination of the ?-amino group of l-lysine. We previously engineered this enzyme to create amine dehydrogenase (AmDH) variants that possess a new hydrophobic cavity in their active site such that aromatic ketones can bind and be converted into α-chiral amines with excellent enantioselectivity. We also recently observed that LysEDH was capable of reducing aromatic aldehydes into primary alcohols. Herein, we harnessed the promiscuous alcohol dehydrogenase (ADH) activity of LysEDH to create new variants that exhibited enhanced catalytic activity for the reduction of substituted benzaldehydes and arylaliphatic aldehydes to primary alcohols. Notably, these novel engineered dehydrogenases also catalyzed the reductive amination of a variety of aldehydes and ketones with excellent enantioselectivity, thus exhibiting a dual AmDH/ADH activity. We envisioned that the catalytic bi-functionality of these enzymes could be applied for the direct conversion of alcohols into amines. As a proof-of-principle, we performed an unprecedented one-pot “hydrogen-borrowing” cascade to convert benzyl alcohol to benzylamine using a single enzyme. Conducting the same biocatalytic cascade in the presence of cofactor recycling enzymes (i.e., NADH-oxidase and formate dehydrogenase) increased the reaction yields. In summary, this work provides the first examples of enzymes showing “alcohol aminase” activity.

Benzimidazole fragment containing Mn-complex catalyzed hydrosilylation of ketones and nitriles

The synthesis of a new bidentate (NN)–Mn(I) complex is reported and its catalytic activity towards the reduction of ketones and nitriles is studied. On comparing the reactivity of various other Mn(I) complexes supported by benzimidazole ligand, it was observed that the Mn(I) complexes bearing 6-methylpyridine and benzimidazole fragments exhibited the highest catalytic activity towards monohydrosilylation of ketones and dihydrosilylation of nitriles. Using this protocol, a wide range of ketones were selectively reduced to the corresponding silyl ethers. In case of unsaturated ketones, the chemoselective reduction of carbonyl group over olefinic bonds was observed. Additionally, selective dihydrosilylation of several nitriles were also achieved using this complex. Mechanistic investigations with radical scavengers suggested the involvement of radical species during the catalytic reaction. Stoichiometric reaction of the Mn(I) complex with phenylsilane revealed the formation of a new Mn(I) complex.

Cobalt complex, preparation method thereof, and application thereof in selective catalysis of transfer hydrogenation reaction of cyano group

The invention discloses a cobalt complex, a preparation method thereof, and an application thereof in the selective catalysis of a transfer hydrogenation reaction of a cyano group. The structural formula of the cobalt complex is represented by formula I. The cobalt complex is prepared through a reaction of a cobalt salt and an NNP ligand or a PNP ligand under the protection of an inert atmosphere;and the chemical formula of the cobalt salt is CoX12, wherein X1 represents halogen, a sulfate radical, a perchlorate radical, a hexafluorophosphate radical, a hexafluoroantimonate radical, a tetrafluoroborate radical, a trifluoromethanesulfonate radical or a tetra(pentafluorophenyl)borate radical. The cobalt complex can be used in the selective catalysis of the transfer hydrogenation reaction ofthe cyano group to obtain a primary amine compound, a secondary amine compound and a tertiary amine compound, the primary amine compound, the secondary amine compound and the tertiary amine compoundare important intermediates in a series of subsequent functionalizing reactions, and the cobalt complex has a very high catalysis activity, and has great research values and a great application prospect.