89-99-6

Basic information

• Product Name: 2-Fluorobenzylamine
• Synonyms: (2-Fluorophenyl)methanamine;2-fluoro-benzenemethanamin;Benzylamine, o-fluoro-;ortho-Fluorobenzylamine;2-FLUOROBENZYLAMINE;RARECHEM AL BW 0009;O-FLUOROBENZYLAMINE;2-fluoroBenzenemethanamine
• CAS NO: 89-99-6
• Molecular Formula: C₇H₈FN
• Molecular Weight: 125.14
• EINECS: 201-957-9
• Product Categories: Anilines, Aromatic Amines and Nitro Compounds;Amine;Amines;C7;Nitrogen Compounds;fine chemicals
• Mol File: 89-99-6.mol
• Article Data: 20

Chemical Properties

• Melting Point: 245-246 °C(Solv: N,N-dimethylformamide (68-12-2))
• Boiling Point: 73-75 °C13 mm Hg(lit.)
• Flash Point: 153 °F
• Appearance: Clear colorless to yellow/Liquid
• Density: 1.095 g/mL at 25 °C(lit.)
• Vapor Pressure: 7.84E-05mmHg at 25°C
• Refractive Index: n20/D 1.517(lit.)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 8?+-.0.10(Predicted)
• Sensitive: Air Sensitive
• BRN: 508109
• CAS DataBase Reference: 2-Fluorobenzylamine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Fluorobenzylamine(89-99-6)
• EPA Substance Registry System: 2-Fluorobenzylamine(89-99-6)

Safety Data

• Hazard Codes: C,Xi,T
• Statements: 34-20/21/22
• Safety Statements: 26-27-36/37/39-45
• RIDADR: UN 2735 8/PG 2
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 89-99-6(Hazardous Substances Data)

Usage

Description

2-Fluorobenzylamine is an organic compound with the chemical formula C6H6FN and a molecular weight of approximately 111.13 g/mol. It is a clear colorless to yellow liquid at room temperature and possesses a characteristic amine-like odor. 2-Fluorobenzylamine is known for its reactivity and is commonly used as a building block in the synthesis of various pharmaceuticals and organic compounds.

Uses

Used in Pharmaceutical Synthesis:
2-Fluorobenzylamine is used as a key intermediate in the synthesis of 9-(2-fluorobenzyl)-6-(methylamino)-9H-purine, a compound with anticonvulsant activity. Its presence in the molecule contributes to the overall pharmacological properties, making it a valuable component in the development of potential anti-seizure medications.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, 2-Fluorobenzylamine is utilized in the synthesis and study of structure-activity relationships of a series of substituted spirohydantoins. These studies are crucial for understanding the relationship between the chemical structure of a compound and its biological activity, which aids in the design and optimization of new drugs with improved therapeutic effects.
Used in Organic Chemistry:
2-Fluorobenzylamine is also employed in various organic synthesis processes due to its reactivity and the presence of the fluorine atom, which can influence the electronic properties of the resulting compounds. This makes it a versatile building block for the creation of a wide range of organic molecules with potential applications in various industries, including pharmaceuticals, agrochemicals, and materials science.

InChI:InChI=1/C8H10BFO3/c1-2-13-8-5-6(9(11)12)3-4-7(8)10/h3-5,11-12H,2H2,1H3

Upstream product

• 394-47-8 2-fluorobenzonitrile 
• 446-52-6 2-Fluorobenzaldehyde 
• 62284-30-4 2-fluorobenzyl azide 
• 95-52-3 2-Fluorotoluene 
• 446-48-0 o-fluorobenzyl bromide 

Downstream Products

• 101155-07-1 5-Amino-4-chloro-6-(2-fluorobenzylamino)pyrimidine 
• 926257-13-8 2-Amino-N-(2-fluoro-benzyl)-benzamide 
• 61290-72-0 3-(2-Fluoro-benzyl)-1-(2-hydroxy-ethyl)-1-methyl-thiourea 
• 62052-80-6 8-(2-fluoro-benzyl)-5-methyl-7,8-dihydro-6H-pyrrolo[3,2-e][1,2,4]triazolo[1,5-a]pyrimidine 
• 62052-91-9 8-(2-fluoro-benzyl)-5,7-dimethyl-7,8-dihydro-6H-pyrrolo[3,2-e][1,2,4]triazolo[1,5-a]pyrimidine 
• 62052-94-2 7-ethyl-8-(2-fluoro-benzyl)-5-methyl-7,8-dihydro-6H-pyrrolo[3,2-e][1,2,4]triazolo[1,5-a]pyrimidine 
• 121998-33-2 (2-Fluoro-benzyl)-(5-methyl-5H-[1,2,4]triazino[5,6-b]indol-3-yl)-amine 
• 102573-83-1 1-(2-Fluoro-benzylamino)-3-(1H-indol-4-yloxy)-propan-2-ol 
• 124421-34-7 (R,S)-α-acetamido-N-(2-fluorobenzyl)-2-furanacetamide 
• 144528-36-9 2,3-dihydro-2-(2-fluorobenzyl)-9-phenyl-1H-pyrrolo<3,4-b>quinolin-1-one 
• 74372-72-8 N-(o-fluorobenzyl)-β-D-mannopyranosylamine 
• 135481-58-2 4-<<(2-fluorophenyl)methyl>amino>-5,6,7,8-tetrahydro-6-(phenylmethyl)pyrido<3,4-d>pyrimidin-2(1H)-one 
• 63880-21-7 1-(2-fluorobenzyl)-1H-pyrrole 
• 74258-78-9 9-(2-Fluoro-benzyl)-5-methyl-6,7,8,9-tetrahydro-1,3,4,9,9b-pentaaza-cyclopenta[a]naphthalene 

Relevant articles and documents

Palladium-catalyzed ortho -selective C-H fluorination of oxalyl amide-protected benzylamines

A novel and efficient synthetic method for o-fluorobenzylamines via palladium catalyst using an easily accessible oxalyl amide as directing group has been developed. The cheap N-fluorobenzenesulfonimide could be used as an effective [F+] source and t-amyl-OH as the solvent with Pd(OAc)2 as catalyst. Selective mono- or difluorination of oxalyl amide-protected benzylamine derivatives were achieved by modifying the reaction conditions, which presented an efficient method for the preparation of ortho-fluorinated benzylamines.

Method for preparing primary amine by catalyzing reductive amination of aldehyde ketone compounds

The invention discloses a method for preparing primary amine by catalyzing reductive amination of aldehyde ketone compounds. The method comprises the following steps: 1) mixing nickel nitrate hexahydrate, citric acid and an organic solvent, carrying out heating and stirring until a colloidal material is obtained, drying the colloidal material, roasting the colloidal material in a protective atmosphere, pickling, washing and drying a roasted product, and performing a partial oxidation reaction on a dried product in an oxygen-nitrogen mixed atmosphere to obtain a catalyst for a reductive amination reaction; and 2) mixing aldehyde or ketone compounds, a methanol solution of ammonia and the reductive amination reaction catalyst, introducing hydrogen, and carrying out a reductive amination reaction. The method has the advantages of high primary amine yield, high selectivity, wide aldehyde ketone substrate range, short reaction time, mild reaction conditions, low cost, greenness, economicalperformance and the like; the used reductive amination reaction catalyst can be recycled more than 10 times, and the catalytic activity of the catalyst is not obviously changed in gram-level reactions; and the method is suitable for large-scale application.

PROCESS FOR PREPARATION OF HALOGENATED BENZYLAMINE AND INTERMEDIATES THEROF

The present invention provides an improved process for the preparation of halogenated benzylamine having the formula I from halogenated benzonitriles, Formula I wherein, X1 is selected from group consisting of hydrogen, chloro or fluoro, provided atleast one X1 is chloro or fluoro.