345-17-5

Basic information

• Product Name: 2-CHLORO-5-FLUORONITROBENZENE
• Synonyms: 1-CHLORO-4-FLUORO-2-NITROBENZENE;2-CHLORO-5-FLUORONITROBENZENE;2-Chloro-5-fluoronitrobenzene 99%;1-NITRO-2-CHLORO-5-FLUOROBENZENE;2-Chloro-5-fluoronitrobenzene99%;1-CHLORO-4-FLUORO-2-NITROBENZENE, 98+%;2-CHLORO-5-FLUORONIT;2-chloro-5-fluoronitrobenzenen
• CAS NO: 345-17-5
• Molecular Formula: C₆H₃ClFNO₂
• Molecular Weight: 175.54
• EINECS: 206-456-9
• Product Categories: Aromatic Halides (substituted);Chlorine Compounds;Fluorine Compounds;Nitro Compounds;Nitro Compounds;Nitrogen Compounds;Organic Building Blocks;Fluorine series
• Mol File: 345-17-5.mol
• Article Data: 4

Chemical Properties

• Melting Point: 37-40 °C(lit.)
• Boiling Point: 238 °C(lit.)
• Flash Point: 229 °F
• Appearance: Yellow crystalline solid
• Density: 1.5019 (estimate)
• Vapor Pressure: 0.0702mmHg at 25°C
• Refractive Index: 1.554
• Storage Temp.: Sealed in dry,Room Temperature
• BRN: 2094191
• CAS DataBase Reference: 2-CHLORO-5-FLUORONITROBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-5-FLUORONITROBENZENE(345-17-5)
• EPA Substance Registry System: 2-CHLORO-5-FLUORONITROBENZENE(345-17-5)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36
• RIDADR: 2810
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 345-17-5(Hazardous Substances Data)

Usage

Chemical Properties

Yellow crystalline solid

Uses

2-Chloro-5-fluoronitrobenzene may be used in the preparation of N,N-dimethyl-2-(2-amino-4-fluorophenylthio)benzylamine. It may be used in the synthesis of N-methyl-2-(2-amino-4-fluorophenylthio)benzylamine.

General Description

2-Chloro-5-fluoronitrobenzene is a fluorinated building block.

InChI:InChI=1/C6H3ClFNO2/c7-4-1-2-5(8)6(3-4)9(10)11/h1-3H

Upstream product

• 394-01-4 4-fluoro-2-nitrobenzoic acid 
• 371-40-4 4-fluoroaniline 
• 351-83-7 4'-fluoroacetanilide 
• 448-39-5 N-(4-fluoro-2-nitrophenyl)acetamide 
• 352-33-0 1-Chloro-4-fluorobenzene 
• 364-78-3 2-nitro-4-fluoroaniline 

Downstream Products

• 28340-62-7 4-(dimethylamino)-2-nitrobenzonitrile 
• 627487-23-4 2-[(4-fluoro-2-nitrophenyl)thio]benzoic acid 
• 107618-14-4 4-(4-fluoro-2-nitro-phenylamino)-piperidine-1-carboxylic acid ethyl ester 
• 1106943-68-3 C₁₅H₁₅FN₂O₂ 
• 1106942-74-8 C₁₅H₁₃FN₂O₄ 
• 33358-34-8 (4-fluoro-2-nitrophenyl)(phenyl)sulfane 
• 329217-09-6 5-Fluoro-2-(phenylthio)aniline 
• 1451261-74-7 N-[5-fluoro-2-(phenylsulfanyl)phenyl]-1-benzofuran-2-sulfonamide 
• 1451261-75-8 N-[5-fluoro-2-(phenylsulfinyl)phenyl]-1-benzofuran-2-sulfonamide 
• 1451261-76-9 N-[5-fluoro-2-(phenylsulfonyl)phenyl]-1-benzofuran-2-sulfonamide 
• 1629-93-2 5-fluoro-2-phenyl-1,3-benzothiazole 
• 872726-44-8 NSC 721648 
• 130131-40-7 2-(4-Fluoro-2-nitranilino)ethanol 
• 58859-77-1 5-fluoro-1,3-dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-one 

Relevant articles and documents

Inexpensive NaX (X = I, Br, Cl) as a halogen donor in the practical Ag/Cu-mediated decarboxylative halogenation of aryl carboxylic acids under aerobic conditions

Versatile and practical Ag/Cu-mediated decarboxylative halogenation between readily available aryl carboxylic acids and abundant NaX (X = I, Br, Cl) has been achieved under aerobic conditions in moderate to good yields. The halodecarboxylation is shown to be an effective strategy for S-containing heteroaromatic carboxylic acid and benzoic acids with nitro, chloro and methoxyl substituents at the ortho position. A gram-scale reaction and a three-step procedure to synthesize iniparib have been performed to evaluate the practicality of this protocol. A preliminary mechanistic investigation indicates that Cu plays a vital role and a radical pathway is involved in the transformation.

FLUORINATED TRICYCLIC NEUROLEPTICS WITH PROLONGED ACTION: DERIVATIVES AND ANALOGUES OF 2-(4-(7-FLUORO-2-ISOPROPYL-10,11-DIHYDRODIBENZOTHIEPIN-11-YL)PIPERAZINE-1-YL)ETHANOL

The preparation of 4-fluoro-2-nitrobenzonitrile (V), an intermediate in the synthesis of the title compound I, from 4-fluoro-2-nitroaniline via 5-fluoro-2-iodonitrobenzene (VII) was elaborated.Syntheses of 1,1,1,3,3,3-hexadeutero-2-propyl (XX) and 1,3,4-trideutero (XXVIII) analogues of compound I from hexadeuteroacetone, and pentadeuterobromobenzene, respectively, were carried out.Compound I was esterified with acetic anhydride, decanoic acid and 3,4,5-trimethoxybenzoyl chloride to give the esters II-IV.Acylation of compound XXX with acetyl chloride, 4-fluorophenoxyacetyl chloride and (4-fluorophenylthio)acetyl chloride and the following reduction of the amides with lithium aluminium hydride gave compounds XXXII, XXXIX, and XL.Substitution reactions of 11-chloro-7-fluoro-2-isopropyl-10,11-dihydrodibenzothiepin with the corresponding N-monosubstituted piperazines resulted in compounds XXXIII-XXXV, XXXVII, XXXVIII, XLI and XLII.Alkylation of XXX with 2-(2-chloroethyl)-1,3-dioxolane afforded compound XXXVI.Pharmacological testing of the new compounds, derivatives and analogues of the neuroleptic agent isofloxythepin (I), for discoordinating and cataleptic activities, showed especially for compounds II, XXXIV and XXXVI very intensive and long-lasting effects.The decanoate III has properties of a depot neuroleptic agent.