81778-09-8

Basic information

• Product Name: 2-Chloro-5-fluorobenzyl bromide
• Synonyms: 2-(broMoMethyl)-1-chloro-4-fluorobenzene;1-(Bromomethyl)-2-chloro-5-fluorobenzene;2-Chloro-5-fluoroben;2-Chloro-5-fluorobenzyl bromide 99%;2-CHLORO-5-FLUOROBENZYL BROMIDE
• CAS NO: 81778-09-8
• Molecular Formula: C₇H₅BrClF
• Molecular Weight: 223.47
• Product Categories: Halogenated Hydrocarbons;Fluorine series;Aryl;C7
• Mol File: 81778-09-8.mol

Chemical Properties

• Boiling Point: 65-66 °C2 mm Hg(lit.)
• Flash Point: 18 °C
• Appearance: Colorless/Liquid
• Density: 1.654 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.141mmHg at 25°C
• Refractive Index: n20/D 1.566(lit.)
• Sensitive: Lachrymatory
• CAS DataBase Reference: 2-Chloro-5-fluorobenzyl bromide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloro-5-fluorobenzyl bromide(81778-09-8)
• EPA Substance Registry System: 2-Chloro-5-fluorobenzyl bromide(81778-09-8)

Safety Data

• Hazard Codes: F,C
• Statements: 11-34-45-36/37/39-33-26-23-16
• Safety Statements: 16-23-26-33-36/37/39-45-34-11
• RIDADR: UN 2924 3/PG 1
• WGK Germany: 3
• HazardClass: 3
• PackingGroup: II
• Hazardous Substances Data: 81778-09-8(Hazardous Substances Data)

Usage

Uses

2-Chloro-5-fluorobenzyl bromide may be used to synthesize 2-chloro-5-fluorobenzaldehyde.

General Description

2-Chloro-5-fluorobenzyl bromide can be obtained by reacting 2-chloro-5-fluorotoluene with N-bromosuccinimide.

InChI:InChI=1/C7H5BrClF/c8-4-5-3-6(10)1-2-7(5)9/h1-3H,4H2

Upstream product

• 33406-96-1 2-chloro-5-fluorotoluene 
• 2252-50-8 2-chloro-5-fluoro-benzoic acid 
• 647020-63-1 methyl 2-chloro-5-fluorobenzoate 
• 261762-59-8 (2-chloro-5-fluorophenyl)methanol 

Downstream Products

• 84194-30-9 2-chloro-5-fluorobenzaldehyde 
• 188622-57-3 2-(2-Chloro-5-fluoro-benzyl)-nicotinic acid 
• 188622-60-8 3-(2-Chloro-5-fluoro-benzyl)-isonicotinic acid 
• 84194-31-0 trans-3-(2-chloro-5-fluorostyryl)phenanthrene 
• 853069-14-4 ethyl N-[(E)-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}(cyanoimino)methyl]-N-(2-chloro-5-fluorobenzyl)glycinate 
• 1036209-21-8 C₁₉H₂₁ClFNO₃S 
• 1174929-50-0 4-[2-(2-chloro-5-fluoro-benzyl)-1-phenyl-1H-indole-3-carbonyl]-piperazine-1-carboxylic acid tert-butyl ester 
• 1240660-13-2 3-acetyl-1-(2-chloro-5-fluorobenzyl)-4-methoxy-1H-indole 
• 853068-40-3 C₁₄H₁₀BrClFN₃O 
• 1261999-68-1 C₃₀H₃₉ClFN₅O₅ 
• 1312954-60-1 N-(2-chloro-5-fluorobenzyl)hydrazinecarbothioamide 
• 1312954-59-8 1-chloro-4-fluoro-2-(isothiocyanatomethyl)benzene 
• 1312954-65-6 (R)-3-(3-aminopiperidin-1-yl)-4-(2-chloro-5-fluorobenzyl)-6-methyl-1,2,4-triazin-5(4H)-one 

Relevant articles and documents

Synthesis and biological evaluation of new cytotoxic indazolo[4,3-gh] isoquinolinone derivatives

A series of indazolo[4,3-gh]isoquinolinones derivatives have been synthesized to decrease cardiotoxic side effects in comparison to Mitoxantrone. The antiproliferative effects of different side chains were investigated and tested on at least four different cell lines of cervix, ovarian, CNS, NSCLC (non-small-cell lung cancer) and colon carcinoma. In addition to antiproliferative activities, influence on cell cycle and intercalation behavior have been tested.

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BICYCLIC PYRAZOLE DERIVATIVE

A compound represented by the following formula (I), a prodrug thereof, or a pharmaceutically acceptable salt of either. These are compounds having high DPP-IV inhibitory activity and improved in safety, nontoxicity, etc. (I) [In the formula, R1 represents hydrogen, optionally substituted alkyl, etc.; the solid line and dotted line between A1 and A2 indicate a double bond (A1=A2), etc.; A1 represents a group represented by the formula C(R2), etc.; A2 represents a group represented by the formula C(R4), etc.; R2 represents hydrogen, optionally substituted alkyl, etc.; R4 represents hydrogen, optionally substituted alkyl, etc.; R6 represents hydrogen, optionally substituted aryl, etc.; and -Y represents, e.g.; a group represented by the formula (A): (A) (wherein ml is 0, 1, 2, or 3; and R7 is absent, or one or two R7's are present and each independently represents optionally substituted alkyl, etc.).]

Synthesis of regioisomeric 6,9-(chlorofluoro)-substituted benzo[g]quinoline-5,10-diones, benzo[g]isoquinoline-5,10-diones and 6-chloro-9-fluorobenzo[g]quinoxaline-5,10-dione

Treatment of difluoro or chloro fluoro-substituted benzyl bromides 5a-c with zinc dust in tetrahydrofuran leads to the corresponding benzylic zinc bromides 6a-c. These organometallics on treatment with chlorosubstituted heterocyclic esters 4A and 4B mediated by nickel catalysis undergo couplings to yield dihalobenzyl substituted heterocyclic esters 7Aa-c and 7Ba-c. Treatment of 4c with 6c under Pd catalysis leads to 7Cc. The acids 8, prepared by hydrolysis of these esters, with treatment of fuming sulfuric acid undergo cyclizations and oxidations to yield the desired regioisomeric dihalo-substituted heterocyclic quinones 2.

An Unusual Fluorine Atom Rearrangement in the Photocyclization of 1-Fluorohelicenes

Oxidative photocyclization of 1-fluorohelicene and two of its chlorine-substituted derivatives leads to the formation of 8-fluorobenzoperylenes through an unprecedented inter-ring fluorine atom migration; photoelimination of HF to give benzoperylenes also occurs as a competing process.The rearrangement pathway predominates when the irradiation is carried out at 0 deg C in air-saturated benzene solution containing 10 -3 M iodine; the elimination pathway predominates at higher temperatures or in the absence of either oxygen or iodine.The rearrangement isrationalized by postulating a triplet-state photocyclization to give a dihydrobenzoperylene intermediate, followed by abstraction of the tertiary hydrogen atom from that intermediate to give a radical that subsequently undergoes a fluorine atom shift by an SNi'mechanism.