85482-13-9

Basic information

• Product Name: 2,5-Dichlorobenzyl bromide
• Synonyms: 2,5-DICHLOROBENZYL BROMIDE;alpha-Bromo-2,5-dichlorotoluene;à-bromo-2,5-dichlorotoluene;2-(Bromomethyl)-1,4-dichlorobenzene;1-(Bromomethyl)-2,5-dichlorobenzene alpha-Bromo-2,5-dichlorotoluene;Benzene, 2-(bromomethyl)-1,4-dichloro-;2,5-Dichlorobenzyl bromide 97%
• CAS NO: 85482-13-9
• Molecular Formula: C₇H₅BrCl₂
• Molecular Weight: 239.92
• Product Categories: Aryl;C7;Halogenated Hydrocarbons;Building Blocks;Chemical Synthesis;Halogenated Hydrocarbons;Organic Building Blocks
• Mol File: 85482-13-9.mol

Chemical Properties

• Melting Point: 38-42 °C(lit.)
• Boiling Point: 138 °C / 14mmHg
• Flash Point: 135 °F
• Appearance: white to light yellow crystal powder
• Density: 1.68 g/cm³
• Vapor Pressure: 0.022mmHg at 25°C
• Refractive Index: 1.597
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• BRN: 637803
• CAS DataBase Reference: 2,5-Dichlorobenzyl bromide(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Dichlorobenzyl bromide(85482-13-9)
• EPA Substance Registry System: 2,5-Dichlorobenzyl bromide(85482-13-9)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 22-26-36/37/39-45
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 85482-13-9(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powde

InChI:InChI=1/C7H5BrCl2/c8-4-5-3-6(9)1-2-7(5)10/h1-3H,4H2

Upstream product

• 19398-61-9 2,5-dichlorotoluene 
• 135-02-4 ortho-anisaldehyde 
• 50-79-3 2,5-dichlorobenzoic acid 

Downstream Products

• 35659-62-2 1-(2,5-Dichlorbenzyl)-1-methylhydrazin 
• 128833-95-4 2,5-dichlorophenylalanine-hydrochloride 
• 793695-86-0 2-(2,5-dichlorobenzyl)isoindoline-1,3-dione 
• 915700-96-8 1-(2,5-dichloro-benzyl)-1H-indole-2-carboxylic acid ethyl ester 
• 3218-50-6 2-(2,5-dichlorophenyl)acetonitrile 
• 915701-05-2 1-(2,5-dichloro-benzyl)-1H-indole-2-carboxylic acid 
• 793695-64-4 (1'S,2'R,3'S,4'R,5'S)-4'-[6-(2,5-dichlorobenzylamino)-2-chloropurin-9-yl]-2',3'-O-isopropylidenebicyclo[3.1.0]haxane-1'-carboxylic acid ethyl ester 
• 10541-69-2 2,5-dichloro-benzylamine 
• 613240-44-1 {4-[4-(2,5-Dichloro-benzyloxy)-benzylsulfanyl]-2-methyl-phenoxy}-acetic Acid Methyl Ester 
• 672883-53-3 (3S)-3-(3-cyclopentyloxy-4-methoxyphenylcarboxamido)-1-(2,5-dichlorobenzyl)-2, 5-dioxoazolane 
• 672883-54-4 (3R)-3-(3-cyclopentyloxy-4-methoxyphenylcarboxamido)-1-(2,5-dichlorobenzyl)-2, 5-dioxoazolane 

Relevant articles and documents

tBuOK-Promoted Cyclization of Imines with Aryl Halides

A transition-metal-free indole synthesis using radical coupling of 2-halotoluenes and imines via the later-stage C-N bond construction was reported for the first time. It includes an aminyl radical generation by C-H cleaving addition of 2-halotoluenes to imines via the carbanion radical relay and an intramolecular coupling of aryl halides with aminyl radicals. One standard condition can be used for all halides including F, Cl, Br, and I. No extra oxidant or transition metal is required.

Discovery, synthesis and anti-atherosclerotic activities of a novel selective sphingomyelin synthase 2 inhibitor

The sphingomyelin synthase 2 (SMS2) is a potential target for pharmacological intervention in atherosclerosis. However, so far, few selective SMS2 inhibitors and their pharmacological activities were reported. In this study, a class of 2-benzyloxybenzamides were discovered as novel SMS2 inhibitors through scaffold hopping and structural optimization. Among them, Ly93 as one of the most potent inhibitors exhibited IC50 values of 91 nM and 133.9 μM against purified SMS2 and SMS1 respectively. The selectivity ratio of Ly93 was more than 1400-fold for purified SMS2 over SMS1. The in vitro studies indicated that Ly93 not only dose-dependently diminished apoB secretion from Huh7 cells, but also significantly reduced the SMS activity and increased cholesterol efflux from macrophages. Meanwhile, Ly93 inhibited the secretion of LPS-mediated pro-inflammatory cytokine and chemokine in macrophages. The pharmacokinetic profiles of Ly93 performed on C57BL/6J mice demonstrated that Ly93 was orally efficacious. As a potent selective SMS2 inhibitor, Ly93 significantly decreased the plasma SM levels of C57BL/6J mice. Furthermore, Ly93 was capable of dose-dependently attenuating the atherosclerotic lesions in the root and the entire aorta as well as macrophage content in lesions, in apolipoprotein E gene knockout mice treated with Ly93. In conclusion, we discovered a novel selective SMS2 inhibitor Ly93 and demonstrated its anti-atherosclerotic activities in vivo. The preliminary molecular mechanism-of-action studies revealed its function in lipid homeostasis and inflammation process, which indicated that the selective inhibition of SMS2 would be a promising treatment for atherosclerosis.

Synthesis and x-ray analysis of new [5]helicenes - HMO calculations on the photocyclization of the stilbene precursors

The syntheses of the new pentahelicenes 5, 11, 17, 21, and 28 with various substituents are described. In the case of 2,13-dicyano-[5]helicene (11) optical resolution was achieved by HPLC using a column packed with γ- cyclodextrin. However, the enantiomers racemized within a few hours. On the other hand, the enantiomers of 28 turned out to be stable after separation on triacetylcellulose using MPLC. The crystal structures of 11, 17, and 21 were solved and indicated the typical distortions which are expected for helicenes. The model of the sum of free valence numbers was applied in order to rationalize the reactivity pattern of the photochemical phenanthrene cyclization.

Fullerene tectonics. Part 2. Synthesis and pyrolysis of halogenated benzo[c]phenanthrenes

Halogenated benzo[c]phenanthrenes with a halogen in the hindered fiord region are prepared by the photochemical cyclisation of appropriately substituted stilbenes. Pyrolysis gives the corresponding benzo[ghi]fluoranthrenes in moderate yields. At higher temperatures a competing rearrangement pathway to cyclopenta[cd]pyrene occurs.

5-Benzyloxy-1,3-dioxanes

Herbicidal compositions containing compounds of the formula STR1 where R2 is hydrogen, hydrocarbyl or substituted hydrocarbyl radical; R2a is hydrogen or methyl and R2 and R2a may together form a ring; R5 is hydrogen, alkyl, haloalkyl or cyanoalkyl; Rr is aryl, substituted aryl or heterocyclyl.