2039-83-0

Basic information

• Product Name: 3,4-DICHLOROSTYRENE
• Synonyms: 1,2-Dichloro-4-vinylbenzene;Benzene, 1,2-dichloro-4-ethenyl-;benzene,1,2-dichloro-4-ethenyl-;styrene,3,4-dichloro-;3,4-DICHLOROSTYRENE;3,4-Dichlorostyrene, stabilized, 95%;3,4-Dichlorostyrol;3,4-Dichlorostyrolene
• CAS NO: 2039-83-0
• Molecular Formula: C₈H₆Cl₂
• Molecular Weight: 173.04
• EINECS: 218-023-1
• Product Categories: Styrenes;monomer
• Mol File: 2039-83-0.mol
• Article Data: 9

Chemical Properties

• Melting Point: 48.5°C (estimate)
• Boiling Point: 230.44°C (rough estimate)
• Flash Point: 101.7 °C
• Appearance: Clear colorless to yellow liquid
• Density: 1.2560
• Vapor Pressure: 0.0638mmHg at 25°C
• Refractive Index: 1.5857 (estimate)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 3,4-DICHLOROSTYRENE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-DICHLOROSTYRENE(2039-83-0)
• EPA Substance Registry System: 3,4-DICHLOROSTYRENE(2039-83-0)

Safety Data

• Hazardous Substances Data: 2039-83-0(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless to yellow liquid

InChI:InChI=1/C8H6Cl2/c1-2-6-3-4-7(9)8(10)5-6/h2-5H,1H2

Upstream product

• 491-35-0 C₆H₄NCH₂CHCCH₂ 
• 7312-27-8 3,4-Dichlorocinnamic acid 
• 65426-63-3 1-acetoxy-1-(3,4-dichloro-phenyl)-ethane 
• 6287-38-3 3,4-dichlorobenzaldehyde 
• 53547-61-8 vinyl trifluoromethanesulfonate 
• 151169-75-4 3,4-dichlophenylboronic acid 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 3112-85-4 methylphenylsulfonate 
• 1805-32-9 3,4-dichlorobenzyl alcohol 
• 2642-63-9 3',4'-dichloroacetophenone 
• 1475-11-2 1-(3,4-dichlorophenyl)ethan-1-ol 
• 74-85-1 ethene 
• 3024-72-4 3,4-dichlorobenzoyl chloride 
• 136272-23-6 Trifluoro-acetic acid 1-(3,4-dichloro-phenyl)-2-trimethylsilanyl-ethyl ester 

Downstream Products

• 52909-94-1 2-(3,4-dichlorophenyl)oxirane 
• 94806-12-9 4-(3,4-dichlorophenyl)-7-methoxy-1,2,3,4-tetrahydroisoquinoline 
• 1430232-30-6 2-((3R,8S)-3-(3,4-dichlorophenyl)-2,3,7,8-tetrahydrobenzofuro[5,6-b][1,4]dioxin-8-yl)acetic acid 
• 1430232-31-7 2-((3S,8S)-3-(3,4-dichlorophenyl)-2,3,7,8-tetrahydrobenzofuro[5,6-b][1,4]dioxin-8-yl)acetic acid 
• 51-44-5 3,4-dichlorbenzoic acid 

Relevant articles and documents

Reaction progress analysis: Powerful tool for understanding suzuki-miyaura reaction and control of polychlorobiphenyl impurity

Cross coupling of unsaturated aryl or vinyl triflates/halides with aryl boronic acids using Pd as catalyst (Suzuki coupling) have become increasingly attractive for making the heterocoupled product (Ar-Ar′). However, most Pd cycle reactions produce some h

Regioselective Three-Component Synthesis of Vicinal Diamines via 1,2-Diamination of Styrenes

The vicinal diamine motif plays a significant role in natural products, drug design, and organic synthesis, and development of synthetic methods for the synthesis of diamines is a long-standing interest. Herein, we report a regioselective intermolecular three-component vicinal diamination of styrenes with acetonitrile and azodicarboxylates. The diamination products can be produced in moderate to excellent yields via the Ritter reaction. Synthetic applications and theoretical studies of this reaction have been conducted.

Design, synthesis of novel 4,5-dihydroisoxazole-containing benzamide derivatives as highly potent FtsZ inhibitors capable of killing a variety of MDR Staphylococcus aureus

Antibiotic resistance among clinically significant bacterial pathogens, such as methicillin-resistant Staphylococcus aureus (MRSA) and vancomycin-resistant S. aureus (VRSA) is becoming a prevalent threat to public health, and new antibacterial agents with novel mechanisms of action hence are in an urgent need. As a part of continuing effort to develop antibacterial agents, we rationally designed and synthesized two series of 4,5-dihydroisoxazol-5-yl and 4,5-dihydroisoxazol-3-yl-containing benzamide derivatives that targeted the bacterial cell division protein FtsZ. Evaluation of their activity against a panel of Gram-positive and -negative pathogens revealed that compound A16 possessing the 4,5-dihydroisoxazol-5-yl group showed outstanding antibacterial activity (MIC, ≤0.125–0.5 μg/mL) against various testing strains, including methicillin-resistant, penicillin-resistant and clinical isolated S. aureus strains. Besides, further mouse infection model revealed that A16 could be effective in vivo and non-toxic to Hela cells. Finally, a detailed discussion of structure-activity relationships was conducted, referring to the docking results. It is worth noting that substituting a 4,5-dihydroisoxazole ring for the isoxazole ring not only broadened the antibacterial spectrum but also resulted in a significant increase in antibacterial activity against S. aureus strains. Taken together, these results suggest a promising chemotype for the development of new FtsZ-targeting bactericidal agents.

Benzocarbazoles dioxane derivatives, its preparation process and its use in medicine

The invention relates to a benzodioxane derivative, a preparation method thereof and application of the derivative in medicines. Specifically, the invention relates to a novel benzodioxane derivative shown as a formula (I), medial salt thereof or a medicine composition containing the derivative, and a preparation method of the derivative. The invention further relates to a use of the benzodioxane derivative and the medial salt thereof or the medicine composition containing the derivative in preparing therapeutic agent, especially GPR 40 agonist, and a drug for treating the diseases such as diabetes, metabolic disorders and the like, wherein each substituent group in the formula (I) is as defined in the description.

(E)-Specific direct Julia-olefination of aryl alcohols without extra reducing agents promoted by bases

An unprecedented base-promoted direct olefination of aryl alcohols with sulfones via a Julia-type reaction has been described. No extra reductants are needed for Julia reaction since alcohols work as double sources of aldehydes and the hydride. Generally high yields were given for both terminal and highly (E)-selective internal olefins.

NOVEL INHIBITORS

The invention relates to novel pyrrolidine derivatives of formula (I): wherein R1, R2 and R3 are as defined herein, as inhibitors of glutaminyl cyclase (QC, EC 2.3.2.5). QC catalyzes the intramolecular cyclization of N-terminal glutamine residues into pyroglutamic acid (5-oxo-prolyl, pGlu*) under liberation of ammonia and the intramolecular cyclization of N-terminal glutamate residues into pyroglutamic acid under liberation of water.

N-hydroxyalkyl derivatives of 3β-phenyltropane and 1-methylspiro[1H- indoline-3,4'-piperidine]: Vesamicol analogues with affinity for monoamine transporters

As part of our ongoing structure-activity studies of the vesicular acetylcholine transporter ligand 2-(4-phenylpiperidino)cyclohexanol [vesamicol, 1), 22 N-hydroxy(phenyl)alkyl derivatives of 3β-phenyltropane, 6, and 1-methylspiro[1H-indoline-3,4'-piperidine], 7, were synthesized and tested for binding in vitro. Although a few compounds displayed moderately high affinity for the vesicular acetylcholine transporter, no compound was more potent than the prototypical vesicular acetylcholine transporter ligand vesamicol. However, a few derivatives of 6 displayed higher affinity for the dopamine transporter than cocaine. We conclude that modification of the piperidyl fragment of 1 will not lead to more potent vesicular acetylcholine transporter ligands.

Silicon Effects. II. Structure and Stability of 1-Phenyl-2-(trimethylsilyl)ethyl Cation in Solution

Solvolysis rates have been measured in various solvents at 25 deg C for 1-(substituted phenyl)-2-(trimethylsilyl)ethyl trifluoroacetates (1a - 1g; R=H, 4-Me, 4-Cl, 4-Br, 3-Cl, 3,4-Cl2, and 3,5-Cl2, respectively) and structurally related compounds, 1-phenylethyl-, 3,3-dimethyl-1-phenylbutyl-, and 1-(4-methylphenyl)ethyl trifluoroacetates (3a, 4, and 5).In dioxane/water mixtures 1g solvolyzes with the same sensitivity to the change in solvent ionizing power as that for a kc substrate 5.The solvolyses of 1e and 5 exhibit almost identical α-deuterium kinetic isotope effects (kH/KD) of 1.18 - 1.19 in aq dioxane.Substituent effect on the solvolysis of 1 in 90 percent aq dioxane is expressed by an LArSR equation: log kX/kH = -3.05 (?0 + 1.05 Δ?(mean)+R) (R = 0.9997).These findings are consistent with kc mechanism for the solvolysis of 1.Relative rates for the solvolysis of 1a, 3a, and 4 in 30 percent aq dioxane are 2.99x105:2.84:1.0 indicating solvolytic generation of α-(trimethylsilylmethyl)benzyl cation to be about 7 kcal mol-1 energetically more favorable than that of the corresponding α-alkylbenzyl cations.

SYNTHESIS OF STYRENE AND STILBENE DERIVATIVES BY THE PALLADIUM-CATALYSED ARYLATION OF ETHYLENE WITH AROYL CHLORIDES

The arylation of ethylene with aroyl chlorides, catalysed by palladium(II) acetate, leads to styrene and stilbene derivatives.By appropriate choice of reaction conditions, particularly the ethylene pressure, the reaction can be made to produce either styrene or stilbene derivatives selectively.The reaction tolerates those common substituents which do not react with aroyl chlorides.Only trans-stilbene derivatives are formed.