13209-33-1

Usage

Appearance

White solid

Primary uses

Manufacture of dyes and pigments
Organic synthesis
Building block in pharmaceuticals and agrochemicals production

Industrial applications

Versatile reactivity and ability to form strong covalent bonds with other compounds

Safety concerns

Potential toxicological effects; handle with caution and follow proper safety protocols

Upstream product

• 13209-19-3 1,2-bis(dibromomethyl)-4,5-dichlorobenzene 
• 24006-92-6 4,5-dichlorobenzene-1,2-dimethanol 
• 20824-80-0 1,2-dichloro-4,5-dimethyl-benzene 
• 79-37-8 oxalyl dichloride 
• 56962-08-4 4,5-dichlorophthalic acid 
• 95-47-6 o-xylene 

Downstream Products

• 1379772-67-4 (6,7-dichloro-3-phenylnaphthalen-2-yloxy)triisopropylsilane 
• 1316054-11-1 (E)-4,5-dichloro-2-[(2-hydroxy-3-nitrocyclohex-2-en-1-yliden)methyl]benzaldehyde 
• 1292281-35-6 C₁₇H₁₈Cl₂O₄S₂ 

Relevant academic research and scientific papers

Synthesis and optoelectronic properties of hexachloro- and hexaiodosubnaphthalocyanines as organic electronic materials

Chloroboron(III) hexachloro- and hexaiodosubnaphthalocyanines were prepared, and their solubility, electronic absorption spectroscopy, fluorescence emission spectroscopy and HOMO/LUMO energy levels were evaluated. These subnaphthalocyanines showed lower H

A one-step synthesis of a poly(iptycene) through an unusual Diels-Alder cyclization/dechlorination of tetrachloropentacene

We have discovered the first reaction of a substituted pentacene molecule as a dienophile. A surprisingly clean Diels-Alder self-coupling of Cl4Pn leads to a novel ladder polymer, poly(iptycene), which can be converted to a conducting carbon at

Sc(OTf)3-Catalyzed [3 + 3] Cycloaddition of Cyclopropane 1,1-Diesters with Phthalazinium Dicyanomethanides

The Sc(OTf)3-catalyzed diastereoselective [3 + 3] cycloaddition of phthalazinium dicyanomethanides with cyclopropane 1,1-diesters proceeded smoothly under mild reaction conditions, affording a variety of 3,4-dihydro-1H-pyrido[2,1-a]phthalazine derivatives in up to 99% yields with excellent diastereoselectivities.

Facile organocatalytic domino oxidation of diols to lactones by in situ-generated TetMe-IBX

The domino oxidation of diols to lactones is an important transformation, and catalytic protocols that allow this conversion smoothly are scarce. Capitalizing on the established reactivity of tetramethyl-IBX (TetMe-IBX) and its in situ generation in the presence of a co-oxidant, such as oxone, we have shown that a variety of diols can be converted to the corresponding lactones in respectable yields by employing the precursor of TetMe-IBX, namely, tetramethyl-o-iodobenzoic acid (TetMe-IA), as a catalyst in 5 mol % in the presence of 2 equiv of oxone.

Cycloadditions of siloxy alkynes with 1,2-diazines: From reaction discovery to identification of an antiglycolytic chemotype

Cycloaddition uncovered: The title reaction produces novel polycyclic compounds with high efficiency and excellent diastereoselectivity under mild reaction conditions. A small-molecule library, synthesized using this reaction, yielded a novel chemotype which inhibited glycolytic ATP production by blocking glucose uptake in CHO-K1 cells. DMF=N,N-dimethylformamide, Tf= trifluoromethanesulfonyl, TIPS=triisopropylsilyl. Copyright

Silver-catalyzed formal inverse electron-demand diels-alder reaction of 1,2-diazines and siloxy alkynes

A highly effective silver-catalyzed formal inverse electron-demand Diels-Alder reaction of 1,2-diazines and siloxy alkynes has been developed. The reactions provide ready access to a wide range of siloxy naphthalenes and anthracenes, which are formed in good to high yields, under mild reaction conditions, using low catalyst loadings.

CLASS OF SOLUBLE, PHOTOOXIDATIVELY RESISTANT ACENE DERIVATIVES

The present invention is directed towards a new class of semi-conducting acene derivatives. These compounds are all soluble species and they all possess superior resistance to photooxidation as compared to their counterparts that lack the substitution pat

Two chemodivergent anionic domino processes from cyclic α-nitroketones and aromatic aldehydes

Treatment of cyclic α-nitroketones and aromatic 1,2-dialdehydes with DBU in tetrahydrofuran containing small amounts of water proceeded through two chemodivergent one-pot domino pathways, whose outcome depended on the ring size of the starting nitroketone. Thus, α-nitrocyclohexanone underwent diastereoselective α′-arylmethylenation reactions through a nitroaldol/aldol/reverse nitroaldol mechanism. On the other hand, α-nitrocycloheptanone and α-nitrocyclooctanone afforded 2-nitroindane-1,2-diols containing three contiguous stereocenters in a highly diastereoselective fashion through a nitroaldol/retro-Dieckmann/intramolecular nitroaldol process.

Oxidation of aromatic 1,2-dimethanols by activated dimethyl sulfoxide

A series of substituted ortho-phthalaldehydes were prepared under mild conditions in respectable yields by oxidation of the corresponding dimethanols using oxalyl chloride activated dimethyl sulfoxide.