13651-55-3

Usage

Uses

Used in Pharmaceutical Industry:
2,3-Dimethylbenzyl chloride is used as an intermediate in the synthesis of various pharmaceuticals for its ability to form carbon-carbon and carbon-heteroatom bonds, contributing to the development of new drugs and therapeutic agents.
Used in Agrochemical Industry:
2,3-Dimethylbenzyl chloride is used as an intermediate in the synthesis of agrochemicals, playing a crucial role in the production of pesticides and other agricultural chemicals to enhance crop protection and yield.
Used in Organic Chemistry Research:
2,3-Dimethylbenzyl chloride is used as a reagent in organic chemistry reactions, particularly for the formation of carbon-carbon and carbon-heteroatom bonds, facilitating the synthesis of complex organic molecules and compounds for research and development purposes.

InChI:InChI=1/C9H11Cl/c1-7-4-3-5-9(6-10)8(7)2/h3-5H,6H2,1-2H3

Upstream product

• 50-00-0 formaldehyd 
• 95-47-6 o-xylene 
• 13651-14-4 (2,3-dimethylphenyl)methanol 
• 7647-01-0 hydrogenchloride 
• 603-79-2 2,3-dimethylbenzoic acid 
• 15012-36-9 methyl 2,3-dimethylbenzoate 
• 576-23-8 2,3-dimethylbromobenzene 
• 87-59-2 2,3-Dimethylaniline 
• 5724-56-1 2,3-dimethylbenzonitrile 
• 51586-20-0 2,3-dimethylbenzylamine 
• 526-73-8 1,2,3-trimethylbenzene 

Downstream Products

• 15848-75-6 (2,3-dimethyl-benzyl)-dimethyl-amine 
• 105401-61-4 3-(2,3-dimethyl-phenyl)-2-methyl-propionic acid 
• 76574-43-1 2,3-dimethylphenylacetonitrile 
• 526-73-8 1,2,3-trimethylbenzene 
• 854180-50-0 2,3,4-trimethyl-benzyl alcohol 
• 854885-26-0 2-(2,3-dimethyl-benzyl)-cyclohexanone 
• 79924-29-1 2,3-dimethylbenzyltriphenylphosphonium chloride 
• 700-12-9 pentamethylbenzene, 
• 30981-98-7 2,3-dimethylphenylacetic acid 
• 727429-82-5 2-(2,3-dimethyl-phenyl)-3-methyl-butyronitrile 
• 6975-04-8 2-(2,3-dimethyl-phenyl)-3-methyl-butyric acid 
• 107772-25-8 2-(2,3-dimethyl-benzyl)-3-methyl-butyric acid 
• 101499-45-0 (2,3-dimethyl-benzyl)-isopropyl-malonic acid 
• 67685-71-6 2-(2,3-dimethylphenyl)ethan-1-amine 

Relevant academic research and scientific papers

Porphyrin Analogues of a Trityl Cation and Anion

Porphyrin-stabilized meso- or β-carbocations were generated upon treatment of the corresponding bis(4-tert-butylphenyl)porphyrinylcarbinols with trifluoroacetic acid (TFA). Bis(4-tert-butylphenyl)porphyrinylcarbinols were treated with TFA to generate the corresponding carbocations stabilized by a meso- or β-porphyrinyl group. The meso-porphyrinylmethyl carbocation displayed more effective charge delocalization with decreasing aromaticity compared with the β-porphyrinylmethyl carbocation. A propeller-like porphyrin trimer, tris(β-porphyrinyl)carbinol, was also synthesized and converted to the corresponding cation that displayed a more intensified absorption reaching over the NIR region. meso-Porphyrinylmethyl carbanion was generated as a stable species upon deprotonation of bis(4-tert-butylphenyl)(meso-porphyrinyl)methane with potassium bis(trimethylsilyl)amide (KHMDS) and [18]crown-6, whereas β-porphyrinylmethyl anions were highly unstable.

Improved Halogenation of Methyl Aromatics and Methyl Heteroaromatics: Unexpected Reactivity of Tetrahalogeno-diphenylglycolurils

1,3,4,6-Tetrachloro (TCDGU) and 1,3,4,6-tetrabromo-3α,6α-diphenylglycolurils smooth halogen oxidizers have been exploited in a new direction as reagents for free radical substitution toward some N-halosuccinimide nonreactive bis-heterocycles. An unexpected selectivity and reactivity were observed with methyl benzenes, methyl heterocycles, and methyl-bis-heterocycles of interest. A chemometric study has been performed to optimize five independent factors of the chlorination reaction with TCDGU. The predictive model was established either for the halogenation conversion and the ratio of monochlorination.

BENZODIAZEPINONE COMPOUNDS AND METHODS OF TREATMENT USING SAME

The invention provides 1,4-benzodiazepinone compounds, pharmaceutical compositions, and methods of treating autoimmune disorders, chronic inflammatory disorders, and hyperproliferative disorders. For example, the 1,4-benzodiazepinone compounds and pharmaceutical compositions are contemplated to be useful for treating rheumatoid arthritis, graft-versus-host disease, inflammatory bowel disease, and the like.

An inexpensive and convenient procedure for chloromethylation of aromatic hydrocarbons by phase transfer catalysis in aqueous media

Reaction of aromatic hydrocarbons catalyzed by a novel catalytic system consisting of zinc chloride, acetic acid, sulfuric acid and PEG-800 in aqueous media under PTC conditions results in chloromethylation in good to excellent yield.

BENZODIAZEPINONE COMPOUNDS USEFUL IN THE TREATMENT OF SKIN CONDITIONS

The present invention provides a family of benzodiazepinone compounds and pharmaceutical compositions thereof. The present invention also provides methods of treating certain skin conditions, e.g., atopic dermatitis, rosacea, or psoriasis, by administering a benzodiazepinone and methods of reducing the proliferation of keratinocyte cells by exposing such cells to a benzodiazepinone.

Binding activity of substituted benzyl derivatives of chloronicotinyl insecticides to housefly-head membranes, and its relationship to insecticidal activity against the housefly Musca domestica

Variously substituted benzyl derivatives of chloronlcotinyl insecticides were synthesized with a wide range of substituents including halogens, NO2, CN, CF3 and small alkyl and alkoxy groups at the ortho, meta and para positions, as well as multiple-substituted benzyl analogues. Their binding activity to the α-bungarotoxin binding site in housefly (Musca domestica) head membrane preparations was measured. Among the compounds tested, the activity of the meta-CN derivative was the highest, being 20-100 times higher than those of imidacloprid, acetamiprid and nitenpyram. The synergized insecticidal activity against houseflies was also measured for selected compounds with the metabolic inhibitor, NIA16388 (propargyl propyl phenylphosphonate). For the nitromethylene analogues, including both benzyl and pyridylmethyl analogues, higher binding activity usually resulted in higher insecticidal activity. (C) 2000 Society of Chemical Industry.

Synthesis of regioisomeric dimethylbenzyl mercapturic acids anticipated from the metabolism of 1,2,3-trimethylbenzene

The synthesis of two regioisomeric mercapturic acids, N-acetyl-S -(2,3-dimethylbenzyl)-L-cysteine and N-acetyl-S-(2,6-dimethylbenzyl)-L-cysteine, was undertaken to investigate the operation of mercapturic acid pathway in the metabolism of 1,2,3-trimethylbenzene. The method applied was based on that we described recently in the synthesis of mercapturic acids derived from m- and p-xylenes.

Aromatic Spiranes XX [1]: Syntheses of Dimethylsubstituted 2-Carboxymethyl-indan-1-ones and Benzylchlorides as Synthones for Syntheses of di- to tetramethylsubstituted Spirobiindandiones

The isomeric dimethyl methylbenzoates 5, obtained from the bromides via Grignard reactions with dimethylcarbonate, were reduced with LiAlH4 to the hydroxymethyl derivatives 6. The latter were then transformed both to the benzylchlorides 7 (with SOCl2) and to the aldehydes 8 (with pyridinium chlorochromate). Knoevenagel-Doebner reaction of 8 afforded the acrylic acids 9 which (after hydrogenation to 11) were cyclized to the desired indanones 12 with polyphosphoric acid. On the other hand, 12c and 12e were prepared from dimethyl 3-chloropropiophenone (14) by warming with sulfuric acid. After NaH-catalyzed reaction with dimethylcarbonate, the indanones 12 gave the ketoesters 15 which then could be hydrogenated to the indanes 16. All reactions proceeded with satisfactory to excellent yields (60-90%).

Identification of 2,2,7,8-Tetramethyl-1,2,3,4-tetrahydronaphthalene in Petroleum

2,2,7,8-Tetramethyl-1,2,3,4-tetrahydronaphthalene, a proposed key intermediate in the degradation and aromatisation of triterpenoids of the oleanane skeletal-type, has been synthesized and identified in Cretaceous sediments and crude oils.

ALKALOIDS OF Nitraria schoberi. STRUCTURE OF NITRARAINE

The dehydration of nitraraine leads to the formation of 1-(2',6'-dimethylbenzyl)-β-carboline, together with other products.Several isomeric 1-(dimethylbenzyl)-β-carbolines have been synthesized for comparison.The products of acylation, hydrogenation, and oxidation of the alkaloid nitraraine have been studied.The results obtained have shown its structure as (+/-)-16-hydroxymethylyohimb-16-ene.