3020-06-2

Basic information

• Product Name: 3,4-DIMETHYLPHENYLACETONITRILE
• Synonyms: 3,4-DIMETHYLPHENYLACETONITRILE;3,4-xylylacetonitrile;3,4-Dimethylacetonitrile;2-(3,4-Dimethylphenyl)-acetonitrile ;3,4-Dimethylbenzeneacetonitrile;2-(3,4-dimethylphenyl)ethanenitrile
• CAS NO: 3020-06-2
• Molecular Formula: C₁₀H₁₁N
• Molecular Weight: 145.2
• EINECS: 221-168-3
• Product Categories: Aromatic Nitriles
• Mol File: 3020-06-2.mol

Chemical Properties

• Melting Point: 35-38 °C
• Boiling Point: 86°C 1mm
• Flash Point: 122.4°C
• Appearance: /
• Density: 0,99 g/cm3
• Vapor Pressure: 0.012mmHg at 25°C
• Refractive Index: 1.524
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3,4-DIMETHYLPHENYLACETONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-DIMETHYLPHENYLACETONITRILE(3020-06-2)
• EPA Substance Registry System: 3,4-DIMETHYLPHENYLACETONITRILE(3020-06-2)

Safety Data

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: 3276
• HazardClass: IRRITANT
• Hazardous Substances Data: 3020-06-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3,4-Dimethylphenylacetonitrile is utilized as an intermediate in the synthesis of various pharmaceutical drugs. Its role is pivotal in the production process, contributing to the development of new medications and the enhancement of existing ones.
Used in Agrochemical Industry:
In the agrochemical sector, 3,4-Dimethylphenylacetonitrile is employed as a precursor in the creation of compounds that aid in pest and disease control, thereby supporting agricultural productivity and crop protection.
Used in Organic Synthesis:
3,4-Dimethylphenylacetonitrile is used as a reagent in organic synthesis, facilitating the formation of complex organic molecules that are integral to a variety of chemical products.
Used in Flavor and Fragrance Industry:
3,4-DIMETHYLPHENYLACETONITRILE has potential applications in the production of flavoring compounds, adding to the diversity of scents and tastes in food, beverages, and cosmetic products.
Used in Chemical Production:
3,4-Dimethylphenylacetonitrile is also involved in the synthesis of other valuable chemicals, expanding its utility across different industries that rely on specialty chemicals for their processes and products.

InChI:InChI=1/C10H11N/c1-8-3-4-10(5-6-11)7-9(8)2/h3-4,7H,5H2,1-2H3

Upstream product

• 583-71-1 4-bromo-o-xylene 
• 75-05-8 acetonitrile 
• 17283-16-8 3,4-dimethylphenylacetic acid 
• 95-47-6 o-xylene 
• 99749-00-5 lithioacetonitrile 
• 17283-17-9 (3,4-dimethyl-phenyl)-acetic acid amide 
• 13435-20-6 tetraethylammoniumcyanide 
• 102-46-5 4-(chloromethyl)-1,2-dimethylbenzene 
• 143-33-9 sodium cyanide 

Downstream Products

• 42191-49-1 2-(3,4-Dimethyl-phenyl)-N-hydroxy-acetamidine 
• 153742-14-4 methyl 2-cyano-2-(3,4-dimethylphenyl) acetate 
• 178372-09-3 3-cyano-3-(3,4-dimethyl-phenyl)-pentanedioic acid diethyl ester 
• 855639-22-4 4-(3,4-dimethyl-phenyl)-1-methyl-piperidine-4-carbonitrile 
• 57486-71-2 2-(3,4-dimethylphenyl)acetic acid methyl ester 
• 18215-09-3 N-(3,4-Dimethoxy-phenylacetyl)-3,4-dimethyl-phenaethylamin 
• 17283-18-0 N-(3,4-Dimethyl-phenaethyl)-3,4-dimethyl-phenylacetamid 
• 17283-14-6 3,4-dimethylphenethylamine 
• 105337-17-5 (3,4-dimethyl-phenyl)-acetic acid ethyl ester 
• 92249-71-3 1-(3,4-Dimethyl-phenyl)-cyclopentanecarbonitrile 
• 75161-66-9 4-(3,4-dimethoxy-phenyl)-1-methyl-piperidine-4-carbonitrile 
• 17283-16-8 3,4-dimethylphenylacetic acid 
• 17283-17-9 (3,4-dimethyl-phenyl)-acetic acid amide 
• 858422-87-4 1-(3,4-dimethyl-phenyl)-cyclopent-3-enecarbonitrile 

Relevant articles and documents

Structure-activity relationships of simplified resiniferatoxin analogues with potent VR1 agonism elucidates an active conformation of RTX for VR1 binding

We previously described a series of N-(3-acyloxy-2-benzylpropyl) homovanillate and N′-(4-hydroxy-3-methoxybenzyl) thiourea derivatives that were potent VR1 agonists with high-affinities and excellent analgesic profiles. The design of these simplified RTX analogues was based on our RTX-derived pharmacophore model which incorporates the 4-hydroxy-3- methoxyphenyl (A-region), C20-ester (B-region), orthophenyl (C1-region) and C3-keto (C2-region) groups of RTX. For the purpose of optimizing the spatial arrangement of the four principal pharmacophores on the lead agonists (1-4), we have modified the distances in the parent C-region, 3-acyloxy-2-benzylpropyl groups, by lengthening or shortening one carbon to vary the distances between the pharmacophores. We find that two of the amides, 4 and 19, possess EC50 values i) and calcium influx (EC50) values. The binding affinities of the agonists correlated best with the RMS values derived from RTX conformation E (r2=0.92), predicting a model of the active conformation of RTX and related vanilloids for binding to VR1. Poorer correlation was obtained between any of the conformations and the EC 50 values for calcium influx.

Role of the benzylic hydroxyl group of adrenergic catecholamines in eliciting α-adrebergic activity. Synthesis and α1- and α2-adrenergic activity of 3-phenyl-3-piperidinols and their desoxy analogs

In order to contribute to the definition of the role played by the benzylic hydroxyl group of adrenergic catecholamines in eliciting α-adrenergic activity, certain 3-phenyl-3-piperidinols (PPOs, 4) and their corresponding desoxy 3-phenylpiperidine analogs (PPEs, 6) were synthesized and tested for their α1- and α2-adrenergic activity by means of functional tests on isolated preparations.As regards the α1-adrenergic activity, the values of the activity indices of the cyclic catecholic compounds (PPO 4a and PPE 6a) indicate that the benzylic hydroxyl does notplay an essential role, provided that the other two active groups are in the pharmacophoric conformation.However, the fact that none of the other non-catecholic cyclic analogs are active on the α1-receptor does not allow us to generalize this observation.As regards the α2-adrenergic activity, the high values of the activity indices of PPEs 6, compared with those of the corresponding 1-phenyl-2-aminoethanols (PAEs,3), PPPOs (4) and 2-phenylethylamines (PEAs,5), confirm that when the aromatic moiety and the amino group are constrained into the pharmacophoric relationship, the presence of the alcoholic hydroxyl is not only unnecessary for the purposes of the expression of the activity at the level of the α2-adrenoceptor, but often has negative effect. adrenergic drug / 3-phenyl-3-piperidinol / 3-phenylpiperidine / 1-phenyl-2-aminoethanol / 2-phenylethylamine / α1-adrenergic agonist activity / α2-adrenergic agonist activity

188. Addition of Carbon Nucleophiles to Tricarbonylchromium Complexes of 1,2-Dihydrocyclobutabenzene, Indane, 1,2,3,4-Tetrahydronaphthalene and ortho-Xylene

3-Substituted 1,2-dihydrocyclobutabenzenes (bicycloocta-1,3,5-triene) are readily accessible from (1) via a two-step sequence which involves addition of a nucleophile and oxidation of the intermediate anionic

Reaction of 4-Bromo-1,2-dimethylbenzene with Various Nucleophiles via Aryne Reaction

4-Bromo-1,2-dimethylbenzene (4a) reacts with a variety of amines, mercaptans, and nitriles under aryne-forming conditions to yield predominantly 4-substituted 1,2-dimethylbenzenes and minor quantities of 3-substituted 1,2-dimethylbenzenes.The product distributions from these reactions are heavily in favor of the 4-substituted isomer since it is formed exclusively from the symmetric 4,5-dimethylbenzyne intermediate (6) and partly from the unsymmetric 3,4-dimethylbenzyne intermediate (5).