10340-77-9

Basic information

• Product Name: 2,4,5-TRIMETHYLBENZYL CHLORIDE
• Synonyms: 2,4,5-TRIMETHYLBENZYL CHLORIDE
• CAS NO: 10340-77-9
• Molecular Formula: C₁₀H₁₃Cl
• Molecular Weight: 168.66
• Mol File: 10340-77-9.mol

Chemical Properties

• Boiling Point: 98-108 °C(Press: 1 Torr)
• Appearance: /
• Density: 1.016±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2,4,5-TRIMETHYLBENZYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,5-TRIMETHYLBENZYL CHLORIDE(10340-77-9)
• EPA Substance Registry System: 2,4,5-TRIMETHYLBENZYL CHLORIDE(10340-77-9)

Safety Data

• Hazardous Substances Data: 10340-77-9(Hazardous Substances Data)

Usage

Physical state

Liquid

Color

Colorless to pale yellow

Odor

Pungent

Usage

Chemical intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other organic compounds

Classification

Chlorinated benzyl compound

Reagent

Used in organic synthesis for the preparation of diverse chemical products

Potential applications

Antimicrobial and antiseptic agent

Importance

Essential role in chemical manufacturing and versatile building block for producing a range of valuable products

InChI:InChI=1S/C10H13Cl/c1-7-4-9(3)10(6-11)5-8(7)2/h4-5H,6H2,1-3H3

Upstream product

• 4393-05-9 2,4,5-trimethyl-benzyl alcohol 
• 95-63-6 1,2,4-Trimethylbenzene 
• 107-30-2 chloromethyl methyl ether 
• 95-93-2 1,2,4,5-tetramethylbenzene 
• 7647-01-0 hydrogenchloride 
• 50-00-0 formaldehyd 
• 5435-44-9 (E)-3-Ureido-but-2-enoic acid ethyl ester 
• 824-45-3 2,5-dimethylbenzyl chloride 
• 108-38-3 m-xylene 
• 824-55-5 2,4-dimethyl-benzyl chloride 
• 18543-92-5 acetic acid 2,4,5-trimethyl-benzyl ester 
• 5779-72-6 2,4,5-trimethylbenzaldehyde 
• 106-42-3 para-xylene 

Downstream Products

• 5779-72-6 2,4,5-trimethylbenzaldehyde 
• 59372-86-0 4-(2,4,5-trimethyl-phenyl)-butan-2-one 
• 95-93-2 1,2,4,5-tetramethylbenzene 
• 4393-05-9 2,4,5-trimethyl-benzyl alcohol 
• 27742-98-9 bis-(2,4,5-trimethyl-benzyl)-ether 
• 107918-62-7 bis-(2-hydroxy-ethyl)-(2,4,5-trimethyl-benzyl)-amine 
• 75279-58-2 (2,4,5-trimethyl-phenyl)-acetonitrile 
• 33641-98-4 3,6-Dichloro-2,4,5-trimethylbenzylchlorid 
• 33642-02-3 3,6-Dibromo-2,4,5-trimethylbenzylchlorid 
• 60367-99-9 2,4,5-Trimethylbenzyl nitrate 
• 60144-50-5 <2.2.2.2.2.2>(1,2,3,4,5,6)cyclophane 
• 52145-28-5 1,2-bis(pentamethylphenyl)ethane 
• 30389-88-9 Bis-(2-chlor-aethyl)-(2,4,5-trimethyl-benzyl)-amin 
• 3167-01-9 (2,4,5-trimethyl-phenyl)-acetic acid 

Relevant articles and documents

Bis- N -heterocyclic carbene palladium(IV) tetrachloride complexes: Synthesis, reactivity, and mechanisms of direct chlorinations and oxidations of organic substrates

This Article describes the preparation and isolation of novel octahedral CH2-bridged bis-(N-heterocyclic carbene)palladium(IV) tetrachlorides of the general formula LPdIVCl4 [L = (NHC)CH 2(NHC)] from LPdIICl2 and Cl2. In intermolecular, nonchelation-controlled transformations LPdIVCl 4 reacted with alkenes and alkynes to 1,2-dichlorination adducts. Aromatic, benzylic, and aliphatic C-H bonds were converted into C-Cl bonds. Detailed mechanistic investigations in the dichlorinations of alkenes were conducted on the 18VE PdIV complex. Positive solvent effects as well as kinetic measurements probing the impact of cyclohexene and chloride concentrations on the rate of alkene chlorination support a PdIV-Cl ionization in the first step. Product stereochemistry and product distributions from various alkenes also support Cl+-transfer from the pentacoordinated PdIV-intermediate LPdIVCl 3+ to olefins. 1-Hexene/3-hexene competition experiments rule out both the formation of π-complexes along the reaction coordinate as well as in situ generated Cl2 from a reductive elimination process. Instead, a ligand-mediated direct Cl+-transfer from LPd IVCl3+ to the π-system is likely to occur. Similarly, C-H bond chlorinations proceed via an electrophilic process with in situ formed LPdIVCl3+. The presence of a large excess of added Cl- slows cyclohexene chlorination while the presence of stoichiometric amounts of chloride accelerates both PdIV-Cl ionization and Cl+-transfer from LPdIVCl3 +. 1H NMR titrations, T1 relaxation time measurements, binding isotherms, and Job plot analysis point to the formation of a trifurcated Cl-...H-C bond in the NHC-ligand periphery as a supramolecular cause for the accelerated chemical events involving the metal center.

Isolation, X-ray structures, and electronic spectra of reactive intermediates in Friedel-Crafts acylations

Reactive intermediates in the Friedel-Crafts acylation of aromatic donors are scrutinized upon their successful isolation and X-ray crystallography at very low temperatures. Detailed analyses of the X-ray parameters for the [1:1] complexes of different al

Interpretation of retention indices in gas chromatography for establishing structures of isomeric products of alkylarenes radical chlorination

By an example of previously uncharacterized products obtained by alkylarenes radical chlorination was demonstrated that combination of various interpretation methods applied to the retention indices (RI) in the gas chromatography on the standard nonpolar phases (comparison of RI of products and initial compounds, characteristics of succession of the chromatographic elution of the structural isomers with the use of estimation of molecular dynamic parameters, application of the additive schemes to RI calculation, and using of structural analogy CH3?Cl for testing the results obtained) permitted unambiguous identification of the structure even without data of mass spectrometry.

Direct Observation of the Kinetic Acidities of Transient Aromatic Cation Radicals. The Mechanism of Electrophilic Side-Chain Nitration of the Methylbenzenes

The transient cation radicals ArCH3(.+) are spontaneously generated by the 532-nm excitation of the charge-transfer complexes with a 10-ns laser pulse.The decay kinetics of the spectral transients in the presence of added base establish the kinetic acidities (kH) for various methylarene cation radicals with different pyridines and trinitromethide.Such a proton transfer from ArCH3(.+) proceeds with a deuterium kinetic isotope effect of kH/kD ca. 3.Side-chain nitration of hexamethylbenzene (HMB) is shown to proceed in high yields via the intimate triad of reactive fragments II, , that is produced upon the charge-transfer excitation.The subsequent annihilation of the reactive triad II occurs via a rapid succession of bimolecular steps involving either (i) the initial ion-pair collapse of by proton transfer, as shown in Scheme VI, or (ii) the alternative sequence with the initial ion-radical collapse of by homolytic coupling, as shown in Scheme VII.The marked variations of kH/kD with solvent polarity and added innocuous salt (Bu4N(+)ClO4(-)), as reflected in ion-pair separation and the "special" salt effect, serve to effectively distinguish these pathways.The direct bearing of Schemes VI and VII on the mechanism of the thermal (adiabatic) nitration of methylarene side chains with nitric acid is delineated.

FLUORATION ANODIQUE DANS LE CHLORURE DE METHYLENE (POLYMETHYL- et VINYLBENZENES)

The anodic oxidation of polymethyl and of ethylenic derivatives of benzene in CH2Cl2/Et4NF, 3HF or Et3N, 3HF has been studied.The fluoro complounds are obtained in good yields.With the ethylenic compounds cis-addition products predominate.

Disinfecting with N-trimethylbenzyl ethylenediamine

A method of disinfecting hard surfaces by applying thereto N-trimethylbenzyl ethylenediamine, and the use of said compound in admixture with anionic, cationic or non-ionic surfactants to provide a disinfectant and cleansing composition.

Amino derivatives of tetrasubstituted benzene compounds

Antimicrobial 1,2,4,5-tetrasubstituted benzenes having the structure: SPC1 Wherein R and R' may be methyl, or a halogen when R'" is --CH2 --; or R and R', taken together, may be methylene dioxy; R" may be methyl or nitro; R'" may be absent or may be --CH2 -- or --CH=; and X is the residue of a substituted amino or a polyamino radical.

Amino derivatives of tetrasubstituted benzene compounds

The compound N-trimethylbenzyl diethylenetriamine and its use in a disinfectant and cleansing composition containing a surfactant selected from the group consisting of anionic, cationic and non-ionic surfactants.