594-57-0

Usage

Uses

Used in Pharmaceutical Industry:
2-Chloro-2,3-dimethyl butane is used as a chemical intermediate for the synthesis of pharmaceuticals. It plays a crucial role in the production of various medicinal compounds due to its unique chemical structure and reactivity.
Used in Organic Compounds Production:
In the chemical industry, 2-Chloro-2,3-dimethyl butane is utilized as an intermediate in the production of other organic compounds. Its specific properties make it a valuable component in the synthesis of a wide range of chemical products.
Used as a Solvent in Industrial Applications:
2-Chloro-2,3-dimethyl butane is also employed as a solvent in certain industrial processes. Its solvent properties allow it to dissolve specific substances, making it useful in various applications.
Safety Precautions:

InChI:InChI=1/C6H13Cl/c1-5(2)6(3,4)7/h5H,1-4H3

Upstream product

• 594-60-5 2,3-dimethylbutan-2-ol 
• 563-79-1 2,3-Dimethyl-2-butene 
• 7646-78-8 tin(IV) chloride 
• 75-36-5 acetyl chloride 
• 79-29-8 2,3-dimethylbutane 
• 74-85-1 ethene 
• 16893-17-7 trans-(platinum(IV) Cl₄ (triethylphosphine)2) 
• 507-20-0 tertiary butyl chloride 
• 594-59-2 iodo-2 dimethyl-2,3 butane 
• 7446-70-0 aluminium trichloride 
• 71-43-2 benzene 
• 7647-01-0 hydrogenchloride 
• 558-37-2 tert-butylethylene 
• 7782-50-5 chlorine 

Downstream Products

• 560-21-4 2,3,3-Trimethyl-pentane 
• 464-06-2 triptane 
• 16747-28-7 2,3,3-trimethylhexane 
• 594-85-4 2,3-dichloro-2,3-dimethylbutane 
• 49714-52-5 2,2,3-trimethylbutanoic acid 
• 17603-18-8 2,3-dimethyl-butan-2-yl 
• 563-79-1 2,3-Dimethyl-2-butene 
• 558-37-2 tert-butylethylene 
• 563-78-0 2,3-Dimethyl-1-butene 
• 89517-71-5 1,1-dichloro-3,3,4-trimethyl-pent-1-ene 
• 53355-45-6 C₁₀H₁₈O₄ 
• 7388-12-7 2,3,3,8,8,9-hexamethyl-deca-4,6-diyne 
• 6208-18-0 3,3,4-trimethyl-pent-1-yne 
• 6131-10-8 1-chloro-3,3,4-trimethyl-pent-1-ene 

Relevant academic research and scientific papers

In Situ Formation of Al(Fe)/Cl Metal Chloride Complexes and Evaluation of Their Catalytic Properties in the Reaction of Ethylene Oligomerization

The reactivity of the Al/Fe alloy with respect to organochlorine compounds for producing in situ catalytic (Fe-, Al/Cl) complexes from the systems Al/Fe/ tert-butyl chloride (TBC) and Al/Fe/TBC in n-hexane was investigated, together with their catalytic p

Photoreduction of Pt(IV) chloro complexes: Substrate chlorination by a triplet excited state

The Pt(IV) complexes trans-Pt(PEt3)2(Cl) 3(R) 2 (R = Cl, Ph, 9-phenanthryl, 2-trifluoromethylphenyl, 4-trifluoromethylphenyl, 3-perylenyl) were prepared by chlorination of the Pt(II) complexes trans-Pt(PEt3)2(R)(Cl) 1 with Cl 2(g) or PhICl2. Mixed bromo-chloro complexes trans,trans-Pt(PEt3)2(Cl)2(Br)(R) (R = 9-phenanthryl, 4-trifluoromethylphenyl), trans,cis-Pt(PEt3) 2(Cl)2(Br)(4-trifluoromethylphenyl), trans,trans- Pt(PEt3)2(Br)2(Cl)(R) (R = 9-phenanthryl), and trans,cis-Pt(PEt3)2(Br)2(Cl)(4- trifluoromethylphenyl) were obtained by halide exchange or by oxidative addition of Br2 to 1 or Cl2 to trans-Pt(PEt3) 2(R)(Br). Except for 2 (R = Ph, 4-trifluoromethylphenyl), all of the Pt(IV) complexes are photosensitive to UV light and undergo net halogen reductive elimination to give Pt(II) products, trans-Pt(PEt3) 2(R)(X) (X = Cl, Br). Chlorine trapping experiments with alkenes indicate a reductive-elimination mechanism that does not involve molecular chlorine and is sensitive to steric effects at the Pt center. DFT calculations suggest a radical pathway involving 3LMCT excited states. Emission from a triplet is observed in glassy 2-methyltetrahydrofuran at 77 K where photoreductive elimination is markedly slowed.

In situ study of the interaction between tert-butyl chloride and aluminum activated with liquid in-ga eutectic

The interaction between tert-butyl chloride and activated aluminum was studied by attenuated total reflectance Fourier transform infrared spectroscopy near room temperature (18-25°C). A long induc- tion period of ?240-260 min was observed. The AlCl4- ionic aluminum chloride complexes [AlnCl3n+1]-(n = 1, 2) and the molecular species AlCl3 were identified at the activated aluminum/tert-butyl chloride interface during the reaction. The formation of the ion in the liquid medium and the presence of the same ion and a molecular AlCl3 -tert-butyl chloride complex in the resinous products of the reaction were confirmed by 27Al NMR spectroscopy. The reaction products were analyzed qualitatively by GC/MS. The reactivities of activated aluminum and anhydrous aluminum chloride toward tert-butyl chloride under the same conditions were compared. A distinctive feature of the interaction activated aluminum and tert-butyl chloride is the dominant formation of the AlCl4 -ion. By contrast, the interaction between aluminum chloride and tert-butyl chloride yields the polynuclear ion and,Al2Cl7 - likely,Al3Cl10-. Pleiades Publishing, Ltd., 2010.

Rapid conversion of hindered arylsulfonates to alkyl chlorides with retention of configuration

Arylsulfonates of hindered secondary alcohols are converted to the corresponding alkyl chlorides very rapidly and in good yields in the presence of titanium tetrachloride at low temperatures. These reactions proceed with exclusive retention of configuration.

Flash vacuum pyrolysis over magnesium. Part 1 - Pyrolysis of benzylic, other aryl/alkyl and aliphatic halides

Flash vacuum pyrolysis over a bed of freshly sublimed magnesium on glass wool results in efficient coupling of benzyl halides to give the corresponding bibenzyls. Where an ortho halogen substituent is present further dehalogenation gives some dihydroanthracene and anthracene. Efficient coupling is also observed for halomethylnaphthalenes and halodiphenylmethanes while chlorotriphenylmethane gives 4,4′-bis(diphenylmethyl)biphenyl. By using α,α′-dihalo-o-xylenes, benzocyclobutenes are obtained in good yield, while the isomeric α,α′-dihalo-p-xylenes give a range of high thermal stability polymers by polymerisation of the initially formed p-xylylenes. Other haloalkylbenzenes undergo largely dehydrohalogenation where this is possible, in some cases resulting in cyclisation. Deoxygenation is also observed with haloalkyl phenyl ketones to give phenylalkynes as well as other products. With simple alkyl halides there is efficient elimination of HCl or HBr to give alkenes. For aliphatic dihalides this also occurs to give dienes but there is also cyclisation to give cycloalkanes and dehalogenation with hydrogen atom transfer to give alkenes in some cases. For 5-bromopent-1-ene the products are those expected from a radical pathway but for 6-bromohex-1-ene they are clearly not. For 2,2-dichloropropane and 1,1-dichloropropane elimination of HCl occurs but for 1,1-dichlorobutane, -pentane and -hexane partial hydrolysis followed by elimination of HCl gives E, E-, E,Z- and Z,Z- isomers of the dialk-1-enyl ethers and fully assigned 13C NMR data are presented for these. With 6-chlorohex-1-yne and 7-chlorohept-1-yne there is cyclisation to give methylenecycloalkanes and -cycloalkynes. The behaviour of 1,2-dibromocyclohexane and 1,2-dichlorocyclooctane under these conditions is also examined. Various pieces of evidence are presented that suggest that these processes do not involve generation of free gas-phase radicals but rather surface-adsorbed organometallic species.

Evidence for Electron Transfer, Radical and Ionic Pathways in the Decomposition of Diacyl Peroxide

The thermal decomposition mechanism of 4,4-dimethylpentanoyl m-chlorobenzoyl peroxide and its α- and β-dideuteriated analogues is described.Product analyses and CIDNP studies suggest that all three pathways, electron transfer, radical and ionic, are operative in decomposition of these peroxides.Two pulsed-NMR techniques have been employed to eliminate distortions of CIDNP intensities arising from spin-lattice relaxation.These quantitative CIDNP studies have revealed an additional pure ionic pathway which competes with the radical pair electron transfer pathway to form rearranged reaction products.

Influence of Aromatic Solvents on the Selectivity for Photochlorination of 2,3-Dimethylbutane with Molecular Chlorine

The effect of benzene and a wide variety of substituted benzenes upon the photochlorination of 2,3-dimethylbutane (DMB) has been investigated under standard conditions (0.15 M DMB, 2.0 M arene in CCl4 at room temperature).The standard selectivities, Sstdm, are given by the product ratios / under these conditions.For arenes which are less electron rich than benzene, log Sstdm values decrease monotonically with the increase in the arenes' ionization potentials and with the decrease in the arenes' ?-basicities.For arenes which are moreelectron rich than benzene, Sstdm values are greater than for benzene only for the mono- and dialkylated benzenes and 1,3,5-tri-tert-butylbenzene.Chlorination in the presence of trimethylbenzenes, more highly methylated benzenes, and anisole afforded less selective mixtures of DMB chlorides than benzene.The reduced selectivities of the most electron-rich arenes is attributed to the low reactivities of their Cl./arene ?-complexes and the low yields of DMB chlorides, much of which are formed by hydrogen abstraction by the free Cl. atom.Ipso substitution occurs with bromo- and iodobenzene and these two arenes are more selective than would be predicted.It has also been demonstrated by laser flash photolysis that Cl./arene and Br./arene ?-complexes will appear to react with O2 only if the arene contains substituents which can donate hydrogen to the halogen atom and/or complex, viz., CH3, C(CH3)3, and OCH3 substituents for chlorine but only CH3 and OCH3 for bromine.This apparent reaction is due to interference by O2 in the process which otherwise would very rapidly "regenerate" the halogen atom/arene complex followingsuch hydrogen abstraction.

MECHANISMS OF FREE-RADICAL REACTIONS. XXV. REACTIVITY OF N-CHLORO-2,2,6,6-TETRAMETHYLPIPERIDINE IN FREE-RADICAL CHLORINATION OF ALIPHATIC COMPOUNDS

The chlorination of 2,3-dimethylbutane and cyclohexane by N-chloropiperidine and N-chloro-2,2,6,6-tetramethylpiperidine was studied.The rate of abstraction of the hydrogen atom from various positions is determined mainly by the dissociation energies of the respective C-H bonds.The higher reactivity of the R2CH2 group compared with R3CH for the last reagent is due to the significant sensitivity of the radical to steric factors.In the absence of highly reactive substrates N-chloro-2,2,6,6-tetramethylpiperidine dissociates through β-fragmentation of the radical-cation.

Substituted azolyl-ketones and -alcohols

Substituted azoyl-ketones and -alcohols of the formula STR1 in which A is a nitrogen atom or the CH group, B is CO or CH(OH), R1 is alkyl, alkenyl, alkinyl, optionally substituted phenylalkyl, optionally substituted cycloalkyl or optionally substituted cycloalkylalkyl, R2 is optionally substituted cycloalkyl or the grouping --C(CH3)2 R3, and R3 is alkyl having more than 2 carbon atoms, alkenyl, alkinyl or the --CH=O group or a derivative thereof, or addition products thereof with acids or metal salts, exhibit plant growth regulating and fungicidal properties, several intermediates therefor are new.

KINETIC ANALYSIS OF ALKANE POLYCHLORINATION WITH MOLECULAR CHLORINE. CHLORINE ATOM/MONOCHLORIDE GEMINATE PAIRS AND THE EFFECT OF REACTIVE 'CAGE WALLS' ON THE COMPETITION BETWEEN MONOCHLORIDE ROTATION AND CHLORINE ATOM ESCAPE.

The free-radical chlorination of alkanes produces polychlorides even at low conversions. These are formed by reaction of chlorine atom/monochloride (or dichloride) geminate pairs. This process has been studied in detail in various solvent systems, and a kinetic scheme has been proposed. Deviations from this scheme have been rationalized as being due to competition between monochloride rotation and reaction of the chlorine atom with reactive molecules in the 'cage walls' surrounding the chlorine atom/chloride geminate pair. Analysis of the dichloride products supports the suggestion that monochloride rotation is not completely 'free' within the lifetime of the geminate pair.