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2-Chloro-2-methylbutane, also known as tert-butyl chloride, is an organic compound with the chemical formula C5H11Cl. It is a colorless, volatile liquid with a mild, ether-like odor. Its molecular structure consists of a four-carbon chain with a chlorine atom attached to the second carbon and a methyl group attached to the same carbon, making it a chiral molecule.

594-36-5

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594-36-5 Usage

Uses

Used in Chemical Synthesis:
2-Chloro-2-methylbutane is used as a solvent for the synthesis of other compounds, including pentane. It serves as a versatile reagent in various organic reactions, such as nucleophilic substitution, elimination, and rearrangement reactions, due to its unique structure and reactivity.
Used as a Catalytic Agent:
In the chemical industry, 2-chloro-2-methylbutane is employed as a catalytic agent in certain processes. Its ability to act as a Lewis acid or a ligand in coordination complexes makes it suitable for promoting specific reactions, such as olefin polymerization or hydrogenation reactions.
Used in Petrochemical Additives:
2-Chloro-2-methylbutane is also utilized as a petrochemical additive. It can be used to improve the performance of fuels, lubricants, and other petroleum-based products by acting as a viscosity modifier, anti-knock agent, or octane booster.

Purification Methods

Methods of purification commonly used for other alkyl chlorides lead to decomposition. Unsaturated contaminants are removed by chlorination with a small amount of chlorine in bright light, followed by distillation [Chien & Willard J Am Chem Soc 75 6160 1953]. [Beilstein 1 H 134, 1 I 46, 1 II 100, 1 III 357, 1 IV 324.]

Check Digit Verification of cas no

The CAS Registry Mumber 594-36-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,9 and 4 respectively; the second part has 2 digits, 3 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 594-36:
(5*5)+(4*9)+(3*4)+(2*3)+(1*6)=85
85 % 10 = 5
So 594-36-5 is a valid CAS Registry Number.
InChI:InChI=1/C5H11Cl/c1-4-5(2,3)6/h4H2,1-3H3

594-36-5 Well-known Company Product Price

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  • Alfa Aesar

  • (A11703)  2-Chloro-2-methylbutane, 95%   

  • 594-36-5

  • 5g

  • 301.0CNY

  • Detail
  • Alfa Aesar

  • (A11703)  2-Chloro-2-methylbutane, 95%   

  • 594-36-5

  • 25g

  • 911.0CNY

  • Detail
  • Alfa Aesar

  • (A11703)  2-Chloro-2-methylbutane, 95%   

  • 594-36-5

  • 100g

  • 2516.0CNY

  • Detail
  • Aldrich

  • (277029)  2-Chloro-2-methylbutane  98%

  • 594-36-5

  • 277029-25G

  • 973.44CNY

  • Detail
  • Aldrich

  • (277029)  2-Chloro-2-methylbutane  98%

  • 594-36-5

  • 277029-100G

  • 2,750.67CNY

  • Detail

594-36-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Chloro-2-Methylbutane

1.2 Other means of identification

Product number -
Other names Butane, 2-chloro-2-methyl-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:594-36-5 SDS

594-36-5Relevant academic research and scientific papers

Synthesis method of tert-amylbenzene with controllable isomer content

-

Paragraph 0025-0026, (2020/06/17)

The invention provides a synthesis method of tert-amylbenzene with controllable isomer content. The synthesis method comprises the following steps: 1) carrying out a substitution reaction on tert-amylalcohol and haloid acid to obtain a halopentane intermediate; 2) carrying out a Friedel-Crafts alkylation reaction on the halopentane intermediate and benzene under the catalysis of a Lewis acid to obtain tert-amylbenzene; wherein the Lewis acid is one of ZnCl2 and FeCl3 or a mixture of the ZnCl2 and the FeCl3; the temperature of the Friedel-Crafts alkylation reaction is -10 to 40 DEG C; the vacuum degree is absolute pressure of 2-75kPa; and the reaction time is 0.5-4 h. According to the synthesis method, by setting reasonable reaction steps, controlling reaction conditions, selecting a proper catalyst and the like, the isomerization ratio is reduced, and the tert-amyl product with high yield and high selectivity is obtained.

A 2, 2 - dimethyl butyric acid

-

Paragraph 0018-0021, (2019/04/13)

The invention relates to a pesticide synthesis technology field, discloses a 2, 2 - dimethyl butyric acid, use chloro- uncle pentane preparing Grignard reagent, then with the ester compound produced by the reaction of 2, 2 - dimethyl ester, followed by hydrolysis to obtain 2, 2 - dimethyl butyric acid. To avoid the traditional production of large amount of sulfuric acid used in the method of defect, reducing the risk of the working personnel, and the use of some conventional chemical reagent can prepare 2, 2 - dimethyl butyric acid, convenient to make the 2, 2 - dimethyl butyric acid.

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

Arbuzov,Kudrya,Trenikhin,Drozdov

, p. 1926 - 1930 (2018/04/17)

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

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

Arbuzov,Drozdov,Likholobov,Trenikhin,Talsi,Kudrya

experimental part, p. 354 - 358 (2011/01/05)

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.

The AZARYPHOS family of ligands for ambifunctional catalysis: Syntheses and use in ruthenium-catalyzed anti-markovnikov hydration of terminal alkynes

Hintermann, Lukas,Dang, Tuan Thanh,Labonne, Aurelie.,Kribber, Thomas,Xiao, Li,Naumov, Pance

supporting information; experimental part, p. 7167 - 7179 (2010/02/28)

The family of AZARYPHOS (aza-aryl-phosphane) phosphane ligands, containing a phosphine unit and sterically shielded nitrogen lone pairs in the ligand periphery, is introduced as a tool for developing ambifunctional catalysis by the metal center and nitrogen lone pairs in the ligand sphere. General synthetic strategies have been developed to synthesize over 25 examples of structurally diverse (6-aryl-2pyridyl)phosphanes (ARPYPHOS), (6alkyl-2-pyridyl)phosphanes (ALPY-PHOS), 4,6-disubsituted l,3-diazin-2ylphosphanes or l,3,5-triazin-2- ylphosphanes, quinazolinylphosphanes, quinolinylphosphanes, and others. The scalable syntheses proceed in a few steps. The incorporation of AZARYPHOS ligands (L) into complexes [RuCp(L)2(MeCN)][PF6] (Cp = cyclopentadieny1)gives catalysts for the anti-Markovnikov hydration of terminal alkynes of the highest known activities. Electronic and steric ligand effects modulate the reaction kinetics over a range of two orders of magnitude. These results highlight the importance of using structurally diverse ligand families in the process of developing cooperative ambifunctional catalysis by a metal and its ligand.

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

Lepore, Salvatore D.,Bhunia, Anjan K.,Mondal, Deboprosad,Cohn, Pamela C.,Lefkowitz, Craig

, p. 3285 - 3286 (2007/10/03)

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.

Determination and interpretation of second order rate constants for the addition of hydrogen halides to alkenes

Borgeaud, Robert,Newman, Henry,Schelpe, Arabella,Vasco, Veronica,Peter Hughes

, p. 810 - 813 (2007/10/03)

An extensive range of second order rate constants for the addition of hydrogen halides to alkenes in 98% v/v ethanoic acid (acetic acid)-water have been obtained by conductivity measurements. The rate constants are in the expected order of HF HCl HBr HI. The rates with different alkenes cannot be rationalised solely by a consideration of carbocation stability and it has been necessary to consider steric effects in order to explain the observed order.

Reactivity of bismuth(III) halides towards alcohols. A tentative to mechanistic investigation

Keramane, El Mehdi,Boyer, Bernard,Roque, Jean-Pierre

, p. 1909 - 1916 (2007/10/03)

The reactivity of bismuth(III) halides (BiX3; X=Cl, Br and I) towards a series of alcohols has been investigated. Three different reactions have been studied, namely: halogenation, dehydration and etherification. The behaviour of these bismuth derivatives was found to depend on the nature of the halide bonded to the bismuth atom. Their reactivities can be interpreted on the basis of the Hard and Soft Acids and Bases (HSAB) principle. A mechanism is proposed which involves the formation of a complex of the alcohol with Bi(III).

BiX3 as an efficient and selective reagent for the halogen exchange reaction

Boyer, Bernard,Keramane, El Mehdi,Arpin, Severine,Montero, Jean-Louis,Roque, Jean-Pierre

, p. 1971 - 1976 (2007/10/03)

Bismuth halides are efficient and selective reagents in the halogen exchange reactions carried out under mild conditions. This rapid, high yield reaction proceeds mainly with retention of configuration.

BiCl3 : An efficient agent for selective chlorination of alcohols or for halogen exchange reaction

Boyer, Bernard,Keramane, El Mehdi,Montero, Jean-Louis,Roque, Jean-Pierre

, p. 1737 - 1741 (2007/10/03)

BiCl3 was found to be an effective reagent for an improved chlorination of alcohols and for a convenient halogen exchange reaction.

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