594-36-5

Basic information

• Product Name: 2-CHLORO-2-METHYLBUTANE
• Synonyms: 1,1-Dimethylpropyl chloride;1,1-dimethylpropylchloride;2-chloro-2-methyl-butan;2-Methyl-2-chlorobutane;3-chloroisopentane;butane,2-chloro-2-methyl-;Tertiary pentyl chloride;1,1-DIMETHYLCHLOROPROPANE
• CAS NO: 594-36-5
• Molecular Formula: C₅H₁₁Cl
• Molecular Weight: 106.59
• EINECS: 209-836-2
• Product Categories: Organics
• Mol File: 594-36-5.mol
• Article Data: 27

Chemical Properties

• Melting Point: −73 °C(lit.)
• Boiling Point: 85-86 °C(lit.)
• Flash Point: 15 °F
• Appearance: colourless liquid
• Density: 0.866 g/mL at 25 °C(lit.)
• Vapor Pressure: 73.3mmHg at 25°C
• Refractive Index: n20/D 1.405(lit.)
• Water Solubility: Soluble in ethanol, ethyl ether. Insoluble in water.
• Stability: Stable. Highly flammable. Incompatible with strong oxidizing agents.
• BRN: 1696930
• CAS DataBase Reference: 2-CHLORO-2-METHYLBUTANE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-2-METHYLBUTANE(594-36-5)
• EPA Substance Registry System: 2-CHLORO-2-METHYLBUTANE(594-36-5)

Safety Data

• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 16-26-36
• RIDADR: UN 1993 3/PG 2
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 3
• PackingGroup: II
• Hazardous Substances Data: 594-36-5(Hazardous Substances Data)

Usage

Description

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.

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.]

InChI:InChI=1/C5H11Cl/c1-4-5(2,3)6/h4H2,1-3H3

Upstream product

• 75-85-4 tert-Amyl alcohol 
• 79-37-8 oxalyl dichloride 
• 513-35-9 2-methyl-but-2-ene 
• 15501-33-4 neopentyl iodide 
• 598-75-4 3-methyl-2-butanol 
• 78-78-4 methylbutane 
• 753-89-9 neopentyl chloride 
• 107-84-6 1-chloro-3-methylbutane 
• 34456-12-7 dichloro(neopentyloxy)borane 
• 118926-61-7 trichloroacetamido-neopentanol 
• 60-29-7 diethyl ether 
• 122-04-3 4-nitro-benzoyl chloride 
• 107-30-2 chloromethyl methyl ether 
• 563-46-2 2-Methyl-1-butene 

Downstream Products

• 74-87-3 methylene chloride 
• 562-49-2 3,3-dimethylpentane 
• 34072-71-4 2-tert-amyl-4-methylphenol 
• 563-16-6 3,3-dimethylhexane 
• 75-00-3 chloroethane 
• 513-35-9 2-methyl-but-2-ene 
• 594-57-0 2-chloro-2,3-dimethylbutane 
• 563-46-2 2-Methyl-1-butene 
• 101779-97-9 1,4-bis-(1,2-dimethyl-propyl)-2,5-dimethyl-benzene 
• 464-41-5 2-endo-chloro-bornane 
• 80-46-6 4-t-amylphenol 
• 75-83-2 2,2-Dimethylbutane 
• 560-21-4 2,3,3-Trimethyl-pentane 
• 75-85-4 tert-Amyl alcohol 

Relevant articles and documents

A 2, 2 - dimethyl butyric acid

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 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.