Cyclohexyl chloride

Last updated
Cyclohexyl chloride
Chlorocyclohexane.svg
Names
Preferred IUPAC name
Chlorocyclohexane
Other names
Cyclohexyl chloride, CyCl
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.008.006 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
UNII
  • InChI=1S/C6H11Cl/c7-6-4-2-1-3-5-6/h6H,1-5H2
    Key: UNFUYWDGSFDHCW-UHFFFAOYSA-N
  • InChI=1/C6H11Cl/c7-6-4-2-1-3-5-6/h6H,1-5H2
    Key: UNFUYWDGSFDHCW-UHFFFAOYAR
  • C1CCC(CC1)Cl
Properties
C6H11Cl
Molar mass 118.60 g·mol−1
Density 1 g/mL
Melting point −44 °C (−47 °F; 229 K)
Boiling point 142 °C (288 °F; 415 K)
low
Hazards
Flash point 47 °C (117 °F; 320 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Cyclohexyl chloride (or chlorocyclohexane) is a chlorinated hydrocarbon with the formula (CH2)5CHCl. It is a colorless liquid.

Cyclohexyl chloride can be prepared from cyclohexanol by treatment with hydrogen chloride. [1]

Related Research Articles

Chlorine Chemical element, symbol Cl and atomic number 17

Chlorine is a chemical element with the symbol Cl and atomic number 17. The second-lightest of the halogens, it appears between fluorine and bromine in the periodic table and its properties are mostly intermediate between them. Chlorine is a yellow-green gas at room temperature. It is an extremely reactive element and a strong oxidising agent: among the elements, it has the highest electron affinity and the third-highest electronegativity on the Pauling scale, behind only oxygen and fluorine.

The chloride ion is the anion Cl. It is formed when the element chlorine gains an electron or when a compound such as hydrogen chloride is dissolved in water or other polar solvents. Chloride salts such as sodium chloride are often very soluble in water. It is an essential electrolyte located in all body liquids responsible for maintaining acid/base balance, transmitting nerve impulses and regulating liquid flow in and out of cells. Less frequently, the word chloride may also form part of the "common" name of chemical compounds in which one or more chlorine atoms are covalently bonded. For example, methyl chloride, with the standard name chloromethane is an organic compound with a covalent C−Cl bond in which the chlorine is not an anion.

Sodium chloride Chemical compound with formula NaCl

Sodium chloride, commonly known as salt, is an ionic compound with the chemical formula NaCl, representing a 1:1 ratio of sodium and chloride ions. With molar masses of 22.99 and 35.45 g/mol respectively, 100 g of NaCl contains 39.34 g Na and 60.66 g Cl. Sodium chloride is the salt most responsible for the salinity of seawater and of the extracellular fluid of many multicellular organisms. In its edible form of table salt, it is commonly used as a condiment and food preservative. Large quantities of sodium chloride are used in many industrial processes, and it is a major source of sodium and chlorine compounds used as feedstocks for further chemical syntheses. A second major application of sodium chloride is de-icing of roadways in sub-freezing weather.

Demethylation is the chemical process resulting in the removal of a methyl group (CH3) from a molecule. A common way of demethylation is the replacement of a methyl group by a hydrogen atom, resulting in a net loss of one carbon and two hydrogen atoms.

Potassium chloride Chemical compound

Potassium chloride is a metal halide salt composed of potassium and chlorine. It is odorless and has a white or colorless vitreous crystal appearance. The solid dissolves readily in water, and its solutions have a salt-like taste. Potassium chloride can be obtained from ancient dried lake deposits. KCl is used as a fertilizer, in medicine, in scientific applications, and in food processing, where it may be known as E number additive E508.

The compound hydrogen chloride has the chemical formula HCl and as such is a hydrogen halide. At room temperature, it is a colourless gas, which forms white fumes of hydrochloric acid upon contact with atmospheric water vapor. Hydrogen chloride gas and hydrochloric acid are important in technology and industry. Hydrochloric acid, the aqueous solution of hydrogen chloride, is also commonly given the formula HCl.

Ammonium chloride Chemical compound

Ammonium chloride is an inorganic compound with the formula NH4Cl and a white crystalline salt that is highly soluble in water. Solutions of ammonium chloride are mildly acidic. Sal ammoniac is a name of the natural, mineralogical form of ammonium chloride. The mineral is commonly formed on burning coal dumps from condensation of coal-derived gases. It is also found around some types of volcanic vents. It is mainly used as fertilizer and a flavouring agent in some types of liquorice. It is the product from the reaction of hydrochloric acid and ammonia.

Calcium chloride Chemical compound

Calcium chloride is an inorganic compound, a salt with the chemical formula CaCl2. It is a white coloured crystalline solid at room temperature, and it is highly soluble in water. It can be created by neutralising hydrochloric acid with calcium hydroxide.

Cyclohexyl nitrite

The compound cyclohexyl nitrite is an organic nitrite compound, with formula C6H11NO2. It is the ester of cyclohexanol and nitrous acid. It is an alkyl nitrite like amyl nitrite and butyl nitrite. It acts as an antianginal due to vasodilation.

<i>N</i>,<i>N</i>-Dicyclohexylcarbodiimide Chemical compound

N,N′-Dicyclohexylcarbodiimide (DCC or DCCD) is an organic compound with the chemical formula (C6H11N)2C. It is a waxy white solid with a sweet odor. Its primary use is to couple amino acids during artificial peptide synthesis. The low melting point of this material allows it to be melted for easy handling. It is highly soluble in dichloromethane, tetrahydrofuran, acetonitrile and dimethylformamide, but insoluble in water.

Enadoline

Enadoline is a drug which acts as a highly selective κ-opioid agonist.

Silylation is the introduction of a (usually) substituted silyl group (R3Si) to a molecule. The process is the basis of organosilicon chemistry.

Benocyclidine

Benocyclidine, also known as benzo​thiophenyl​cyclo​hexylpiperidine (BTCP), is a psychoactive recreational drug of the arylcyclohexylamine class which is related to phencyclidine (PCP). It was first described in a patent application naming Marc Caron and colleagues at Duke University in 1997.

Metahexamide Chemical compound

Metahexamide (INN) is an anti-diabetic drug from the group of sulfonylureas. It is long-acting and belongs to the first-generation cyclohexyl-containing sulfonylureas. It was first described in 1959.

Arylcyclohexylamine

Arylcyclohexylamines, also known as arylcyclohexamines or arylcyclohexanamines, are a chemical class of pharmaceutical, designer, and experimental drugs.

Trimethylsilyl iodide Chemical compound

Trimethylsilyl iodide (iodotrimethylsilane or TMSI) is an organosilicon compound with the chemical formula (CH3)3SiI. It is a colorless, volatile liquid at room temperature.

Samarium(II) bromide Chemical compound

Samarium(II) bromide is an inorganic compound with the chemical formula SmBr
2
. It is a brown solid that is insoluble in most solvents but degrades readily in air.

2-Ethoxycarbonyl-1-methylvinyl cyclohexyl methylphosphonate Chemical compound

2-Ethoxycarbonyl-1-methylvinyl cyclohexyl methylphosphonate is an extremely toxic organophosphate nerve agent. It is the cyclohexyl methylphosphonate ester of ethyl acetoacetate. The compound has two isomers, the cis isomer and trans isomer, with the trans isomer being more toxic.

α-PCYP

α-PCyP is a stimulant drug of the cathinone class that has been sold online as a designer drug. In a series of alpha-substituted pyrrolidinyl cathinone derivatives developed in 2015, the alpha-cyclopentyl derivative was found to have around the same potency in vitro as an inhibitor of the dopamine transporter as the alpha-propyl derivative α-PVP, while the alpha-cyclohexyl derivative α-PCyP was around twice as strong. It is illegal in Finland.

References

  1. Henry Gilman and W. E. Catlin (1926). "Cyclohexylcarbinol". Organic Syntheses. 6: 22. doi:10.15227/orgsyn.006.0022.