1117-79-9

Basic information

• Product Name: 3-CHLOROOCTANE
• Synonyms: 3-CHLOROOCTANE;3-chloro-octan
• CAS NO: 1117-79-9
• Molecular Formula: C₈H₁₇Cl
• Molecular Weight: 148.67
• EINECS: 214-253-1
• Mol File: 1117-79-9.mol
• Article Data: 11

Chemical Properties

• Melting Point: -41.9°C (estimate)
• Boiling Point: 178.66°C (estimate)
• Flash Point: 52.5°C
• Appearance: /
• Density: 0.8765 (estimate)
• Vapor Pressure: 1.69mmHg at 25°C
• Refractive Index: 1.4181 (estimate)
• CAS DataBase Reference: 3-CHLOROOCTANE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-CHLOROOCTANE(1117-79-9)
• EPA Substance Registry System: 3-CHLOROOCTANE(1117-79-9)

Safety Data

• Hazardous Substances Data: 1117-79-9(Hazardous Substances Data)

Usage

General Description

3-Chlorooctane is an organic compound with the chemical formula C8H17Cl. It is an alkyl chloride with a chlorine atom attached to the third carbon of an eight-carbon chain. This colorless liquid is commonly used as a chemical intermediate in the production of various compounds, including pharmaceuticals, agrochemicals, and surfactants. 3-Chlorooctane is also used as a solvent and in the synthesis of other organic compounds. It is moderately soluble in water and has a characteristic, chloroform-like odor. 3-CHLOROOCTANE is hazardous if ingested or inhaled and can cause irritation to the skin and eyes.

InChI:InChI=1/C8H17Cl/c1-3-5-6-7-8(9)4-2/h8H,3-7H2,1-2H3

Upstream product

• 41453-01-4 Methylniobtetrachlorid 
• 111-71-7 heptanal 
• 4128-31-8 rac-octan-2-ol 
• 924-80-1 2-octyl mesylate 
• 589-98-0 rac-3-octanol 
• 108-77-0 1,3,5-trichloro-2,4,6-triazine 
• 6169-06-8 (S)-2-Octanol 
• 4883-87-8 octan-3-yl 4-methylbenzenesulfonate 
• 1028-12-2 2-Octyl tosylate 
• 111-65-9 octane 
• 98-59-9 p-toluenesulfonyl chloride 
• 56772-63-5 (R)-octan-2-yl methanesulfonate 
• 5978-70-1 (R)-Octan-2-ol 
• 1309251-35-1 C₁₃H₂₁NO₃S 

Relevant articles and documents

A facile synthesis of racemic 4-ethyl fatty acids

The synthesis of racemic 4-ethyl fatty acids is reported. A Grignard reagent was first prepared by 3-chloroalkane reacting with magnesium and then 4-ethyl fatty acid methyl esters were synthesised by coupling the Grignard reagent with methyl 3-bromopropionate in the presence of the catalyst Li 2CuCl4. The 4-ethyl fatty acid methyl esters were saponified and then acidified to give the 4-ethyl fatty acids. The syntheses of 4-ethylhexanoic acid, 4-ethylheptanoic acid, 4-ethyloctanoic acid, 4-ethylnonaoic acid and 4-ethyl decanoic acid are described. The structures of the 4-ethyl fatty acid methyl esters and 4-ethyl fatty acids were confirmed by 1H NMR, 13C NMR and HRMS.

Stereoretentive chlorination of cyclic alcohols catalyzed by titanium(IV) tetrachloride: Evidence for a front side attack mechanism

A mild chlorination reaction of alcohols was developed using the classical thionyl chloride reagent but with added catalytic titanium(IV) chloride. These reactions proceeded rapidly to afford chlorination products in excellent yields and with preference for retention of configuration. Stereoselectivities were high for a variety of chiral cyclic secondary substrates including sterically hindered systems. Chlorosulfites were first generated in situ and converted to alkyl chlorides by the action of titanium tetrachloride which is thought to chelate the chlorosulfite leaving group and deliver the halogen nucleophile from the front face. To better understand this novel reaction pathway, an ab initio study was undertaken at the DFT level of theory using two different computational approaches. This computational evidence suggests that while the reaction proceeds through a carbocation intermediate, this charged species likely retains pyramidal geometry existing as a conformational isomer stabilized through hyperconjugation (hyperconjomers). These carbocations are then essentially "frozen" in their original configurations at the time of nucleophilic capture.

A facile and green protocol for nucleophilic substitution reactions of sulfonate esters by recyclable ionic liquids [bmim][X]

Ionic liquids [bmim][X] (X = Cl, Br, I, OAc, SCN) are highly efficient reagents for nucleophilic substitution reactions of sulfonate esters derived from primary and secondary alcohols. The counter anions (X-) of the ionic liquids, [bmim][X], effectively replace the sufonates affording the corresponding substitution products such as alkyl halides, acetates, and thiocyanides in excellent yields. The newly developed protocol is very environmentally attractive because the reactions use stoichiometric amounts of ionic liquids as sole reagents in most cases and do not require additional solvents, any other activating reagents, non-conventional equipment, or special precautions. Moreover, these ionic liquids can be readily recycled without loss of reactivity, making the whole process greener. Georg Thieme Verlag KG Stuttgart · New York.