3-Chloropropyl alcohol

Table 2 gives physical property data for propylene chlorohydrins. 2-Chloro-l-propanol [78-89-7] HOCH2CHCICH2, is also named 2-propylene chlorohydrin, 2-chloropropyl alcohol, or 2-chloro-l-hydroxypropane. l-Chloro-2-propanol [127-00-4] CICH2CHOHCH2, also known as j -propjlene chlorohydrin, 1-chloroisopropyl alcohol, and l-chloro-2-hydroxypropane, is a colorless Hquid, miscible in water, ethanol, and ethyl ether. 

Synonyms 2-Chloroisopropyl alcohol 2-Chloropropanol 2-Chloropropyl alcohol p-Chloropropyl alcohol 1-Hydroxy-2-chloropropane... 

Chloropropyl alcohol P-Chloropropyl alcohol. See 2-Chloro-1-propanol... 

The following is an alternative method of preparation 1 gram 2-(7-chloropropyl)-s-tri-azolo-[4,3-al-pyridine-3-one and 5 ml saturated ammonia alcoholic solution are heated for 5 hours in a closed tube at 100°C. The contents of the tube are cooled, the ammonium chloride filtered out and the solvent is removed. There remains a residue of 0.9 grams 2-(7-aminopropyl)-s-triazolo-[4,3-al -pyridine-3-one. 

The cyclization of aryl 3-chloropropyl sulfones by potassium t-butoxide in t-butyl alcohol at 30 °C (equation 20) has a p value of 2.32 for substituents in Ar202. This is considered by Bird and Stirling to indicate the formation of an intermediate carbanion which is essentially in equilibrium with the reactants. A recent review by Stirling203 deals with structure-reactivity aspects of many sulfonyl promoted reactions of this type. 

Indoles can be 3-alkylated by allyl alcohols in the presence of lithium perchlorate and acetic acid 101 is an example (Scheme 42). Pyrrole -alkylation can be achieved with simple alkyl halides [1-bromopentadecane, l-(bromomethyl)-, l-(3-chloropropyl)- and l-(3-iodopropyl)benzenes, 2-(2-bromoethyl)- and 2-(3-bromopropyl)naphthalenes] and mesylates [3-phenylpropyl-, l-methyl-3-phenylpropyl-, 2-(2-naphthyl)ethyl- and 3-(2-naphthyl)propyl methanesulfonates] selectively at C(2) and C(5) positions via reaction in various ionic liquids (e.g., Scheme 43) <20050L1231>. 

The treatment of 4-chlorobutyronitrile, 3-chloropropyl phenyl sulfone, and other related compounds with a base affords 7-halocarbanions which are usually prone to undergo intramolecular substitution to produce substituted cyclopropanes. However, these carbanionic intermediates can be trapped with external electrophilic partners, such as aldehydes, to give alcoholate anions, which then cyclize to produce 2,3-disubstituted tetrahydrofurans in excellent yields (Scheme 78) <2002CEJ4234>. 

Amino-arylarsinic acids in aqueous alkaline solution condense with jS-chloroethyl- and y-chloropropyl-chloroformates to yield w-ohloroalkyl arsino aryl) carbamates. These latter compounds when refluxed wi 2 molecular equivalents of aqueous or alcoholic alkali yield arsino-aryl-oocazolidones and S-arsino-aryl-tetrahydro-1 3 2-oxazones, according to whether 8-chloroethyl or y-chloropropyi compounds are used. Excess of alkali hydrolyses the oxazolidones to fi-arsino-aryl-aminoethanols and the oxazones to y-arsvna-aryl-aminopropanols. 

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