1- Chlorobutane: Butane, 1-chloro

N-Methylimidazole Imidazole, 1-methyl- (8) IH-lmidazole, 1-methyl (9) (616-47-7) 1-Chlorobutane Butane, 1-chloro- (8,9) (109-69-3)... 

If every collision of a chlorine atom with a butane molecule resulted in hydrogen abstraction, the n-butyl/5ec-butyl radical ratio and, therefore, the 1-chloro/2-chlorobutane ratio, would be given by the relative numbers of hydrogens in the two equivalent methyl groups of CH3CH2CH2CH3 (six) compared with those in the two equivalent methylene groups (four). The product distribution expected on a statistical basis would be 60% 1-chloro-butane and 40% 2-chlorobutane. The experimentally observed product distribution, however, is 28% 1-chlorobutane and 72% 2-chlorobutane. 5ec-Butyl radical is therefore formed in greater anounts, and n-butyl radical in lesser anounts, than expected statistically. 

This procedure has been used to effect the following reductions at ca. 150° bromobenzene to benzene (89%), iodo-benzene to benzene (95%), 1-chlorobutane to n-butane (95%), 2-chloro-2-methylbutane to 2-methylbutane (32%), and isopropyl chloroacetate to isopropyl acetate (63%). 

Cognate preparations. The following alkyl chlorides may be prepared in similar yield by replacing the butan-l-ol in the above preparation by the appropriate quantity of the requisite alcohol 1 -chloropentane, b.p. 104-107 °C, from 22g of pentan-l-ol l-chloro-3-methylbutane, b.p. 98-100°C, from 22g of 3-methylbutan-l-ol (isopentyl alcohol) 2-chlorobutane, b.p. 67-69 °C, from 18.5 g of butan-2-ol. 

CHLOROBUTANE pOT) see BQQ750 4-CHLORO-l-BUTANE-OL see CEU500 CHLOROBUTANOL see ABDOOO 4-CHLOROBUTANOL see CEU500... 

Beilstein Handbook Reference) AI3-15309 BRN 1730909 Butane, 1-chloro- Butyl chloride n-Butyl chloride CCRIS 1389 1-Chlorobutane Chlorobutane, 1- Chlorure de butyle EINECS 203-696-6 HSDB 4167 NBC womner NCI-C06155 NSC 8419 n-Propylcarbinyl chloride Sure Shot UN 1127. Liquid mp = -123.1° bp = 78.6° d = 0.8862 insoluble in H2O, slightly soluble in CCI4, freely soluble in EtOH, Et20. 

The thermal chlorination of butane is similar to that of propane and can be carried out according to the procedures developed by Hass and coworkers. The product contains 1-chloro- and 2-chlorobutane as well as 1,2-dichloror- and 1,3-dichlorobutanes. In the photochemical chlorination, chlorine is introduced into a body of n-butane that is cooled to -25V... 

Problem 17.11 points out the visualization difficulties in discussing enantiomers. One must always understand that there is only one pair of enantiomers for a compound with one stereocenter. It is correct to use either the pair of drawings in Problem 17.9(h) or the pair in Problem 17.11 to represent the enantiomers of 2-chlorobutane. It is incorrect to draw all four structures to represent 2-chloro-butane. 

Synonyms Butane, 1-chloro- n-Butyl chloride 1-Chlorobutane N-Propylcarbinyl chloride... 

CHLOROBUTANE. C4H9CI. Laboratory tests showed that 3003 alloy was resistant to -chloro-butane at ambient temperature and SO C (122"F). At the reflux temperature 1-chlorobutane was corrosive to alloy 3003 and high purity aluminum. C4U-TION See Haiogenated Hydrocarbons."... 

CHLOROBUTANE. CHjCHiCHClCHj. In laboratory tests, alloy 3003 was resistant to 2-chloro-butane at ambient temperature. At higher temperatures, 2-chlorobutane was corrosive to 3003 alloy. CAUTION See Haiogenated Hydrocarbons."... 

If one of several possible isomers predominates, a reaction is said to be regioselective. The data for the chlorination of butane and 2-methylpropane indicate that the chlorination of alkanes is not very regioselective. In fact, there doesn t appear to be a simple explanation for the product distribution in these chlorination reactions. For example, in the chlorination of butane, the major product, 2-chlorobutane, arises when a chlorine atom replaces a secondary hydrogen atom rather than a primary hydrogen atom. However, in the case of 2-methylpropane, the major product, l-chloro-2-methylpropane, arises when a chlorine atom replaces a primary hydrogen atom rather than a tertiary hydrogen atom. 

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