Propyl carbinol

Normal butyl alcohol, propyl carbinol, n-butanol, 1-buianol, CH3CH2CH2CH2OH. B.p. 117 C. Manufactured by reduction of crotonaldehyde (2-buienal) with H2 and a metallic catalyst. Forms esters with acids and is oxidized first to butanal and then to butanoic acid. U.S. production 1978 300 000 tonnes. 

B. 2-Pentene. Proceed as in A, but use the following quantities 50 ml. of water and 50 ml. of concentrated sulphuric acid 40 g. of methyl n-propyl carbinol (4). Collect the distillate passing over below 40°. Pure 2-pentene boils at 36-5°. 

Dimethyl n-propyl carbinol, CH3(CH2)2COH(CH3)2. From n-propyl magnesium bromide and acetone. Collect the tertiary alcohol at 121-124°. 

Ghloropentane. Use the quantities given in the previous preparation, but substitute 22 g. (27 ml.) of methyl n-propyl carbinol (b.p. 118-5°) for iso-amyl alcohol. Collect the 2-chloropentane at 96-98°. 

Bromopentane. Proceed as for n-Amyl Bromide, but use 88 g. (108 ml.) of methyl n-propyl carbinol (2-pentanol), b.p. 118-5°. During the washing with concentrated hydrochloric acid, difficulty may be experienced in separating the acid layer this is overcome by adding a little water to decrease the density of the acid. Distil the purified product through a fractionating colunm some amylene passes over first, followed by the 2-bromopentane at 115-118° (120 g.). 

In a further extension of this reaction Winstein and Dauben showed that the action of the methylene-transfer reagent (1) on A -cycloal-kenols, e.g., (2), proceeds by stereospecific cis addition to give the cw-cyclo-propyl carbinol (5). It was also observed that both the rate and yield of the hydroxyl-assisted reaction are increased substantially. It has been suggested that the high stereoselectivity observed in these instances is best explained by complex formation or reaction of the reagent (1) with the hydroxyl group of (2) followed by intromolecular transfer of methylene. 

Methyl n-amyl carbinol from methyl n-amyl ketone) Methyl n-butyl carbinol from methyl n-butyl ketone) Methyl t o-propyl carbinol Di-n-butyl carbinol from n-butyl bromide)... 

Dimethyl n-propyl carbinol Reactions and characterisation of aliphatic alcohols... 

Synonyms AI3-00405 BRN 0969148 1-BuOH Butan-l-ol /3-Butan-l-ol /3-Butanol Butyl alcohol 1-Butyl alcohol n-Butyl alcohol Butyl hydroxide Butyric alcohol n-Butyric alcohol CCRIS 4321 CCS 203 EINECS 200-752-6 EINECS 238-128-6 FEMA No. 2178 Hemostyp 1-Hydroxybutane Methylolpropane NA 1120 NBA NSC 62782 Propyl carbinol Propylmeth-anol RCRA waste number U031 UN 1120. 

Propylbenzene, see Propylbenzene Propyl carbinol, see 1-Butanol Propylene aldehyde, see Acrolein, Crotonaldehyde Propylene chloride, see 1,2-Dichloropropane Propylene dichloride, see 1,2-Dichloropropane a,p-Propylene dichloride, see 1.2-Dichloropropane 1,2-Propylene oxide, see Propylene oxide Propyl ester of acetic acid, see Propyl acetate Propylethylene, see 1-Pentene 5-Propylhexane, see 4-Methyloctane Propyl hydride, see Propane Propylic alcohol, see 1-Propanol Propyl iodide, see 1-Iodopropane n-Propyl iodide, see 1-Iodopropane Propylmethanol, see 1-Butanol Propyl methyl ketone, see 2-Pentanone n-Propyl nitrate, see Propyl nitrate... 

Synonyms -Butanol butyric alcohol propyl carbinol butyl hydroxide 1-butanol... 

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