2-Propanol, 1,3-dichloro

There are essentially three methods which have been used for incorporation of the glycerol unit in macrobicyclic species. In all of these the pervasive problem is the tendency of glycerol to form five-membered acetals involving the primary and secondary hydroxyls rather than the two primary hydroxyls and the tendency of the glycerol equivalent 1,3-dichloro-2-propanol to form epichlorohydrin. 

Notable examples of general synthetic procedures in Volume 47 include the synthesis of aromatic aldehydes (from dichloro-methyl methyl ether), aliphatic aldehydes (from alkyl halides and trimethylamine oxide and by oxidation of alcohols using dimethyl sulfoxide, dicyclohexylcarbodiimide, and pyridinum trifluoro-acetate the latter method is particularly useful since the conditions are so mild), carbethoxycycloalkanones (from sodium hydride, diethyl carbonate, and the cycloalkanone), m-dialkylbenzenes (from the />-isomer by isomerization with hydrogen fluoride and boron trifluoride), and the deamination of amines (by conversion to the nitrosoamide and thermolysis to the ester). Other general methods are represented by the synthesis of 1 J-difluoroolefins (from sodium chlorodifluoroacetate, triphenyl phosphine, and an aldehyde or ketone), the nitration of aromatic rings (with ni-tronium tetrafluoroborate), the reductive methylation of aromatic nitro compounds (with formaldehyde and hydrogen), the synthesis of dialkyl ketones (from carboxylic acids and iron powder), and the preparation of 1-substituted cyclopropanols (from the condensation of a 1,3-dichloro-2-propanol derivative and ethyl-... 

Microbial Production of (/ )-3-Chloro-1,2-Propanediol from Prochiral 1,3-Dichloro-2-Propanol... 

The synthesis of N-(2-mercaptoethyl)-3,5-dimethylpyrazole and the workup procedure are performed in air, but the resultant thiol can best be stored under a nitrogen atmosphere. In air, the thiol is resistant to oxidation for several weeks, but the disulfide slowly crystallizes from the oil. According to the NMR spectra, the product is quite pure, but may still contain a small amount of 1,1,3,3-tetramethylurea (up to 5%). The reaction with 1,3-dichloro-2-propanol was carried out in a water/tetrahydrofuran mixture with sodium hydroxide, and appeared to proceed smoothly and in almost quantitative yields.2 This new reaction path to pyrazole-thioether ligands opens the road to the development of new chelating ligands. 

Scheme 126 shows the enantioselective cyclization of 1,3-dichloro-2-propanol to form partially resolved epichlorohydrin, which is achieved by combining small amounts of a chiral Schiff-base Co(II) complex and potassium carbonate (305). The same chiral Co(II) catalyst allows enantiomer-selective carbonation of propylene bromohydrin to afford propylene carbonate in fair chemical and optical yields (306). 

Satisfactory result have likewise been obtained with aliphatic ketones. Thus, Schlenk and Lamp1583 prepared 1,3-dichloro- 2 -propanol by lithium aluminum hydride reduction of 1,3-diddorooootone. McBee... 

Hydroxyglutaronitrile has been prepared by the action of potassium cyanide on 1,3-dichloro-2-propanol 3 s or on 4-chloro-... 

The synthesis of 2-deoxyxylolactone in high yield and 94% ee from 1,3-dichloro-2-propanol (Scheme 5.7) requires the exclusive use of Rh2(5ff-MEPY)4 catalysts [123], Insertion results in the predominant formation of one stereoisomer that is the thermodynamically less stable one. Here again, the success of the synthesis is determined as much by diastereocontrol as by enantiocontrol. As little as 0.1 mol % of catalyst is required to bring about complete reaction. 

Scheme 13.5 Flame retardant TDCPP hydrolysis forming 1,3-dichloro-2-propanol.

DCP Stock Solution Transfer 50 mg of reagent-grade 1,3-dichloro-2-propanol (DCP), accurately weighed, into a 50-mL volumetric flask, dilute to volume with Eluent, and mix. 

C3H6CI20 1,3-dichloro-2-propanol 96-23-1 in benzene 2.111 1 2709 C4H5NO 2-hydroxy-3-butenenitrile 5809-59-6 gas 2.860 2... 

---