Preparation and physical properties of several aliphatic hydrocarbons and intermediates

Howard, Frank L.; Mears, Thomas W.; Fookson, A.; Pomerantz, Philip; Brooks, Donald B.

doi:10.6028/jres.038.020

Cited by 58 publications

(15 citation statements)

References 8 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…1.4170 to 1.4172: This narrow-boiling fraction was found to be 2,3,3-trimethyl-1-pentene, as evidenced by a comparison of its physical properties with those of this compound previously reported [14]. The sample from the beginning of the plateau showed a boiling range of 0.12° C (20 to 80% distilled) , which indicated the presence of some impurity.…”

Section: Octenes Boiling Range 100° To 118° Csupporting

confidence: 54%

See 1 more Smart Citation

Separation and identification of the major C7 to C10 components of triptene residue

Pomerantz¹,

Mears²,

Howard³

1949

J. RES. NATL. BUR. STAN.

View full text Add to dashboard Cite

h ydrocarbons, a series of systematic di stillations was carried out on "triptene residue, " a synthetic alkyl ate made at the Radford Laboratories of the General Motors Corporation.This report describes the isolation thereby of two heptenes, four octenes, and three nonenes; the identification of fonr heptenes, two octenes, three nonenes, and six decenes not resolvable by fractional distillation ; and the isolation of two heptanes, two octanes, one nonane, and five decanes formed by hydrogenation of mixtures of olefins. Physical const-ants for the isolated products and graphs showing the course of the several distillation are presented .The analysis presented is based, where individual olefins were isolated, on the di stillation' curves; where the mixtures obtained by di stillation were more complex, the analysis is based on ozonolysis data and/or di stillation data of the hydrogenated product.The mechanism of successive methylation by which the several olefins in the mixtu.re were derived has been shown to be valid.

show abstract

Section: Octenes Boiling Range 100° To 118° Csupporting

confidence: 54%

“…A more complete description of these stills is given in a previous report [14]. Still 9, having an efficiency of about 40 theoretical plates at total reflex, was used for the fractionation of the oily layer arising from the ozonization of fractions of triptene residue.…”

Section: Distillation Equipmentmentioning

confidence: 99%

Separation and identification of the major C7 to C10 components of triptene residue

Pomerantz¹,

Mears²,

Howard³

1949

J. RES. NATL. BUR. STAN.

View full text Add to dashboard Cite

show abstract

“…Some of th ese reactions have been used for large-scale synthesis; the eq uipmen t used in th ese cases has b een described previously [8].…”

Section: Methodsmentioning

confidence: 99%

“…Ethyl trimethylacetate and hex amethylacetone (2,2,4,4-tetramethyl-3-pentanone) were prepared by m ethods previously described [8]. Pentamethylacetone (2,2,4-trimethyl-3-pentan one) was prepared by a large-scale run of th e reaction between ethyl trimethylaeetate and isopropyl chloride by th e method describ ed herein.…”

Section: Methodsmentioning

confidence: 99%

“…Pentamethylacetone (2,2,4-trimethyl-3-pentan one) was prepared by a large-scale run of th e reaction between ethyl trimethylaeetate and isopropyl chloride by th e method describ ed herein. Pinacolone (3 ,3-dimethyl-2-bu tanone) [8] was prepared by the oxidation of 3,4,4-trimethyl-2-pentene [8] with sulfuric acid-dichromate solu tion in a manner analogous to that used previously for the prepar ation of 4,4-dimethyl-2-pentanone [8]. Th e other materials were ob tained commercially.…”

Section: Methodsmentioning

confidence: 99%

See 1 more Smart Citation

Aliphatic halide-carbonyl condensations by means of sodium

Cadwallader¹,

Fookson²,

Mears³

et al. 1948

J. RES. NATL. BUR. STAN.

View full text Add to dashboard Cite

As a part of an in vestigat ion of the synthesis of highly branched a li phatic hydrocarbons tha t is being co nduc ted at t he National Bureau of Stand a rds for the National Adv iso ry Committee for Aeronau t ics, the l\'avy Bureau of Ae ronautics, and t he Army Air Forces, se ve ra l compo unds have been prepared by in teraction of alky l h a lides a nd variou s carbo nyl compo unds in the prese nce of sod ium. This reaction makes possib le t he sy n t hesis of ce rtain highly branched compou nd s not easily obtain able by other m eans. L IntroductionThe usc of the GrignaI'd r eaction for synthesis of highly branched compounds is limited by un-I d esirable side reactions, which become progres-. s ively more pronounced as the degree of branching of the r eactan ts is increased. These side r eactions involve the l'eclu ction and enolization of the adduct rather than th e desired addition of the alkyl group . The recent work: of Bartlett and Schn eider [1) 1 and previous work by Morton and Stevens (13) indicate that th e reaction between an alkyl halide and an ester or ketone undel' th e influen ce of sodium may be used to prepare certain compounds more easily than by th e GrignaI'd reaction, or m ay be used in some cases in which the Grignard reaction fails completely as a synthetic tool. In this paper, are described the )'Csults of a few reactions that were designed to give information concerning the scope of the reaction and th e effect of variou s solvents an d temperatures of reaction . The work of Bartlett and Schn eider has been extended to include a few additional reactants. II. ExperimentalThe apparatus u sed in making small-scale runs was th e conventional three-n eck flask of appropriate size, fitted with a stirrer, reflux condenser, and th ermometer. A separatory funnel was placed at the top of th e condenser. H eating and Aliphatic Condensations by Sodium cooling of th e r eaction mixture was effected by application of ho t or cold oil baths. In some cases, particularly with lo w-boiling solvents, both small necks of th e flask were fitted with reflux condensers with th e elimination of the thermometer.Sodium sand was prepared batch-wise by h eating a weighed amount of sodium in a purified ligh t mineral oil until melted, and then sh aking the liquid sod ium vigorously in a closed E rlenm eyer flask until th e des ired state of subdivision was obtained. After the particles of sodium h ad cooled sufficiently, they were wash ed by decan tation with three or four portions of the solvent to be used, transferred to the reaction vessel, and immediately covered with solvent.A few of the first reactions tried in this series were conducted in ?i-pentane (boiling range 34° to 38° C), but later ones were condu cted in isooctane 2 (boiling point, 99° C). It wa found tha t t he vigorous reactions were more easily con trolled when th e high er-boiling solvent was used. Also th e usc of isooctane as a solven t facilitated the use of higher temperatures for th e reactions.Bartlett and Schneider carried out th eir...

show abstract

Physical Data of Oligomers

Rothe

1999

The Wiley Database of Polymer Properties

View full text Add to dashboard Cite

Preparation and physical properties of several aliphatic hydrocarbons and intermediates

Cited by 58 publications

References 8 publications

Separation and identification of the major C7 to C10 components of triptene residue

Separation and identification of the major C7 to C10 components of triptene residue

Aliphatic halide-carbonyl condensations by means of sodium

Physical Data of Oligomers

Contact Info

Product

Resources

About