메뉴 건너뛰기




Volumn 45, Issue 1, 2005, Pages 81-87

What is the smallest saturated acyclic alkane that cannot be made?

Author keywords

[No Author keywords available]

Indexed keywords

CARBON; CHEMICAL BONDS; CONFORMATIONS; LATTICE CONSTANTS; MOLECULAR STRUCTURE; POTENTIAL ENERGY; STRAIN;

EID: 19644395099     PISSN: 15499596     EISSN: 1549960X     Source Type: Journal    
DOI: 10.1021/ci0497657     Document Type: Article
Times cited : (30)

References (30)
  • 1
    • 0000223846 scopus 로고    scopus 로고
    • What is the longest unbranched alkane with a linear global minimum conformation?
    • Goodman, J. M. What is the Longest Unbranched Alkane with a Linear Global Minimum Conformation? J. Chem. Inf. Comput. Sci. 1997, 37, 876-878.
    • (1997) J. Chem. Inf. Comput. Sci. , vol.37 , pp. 876-878
    • Goodman, J.M.1
  • 2
    • 0032025802 scopus 로고    scopus 로고
    • Genetic algorithms in conformational analysis
    • Nair, N.; Goodman, J. M. Genetic Algorithms in Conformational Analysis. J. Chem. Inf. Comput. Sci. 1998, 38, 317-320.
    • (1998) J. Chem. Inf. Comput. Sci. , vol.38 , pp. 317-320
    • Nair, N.1    Goodman, J.M.2
  • 3
    • 33845185174 scopus 로고
    • Strained organic compounds
    • Michl, J., Gladysz, J. A., Eds.; Strained Organic Compounds. Chem. Rev. 1989, 89, #5, 974-1270.
    • (1989) Chem. Rev. , vol.89 , Issue.5 , pp. 974-1270
    • Michl, J.1    Gladysz, J.A.2
  • 4
    • 0025144706 scopus 로고
    • The conformational effects of quaternary centres
    • Alder, R. W.; Maunder, C. M.; Orpen, A. G. The Conformational Effects of Quaternary Centres. Tetrahedron Lett. 1990, 46, 6717-6720.
    • (1990) Tetrahedron Lett. , vol.46 , pp. 6717-6720
    • Alder, R.W.1    Maunder, C.M.2    Orpen, A.G.3
  • 5
    • 19644393723 scopus 로고
    • Strain in tertiary butyl derivatives
    • Wiebenga, E. H.; Bouwhuis, E. Strain in Tertiary Butyl Derivatives. Tetrahedron 1969, 25, 453-457.
    • (1969) Tetrahedron , vol.25 , pp. 453-457
    • Wiebenga, E.H.1    Bouwhuis, E.2
  • 7
    • 0042843466 scopus 로고    scopus 로고
    • Structural and energetics studies of tri and tetra-ferf-butylmethane
    • Cheng, M. F.; Li, W. K. Structural and energetics studies of tri and tetra-ferf-butylmethane. J. Phys. Chem. A 2003, 107, 5492-5498.
    • (2003) J. Phys. Chem. A , vol.107 , pp. 5492-5498
    • Cheng, M.F.1    Li, W.K.2
  • 8
    • 0001248271 scopus 로고
    • Synthesis and conformational behavior of fenestrindans (tetrabenzo[5,5,5,5]fenestranes) with four bridgehead substituents
    • Kuck, D.; Schuster, A.; Krause, R. A. Synthesis and Conformational Behavior of Fenestrindans (Tetrabenzo[5,5,5,5]fenestranes) with Four Bridgehead Substituents. J. Org. Chem. 1991, 56, 3472-3475.
    • (1991) J. Org. Chem. , vol.56 , pp. 3472-3475
    • Kuck, D.1    Schuster, A.2    Krause, R.A.3
  • 10
    • 19644376634 scopus 로고
    • Di- And tri-tert-butylmethyl, two aliphatic radicals of unusual stability
    • Mendenhall, G. D.; Ingold, K. U. Di- and Tri-tert-butylmethyl, Two Aliphatic Radicals of Unusual Stability. J. Am. Chem. Soc. 1973, 95, 3422-3423.
    • (1973) J. Am. Chem. Soc. , vol.95 , pp. 3422-3423
    • Mendenhall, G.D.1    Ingold, K.U.2
  • 11
    • 19644366759 scopus 로고
    • Action of metallic sodium on aliphatic ketones. The question of the existence of metal ketyls in the aliphatic series
    • Favorsky. A. E.; Nazarov, I. N. Action of Metallic Sodium on Aliphatic Ketones. The Question of the Existence of Metal Ketyls in the Aliphatic Series. Bull. Soc. Chim. Fr. 1934, 1, 46-63.
    • (1934) Bull. Soc. Chim. Fr. , vol.1 , pp. 46-63
    • Favorsky, A.E.1    Nazarov, I.N.2
  • 12
    • 0037891215 scopus 로고
    • The action of sodium on hexamethylacetone
    • Stevens, P. G.; Mowat, J. H. The Action of Sodium on Hexamethylacetone. J. Am. Chem. Soc. 1942, 64, 554-556.
    • (1942) J. Am. Chem. Soc. , vol.64 , pp. 554-556
    • Stevens, P.G.1    Mowat, J.H.2
  • 13
    • 0037716291 scopus 로고    scopus 로고
    • Revisiting the reduction of Di-terrt-butyl ketone with alkali metals
    • Bucher, G. Revisiting the Reduction of Di-terrt-butyl Ketone with Alkali Metals. Eur. J. Org. Chem. 2003, 2229-2232.
    • (2003) Eur. J. Org. Chem. , pp. 2229-2232
    • Bucher, G.1
  • 14
    • 0000240574 scopus 로고
    • Rigorous results for branched polymer models with excluded volume
    • Klein, D. J. Rigorous Results for Branched Polymer Models with Excluded Volume. J. Chem. Phys. 1981, 75, 5186-5189.
    • (1981) J. Chem. Phys. , vol.75 , pp. 5186-5189
    • Klein, D.J.1
  • 17
    • 0043162336 scopus 로고
    • An internal coordinate Monte Carlo method for searching conformational space
    • Chang, G.; Guida, W. C.; Still, W. C. An Internal Coordinate Monte Carlo Method for Searching Conformational Space. J. Am. Chem. Soc. 1989, 111, 4379-4386.
    • (1989) J. Am. Chem. Soc. , vol.111 , pp. 4379-4386
    • Chang, G.1    Guida, W.C.2    Still, W.C.3
  • 18
    • 0842341771 scopus 로고
    • The development and use of quantum-mechanics molecular-models. 76. AM1- a new general-purpose quantum-mechanical molecular-model
    • Dewar, M. J. S.; Zoebisch, E. G.; Healy, E. F.; Stewart, J. J. P. The Development and Use of Quantum-Mechanics Molecular-Models. 76. AM1- A New General-Purpose Quantum-Mechanical Molecular-Model. J. Am. Chem. Soc. 1985, 107, 3902-3909.
    • (1985) J. Am. Chem. Soc. , vol.107 , pp. 3902-3909
    • Dewar, M.J.S.1    Zoebisch, E.G.2    Healy, E.F.3    Stewart, J.J.P.4
  • 19
    • 0025390935 scopus 로고
    • MOPAC- A semiempirical molecular orbital program
    • MOPAC93
    • MOPAC93. J. J. P. Stewart MOPAC- a Semiempirical Molecular Orbital Program. J. Comput.-Aided Mol. Des. 1990, 4, 1-45.
    • (1990) J. Comput.-aided Mol. Des. , vol.4 , pp. 1-45
    • Stewart, J.J.P.1
  • 20
    • 0037571112 scopus 로고    scopus 로고
    • Merck molecular force field. 1. Basis, form, scope, parametrization, and performance of MMFF94
    • MMFF force field: Halgren, T. A. Merck molecular force field. 1. Basis, form, scope, parametrization, and performance of MMFF94. J. Comput. Chem. 1996, 17, 490-519.
    • (1996) J. Comput. Chem. , vol.17 , pp. 490-519
    • Halgren, T.A.1
  • 21
    • 0040557393 scopus 로고
    • 336 is the smallest alkane with more realizable isomers than the observed universe has "particles"
    • 336 is the Smallest Alkane with More Realizable Isomers than the Observed Universe has "Particles". J. Chem. Educ. 1989, 66, 278-281.
    • (1989) J. Chem. Educ. , vol.66 , pp. 278-281
    • Davies, R.E.1    Freyd, P.J.2
  • 22
    • 0007152488 scopus 로고    scopus 로고
    • Enthalpies of formation of hexaethylethane, octamethylhexane, and tri-tert-butylmethane. Extremely strained hydrocarbons
    • Velevkin, S. P.; Nölke, M.; Beckhaus, H.-D.; Rüchardt C. Enthalpies of formation of Hexaethylethane, Octamethylhexane, and Tri-tert-butylmethane. Extremely Strained Hydrocarbons. J. Org. Chem. 1997, 62, 4683-4686.
    • (1997) J. Org. Chem. , vol.62 , pp. 4683-4686
    • Velevkin, S.P.1    Nölke, M.2    Beckhaus, H.-D.3    Rüchardt, C.4
  • 23
    • 33845553052 scopus 로고
    • Thermolysis of highly congested tert-butyldialkylcarbinols with bridgehead substituents: Molecular mechanics treatment of radical-forming processes
    • Lomas, J. S.; Dubois, J.-E. Thermolysis of Highly congested tert-Butyldialkylcarbinols with Bridgehead Substituents: Molecular Mechanics Treatment of Radical-Forming Processes. J. Org. Chem. 1982, 47, 4505-4511.
    • (1982) J. Org. Chem. , vol.47 , pp. 4505-4511
    • Lomas, J.S.1    Dubois, J.-E.2
  • 24
    • 0001752768 scopus 로고    scopus 로고
    • The cambridge structural database: A quarter of a million crystal structures and rising
    • Allen, F. H. The Cambridge Structural Database: a Quarter of a Million Crystal Structures and Rising. Acta Crystallogr. 2002, B58, 380-388.
    • (2002) Acta Crystallogr. , vol.B58 , pp. 380-388
    • Allen, F.H.1
  • 25
    • 0033617255 scopus 로고    scopus 로고
    • Extremely long C-C bond in (-)-trans-1,2-Di-tert-butyl-1,2-diphenyl- and 1,1 -Di-tert-butyl-2,2-diphenyl-3,8-dichlorocyclobuta[b]naphthalenes
    • Toda, F.; Tanaka, K.; Watanabe, M.; Tamura, K.; Miyahara, I.; Nakai, T.; Hirotsu, K. Extremely Long C-C Bond in (-)-trans-1,2-Di-tert-butyl-1,2-diphenyl- and 1,1 -Di-tert-butyl-2,2-diphenyl-3,8-dichlorocyclobuta[b]naphthalenes. J. Org. Chem. 1999, 64, 3102-3105.
    • (1999) J. Org. Chem. , vol.64 , pp. 3102-3105
    • Toda, F.1    Tanaka, K.2    Watanabe, M.3    Tamura, K.4    Miyahara, I.5    Nakai, T.6    Hirotsu, K.7
  • 26
    • 84942713580 scopus 로고
    • Thermolabile hydrocarbons. XXVIII. Separation, Structure, analysis, and thermolysis of a pair of stable rotamers-P-(R*,R*) and M-(R*,R*)-D,L-3,4-di-l-adamantyl-2,2,5,5-tetra-methylhexane
    • Meer, M. A. F.; Beckhaus, H.-D.; Peters, K.; von Schnering, H.-G.; Fritz, H.; Rüchardt, C. Thermolabile Hydrocarbons. XXVIII. Separation, Structure, Analysis, and Thermolysis of a Pair of Stable Rotamers-P-(R*,R*) and M-(R*,R*)-D,L-3,4-di-l-adamantyl-2,2,5,5-tetra-methylhexane. Chem. Ber. 1986, 119, 1492-1510.
    • (1986) Chem. Ber. , vol.119 , pp. 1492-1510
    • Meer, M.A.F.1    Beckhaus, H.-D.2    Peters, K.3    Von Schnering, H.-G.4    Fritz, H.5    Rüchardt, C.6
  • 27
    • 19644393357 scopus 로고    scopus 로고
    • Maestro; Jaguar version 4.2: Schrodinger, Inc., Portland, Oregon
    • Macromodel v5; Maestro; Jaguar version 4.2: Schrodinger, Inc., Portland, Oregon, 2000.
    • (2000) Macromodel v5
  • 28
    • 33947345669 scopus 로고
    • An instance of trivalent carbon: Triphenylmethyl
    • Gomberg, M. An instance of trivalent carbon: triphenylmethyl. J. Am. Chem. Soc. 1900, 22, 757-771.
    • (1900) J. Am. Chem. Soc. , vol.22 , pp. 757-771
    • Gomberg, M.1
  • 29
    • 23044529264 scopus 로고    scopus 로고
    • Gomberg and the nobel prize
    • Eberson, L. Gomberg and the Nobel Prize. Adv. Phys. Org. Chem. 2001, 36, 59-84.
    • (2001) Adv. Phys. Org. Chem. , vol.36 , pp. 59-84
    • Eberson, L.1
  • 30
    • 0038253990 scopus 로고
    • Effects of self-heating during the thermal decomposition of di-tert-Butyl peroxide
    • Griffiths, J. F.; Singh, H. J. Effects of Self-heating During the Thermal Decomposition of di-tert-Butyl Peroxide. J. Chem. Soc., Faraday Trans, 1 1982, 78, 747-760.
    • (1982) J. Chem. Soc., Faraday Trans, 1 , vol.78 , pp. 747-760
    • Griffiths, J.F.1    Singh, H.J.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.