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[ CAS No. 98-89-5 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 98-89-5
Chemical Structure| 98-89-5
Chemical Structure| 98-89-5
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Product Details of [ 98-89-5 ]

CAS No. :98-89-5 MDL No. :MFCD00001461
Formula : C7H12O2 Boiling Point : -
Linear Structure Formula :- InChI Key :NZNMSOFKMUBTKW-UHFFFAOYSA-N
M.W : 128.17 Pubchem ID :7413
Synonyms :

Calculated chemistry of [ 98-89-5 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 9
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.86
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 35.42
TPSA : 37.3 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.69 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.48
Log Po/w (XLOGP3) : 1.96
Log Po/w (WLOGP) : 1.65
Log Po/w (MLOGP) : 1.23
Log Po/w (SILICOS-IT) : 1.34
Consensus Log Po/w : 1.53

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.56

Water Solubility

Log S (ESOL) : -1.8
Solubility : 2.02 mg/ml ; 0.0157 mol/l
Class : Very soluble
Log S (Ali) : -2.37
Solubility : 0.549 mg/ml ; 0.00428 mol/l
Class : Soluble
Log S (SILICOS-IT) : -0.65
Solubility : 28.6 mg/ml ; 0.223 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.41

Safety of [ 98-89-5 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 98-89-5 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 98-89-5 ]
  • Downstream synthetic route of [ 98-89-5 ]

[ 98-89-5 ] Synthesis Path-Upstream   1~15

  • 1
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YieldReaction ConditionsOperation in experiment
17 %Chromat. With copper(I) thiophene-2-carboxylate; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(5-methyl-2-(4-fluorophenyl)pyridine(-1H))-iridium(III) hexafluorophosphate; N,N,N′,N′-tetramethyl-N″-tert-butylguanidine; bathophenanthroline; iodomesitylene diacetate In 1,4-dioxane at 20℃; for 1 h; Inert atmosphere; Irradiation General procedure: To a 20 ml or 40 ml viale quipped with a stir bar was added photocatalyst, nitrogen nucleophile, iodomesitylene dicarboxylate, copper salt, and ligand. Dioxane was added followed by addition of the base. The solution was sonicated for 1–3 min until it became homogeneous. Next, the solution was degassed by sparging with nitrogen for 5–10 min before sealing with Parafilm. The reaction was stirred and irradiated using two 34-W blue LED lamps (3 cm away, with cooling fan to keep the reaction at room temperature) for 1 h. The reaction mixture was removed from the light, cooled to ambient temperature, diluted with water (15 ml) and ethyl acetate (25 ml), and the aqueous layer was extracted with ethyl acetate (3 × 25 ml). The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated. The residue was purified by flash chromatography on silica gel to afford the desired decarboxylative C–N coupling product. For aniline substrates, a solution of these nitrogen nucleophiles in dioxane was used; additionally, if the iodomesitylene dicarboxylate is a liquid, its solution in dioxane was used.
Reference: [1] Nature, 2018, vol. 559, # 7712, p. 83 - 88
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YieldReaction ConditionsOperation in experiment
99% With thionyl chloride In dodecane; benzene at 20℃; for 1 h; Heating / reflux 20.0 g (cyclohexanecarboxylic acid: 6.95 g, 0.054 mol) of the cyclohexanecarboxylic acid solution and 1.0 g of n-dodecane as an internal standard material were added to a reactor equipped with a condenser and a Dean-Stark water separator. After adding 90 ml of benzene, about 25 ml of benzene was distilled off in the nitrogen atmosphere to make the anhydrous solution. The temperature of the reactant solution was lowered to the atmospheric temperature and 6.0 ml (9.8 g, 0.082 mol) of thionyl chloride was added for one hour of reflux. [0046] After the reaction, part of the reactant solution was collected and reacted with methanol including a small amount of triethylamine in order to identify the product, cyclohexanecarbonyl chloride. The yield of methyl cyclohexane carboxylate was analyzed by GC. As a result, cyclohexanecarbonyl chloride was produced with a conversion rate of more than 99percent and a selectivity of more than 99percent.
99% With thionyl chloride In dodecane; hexane; benzene at 20℃; for 1 h; Heating / reflux 25 ml (cyclohexanecarboxylic acid: 6.0 g, 0.047 mol) of the cyclohexanecarboxylic acid solution and 1.0 g of n-dodecane as an internal standard material were added to a reactor equipped with a condenser and a Dean-Stark water separator. After adding 30 ml of benzene and 60 ml of n-hexane, about 25 ml of n-hexane was distilled off in the nitrogen atmosphere to make the internal solution anhydrous. The temperature of the reactant solution was lowered to the atmospheric temperature and 3.4 ml (5.55 g, 0.047 mol) of thionyl chloride was added for one hour of reflux. After the reaction, part of the reactant solution was collected and reacted with methanol in order to identify the product, cyclohexanecarbonyl chloride, the selectivity of which was determined as 99percent.
99% With phosphorus trichloride In dodecane; benzene at 20℃; for 1 h; Heating / reflux The procedures were performed in the same manner as described in the step (ii) of Example 1, excepting that phosphorous trichloride was used instead of thionyl chloride as a chlorinating compound to prepare cyclohexanecarbonyl chloride. [0054] More specifically, 20.0 g (cyclohexanecarboxylic acid: 6.95 g, 0.054 mol) of the cyclohexanecarboxylic acid solution and 1.0 g of n-dodecane as an internal standard material were added to a reactor equipped with a condenser and a Dean-Stark water separator. After adding 90 ml of benzene, about 25 ml of benzene was distilled off in the nitrogen atmosphere to make the internal solution anhydrous. The temperature of the reactant solution was lowered to the atmospheric temperature and 2.4 ml (3.77 g, 0.027 mol) of phosphorous trichloride was added for one hour of reflux. [0055] After the reaction, part of the reactant solution was collected and reacted with methanol including a small amount of triethylamine in order to identify the product, cyclohexanecarbonyl chloride. The yield of methyl cyclohexane carboxylate was analyzed by GC. As a result, cyclohexanecarbonyl chloride was produced with a conversion rate of more than 99percent and a selectivity of more than 99percent.
92% for 3 h; Reflux In step (2), cyclohexanecarboxylic acid 20g, catalytic amount of pyridine added to the reaction flask, was slowly added dropwise thionyl chloride, Pill control time 30min, stirring was continued refluxed for 3 hours, distilling off the excess titanium thionyl chloride, the residue was distilled under reduced pressure 85 / 3999Pa fraction, 20.8 g of the product weight, 92percent yield.

Reference: [1] Patent: US2004/73068, 2004, A1, . Location in patent: Page 3
[2] Patent: US2004/73068, 2004, A1, . Location in patent: Page 4
[3] Patent: US2004/73068, 2004, A1, . Location in patent: Page 3
[4] Canadian Journal of Chemistry, 1996, vol. 74, # 12, p. 2401 - 2412
[5] Organic Syntheses, 1983, vol. 61, p. 134 - 134
[6] Patent: CN107417608, 2017, A, . Location in patent: Paragraph 0031; 0033; 0036; 0037
[7] Synthesis, 1983, # 4, p. 306 - 308
[8] Organic and Biomolecular Chemistry, 2007, vol. 5, # 24, p. 3993 - 4000
[9] Chemische Berichte, 1897, vol. 30, p. 1941
[10] Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1911, vol. 153, p. 773
[11] Angewandte Chemie, 1960, vol. 72, # 22, p. 836 - 845
[12] Journal of Organic Chemistry, 1971, vol. 36, # 22, p. 3429 - 3437
[13] Archiv der Pharmazie, 1972, vol. 305, # 4, p. 309 - 314
[14] Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1968, # 5, p. 1061 - 1063[15] Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1968, # 5, p. 1117 - 1120
[16] Journal of Organic Chemistry, 1982, vol. 47, # 26, p. 5093 - 5096
[17] Tetrahedron, 1988, vol. 44, # 12, p. 3501 - 3512
[18] Chemical and Pharmaceutical Bulletin, 1987, vol. 35, # 6, p. 2426 - 2436
[19] Journal of the American Chemical Society, 1987, vol. 109, p. 7488
[20] Heterocycles, 1987, vol. 25, p. 449 - 462
[21] Zeitschrift fuer Naturforschung, Teil B: Anorganische Chemie, Organische Chemie, 1986, vol. 41, # 8, p. 1011 - 1014
[22] Synthetic Communications, 1993, vol. 23, # 12, p. 1775 - 1781
[23] Australian Journal of Chemistry, 1986, vol. 39, # 2, p. 249 - 257
[24] Tetrahedron, 1991, vol. 47, # 34, p. 7091 - 7108
[25] Recueil: Journal of the Royal Netherlands Chemical Society, 1981, vol. 100, # 1, p. 21 - 24
[26] Canadian Journal of Chemistry, 1994, vol. 72, # 1, p. 142 - 145
[27] Journal of Organic Chemistry, 1994, vol. 59, # 9, p. 2608 - 2612
[28] Gazzetta Chimica Italiana, 1988, vol. 118, # 12, p. 819 - 820
[29] Journal of Chemical Research, Miniprint, 1983, # 3, p. 664 - 677
[30] Australian Journal of Chemistry, 1996, vol. 49, # 12, p. 1287 - 1291
[31] Journal of Organic Chemistry, 1998, vol. 63, # 7, p. 2062 - 2063
[32] Bioorganic and Medicinal Chemistry, 2000, vol. 8, # 6, p. 1479 - 1487
[33] Synthesis, 2001, # 6, p. 914 - 918
[34] Archiv der Pharmazie, 2001, vol. 334, # 2, p. 45 - 52
[35] European Journal of Medicinal Chemistry, 2001, vol. 36, # 3, p. 265 - 286
[36] Tetrahedron Asymmetry, 2002, vol. 13, # 6, p. 579 - 585
[37] Farmaco, 2002, vol. 57, # 9, p. 771 - 775
[38] Journal of Organic Chemistry, 2001, vol. 66, # 3, p. 697 - 706
[39] European Journal of Organic Chemistry, 2000, # 11, p. 2119 - 2133
[40] Russian Journal of Applied Chemistry, 2006, vol. 79, # 6, p. 1035 - 1037
[41] Russian Journal of Applied Chemistry, 2006, vol. 79, # 12, p. 1982 - 1985
[42] Journal of Fluorine Chemistry, 2007, vol. 128, # 10, p. 1235 - 1240
[43] Patent: EP1443046, 2004, A1, . Location in patent: Page 38
[44] Journal of Organic Chemistry, 2008, vol. 73, # 23, p. 9473 - 9475
[45] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 6, p. 1702 - 1706
[46] Synlett, 2010, # 20, p. 3049 - 3052
[47] Journal of Medicinal Chemistry, 2010, vol. 53, # 21, p. 7664 - 7674
[48] Tetrahedron, 2011, vol. 67, # 20, p. 3659 - 3667
[49] Journal of Agricultural and Food Chemistry, 2011, vol. 59, # 2, p. 635 - 644
[50] Patent: WO2011/153197, 2011, A1, . Location in patent: Page/Page column 99-100
[51] Chemistry - A European Journal, 2012, vol. 18, # 23, p. 7219 - 7223
[52] Bulletin of the Korean Chemical Society, 2012, vol. 33, # 4, p. 1333 - 1336
[53] Tetrahedron Letters, 2012, vol. 53, # 43, p. 5742 - 5744
[54] Journal of the American Chemical Society, 2012, vol. 134, # 45, p. 18570 - 18572
[55] Journal of the American Chemical Society, 2017, vol. 139, # 9, p. 3344 - 3347
[56] Journal of Medicinal Chemistry, 2012, vol. 55, # 22, p. 9589 - 9606
[57] ACS Medicinal Chemistry Letters, 2013, vol. 4, # 2, p. 191 - 196
[58] Journal of the American Chemical Society, 2013, vol. 135, # 16, p. 6030 - 6032
[59] Chemical Communications, 2013, vol. 49, # 68, p. 7546 - 7548
[60] Synthetic Communications, 2013, vol. 43, # 21, p. 2955 - 2965
[61] ChemMedChem, 2013, vol. 8, # 6, p. 994 - 1001
[62] European Journal of Medicinal Chemistry, 2013, vol. 70, p. 548 - 557
[63] Central European Journal of Chemistry, 2014, vol. 12, # 1, p. 115 - 125
[64] Molecules, 2013, vol. 18, # 12, p. 14920 - 14934
[65] Organic Letters, 2015, vol. 17, # 5, p. 1200 - 1203
[66] Chemical Communications, 2015, vol. 51, # 24, p. 5089 - 5092
[67] Organic Letters, 2015, vol. 17, # 11, p. 2688 - 2691
[68] Journal of Organometallic Chemistry, 2015, vol. 794, p. 136 - 145
[69] Angewandte Chemie - International Edition, 2015, vol. 54, # 46, p. 13686 - 13690[70] Angew. Chem., 2015, vol. 127, # 46, p. 13694,1
[71] Chemical Communications, 2015, vol. 51, # 80, p. 14929 - 14932
[72] Chemistry Letters, 2015, vol. 44, # 10, p. 1365 - 1367
[73] Advanced Synthesis and Catalysis, 2016, vol. 358, # 6, p. 887 - 893
[74] Journal of the American Chemical Society, 2016, vol. 138, # 24, p. 7516 - 7519
[75] European Journal of Medicinal Chemistry, 2017, vol. 137, p. 351 - 364
[76] International Journal of Biological Macromolecules, 2017, vol. 103, p. 1096 - 1106
[77] Tetrahedron Letters, 2017, vol. 58, # 10, p. 973 - 976
[78] ACS Medicinal Chemistry Letters, 2017, vol. 8, # 8, p. 824 - 829
[79] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 17, p. 4075 - 4081
[80] Tetrahedron Letters, 2017, vol. 58, # 37, p. 3640 - 3642
[81] Journal of the American Chemical Society, 2017, vol. 139, # 35, p. 12153 - 12156
[82] Angewandte Chemie - International Edition, 2018, vol. 57, # 4, p. 929 - 932[83] Angew. Chem., 2018, vol. 130, p. 941 - 944,4
[84] Organic Letters, 2018, vol. 20, # 8, p. 2468 - 2471
[85] Organic Letters, 2018, vol. 20, # 12, p. 3487 - 3490
[86] Tetrahedron Letters, 2018, vol. 59, # 23, p. 2299 - 2301
[87] Patent: WO2018/107216, 2018, A1, . Location in patent: Page/Page column 26; 52; 53
[88] Patent: EP3357916, 2018, A1, . Location in patent: Paragraph 0093
[89] Angewandte Chemie - International Edition, 2018, vol. 57, # 40, p. 13106 - 13109[90] Angew. Chem., 2018, vol. 130, # 40, p. 13290 - 13293,4
[91] Patent: WO2009/118596, 2009, A2, . Location in patent: Page/Page column 27-28
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  • [ 606488-94-2 ]
Reference: [1] Journal of Physical Chemistry A, 2010, vol. 114, # 45, p. 12067 - 12074
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  • [ 766-66-5 ]
  • [ 1123-28-0 ]
  • [ 98-89-5 ]
Reference: [1] Zhurnal Russkago Fiziko-Khimicheskago Obshchestva, 1920, vol. 50, p. 582[2] Chem. Zentralbl., 1923, vol. 94, # III, p. 1359
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  • [ 1123-28-0 ]
  • [ 609-69-8 ]
  • [ 108-94-1 ]
  • [ 4350-82-7 ]
  • [ 18709-01-8 ]
Reference: [1] Berichte der Bunsengesellschaft/Physical Chemistry Chemical Physics, 1994, vol. 98, # 10, p. 1303 - 1307
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  • [ 29342-05-0 ]
Reference: [1] Patent: CN107417608, 2017, A,
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Reference: [1] Chemische Berichte, 1894, vol. 27, p. 2829
[2] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 4, p. 1317
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Reference: [1] Journal of Organic Chemistry, 1982, vol. 47, # 26, p. 5093 - 5096
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Reference: [1] Tetrahedron, 2007, vol. 63, # 30, p. 7187 - 7212
[2] Organic Letters, 2005, vol. 7, # 8, p. 1653 - 1656
[3] Synthetic Communications, 2013, vol. 43, # 21, p. 2955 - 2965
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  • [ 606488-94-2 ]
Reference: [1] Journal of Physical Chemistry A, 2010, vol. 114, # 45, p. 12067 - 12074
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Reference: [1] Tetrahedron Letters, 2017, vol. 58, # 6, p. 574 - 577
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Reference: [1] Patent: CN107417608, 2017, A,
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Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 16, p. 3739 - 3743
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Reference: [1] Organic and Biomolecular Chemistry, 2012, vol. 10, # 33, p. 6717 - 6723
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Reference: [1] Patent: CN106256830, 2016, A,
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