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[ CAS No. 505-48-6 ]

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Chemical Structure| 505-48-6
Chemical Structure| 505-48-6
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Product Details of [ 505-48-6 ]

CAS No. :505-48-6 MDL No. :MFCD00004428
Formula : C8H14O4 Boiling Point : 361.2°C at 760 mmHg
Linear Structure Formula :- InChI Key :-
M.W :174.19 g/mol Pubchem ID :10457
Synonyms :

Safety of [ 505-48-6 ]

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

Application In Synthesis of [ 505-48-6 ]

  • Upstream synthesis route of [ 505-48-6 ]
  • Downstream synthetic route of [ 505-48-6 ]

[ 505-48-6 ] Synthesis Path-Upstream   1~13

  • 1
  • [ 505-48-6 ]
  • [ 764-89-6 ]
  • [ 629-41-4 ]
Reference: [1] Catalysis Science and Technology, 2016, vol. 6, # 14, p. 5668 - 5683
  • 2
  • [ 1732-09-8 ]
  • [ 111-16-0 ]
  • [ 505-48-6 ]
  • [ 3946-32-5 ]
YieldReaction ConditionsOperation in experiment
88.58%Chromat. With Amberlyst 35 In water; acetic acid at 95℃; for 20 h; Inert atmosphere Example 5: Saponification of dimethyl suberate to yield suberic acid To a 250 mL round bottom flask equipped with a stir bar, heating mantle, temperature probe, and short path distillation head was added crude dimethyl suberate (1.15 g), Amberlyst 35 (0.2 g, pre-washed with methanol), acetic acid (10 mL), and DI water (2 mL). The reaction was heated to 95 °C for 20 hours with a gentle stream of nitrogen (0.05 SCFH) passing through the headspace. GC analysis showed high conversion of dimethyl suberate to suberic acid as shown in Table 6.Table 6 - GC analysis of crude reaction mixture[0093] The product solution was cooled and filtered to remove catalyst using a syringe filter (0.45 u, polypropylene). The clear product solution was loaded to a 250 mL round bottom flask equipped with a stir bar, heating mantle, temperature probe, and short path distillation head. The acetic acid was distilled out under atmospheric pressure to leave an oily residue. To the residue was added DI water (10 mL). The water was distilled out to leave about 4 mL of solution which was allowed to gradually cool to room temperature with the stirring off. Upon cooling, white crystals were evident. The solid was isolated by filtration and washed with DI water (4 mL). The solids were dried at 100 °C to yield 0.41 g of white crystalline product. A sample of the product was dissolved in acetone for GC analysis and results are shown in Table 7.
Reference: [1] Patent: WO2014/150384, 2014, A1, . Location in patent: Paragraph 0091; 0092; 0093
  • 3
  • [ 67-56-1 ]
  • [ 505-48-6 ]
  • [ 3946-32-5 ]
  • [ 1732-09-8 ]
Reference: [1] Green Chemistry, 2016, vol. 18, # 21, p. 5764 - 5768
[2] Journal of the Chemical Society, 1935, p. 290,291
  • 4
  • [ 505-48-6 ]
  • [ 3946-32-5 ]
Reference: [1] Helvetica Chimica Acta, 2005, vol. 88, # 9, p. 2470 - 2478
[2] European Journal of Organic Chemistry, 1999, # 10, p. 2655 - 2662
[3] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 13, p. 3457 - 3471
[4] Chemistry of Heterocyclic Compounds, 2015, vol. 51, # 7, p. 647 - 657[5] Khim. Geterotsikl. Soedin., 2015, vol. 51, # 7, p. 647 - 657,11
  • 5
  • [ 67-56-1 ]
  • [ 505-48-6 ]
  • [ 3946-32-5 ]
Reference: [1] Liebigs Annalen der Chemie, 1985, # 5, p. 1168 - 1174
[2] Chemische Berichte, 1942, vol. 75, p. 294
[3] Journal of Medicinal Chemistry, 1983, vol. 26, # 12, p. 1741 - 1746
  • 6
  • [ 505-48-6 ]
  • [ 77-78-1 ]
  • [ 3946-32-5 ]
Reference: [1] Bulletin of the Chemical Society of Japan, 1986, vol. 59, # 8, p. 2481 - 2484
  • 7
  • [ 505-48-6 ]
  • [ 1732-09-8 ]
  • [ 3946-32-5 ]
Reference: [1] Journal of the Chemical Society, 1958, p. 4435,4443
  • 8
  • [ 186581-53-3 ]
  • [ 505-48-6 ]
  • [ 3946-32-5 ]
Reference: [1] Journal of the American Chemical Society, 1985, vol. 107, # 5, p. 1365 - 1369
  • 9
  • [ 6066-82-6 ]
  • [ 505-48-6 ]
  • [ 68528-80-3 ]
Reference: [1] Chemical Communications, 2007, # 2, p. 180 - 182
[2] Synlett, 2013, vol. 24, # 6, p. 765 - 769
[3] Chemical and Pharmaceutical Bulletin, 1990, vol. 38, # 2, p. 464 - 466
[4] Patent: WO2016/5474, 2016, A1, . Location in patent: Page/Page column 42
[5] Chemical Papers, 2016, vol. 70, # 4, p. 505 - 514
  • 10
  • [ 505-48-6 ]
  • [ 62-53-3 ]
  • [ 149647-78-9 ]
Reference: [1] Patent: WO2010/43904, 2010, A2, . Location in patent: Page/Page column 19
[2] Patent: US2011/263712, 2011, A1,
[3] Tetrahedron Letters, 2015, vol. 56, # 44, p. 6108 - 6111
  • 11
  • [ 505-48-6 ]
  • [ 149647-78-9 ]
Reference: [1] Organic Preparations and Procedures International, 2001, vol. 33, # 4, p. 391 - 394
[2] Chemistry - A European Journal, 2016, vol. 22, # 20, p. 6964 - 6967
[3] ChemMedChem, 2018, vol. 13, # 19, p. 2073 - 2079
[4] Patent: WO2005/23179, 2005, A2,
  • 12
  • [ 505-48-6 ]
  • [ 75-65-0 ]
  • [ 234081-94-8 ]
YieldReaction ConditionsOperation in experiment
31% With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 5 h; Octanedioic acid (1.00 g, 5.75 mmol), 2-methyl-2-propanol (6.9 mL, 71.8 mmol), EDCI (1.1 g, 5.74 mmol) and DMAP (0.7 g, 5.74 mmol) were dissolved in DCM (6.8 mL). The reaction was stirred at room temperature for 5 hours. The reaction mixture was diluted with diethyl ether (60 mL) and washed with 0.01 N HCI (50 mL) and water (50 mL). The organic phase was then dried over MgS04 and the solvent was removed in vacuo. The crude product was purified by flash column chromatography with 1 : 1 EtOAc: Petrol to give 8-(fe f-butoxy)-8- oxooctanoic acid (0.41 g, 1.77 mmol, 31percent) as colourless oil. 1H NMR (400 MHz, DMSO-d6) δ ppm 11.94 (br s, 1 H), 2.18 (dd, J = 14.6, 7.3 Hz, 4H), 1.54-1.42 (m, 4H), 1.40 (s, 9H), 1.34-1.20 (m, 4H)
Reference: [1] Patent: WO2017/212329, 2017, A1, . Location in patent: Page/Page column 30; 83; 84
[2] Chemistry and Physics of Lipids, 2002, vol. 119, # 1-2, p. 51 - 68
[3] Chemical Communications, 1999, # 9, p. 823 - 824
  • 13
  • [ 505-48-6 ]
  • [ 946150-57-8 ]
Reference: [1] Organic Process Research and Development, 2016, vol. 20, # 10, p. 1812 - 1820
[2] Organic Process Research and Development, 2016, vol. 20, # 10, p. 1812 - 1820
[3] Organic Process Research and Development, 2016, vol. 20, # 10, p. 1812 - 1820
[4] Organic Process Research and Development, 2016, vol. 20, # 10, p. 1812 - 1820
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