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Chemical Structure| 39201-33-7
Chemical Structure| 39201-33-7
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Product Details of [ 39201-33-7 ]

CAS No. :39201-33-7 MDL No. :MFCD00218781
Formula : C5H7NO2 Boiling Point : -
Linear Structure Formula :- InChI Key :YXBVMSQDRLXPQV-UHFFFAOYSA-N
M.W : 113.11 Pubchem ID :38239
Synonyms :

Safety of [ 39201-33-7 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 39201-33-7 ]

* 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 [ 39201-33-7 ]
  • Downstream synthetic route of [ 39201-33-7 ]

[ 39201-33-7 ] Synthesis Path-Upstream   1~13

  • 1
  • [ 96-48-0 ]
  • [ 39201-33-7 ]
YieldReaction ConditionsOperation in experiment
36%
Stage #1: at 190℃; for 2 h;
EXAMPLE 1; Stepl : 4-Cyanobutyric acidA mixture of γ-butyrolactone (5 g, 0.058 mol) and KCN (4.1 g, 0.064 mol) was heated to 190 °C for 2 h. The resulting reaction mixture was slowly cooled to room temperature and acidified to pH ~ 3-4 using citric acid solution. EtOAc was added to the mixture and the two layers were separated after stirring for 30 minutes. The organic layer was collected and washed with water and brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to get the pure 4-cyanobutyric acid (2.4 g, yield 36percent) as a brown liquid. 1H NMR (300MHz, DMSO-d6) δ 12.34 (br s, 1 H), 2.50 (t, J = 7.2 Hz, 2H), 2.31 (t, J = 7.2 Hz, 2H), 1 .81-1 .71 (m, 2H).
Reference: [1] Patent: WO2011/88187, 2011, A1, . Location in patent: Page/Page column 35
  • 2
  • [ 544-13-8 ]
  • [ 39201-33-7 ]
Reference: [1] European Journal of Organic Chemistry, 2006, # 23, p. 5238 - 5242
[2] Advanced Synthesis and Catalysis, 2007, vol. 349, # 10, p. 1667 - 1670
[3] Tetrahedron Letters, 1990, vol. 31, # 49, p. 7223 - 7226
[4] Chemical Communications, 1997, # 11, p. 1041 - 1042
[5] Journal of the Chemical Society - Perkin Transactions 1, 1997, # 21, p. 3197 - 3204
[6] Tetrahedron, 1990, vol. 46, # 16, p. 5587 - 5590
[7] Journal of the Chemical Society, Chemical Communications, 1990, # 8, p. 648 - 650
[8] Tetrahedron, 1990, vol. 46, # 16, p. 5587 - 5590
[9] Agricultural and Biological Chemistry, 1980, vol. 44, # 10, p. 2497 - 2498
[10] Journal of Organic Chemistry, 1998, vol. 63, # 14, p. 4792 - 4801
[11] Synthesis, 2001, # 12, p. 1866 - 1872
  • 3
  • [ 90734-81-9 ]
  • [ 39201-33-7 ]
Reference: [1] European Journal of Organic Chemistry, 2000, # 8, p. 1527 - 1533
  • 4
  • [ 201230-82-2 ]
  • [ 109-75-1 ]
  • [ 39201-33-7 ]
  • [ 39621-27-7 ]
Reference: [1] ChemCatChem, 2017, vol. 9, # 6, p. 1105 - 1112
[2] ChemCatChem, 2017, vol. 9, # 6, p. 1105 - 1112
  • 5
  • [ 544-13-8 ]
  • [ 110-94-1 ]
  • [ 39201-33-7 ]
Reference: [1] Tetrahedron Letters, 1990, vol. 31, # 49, p. 7223 - 7226
[2] Tetrahedron Letters, 1988, vol. 29, # 21, p. 2589 - 2590
[3] Patent: US5908954, 1999, A,
  • 6
  • [ 25335-74-4 ]
  • [ 39201-33-7 ]
Reference: [1] Journal of Organic Chemistry, 1996, vol. 61, # 19, p. 6486 - 6487
  • 7
  • [ 64-69-7 ]
  • [ 107-13-1 ]
  • [ 39201-33-7 ]
Reference: [1] Tetrahedron, 1993, vol. 49, # 37, p. 8465 - 8470
  • 8
  • [ 5699-72-9 ]
  • [ 39201-33-7 ]
  • [ 107-92-6 ]
Reference: [1] Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1981, vol. 30, # 8, p. 1511 - 1515[2] Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1981, vol. 30, # 8, p. 1842 - 1846
[3] Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1981, vol. 30, # 8, p. 1511 - 1515[4] Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1981, vol. 30, # 8, p. 1842 - 1846
[5] Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1984, vol. 33, # 10, p. 2099 - 2104[6] Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1984, # 10, p. 2300 - 2305
[7] Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1984, vol. 33, # 10, p. 2099 - 2104[8] Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1984, # 10, p. 2300 - 2305
  • 9
  • [ 96-48-0 ]
  • [ 143-33-9 ]
  • [ 39201-33-7 ]
Reference: [1] DRP/DRBP Org.Chem.,
[2] Justus Liebigs Annalen der Chemie, 1955, vol. 596, p. 162,182
[3] Experientia, 1949, vol. 5, p. 93,108[4] Justus Liebigs Annalen der Chemie, 1953, vol. 582, p. 1,16, 35
[5] Bulletin of the Academy of Sciences of the USSR Division of Chemical Science, 1977, vol. 26, # 4, p. 767 - 771
  • 10
  • [ 17216-62-5 ]
  • [ 39201-33-7 ]
Reference: [1] Helvetica Chimica Acta, 1952, vol. 35, p. 2116
  • 11
  • [ 10444-38-9 ]
  • [ 39201-33-7 ]
Reference: [1] Journal of the Chemical Society, 1943, p. 513,516
  • 12
  • [ 17133-09-4 ]
  • [ 39201-33-7 ]
Reference: [1] Journal of the Chemical Society [Section] C: Organic, 1967, p. 2225 - 2228
  • 13
  • [ 120-92-3 ]
  • [ 39201-33-7 ]
Reference: [1] Bulletin of the Chemical Society of Japan, 1977, vol. 50, p. 726 - 730
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