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[ CAS No. 1121-22-8 ] {[proInfo.proName]}

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Chemical Structure| 1121-22-8
Chemical Structure| 1121-22-8
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Product Details of [ 1121-22-8 ]

CAS No. :1121-22-8 MDL No. :MFCD00063747
Formula : C6H14N2 Boiling Point : -
Linear Structure Formula :- InChI Key :SSJXIUAHEKJCMH-PHDIDXHHSA-N
M.W : 114.19 Pubchem ID :43806
Synonyms :
Chemical Name :trans-Cyclohexane-1,2-diamine

Calculated chemistry of [ 1121-22-8 ]

Physicochemical Properties

Num. heavy atoms : 8
Num. arom. heavy atoms : 0
Fraction Csp3 : 1.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 2.0
Num. H-bond donors : 2.0
Molar Refractivity : 34.26
TPSA : 52.04 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -7.22 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.49
Log Po/w (XLOGP3) : -0.32
Log Po/w (WLOGP) : 0.21
Log Po/w (MLOGP) : 0.21
Log Po/w (SILICOS-IT) : 0.15
Consensus Log Po/w : 0.35

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -0.35
Solubility : 51.4 mg/ml ; 0.45 mol/l
Class : Very soluble
Log S (Ali) : -0.31
Solubility : 55.7 mg/ml ; 0.488 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -0.31
Solubility : 55.8 mg/ml ; 0.489 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.81

Safety of [ 1121-22-8 ]

Signal Word:Danger Class:8
Precautionary Statements:P210-P261-P264-P271-P280-P301+P330+P331-P303+P361+P353-P304+P340+P310-P305+P351+P338+P310-P312-P363-P370+P378-P403+P233-P403+P235-P405-P501 UN#:2735
Hazard Statements:H227-H303-H314-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 1121-22-8 ]

* 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 [ 1121-22-8 ]
  • Downstream synthetic route of [ 1121-22-8 ]

[ 1121-22-8 ] Synthesis Path-Upstream   1~16

  • 1
  • [ 1121-22-8 ]
  • [ 20439-47-8 ]
  • [ 21436-03-3 ]
Reference: [1] Tetrahedron Asymmetry, 2003, vol. 14, # 18, p. 2763 - 2769
[2] Journal of the American Chemical Society, 2012, vol. 134, # 30, p. 12758 - 12773
[3] CrystEngComm, 2012, vol. 14, # 24, p. 8708 - 8713
[4] Tetrahedron Asymmetry, 2017, vol. 28, # 3, p. 454 - 459
  • 2
  • [ 1121-22-8 ]
  • [ 108-59-8 ]
  • [ 20439-47-8 ]
  • [ 21436-03-3 ]
  • [ 186144-56-9 ]
Reference: [1] Organic Letters, 2005, vol. 7, # 18, p. 4045 - 4048
  • 3
  • [ 1121-22-8 ]
  • [ 21436-03-3 ]
Reference: [1] Advanced Synthesis and Catalysis, 2014, vol. 356, # 4, p. 818 - 830
[2] Zeitschrift fuer Anorganische und Allgemeine Chemie, 1937, vol. 233, p. 97,98
[3] Proceedings of the Koninklijke Nederlandse Akademie van Wetenschappen, Series B: Physical Sciences, 1937, vol. 40, p. 12[4] Zeitschrift fuer Anorganische und Allgemeine Chemie, 1937, vol. 233, p. 97,99
[5] Gazzetta Chimica Italiana, 1972, vol. 102, p. 855 - 892
[6] Synlett, 2016, vol. 27, # 1, p. 126 - 130
  • 4
  • [ 1121-22-8 ]
  • [ 108-59-8 ]
  • [ 21436-03-3 ]
  • [ 186144-56-9 ]
Reference: [1] Chemical Communications, 1996, # 21, p. 2471 - 2472
  • 5
  • [ 1121-22-8 ]
  • [ 108-59-8 ]
  • [ 20439-47-8 ]
  • [ 21436-03-3 ]
  • [ 186144-56-9 ]
Reference: [1] Chemical Communications, 1996, # 21, p. 2471 - 2472
  • 6
  • [ 286-18-0 ]
  • [ 1121-22-8 ]
YieldReaction ConditionsOperation in experiment
28.1 g at 90 - 95℃; To the reaction flask was added epoxycyclohexane (39.2 g, 0.4 mol) and 30percent aqueous ammonia (1.0 mol) Stirred at room temperature for 1.5 hours, the solution gradually clear,The reaction was complete and the mixture was cooled under reduced pressure and cooled to give a white solid,Add 35 grams of water to complete the mixingAfter dissolution, cool down to ° C,Slowly add 50percent sulfuric acid aqueous solution, the entire process temperature control does not exceed 30 ° C,Stirring,Decompression gradually heated to 80 ° C in addition to water, the system gradually sticky curing,Stop stirring, continue to vacuum for 4 hours, remove the solid crushed, Continue to warm up to 120 ° C vacuum for 12 hours, Karl Fischer titration of water is 0.22percent. In another reaction bottle,Adding sodium hydroxide solution,The temperature was raised to 40 ° C, and the above solid powder was added in batches,The whole process of temperature control does not exceed 50 ° C,After joining,Raise the temperature to 60 ° C, stir until fully clear,The reaction was completed, where the pH was 9-10 and 1,2-dichloroethane was added After extraction and distillation, 27.2 g of aziridine was obtained, GC: 99.6percentThe two-step yield was 70percent; aziridine (27.2 g,0.28 mol)30percent aqueous ammonia (0.48 mol) and inorganic boronic acid (3.5 g, 56 mmol) were added,Heated to 90-95 ° C overnight ,After the reaction was completed, the trans-cyclohexanediamine was obtained by distillation under reduced pressure,Cooled and solidified to 28.1 g of a white solid, GC: 99.7percent Yield 88percent, no cis isomer detection, HNMR consistent with the literature.
Reference: [1] Bulletin de la Societe Chimique de France, 1956, p. 382,387,1827
[2] Patent: CN106631815, 2017, A, . Location in patent: Paragraph 0013; 0014; 0015
  • 7
  • [ 71172-32-2 ]
  • [ 1121-22-8 ]
Reference: [1] Patent: US2828313, 1956, ,
[2] Patent: DE954504, 1955, ,
[3] Patent: US2828313, 1956, ,
[4] Patent: DE954504, 1955, ,
[5] Patent: US2828313, 1956, ,
[6] Patent: DE954504, 1955, ,
[7] Patent: US2828313, 1956, ,
[8] Patent: DE954504, 1955, ,
[9] Patent: US2828313, 1956, ,
[10] Patent: DE954504, 1955, ,
[11] Patent: US2828313, 1956, ,
[12] Patent: DE954504, 1955, ,
[13] Journal of the Chemical Society, 1949, p. 2627,2630
[14] Patent: US2828313, 1956, ,
[15] Patent: DE954504, 1955, ,
[16] Patent: US2828313, 1956, ,
[17] Patent: DE954504, 1955, ,
  • 8
  • [ 286-18-0 ]
  • [ 1121-22-8 ]
Reference: [1] Journal of Organic Chemistry, 1967, vol. 32, # 3, p. 511 - 517
  • 9
  • [ 2562-37-0 ]
  • [ 1121-22-8 ]
Reference: [1] Tetrahedron Letters, 2001, vol. 42, # 46, p. 8251 - 8254
  • 10
  • [ 108-45-2 ]
  • [ 26772-34-9 ]
  • [ 1121-22-8 ]
Reference: [1] Vysokomolekulyarnye Soedineniya, 1959, vol. 1, p. 518,523,524[2] Chem.Abstr., 1960, p. 17948
[3] Patent: US2606925, 1949, ,
  • 11
  • [ 286-20-4 ]
  • [ 1121-22-8 ]
Reference: [1] Patent: CN106631815, 2017, A,
  • 12
  • [ 492-99-9 ]
  • [ 1121-22-8 ]
Reference: [1] Zeitschrift fuer Anorganische und Allgemeine Chemie, 1937, vol. 233, p. 97,98
[2] Proceedings of the Koninklijke Nederlandse Akademie van Wetenschappen, Series B: Physical Sciences, 1936, vol. 39, p. 384,386
[3] Proceedings of the Koninklijke Nederlandse Akademie van Wetenschappen, Series B: Physical Sciences, 1937, vol. 40, p. 12[4] Zeitschrift fuer Anorganische und Allgemeine Chemie, 1937, vol. 233, p. 97,99
  • 13
  • [ 931-16-8 ]
  • [ 1121-22-8 ]
Reference: [1] Bulletin de la Societe Chimique de France, 1956, p. 382,387,1827
  • 14
  • [ 110-83-8 ]
  • [ 1121-22-8 ]
Reference: [1] Journal of the Chemical Society, 1949, p. 2627,2630
  • 15
  • [ 2802-07-5 ]
  • [ 26772-34-9 ]
  • [ 1121-22-8 ]
Reference: [1] Journal of the Chemical Society, 1956, p. 805,807
  • 16
  • [ 1121-22-8 ]
  • [ 146504-07-6 ]
Reference: [1] Angewandte Chemie - International Edition, 2017, vol. 56, # 15, p. 4272 - 4276[2] Angew. Chem., 2017, vol. 129, p. 4336 - 4340,5
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