Basic information Safety Supplier Related

trans-2-Benzylamino-1-cyclohexanol

Basic information Safety Supplier Related

trans-2-Benzylamino-1-cyclohexanol Basic information

Product Name:
trans-2-Benzylamino-1-cyclohexanol
Synonyms:
  • TRANS-2-BENZYLAMINO-1-CYCLOHEXANOL
  • TRANS-2-(BENZYLAMINO)CYCLOHEXANOL
  • Trans-2-benzylamino-1-cyclohexanol, 99+%
  • (1R,2R)-2-(benzylamino)cyclohexanol
  • (1R,2R)-2-(benzylaMino)cyclopentanol
  • rel-(1R,2R)-2-[(Phenylmethyl)amino]cyclohexanol
  • (2-hydroxycyclohexyl)-(phenylmethyl)ammonium
  • amino)cycL
CAS:
40571-86-6
MF:
C13H19NO
MW:
205.3
Product Categories:
  • pharmacetical
Mol File:
40571-86-6.mol
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trans-2-Benzylamino-1-cyclohexanol Chemical Properties

Melting point:
69-72 °C
Boiling point:
69-72°C
Density 
0.9923 (rough estimate)
refractive index 
1.5175 (estimate)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
form 
crystal
pka
14.83±0.40(Predicted)
color 
white
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Safety Information

Risk Statements 
11-36/37/38
Safety Statements 
24/25
TSCA 
No
HS Code 
2921490090

MSDS

  • Language:English Provider:ACROS
  • Language:English Provider:ALFA
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trans-2-Benzylamino-1-cyclohexanol Usage And Synthesis

Chemical Properties

VERY SLIGHTLY YELLOW TO BEIGE CRYSTALLINE POWDER

Uses

suzuki reaction

Synthesis

286-20-4

100-46-9

40571-86-6

General procedure for the synthesis of trans-2-benzylaminocyclohexanol from cyclohexene oxide and benzylamine: cyclohexene oxide (20 g, 204 mmol) was mixed with benzylamine (44 g, 411 mmol), and the reaction was carried out for 6 hours at 80 °C. After completion of the reaction, the excess benzylamine was removed by distillation under reduced pressure. The crude product was purified by silica gel column chromatography with the eluent being a chloroform solution of 5-10% methanol to give (1RS,2RS)-trans-2-benzylaminocyclohexanol (26 g, 127 mmol, 62% yield) as white crystals.

References

[1] Tetrahedron Letters, 2008, vol. 49, # 9, p. 1546 - 1550
[2] Tetrahedron, 2011, vol. 67, # 47, p. 9214 - 9218
[3] Journal of Organic Chemistry, 2007, vol. 72, # 10, p. 3713 - 3722
[4] Tetrahedron Letters, 1990, vol. 31, # 32, p. 4661 - 4664
[5] Synthetic Communications, 2001, vol. 31, # 21, p. 3295 - 3302

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