3-Aminocyclohexanol

Base Information

• Chemical Name: 3-Aminocyclohexanol
• CAS No.: 6850-39-1
• Molecular Formula: C6H13NO
• Molecular Weight: 115.175
• Hs Code.: 2922199090
• European Community (EC) Number: 805-006-4
• DSSTox Substance ID: DTXSID20902517
• Nikkaji Number: J81.284F
• Mol file: 6850-39-1.mol

Synonyms:3-aminocyclohexanol;6850-39-1;3-Amino-cyclohexanol;3-aminocyclohexan-1-ol;MFCD03790923;40525-77-7;Cyclohexanol, 3-amino-;cis-3-Amino-cyclohexanol;cis-3-Aminocyclohexan-1-ol;3-hydroxycyclohexyl amine;MFCD19237868;rel-((1R,3R)-3-Aminocyclohexan-1-ol);NoName_3027;(3-Hydroxycyclohexyl)amine;SCHEMBL63214;1-Amino-3-hydroxycyclohexane;1798033-44-9;1R,3R-3-Amino-cyclohexanol;1S,3S-3-Amino-cyclohexanol;3-aminocyclohexanol, AldrichCPR;(1SR,3SR)-3-aminocyclohexanol;DTXSID20902517;NIQIPYGXPZUDDP-UHFFFAOYSA-N;Ziprasidone Amino Acid Sodium Salt;AKOS000163719;AKOS016842295;AC-1188;CS-W005423;GS-4399;SB23131;SB23132;SB30677;SB30678;SB37074;SB38319;SB38373;SY002564;SY157928;AM20070553;FT-0602020;FT-0651426;FT-0689650;FT-0696332;FT-0696333;FT-0696334;EN300-42951;A25706;J-511686;F2147-2237

Chemical Property of 3-Aminocyclohexanol

Chemical Property:

• Melting Point: 64-69°C
• Boiling Point: 201.1 °C at 760 mmHg
• PKA: 15.09±0.40(Predicted)
• Flash Point: 75.4 °C
• PSA: 46.25000
• Density: 1.037 g/cm³
• LogP: 0.94890
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform, Dichloromethane, Dichloro Sulfoxide, Methanol
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 115.099714038
• Heavy Atom Count: 8
• Complexity: 74.9

Purity/Quality:

99% ^*data from raw suppliers

3-Aminocyclohexanol(cis/transmixture) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(CC(C1)O)N

Technology Process of 3-Aminocyclohexanol

There total 17 articles about 3-Aminocyclohexanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 77.0%

3-amino-2-cyclohexen-1-ol → 3-aminocyclohexanol (6850-39-1)

Guidance literature:

With sodium hydroxide; hydrogen; nickel; In ethanol; water; at 40 - 55 ℃; under 7500.6 Torr;

DOI:10.1016/j.tetasy.2004.03.034

Reference yield:

hex-5-en-1-al (764-59-0) → 3-aminocyclohexanol (6850-39-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / TMSOTf / diethyl ether; CCl₄ / Ambient temperature

2: 93 percent / 16 h / Ambient temperature

3: aq. NaOH / 16 h / Ambient temperature

With sodium hydroxide; trimethylsilyl trifluoromethanesulfonate; In tetrachloromethane; diethyl ether;

DOI:10.1039/p19960000895

Reference yield:

3-Formamidocyclohexyl formate → 3-aminocyclohexanol (6850-39-1)

Guidance literature:

With sodium hydroxide; for 16h; Ambient temperature;

DOI:10.1039/p19960000895

upstream raw materials:

meta-hydroxyacetanilide

hex-5-en-1-al

N-<1-(Trimethylsiloxy)hex-5-enyl>formamide

(rac)-trans-1-(3-hydroxycyclohexyl)benzamide

Downstream raw materials:

(rac)-trans-1-(3-hydroxycyclohexyl)benzamide

(rac)-cis-1-(3-hydroxycyclohexyl)benzamide

(+/-)-N-(trans-3-hydroxy-cyclohexyl)-acetamide

(+/-)-cis-3-ethylamino-cyclohexanol

Refernces

• 1、 Bernardelli, Patrick,Bladon, Michael,Lorthiois, Edwige,Manage, Ajith C.,Vergne, Fabrice,Wrigglesworth, Roger. "Resolution of trans-3-aminocyclohexanol". . p. 1451 - 1455. Retrieved 2007/10/03.
• 2、 Johnson, A. Peter,Luke, Richard W. A.,Boa, Andrew N.. "Reactions of 1-acylamino-1-(trimethylsiloxy)alkanes: Versatile precursors to acylimines". . p. 895 - 905. Retrieved 2007/10/03.