110716-75-1

Basic information

• Product Name: Cyclohexanol, 2-(phenylamino)-, (1R,2R)-
• CAS NO: 110716-75-1
• Molecular Formula: C12H17NO
• Molecular Weight: 191.273
• Mol File: 110716-75-1.mol
• Article Data: 171

Chemical Properties

• CAS DataBase Reference: Cyclohexanol, 2-(phenylamino)-, (1R,2R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexanol, 2-(phenylamino)-, (1R,2R)-(110716-75-1)
• EPA Substance Registry System: Cyclohexanol, 2-(phenylamino)-, (1R,2R)-(110716-75-1)

Safety Data

• Hazardous Substances Data: 110716-75-1(Hazardous Substances Data)

Upstream product

• 86099-82-3 2-(N-isopropylanilino)cyclohexanone 
• 18713-90-1 7-phenyl-7-aza-bicyclo[4.1.0]heptane 
• 591-50-4 iodobenzene 
• 5456-63-3 trans-2-aminocyclohexanol hydrochloride 
• 286-20-4 cyclohexene oxide 
• 62-53-3 aniline 
• 286-20-4 cyclohexane-1,2-epoxide 
• 4504-43-2 2-(phenylamino)cyclohexa-1-one 
• 1056477-06-5 2-bromocyclohexanone 
• 108-94-1 cyclohexanone 
• 62509-73-3 cyclohex-2-en-1-yl phenylcarbamate 
• 28141-32-4 2-Iodo-cyclohexanol 
• 622-37-7 Phenyl azide 
• 110-83-8 cyclohexene 

Downstream Products

• 1220636-79-2 C₁₄H₁₉NO₂ 
• 110674-21-0 C₁₃H₁₉NO₂ 
• 822-67-3 Cyclohex-2-enol 
• 30303-39-0 trans-N,N'-diphenyl-1,2-cyclohexanediamine 
• 101043-30-5 trans-1-Chloro-2-(phenylamino)-cyclohexane 
• 18713-90-1 7-phenyl-7-aza-bicyclo[4.1.0]heptane 
• 109128-84-9 (+/-)-trans-2-(N-Methyl-N-phenylamino)cyclohexanol 

Relevant articles and documents

Differentiation of Epoxide Enantiomers in the Confined Spaces of an Homochiral Cu(II) Metal-Organic Framework by Kinetic Resolution

TAMOF-1, a homochiral metal-organic framework (MOF) constructed from an amino acid derivative and Cu(II), was investigated as a heterogeneous catalyst in kinetic resolutions involving the ring opening of styrene oxide with a set of anilines. The branched

Synthesis and structure of an air-stable bis(pentamethylcyclopentadienyl) zirconium pentafluorbezenesulfonate and its application in catalytic epoxide ring-opening reactions

An air-stable mononuclear complex of bis(pentamethylcyclopentadienyl) zirconium pentafluorbezenesulfonate was successfully synthesized by treating C6F5SO3Ag with [(CH3)5Cp]2ZrCl2, which showed the cationic uninuclear structure of [{(CH3)5Cp}2Zr(CH3CN)2(H2O)][OSO2C6F5]2·CH3CN (1) confirmed by the X-ray analysis. Complex 1 was also characterized by other techniques and found to have the good nature of air-stability, water tolerance, thermally-stability and strong Lewis-acidity. Moreover, the complex showed high catalytic activity and recyclability in catalytic epoxide ring-opening reactions by amines or alcohols. This catalytic system affords a simple and efficient approach for synthesis of β-amino alcohols or β-alkoxy alcohols.

Desymmetric ring-opening of meso-epoxides with anilines: A simple way to chiral β-amino alcohols

Chiral β-amino alcohols were afforded by desymmetric ring-opening of meso-epoxides with anilines catalyzed by chiral Yb triflate complex in up to 80.1% ee.

Development of Solvent-Dispersible Coordination Polymer Nanocrystals and Application as Efficient Heterogeneous Catalysts

Nonporous coordination polymers (CPs) constructed from flexible bridging ligands have seldom been utilized in practical applications, owing to limited solubility and/or stability in most solvents. Here we have produced nanocrystal coordination polymers (N

Efficient synthesis of β-amino alcohols catalyzed by niobium pentachloride: Regioselective ring opening of epoxides with aromatic amines

Epoxides undergo a rapid ring-opening reaction with aromatic amines catalyzed by niobium pentachloride under mild reaction conditions. All the reactions were carried out at room temperature to afford the corresponding β-amino alcohols in excellent yields

Transition metal-based lewis acid catalyzed ring opening of epoxides using amines under solvent-free conditions

Transition metal-based Lewis acids, such as SnCl4·5H 2O, Co(OAc)2·4H2O, Ni(OAc) 2·2H2O, NiCl2, Mn(OAc) 2·4H2O etc. catalyze the nucleophilic opening of epox

Bi(OTf)3- and Bi(TFA)3-catalyzed ring opening of epoxides with anilines under microwave irradiation

A facile and environmentally friendly methodology for ring opening of epoxides with anilines has been developed in the presence of catalytic amounts of bismuth (III) triflate or bismuth (III) trifluoroacetate using microwave-assisted heating. The ease of this procedure allowed preparation of the β-aminoalcohols quickly and efficiently.

Copper(II) tetrafluoroborate-catalyzed ring-opening of epoxides by amines

Copper(II) tetrafluoroborate catalyzes efficiently the selective opening of epoxides by amines leading to the synthesis of β-amino alcohols. The reaction works well with aromatic and aliphatic amines in high yields under solvent-free conditions.

Application of sulfonyl chlorides and chiral amines in the efficient synthesis of nonracemic sulfinamides

A simple protocol that allows the preparation of separable epimeric sulfinamides from chiral amines and sulfonyl chlorides reduced in situ with triphenylphosphine in the presence of KOH is described. Using this method, tosyl chloride and nosyl chloride were successfully reacted with α-substituted primary amines to give five diastereomeric pairs, in certain cases accompanied by a small amount of the corresponding sulfonamide. Enantiopure products were isolated by column chromatography. The obtained enantiomerically pure sulfinamides were tested as organocatalysts in the asymmetric epoxide ring opening.

New methods of resolution and purification of racemic and diastereomeric amino alcohol derivatives using boric acid and chiral 1,1′-bi-2-naphthol

Resolution of the racemic amino alcohol derivatives 1-6 is readily achieved to obtain enantiomerically enriched compounds using chiral 1,1′-bi-2-naphthol and boric acid in solvents such as CH3-CN, THF, and MeOH. Purification of the diastereomer

Multifunctionality in two families of dinuclear lanthanide(III) complexes with a tridentate schiff-base ligand

The employment of N-(2-carboxyphenyl)salicylideneimine in 4f metal chemistry has led to two families of dinuclear complexes depending on the lanthanide(III) used. Representative members exhibit interesting magnetic, optical, and catalytic properties.

Copper-based metal-organic framework for the facile ring-opening of epoxides

A simplified, facile route was applied for the synthesis of Cu(bpy)(H2O)2(BF4)2(bpy) [Cu-MOF] from Cu(BF4)2sH2O and 4,4′-bipyridine in aqueous ethanol. The Cu-MOF catalyst was characterized by XRD, elemental analysis, N2 adsorption, SEM, TEM, and electron diffraction. The crystalline Cu-MOF is an efficient catalyst in the ring-opening reactions of epoxides with alcohols and aniline under ambient, solvent-free conditions. The catalytic activity of Cu-MOF was comparable to that of the homogeneous catalyst Cu(BF4)2sH2O in the case of methanolysis, but the relative activity dropped significantly with increasing steric bulkiness of the alcohol, indicating the location of active sites in micropores. Although the catalyst was found to be truly heterogeneous and recyclable with no loss of activity, XRD revealed some restructuring due to interaction with methanol. This restructuring is attributed to the partial replacement of the structural water molecules by methanol, leading to significant changes in the H-bonding system of Cu-MOF.

Air-stable Organoantimony (III) Perfluoroalkyl(aryl)sulfonate complexes as highly efficient, selective, and recyclable catalysts for C–C and C–N bond-forming reactions

A series of air-stable organoantimony (III) perfluoroalkyl(aryl)sulfonate complexes with an azastibocine framework {t-BuN(CH2C6H4)2SbOSO2C4F9 (2a); [t-BuN(CH2C6/