(1-AMINO-1-CYCLOHEXYL)PHOSPHONIC ACID

Base Information

• Chemical Name: (1-AMINO-1-CYCLOHEXYL)PHOSPHONIC ACID
• CAS No.: 67398-11-2
• Molecular Formula: C6H14 N O3 P
• Molecular Weight: 179.156
• Mol file: 67398-11-2.mol

Synonyms:NSC 320308

Chemical Property of (1-AMINO-1-CYCLOHEXYL)PHOSPHONIC ACID

Chemical Property:

• Vapor Pressure: 2.81E-06mmHg at 25°C
• Melting Point: 279-284 °C
• Boiling Point: 363.6 °C at 760 mmHg
• PKA: 1.35±0.20(Predicted)
• Flash Point: 173.7 °C
• Density: 1.32 g/cm³

Purity/Quality:

99% ^*data from raw suppliers

(1-Amino-1-cyclohexyl)phosphonicacid 97 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1-AMINO-1-CYCLOHEXYL)PHOSPHONIC ACID

There total 12 articles about (1-AMINO-1-CYCLOHEXYL)PHOSPHONIC ACID 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: 88.0%

diethyl 1-aminocyclohexylphosphonate (56372-35-1) → α-amino cyclohexylphosphonic acid (67398-11-2)

Guidance literature:

With hydrogenchloride; water; at 120 ℃; for 3h; Sealed tube;

DOI:10.1039/c3cc40907d

Reference yield: 30.0%

acetamide (60-35-5) + ethyl 2-oxocyclohexane carboxylate (1655-07-8) → 1-hydroxyethylene-(1,1-diphosphonic acid) (2809-21-4) + 2-amino-2-phosphonocyclohexanecarboxylic acid (102402-46-0) + ammonium 1-aminoethane-1,1-diphosphonate (124589-58-8) + α-amino cyclohexylphosphonic acid (67398-11-2)

Guidance literature:

acetamide; With acetyl chloride; In acetic acid; for 0.25h; Cooling with ice;

ethyl 2-oxocyclohexane carboxylate; In acetic acid; at 20 ℃; Further stages; Cooling with ice;

DOI:10.1080/10426500902737356

Reference yield: 18.0%

ethyl 4-oxocyclohexane-1-carboxylate (17159-79-4) → 4-amino-4-phosphonocyclohexanene-1-carboxylic acid (1206462-46-5) + α-amino cyclohexylphosphonic acid (67398-11-2) + ethyl cis-4-amino-4-phosphonocyclohexanenecarboxylate

Guidance literature:

ethyl 4-oxocyclohexane-1-carboxylate; With acetamide; acetic acid; acetyl chloride; at 20 ℃; Cooling with ice;

With phosphorus trichloride; at 75 ℃; Cooling with ice;

With hydrogenchloride; In water; for 8h; Reflux;

DOI:10.1080/10426507.2014.905573

upstream raw materials:

(1-amino-cyclohexyl)-phosphonic acid diethyl ester; picrate

cyclohexanone

1-Aminocyclohexanphosphonsaeure-di-i-propylester

diethyl 1-aminocyclohexylphosphonate

Downstream raw materials:

2,6-dibromocyclohexanone

cyclohexylideneamine

cyclohexanone

Refernces

• 1、 Moreno Pineda, Eufemio,Tuna, Floriana,Pritchard, Robin G.,Regan, Andrew C.,Winpenny, Richard E.P.,McInnes, Eric J. L.. "Molecular amino-phosphonate cobalt-lanthanide clusters". supporting information. p. 3522 - 3524. Retrieved 2013/05/09.
• 2、 Gueguen, Catherine,About-Jaudet, Elie,Collignon, Noel,Savignac, Philippe. "A new and efficient synthesis of α-amino cycloalkylphosphonic acids via electrophilic azidation of cycloalkylphosphonates". . p. 4131 - 4143. Retrieved 2007/10/03.