DL-Pipecolinic acid

Base Information

• Chemical Name: DL-Pipecolinic acid
• CAS No.: 4043-87-2
• Molecular Formula: C6H11NO2
• Molecular Weight: 129.159
• Hs Code.: 2933399090
• Mol file: 4043-87-2.mol

Synonyms:DL-2-Piperidinecarboxylic acid;(±)-2-Piperidinecarboxylic acid;(±)-Pipecolic acid;(±)-Pipecolinic acid;2-Carboxypiperidine;Acide 2-pipéridinecarboxylique;Dihydrobaikiaine;α-Pipecolinic acid;

Chemical Property of DL-Pipecolinic acid

Chemical Property:

• Appearance/Colour: white to light beige fine crystalline powder
• Melting Point: 282 °C (dec.)(lit.)
• Refractive Index: 1.4300 (estimate)
• Boiling Point: 265.8 °C at 760 mmHg
• Flash Point: 114.5 °C
• PSA: 49.33000
• Density: 1.125 g/cm³
• LogP: 0.54190
• Storage Temp.: Store at RT.
• Solubility.: Methanol (Slightly), Water (Slightly)

Purity/Quality:

99%min ^*data from raw suppliers

DL-Homoproline ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of DL-Pipecolinic acid

There total 50 articles about DL-Pipecolinic 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: 100.0%

2-picolinic acid hydrochloride (636-80-6) → pipecolic Acid (4043-87-2,83680-83-5)

Guidance literature:

With hydrogen; platinum(IV) oxide; In water; at 60 ℃; for 5h; under 3102.9 Torr;

DOI:10.1021/jo00289a058

Reference yield: 100.0%

2-Picolinic acid (98-98-6) → pipecolic Acid (4043-87-2,83680-83-5)

Guidance literature:

With (R)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyldiphenylphosphine; hydrogen; di(norbornadiene)rhodium(I) tetrafluoroborate; In methanol; at 60 ℃; for 20h; under 75006 Torr; Further Variations:; Reagents; Solvents; ratio; Product distribution;

DOI:10.1007/s007060070013

Reference yield: 89.0%

(+/-)-(4-toluenesulfonyl)-piperidine-2-carboxylic acid (56099-73-1,144630-15-9) → pipecolic Acid (4043-87-2,83680-83-5)

Guidance literature:

With naphthalene; sodium; In tetrahydrofuran; at -78 ℃; for 0.75h;

DOI:10.1055/s-0031-1289648

upstream raw materials:

2-Picolinic acid

2-picolinic acid hydrochloride

piperidine

formic acid

Downstream raw materials:

ethyl pipecolate

Tetrahydro-oxazolo[3,4-a]pyridine-1,3-dione

tert-butyl 2-(hydroxymethyl)piperidine-1-carboxylate

Δ¹-pyrroline-2-carboxylic acid

Refernces

• 1、 Inoue et al.. "-". . p. 1014. Retrieved 1960.
• 2、 Freifelder. "-". . p. 4046. Retrieved 1962.
• 3、 Zhai, Yuxin,Chuang, Steven S. C.. "Photocatalytic Synthesis of Pipecolic Acid from Lysine on TiO2: Effects of the Structure of Catalysts and Adsorbed Species on Chiral Selectivity". . p. 1636 - 1643. Retrieved 2018.
• 4、 Martin et al.. "-". . p. 2079. Retrieved 1960.
• 5、 Li, Guoqiang,Yang, Huanhuan,Zhang, Haifu,Qi, Zhiyuan,Chen, Minda,Hu, Wei,Tian, Lihong,Nie, Renfeng,Huang, Wenyu. "Encapsulation of Nonprecious Metal into Ordered Mesoporous N-Doped Carbon for Efficient Quinoline Transfer Hydrogenation with Formic Acid". . p. 8396 - 8405. Retrieved 2018/08/17.