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4043-87-2

Basic Information
CAS No.: 4043-87-2
Name: DL-Pipecolinic acid
Article Data: 79
Cas Database
Molecular Structure:
Molecular Structure of 4043-87-2 (DL-Pipecolinic acid)
Formula: C6H11NO2
Molecular Weight: 129.159
Synonyms: DL-2-Piperidinecarboxylic acid;(±)-2-Piperidinecarboxylic acid;(±)-Pipecolic acid;(±)-Pipecolinic acid;2-Carboxypiperidine;Acide 2-pipéridinecarboxylique;Dihydrobaikiaine;α-Pipecolinic acid;
EINECS: 223-737-1
Density: 1.125 g/cm3
Melting Point: 282 °C (dec.)(lit.)
Boiling Point: 265.8 °C at 760 mmHg
Flash Point: 114.5 °C
Solubility: N/A
Appearance: white to light beige fine crystalline powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36
Transport Information: N/A
PSA: 49.33000
LogP: 0.54190
Synthetic route
98-98-6

2-Picolinic acid

4043-87-2

pipecolic Acid

Conditions
ConditionsYield
With (R)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyldiphenylphosphine; hydrogen; di(norbornadiene)rhodium(I) tetrafluoroborate In methanol at 60℃; under 75006 Torr; for 20h; Product distribution; Further Variations:; Reagents; Solvents; ratio;100%
With hydrogen; platinum(IV) oxide In ethanol at 125℃; under 18751.5 Torr; for 1h; Irradiation; microwave irradiation;99%
With hydrogen; platinum(IV) oxide In ethanol at 80℃; under 5171.62 Torr; for 0.166667h; microwave irradiation;99%
636-80-6

2-picolinic acid hydrochloride

4043-87-2

pipecolic Acid

Conditions
ConditionsYield
With hydrogen; platinum(IV) oxide In water at 60℃; under 3102.9 Torr; for 5h;100%
With water; platinum Hydrogenation;
115819-92-6

1-hydroxypiperidine-2-carboxylic acid

4043-87-2

pipecolic Acid

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal89%
56099-73-1, 144630-15-9

(+/-)-(4-toluenesulfonyl)-piperidine-2-carboxylic acid

4043-87-2

pipecolic Acid

Conditions
ConditionsYield
With naphthalene; sodium In tetrahydrofuran at -78℃; for 0.75h;89%
60644-15-7

N-acetylpiperidine-2-carbonitrile

4043-87-2

pipecolic Acid

Conditions
ConditionsYield
acid hydrolysis;55%
657-27-2, 10098-89-2

L-Lysine hydrochloride

4043-87-2

pipecolic Acid

Conditions
ConditionsYield
With hydrogen; 5%-palladium/activated carbon In water at 200℃; under 5171.62 Torr; for 8h; Product distribution / selectivity;43%
With hydrogen; nickel In water at 200℃; under 5171.62 - 51716.2 Torr; for 8h; Product distribution / selectivity;33%
With hydrogen; 5% active carbon-supported ruthenium In water at 200℃; under 5171.62 - 51716.2 Torr; for 8h; Product distribution / selectivity;18%
With hydrogen; platinum on carbon In water at 200℃; under 5171.62 Torr; for 8h; Product distribution / selectivity;0%
110-89-4

piperidine

64-18-6

formic acid

A

498-94-2

isonipecotic acid

B

56-40-6

glycine

C

4043-87-2

pipecolic Acid

D

498-95-3

nipecotic acid

Conditions
ConditionsYield
In water at 10 - 20℃; for 1h; contact glow discharge electrolysis (500-600 V, 45 mA);A 4.3%
B 0.1%
C 0.8%
D 2.9%
4515-18-8

1-nitroso-piperidine-2-carboxylic acid

4043-87-2

pipecolic Acid

Conditions
ConditionsYield
With perchloric acid; ammonium sulfamate; sodium thiocyanide at 50℃; Rate constant; piperidinium perchlorate, 18h; transnitrosating studies;
79-46-9

2-nitropropane

14-(1-ammonio-1-carboxypentyl)-5,6,8,9-tetrahydro-7-(4-methoxy-3-sulphonatophenyl)dibenzoacridinium perchlorate

A

92445-40-4

2-Methoxy-5-(5,6,8,9-tetrahydro-dibenzo[c,h]acridin-7-yl)-benzenesulfonic acid; compound with perchloric acid

B

4043-87-2

pipecolic Acid

Conditions
ConditionsYield
With sodium hydride 1.) water, 25 deg C, 10 min; 2.) water, 80 deg C, 3 h; further solv., var. temp. and time; Yield given. Multistep reaction;
With sodium hydride 1.) water, 25 deg C, 10 min; 2.) water, 80 deg C, 3 h; further solv., var. temp. and time; Yield given. Yields of byproduct given;
13137-43-4

(+/-)-2,6-dibromohexanoic acid

B

4043-87-2

pipecolic Acid

Conditions
ConditionsYield
With copper(I) chloride; ammonium hydroxide; ammonium carbonate at 125℃; for 24h; Title compound not separated from byproducts;A 8 % Chromat.
B 44 % Chromat.
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Chemistry


IUPAC Name: Piperidine-2-carboxylic acid 
Empirical Formula: C6H11NO2
Molecular Weight: 129.157
Canonical SMILES: C1CCNC(C1)C(=O)O
InChI: InChI=1S/C6H11NO2/c8-6(9)5-3-1-2-4-7-5/h5,7H,1-4H2,(H,8,9)
InChIKey: HXEACLLIILLPRG-UHFFFAOYSA-N
EINECS: 223-737-1
Product Categories: Amino ACIDS SERIES; Organic acids 
storage temp.: Store at RT. 
Index of Refraction: 1.478
Molar Refractivity: 32.51 cm3
Molar Volume: 114.7 cm3
Surface Tension: 40.3 dyne/cm
Density: 1.125 g/cm3
Flash Point: 114.5 °C
Enthalpy of Vaporization: 55.45 kJ/mol
Boiling Point: 265.8 °C at 760 mmHg
Vapour Pressure: 0.0026 mmHg at 25 °C 
Melting Point: 282 °C (dec.)(lit.)
Classification Code of Pipecolic acid (CAS NO.4043-87-2): Mutation data

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 610mg/kg (610mg/kg)   Clinical and Experimental Pharmacology and Physiology. Vol. 21, Pg. 997, 1994.
mouse LD50 intravenous 2200mg/kg (2200mg/kg)   Therapie. Vol. 23, Pg. 1343, 1968.

Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing.
WGK Germany: 3
Hazard Note: Irritant

Specification

  Pipecolic acid (CAS NO.4043-87-2), its Synonyms are 535-75-1 ; 2-Piperidinecarboxylic acid ; Acide pipecolique ; Acide piperidine-carboxylique-2 ; Hexahydropicolinic acid ; Homoproline ; Pipecolate .