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| CAS No.: | 4043-87-2 |
|---|---|
| Name: | DL-Pipecolinic acid |
| Article Data: | 79 |
| Molecular Structure: | |
|
|
|
| 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 |
| Appearance: | white to light beige fine crystalline powder |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 26-36 |
| PSA: | 49.33000 |
| LogP: | 0.54190 |
- 483366-12-7(2S,4R)-1-Boc-2-cyano-4-hydroxypyrrolidine
- 5156-58-1N-(1-Benzyl-4-pipperidinyl)-N-phenylpropanamide HCl
- 81281-59-67-Benzylideneaminotheophylline
- 50288-62-5threo-Phenyl-2-piperidyl acetamide
- 82993-81-5D-threo-Ritalinic acid hydrochloride
- 47087-37-6Z-D-Glu-OMe
- 73441-42-6METHYL-5-CHLORO-2,2-DIMETHYLVALERATE
- 68439-39-4Poly(oxy-1,2-ethanediyl), alpha-(2-ethylhexyl)-omega-hydroxy-,
- 852475-26-4MC1568
- 43224-75-52,2,6,6-Tetramethyl-4-(2-propyleneoxy) Piperidine
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| With hydrogen; palladium on activated charcoal | 89% |
- 56099-73-1, 144630-15-9
(+/-)-(4-toluenesulfonyl)-piperidine-2-carboxylic acid
- 4043-87-2
pipecolic Acid
| Conditions | Yield |
|---|---|
| With naphthalene; sodium In tetrahydrofuran at -78℃; for 0.75h; | 89% |
- 60644-15-7
N-acetylpiperidine-2-carbonitrile
- 4043-87-2
pipecolic Acid
| Conditions | Yield |
|---|---|
| acid hydrolysis; | 55% |
- 657-27-2, 10098-89-2
L-Lysine hydrochloride
- 4043-87-2
pipecolic Acid
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| With perchloric acid; ammonium sulfamate; sodium thiocyanide at 50℃; Rate constant; piperidinium perchlorate, 18h; transnitrosating studies; |
- 79-46-9
2-nitropropane
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 | Yield |
|---|---|
| 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
A
- 70-54-2, 923-27-3, 6899-06-5, 60103-30-2, 60132-27-6, 56-87-1
2,6-diaminocaproic acid
B
- 4043-87-2
pipecolic Acid
| Conditions | Yield |
|---|---|
| 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
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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: 
Xi
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 .