| Identification | More | [Name]
4-Piperidinemethanol | [CAS]
6457-49-4 | [Synonyms]
4-(HYDROXYMETHYL)PIPERIDINE
4-PIPERIDINEMETHANOL
4-PIPERIDYLMETHANOL
BUTTPARK 27\08-74
PIPERIDIN-4-YLMETHANOL
PIPERIDINEMETHANOL(4-)
4-Piperidinecarbinol
4-Piperidine-methanol(4-(Hydroxymethyl)-piperidine)
4-piperdinemethanol
4-(Hydroxymethyl)piperidine 97%
55-59℃
4-PIPERIDINEMETHANOL 99.5+%
4-HYDROXYMETHYLPIPERIDINE PIPERIDIN-4-YL-METHANOL
4-(Hydroxymethyl)piperidine, 98 % (NMR+TLC)
4-Piperidinemethanol ,98%
Piperidine-4-methanol | [EINECS(EC#)]
613-624-9 | [Molecular Formula]
C6H13NO | [MDL Number]
MFCD00174228 | [Molecular Weight]
115.17 | [MOL File]
6457-49-4.mol |
| Chemical Properties | Back Directory | [Appearance]
white to off-white crystalline powder, chunks | [Melting point ]
55-59 °C(lit.)
| [Boiling point ]
118-120 °C10 mm Hg(lit.)
| [density ]
0,997 g/cm3 | [Fp ]
>230 °F
| [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [Water Solubility ]
Soluble in water | [form ]
Crystalline Powder, Chunks and/or Solid | [pka]
14.94±0.10(Predicted) | [color ]
White to off-white | [Sensitive ]
Hygroscopic | [Detection Methods]
GC,NMR | [BRN ]
103071 | [InChI]
InChI=1S/C6H13NO/c8-5-6-1-3-7-4-2-6/h6-8H,1-5H2 | [InChIKey]
XBXHCBLBYQEYTI-UHFFFAOYSA-N | [SMILES]
N1CCC(CO)CC1 | [CAS DataBase Reference]
6457-49-4(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
C,Xi | [Risk Statements ]
R34:Causes burns.
R22:Harmful if swallowed. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S27:Take off immediately all contaminated clothing .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 3263 8/PG 2
| [WGK Germany ]
3
| [Hazard Note ]
Irritant/Hygroscopic | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29333990 |
| Hazard Information | Back Directory | [Chemical Properties]
white to off-white crystalline powder, chunks | [Uses]
4-Piperidinemethanol may be used in the preparation of:
- N-tert-butoxycarbonyl-4-hydroxymethyl piperidine
- desferrioxamine B (DFO) containing third generation triazine dendrimer
- ethyl 3-(4-(hydroxymethyl)piperidin-1-yl)propanoate (EHMPP)
- 4-(hydroxymethyl)piperidine-1-carbodithioic acid (HL)
- 1-[[(1E)-2-(4-chlorophenyl)ethenyl]sulfonyl]-4-piperidinemethanol
| [General Description]
4-Piperidinemethanol is a cyclic secondary amine. Its standard molar enthalpies of combustion, sublimation and formation have been determined. | [Synthesis]
The general procedure for the synthesis of 4-hydroxymethylpiperidine from ethyl 4-piperidinecarboxylate was as follows: lithium aluminum hydride (LiAlH4, 10.10 g, 0.266 mol) was suspended in tetrahydrofuran (THF, 150 mL) at 0 °C. Subsequently, a solution of ethyl 4-piperidinecarboxylate (18.13 g, 0.120 mol) dissolved in THF (300 mL) was slowly added. The reaction mixture was stirred at room temperature overnight. After the reaction was completed, it was cooled in an ice bath and a mixture of water (14 mL) and THF (28 mL) was slowly added. Next, a mixture of 15% aqueous sodium hydroxide (14 mL) and water (37 mL) was added and stirring was continued for 30 minutes at room temperature. The reaction mixture was filtered to remove the precipitate and the filtrate was concentrated to give 17.88 g of the target product 4-hydroxymethylpiperidine in quantitative yield. | [References]
[1] Patent: WO2004/76450, 2004, A1. Location in patent: Page 59
[2] Patent: WO2010/12611, 2010, A1. Location in patent: Page/Page column 27
[3] RSC Advances, 2016, vol. 6, # 22, p. 17929 - 17940
[4] European Journal of Medicinal Chemistry, 2019, p. 234 - 248
[5] European Journal of Medicinal Chemistry, 2017, vol. 139, p. 773 - 791 |
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