CAS 1445-73-4 1-Methyl-4-piperidone (HCID 74049)

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Basic information

CAS: 1445-73-4
Standard SMILES: CN1CCC(=O)CC1
InChIKey: HUUPVABNAQUEJW-UHFFFAOYSA-N
Molecular formula: C6H11NO
Average molar mass: 113.16 g/mol
Monoisotopic mass: 113.08406397

Names & identifiers

Preferred name: 1-Methyl-4-piperidone
IUPAC: 1-methylpiperidin-4-one
English name: 1-Methyl-4-piperidone
Molecular formula: C6H11NO
Molecular weight: 113.16

Names & synonyms

1-Methyl-4-piperidone1445-73-41-Methyl-4-piperidinone4-PIPERIDINONE, 1-METHYL-NSC-66491W923NR2QCSDTXSID20162735RefChem:76331DTXCID2085226215-895-51-methylpiperidin-4-oneN-Methyl-4-piperidone

Show more names

N-METHYLPIPERIDONEN-METHYLPIPERIDIN-4-ONEN-METHYL-GAMMA-PIPERIDONE1-METHYLTETRAHYDROPYRIDIN-4(1H)-ONENSC 66491AKOS BBS-00004237

4-Piperidone, 1-methyl-N-Methyl-4-piperidinone1-Methyl-4-oxopiperidineMFCD000061911-Methyl-4-piperidioneDomperidone Impurity 251-Methylpiperidine-4-one1-methyl-piperidin-4-one

Database identifiers

CAS: 1445-73-4
PubChem CID: 74049
DTXSID: DTXSID20162735
UNII: W923NR2QCS
EC Number: 215-895-5
Nikkaji: J86.542G

Properties

Computed structural properties

XLogP: -0.3
Topological polar surface area: 20.3 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 8
Formal charge: 0
Complexity: 90

Experimental & physicochemical properties

Physical DescriptionClear dark yellow liquid; [Sigma-Aldrich MSDS]

Physicochemical properties

Melting point: 192 · 192-193 °C(Solv: ethyl acetate (141-78-6))
Boiling point: 55 · 55-60 °C11 mm Hg(lit.)
Density: 0.92 g/mL · 0.92 g/mL at 25 °C (lit.)
refractive index: 20 · n20/D 1.460
Flash point: 140 °F · 140 °F
storage temp.: 30 °C · Store below +30°C.
solubility: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
pka: 8.02 · 8.02±0.20(Predicted)
form: Liquid
Specific Gravity: 0.92 · 0.92
color: Clear yellow to orange
PH: 12 · 12 (100g/l, H2O, 20℃)

Safety & regulation

GHS classification

GHS Classification · 5 items

Danger

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]；H314 (10.7%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P210, P233, P240, P241, P242, P243, P260, P264, P280, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P321, P363, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 84 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Regulatory Information · 3 items

Chemical: 4-Piperidinone, 1-methyl-

Status: Active Update: 04-10-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/22575

1-Methyl-4-piperidinone: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryMay cause irritation; [Sigma-Aldrich MSDS] See 1-Benzyl-4-piperidone.

Hazard Classes and CategoriesFlam. Liq. 3 (100%)；Skin Corr. 1B (10.7%)

Regulatory information

Regulatory Information · 3 items

Chemical: 4-Piperidinone, 1-methyl-

Status: Active Update: 04-10-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/22575

1-Methyl-4-piperidinone: Does not have an individual approval but may be used under an appropriate group standard

Chemistry & industry

Applications · 1 item

Uses1-Methyl-4-piperidone, are widely used in artificial fibre industry. They are polymerizable and used as nylon precursors. They have excellent applications as solvents and as intermediates for organic synthesis. They are used in the aqueous carrier medium and amide penetrants in inks and water soluble paints.

Preparation methods · 1 item

Preparation[JACS (1948) vol 70 p 1820] for the synthesis of 1-methyl-4-piperidone: To a one-liter flask containing 350 ml of 20 % hydrochloric acid was added 86 g. of 1-methyl-3-carbethoxy-4-piperidone hyrdrochloride. After refluxing for one hour, the ferric chloride reagent gave no coloration. The solution was evaporated to dryness on a steam-bath at 10 mm. pressure. The solid product, heated at 100 °C for 4 hours at 0.1 mm and further dried over solid KOH for 24 hours, weighed 57.7 g, m.p. 80 - 120 °C.Although this melting range goes above that of the pure comound 0.45 of crude material dissolved in 90 ml. of hot acetone gave 0.40 g of pure compoundd melting at 93 - 95 °C. Other samples of crude piperidone hydrochloride showed even higher melting points than the one mentioned above, yet this apperently impure material always gave good yields of sharp melting product when recrystallized.