HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Methylpiperazine
N-METHYLPIPERAZINE · methylpiperazine · 4-Methylpiperazine · NMPRZ · 1-Methyipiperazine · N-Methylpiperazin · Piperazine,1-methyl- · CL046
Identifiers & Physical Properties
| CAS No. | 109-01-3 |
|---|---|
| Molecular formula | C5H12N2 |
| Average molar mass | 100.16 g/mol |
| Monoisotopic mass | 100.10004839 g/mol |
| SMILES | CN1CCNCC1 |
| InChIKey | PVOAHINGSUIXLS-UHFFFAOYSA-N |
| PubChem CID | 53167 |
| ChEMBL | CHEMBL1011 |
| ChEBI | CHEBI:166561 |
| EC No. | 203-639-5 |
| DTXSID | DTXSID4021898 |
Chemical & Physical Properties
| XLogP | -0.4 |
|---|---|
| Topological polar surface area | 15.3 |
| Hydrogen bond donors | 1 |
| Hydrogen bond acceptors | 2 |
| Rotatable bonds | 0 |
| Heavy atoms | 7 |
| Formal charge | 0 |
| Complexity | 48 |
| Vapor pressure | 3.0 [mmHg]12 hPa (20 °C) |
| Physical Description | Clear light yellow hygroscopic liquid[Sigma-Aldrich MSDS] |
| Kovats Retention Index | 839847852838.5126612701274128212861262 |
| Melting point | -6 °C |
| Boiling point | 138 °C(lit.) |
| Density | 0.903 g/mL at 25 °C(lit.) |
| Vapor density | 3.5 (vs air) |
| Refractive index | n20/D 1.466(lit.) |
| Flash point | 108 °F |
| Storage conditions | 2-8°C |
| Solubility | Chloroform (Soluble), Methanol (Soluble) |
| pKa (acidity coefficient) | pK1:4.94(+2)pK2:9.09(+1) (25°C,μ=0.1) |
| Physical state | Liquid |
| Specific gravity | 0.903 |
| Color | Clear |
| pH | 11-12 (50g/l, H2O, 20℃) |
| Explosive limits | 1.2-9.9%(V) |
| Viscosity | 2.27mm2/s |
| Sensitivity | Hygroscopic |
| BRN | 102724 |
| Henry's law constant | 1.8×103 mol/(m3Pa) at 25℃, Nguyen (2013) |
| InChI | 1S/C5H12N2/c1-7-4-2-6-3-5-7/h6H,2-5H2,1H3 |
| InChIKey | PVOAHINGSUIXLS-UHFFFAOYSA-N |
| SMILES | CN1CCNCC1 |
| LogP (partition coefficient) | -0.57 at 25℃ |
| Surface tension | 30.65mN/m at 298.15K |
| CAS DataBase Reference | 109-01-3(CAS DataBase Reference) |
| FDA UNII | B92I95EL9Q |
| NIST Chemistry Reference | Piperazine, 1-methyl-(109-01-3) |
| EPA Substance Registry System | Piperazine, 1-methyl- (109-01-3) |
| UNSPSC Code | 41116107 |
| NACRES | NA.24 |
| GHS pictogram | GHS02,GHS05,GHS06 |
| Signal word | Danger |
| GHS hazard statements | H226-H312-H314-H331 |
| GHS precautionary statements | P210-P260-P280-P304+P340+P310-P305+P351+P338-P370+P378 |
| Personal protective equipment (PPE) | Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter |
| Hazard symbols | T,F,C,Xi |
| Risk statements (R) | 10-21-23-34-36/37/38-20/21 |
| Safety statements (S) | 16-26-36/37/39-45-36 |
| UN transport number | UN 2734 8/PG 2 |
| Water hazard class (WGK) | 2 |
| RTECS number | TM1225000 |
| Autoignition temperature | 320 °C |
| Hazard Note | Flammable/Toxic/Corrosive/Store under nitrogen |
| TSCA inventory status | TSCA listed |
| Hazard class | 3Acute Tox. 4 DermalAcute Tox. 4 InhalationEye Dam. 1Flam. Liq. 3Skin Corr. 1BSkin Sens. 1B |
| Packing group | III |
| Customs code | 29335995 |
| Storage class | 3 - Flammable liquids |
| Toxicity | LD50 orally in Rabbit: 2547 mg/kg LD50 dermal Rabbit 1341 mg/kg |
| REACH registrations | Active |
| Limited quantities | 1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid) |
| Excepted quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml) |
Safety & Regulations
| GHS classification | This chemical does not meet GHS hazard criteria for 1.1% (4 of 377) of reports.DangerH226 (98.7%): Flammable liquid and vapor [Warning Flammable liquids]H312 (44.8%): Harmful in contact with skin [Warning Acute toxicity, dermal]H314 (98.9%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]H317 (53.8%): May cause an allergic skin reaction [Warning Sensitization, Skin]H318 (51.7%): Causes serious eye damage [Danger Serious eye damage/eye irritation]H330 (24.4%): Fatal if inhaled [Danger Acute toxicity, inhalation]H331 (12.5%): Toxic if inhaled [Danger Acute toxicity, inhalation]H332 (56.8%): Harmful if inhaled [Warning Acute toxicity, inhalation]P210, P233, P240, P241, P242, P243, P260, P261, P264, P264+P265, P271, P272, P280, P284, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P320, P321, P333+P317, P362+P364, P363, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 377 reports by companies from 24 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Reported as not meeting GHS hazard criteria per 4 of 377 reports by companies.There are 23 notifications provided by 373 of 377 reports by companies with hazard statement code(s).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. |
|---|---|
| Regulatory information | Chemical: Piperazine, 1-methyl-Status: Active Update: 08-07-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/13739Status: Active Update: 20-10-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/183231-Methylpiperazine: Does not have an individual approval but may be used under an appropriate group standardThe New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.) |
| Hazards summary | Causes skin corrosion in acute dermal studies of rabbitsCauses convulsions in acute inhalation studies of miceCauses multiple liver effects, changes in renal tubules, changes in recording from peripheral motor nerve, and general anesthesia in acute oral studies of mice[RTECS] Causes burnsMay cause skin sensitizationHarmful by inhalation[ECHA REACH Registrations] Causes burnsInhalation may cause corrosive injuries to upper respiratory tract and lungsHarmful by skin absorptionToxic by inhalation[Sigma-Aldrich MSDS] See Piperazine and salts. |
| Hazard Classes and Categories | Flam. Liq. 3 (98.7%)Acute Tox. 4 (44.8%)Skin Corr. 1B (98.9%)Skin Sens. 1B (53.8%)Eye Dam. 1 (51.7%)Acute Tox. 1 (24.4%)Acute Tox. 3 (12.5%)Acute Tox. 4 (56.8%)Corrosives, Flammable agents - 2nd degree |
| Adverse effects | Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.Dermatotoxin - Skin burns.Skin Sensitizer - An agent that can induce an allergic reaction in the skin.Toxic Pneumonitis - Inflammation of the lungs induced by inhalation of metal fumes or toxic gases and vapors. |
| Toxicity Data | LC50 (mouse) = 2,740 mg/m3/2hr |
| Personal protective equipment (PPE) | Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter |
| Water hazard class (WGK) | 2 |
| TSCA inventory status | TSCA listed |
| RTECS number | TM1225000 |
| UN transport number | UN 2734 8/PG 2 |
| Customs code | 29335995 |
| Toxicity | LD50 orally in Rabbit: 2547 mg/kg LD50 dermal Rabbit 1341 mg/kg |
| Risk statements (R) | 10-21-23-34-36/37/38-20/21 |
| Signal word | Danger |
| GHS pictogram | GHS02,GHS05,GHS06 |
| Hazard symbols | T,F,C,Xi |
| hazard_note | Flammable/Toxic/Corrosive/Store under nitrogen |
| Safety statements (S) | 16-26-36/37/39-45-36 |
| Hazard class | 3Acute Tox. 4 DermalAcute Tox. 4 InhalationEye Dam. 1Flam. Liq. 3Skin Corr. 1BSkin Sens. 1B |
| Storage class | 3 - Flammable liquids |
| Packing group | III |
| GHS hazard statements | H226-H312-H314-H331 |
| Limited quantities | 1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid) |
| Excepted quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml) |
| REACH registrations | Active |
| Autoignition temperature | 320 °C |
| GHS precautionary statements | P210-P260-P280-P304+P340+P310-P305+P351+P338-P370+P378 |
Applications & Uses
Uses
1-Methylpiperazine is used in the preparation of 2-(4-Methyl-1-piperazinylmethyl)acrylophenone(MPMAP)
Uses
1-Methylpiperazine is used in the preparation of 2-(4-methyl-1-piperazinylmethyl)acrylophenone. It is involved in the preparation of 1-(4-methoxy-phenyl)-4-methyl-piperazine by reacting with 1-chloro-4-methoxy-benzene. It acts as an intermediate in the synthesis of active pharmaceutical ingredients like ofloxacin, rifampicin, clozapine, sildenafil, trifluoperazine and zopiclone. Further, it is used as a mimic template in the preparation of molecularly imprinted microspheres. In addition to this, it is used in the generation of difunctional strong anion-exchange stationary phase from a 1,4-diazacyclohexane derivative.