Basic information
- Standard SMILES
CN1CCCCC1- InChIKey
PAMIQIKDUOTOBW-UHFFFAOYSA-N- Molecular formula
- C6H13N
- Average molar mass
- 99.17 g/mol
- Monoisotopic mass
- 99.10479942
Names & identifiers
- Preferred name
- N-Methylpiperidine
- IUPAC
- 1-methylpiperidine
- English name
- N-Methylpiperidine
- Molecular formula
- C6H13N
- Molecular weight
- 99.17
Names & synonyms
Show more names
Database identifiers
- CAS
626-67-5- PubChem CID
- 12291
- DTXSID
DTXSID8060822- ChEMBL
CHEMBL281417- UNII
- 617374QZN4
- EC Number
- 210-959-9
- Nikkaji
- J39.106I
Properties
Computed structural properties
- XLogP
- 1.3
- Topological polar surface area
- 3.2 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 0
- Heavy atoms
- 7
- Formal charge
- 0
- Complexity
- 46
Experimental & physicochemical properties
Ionization Efficiency
Positive
3.01
2.7
Agilent XCT
Electrospray ionization
formic acid (5.3nM)
Kovats Retention Index
766;769;750;760;763;769;769;749;750
779
928;934;1003;957;967;981;986;999;959;1020
Physicochemical properties
- Melting point
- -50 °C · -50 °C
- Boiling point
- 106 · 106-107 °C (lit.)
- Density
- 0.816 g/mL · 0.816 g/mL at 25 °C (lit.)
- vapor pressure
- 35.7 hPa · 35.7hPa at 20℃
- refractive index
- 20 · n20/D 1.438
- Flash point
- 38 °F · 38 °F
- storage temp.
- 20 °C · −20°C
- solubility
- Chloroform (Sparingly), Methanol (Slightly)
- pka
- 10.08 · 10.08(at 25℃)
- form
- Liquid
- color
- Clear colorless
- PH
- 12 · 12 (100g/l, H2O, 20℃)
- explosive limit
- 1.1 · 1.1-9.9%(V)
- biological source
- synthetic
- Water Solubility
- miscible
- BRN
- 1073 · 1073
- Henry's Law Constant
- 2.4 · 2.4×10-1 mol/(m3Pa) at 25℃, Abraham et al. (1994)
- Dielectric constant
- 2.59 · 2.5899999999999999
- InChI
- 1S/C6H13N/c1-7-5-3-2-4-6-7/h2-6H2,1H3
- InChIKey
- PAMIQIKDUOTOBW-UHFFFAOYSA-N
- SMILES
- CN1CCCCC1
- LogP
- 1.15 at · 1.15 at 25℃
- CAS DataBase Reference
- 626 · 626-67-5(CAS DataBase Reference)
- FDA UNII
- 617374 QZN4 · 617374QZN4
- NIST Chemistry Reference
- 1 · Piperidine, 1-methyl-(626-67-5)
- EPA Substance Registry System
- 1 · Piperidine, 1-methyl- (626-67-5)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 2 · GHS02,GHS05
- Signal word
- Danger
- Hazard statements
- 314 · H314-H412-H225
- Precautionary statements
- 501 · P501-P273-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P403+P235-P405
- PPE
- Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
- Hazard Codes
- C,F,T
- Risk Statements
- 11 · 11-34-20/22-39/23/24/25-23/24/25-67-22-10-37
- Safety Statements
- 7 · 7-16-26-36/37/39-45-9-33
- RIDADR
- 2399 · UN 2399
- WGK Germany
- 3 · 3
- RTECS
- 1225000 · TN1225000
- F
- 3 · 3-10
- TSCA
- TSCA listed
- HazardClass
- 3 · 3
- PackingGroup
- II
- HS Code
- 29333999 · 29333999
- Storage Class
- 3 · 3 - Flammable liquids
- Hazard Classifications
- 3 InhalationAcute · Acute Tox. 3 InhalationAcute Tox. 4 DermalAcute Tox. 4 OralAquatic Chronic 3Eye Dam. 1Flam. Liq. 2Skin Corr. 1B
- Toxicity
- 50 intraperitoneal · LD50 intraperitoneal in mouse: 400mg/kg
- REACH Registrations
- Active
- Limited Quantities
- 1 L · 1.0 L (0.3 gallon) (liquid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
Safety & regulation
GHS classification
GHS Classification
Danger
H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids];H301 (41.6%): Toxic if swallowed [Danger Acute toxicity, oral];H302 (40.5%): Harmful if swallowed [Warning Acute toxicity, oral];H311 (41.6%): Toxic in contact with skin [Danger Acute toxicity, dermal];H312 (40.5%): Harmful in contact with skin [Warning Acute toxicity, dermal];H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation];H318 (39.8%): Causes serious eye damage [Danger Serious eye damage/eye irritation];H331 (40.5%): Toxic if inhaled [Danger Acute toxicity, inhalation];H412 (40.9%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]
P210, P233, P240, P241, P242, P243, P260, P261, P262, P264, P264+P265, P270, P271, P273, P280, P301+P316, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P321, P330, P361+P364, 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 279 reports by companies from 10 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
Chemical: Piperidine, 1-methyl-
Status: Active Update: 01-04-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/10100
Piperidine, 1-methyl-: HSNO Approval: HSR001201 Approved with controls
The 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.)
Fire Hazards
Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]:;Flammable/combustible material. May be ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along the ground and collect in low or confined areas (sewers, basements, tanks, etc.). Vapor explosion hazard indoors, outdoors or in sewers. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids will float on water. (ERG, 2024)
· Flammable/combustible material.;· May be ignited by heat, sparks or flames.;· Vapors may form explosive mixtures with air.;· Vapors may travel to source of ignition and flash back.;· Most vapors are heavier than air. They will spread along the ground and collect in low or confined areas (sewers, basements, tanks, etc.).;· Vapor explosion hazard indoors, outdoors or in sewers.;· Those substances designated with a (P) may polymerize explosively when heated or involved in a fire.;· Runoff to sewer may create fire or explosion hazard.;· Containers may explode when heated.;· Many liquids will float on water.
Health Hazards
Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]:;May cause toxic effects if inhaled or ingested. Contact with substance may cause severe burns to skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or asphyxiation, especially when in closed or confined areas. Runoff from fire control or dilution water may cause environmental contamination. (ERG, 2024)
· May cause toxic effects if inhaled or ingested.;· Contact with substance may cause severe burns to skin and eyes.;· Fire will produce irritating, corrosive and/or toxic gases.;· Vapors may cause dizziness or asphyxiation, especially when in closed or confined areas.;· Runoff from fire control or dilution water may cause environmental contamination.
Reactivity Profile
1-METHYLPIPERIDINE neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.
DOT Hazard Classification
1-Methylpiperidine
UN2399
Class 3 Flammable and combustible liquid (49 eCFR § 173.120)
Class 3 Flammable and combustible liquid (49 eCFR § 173.120);Class 8 Corrosive material (49 eCFR § 173.136)
PG II: the degree of danger presented by the material is medium;For more information about the packing group assignment, please visit 49 eCFR § 173
Hazard Classes and Categories
Flam. Liq. 2 (100%);Acute Tox. 3 (41.6%);Acute Tox. 4 (40.5%);Acute Tox. 3 (41.6%);Acute Tox. 4 (40.5%);Skin Corr. 1B (100%);Eye Dam. 1 (39.8%);Acute Tox. 3 (40.5%);Aquatic Chronic 3 (40.9%)
Flammable liquids - Category 2;Skin corrosion/irritation - Category 1;Serious eye damage/eye irritation - Category 1
Flammable agents - 3rd degree
Safety & protection
Fire Fighting
Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]:;Some of these materials may react violently with water.;SMALL FIRE: Dry chemical, CO2, water spray or alcohol-resistant foam.;LARGE FIRE: Water spray, fog or alcohol-resistant foam. If it can be done safely, move undamaged containers away from the area around the fire. Dike runoff from fire control for later disposal. Do not get water inside containers.;FIRE INVOLVING TANKS, RAIL TANK CARS OR HIGHWAY TANKS: Fight fire from maximum distance or use unmanned master stream devices or monitor nozzles. Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks in direct contact with flames. For massive fire, use unmanned master stream devices or monitor nozzles; if this is impossible, withdraw from area and let fire burn. (ERG, 2024)
Accidental Release Measures
· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.;· Keep unauthorized personnel away.;· Stay upwind, uphill and/or upstream.;· Ventilate closed spaces before entering, but only if properly trained and equipped.
· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.;· All equipment used when handling the product must be grounded.;· Do not touch or walk through spilled material.;· Stop leak if you can do it without risk.;· Prevent entry into waterways, sewers, basements or confined areas.;· A vapor-suppressing foam may be used to reduce vapors.;· Absorb with earth, sand or other non-combustible material.;· For hydrazine, absorb with DRY sand or inert absorbent (vermiculite or absorbent pads).;· Use clean, non-sparking tools to collect absorbed material.;Large Spill;· Dike far ahead of liquid spill for later disposal.;· Water spray may reduce vapor, but may not prevent ignition in closed spaces.
First Aid
Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]:;Refer to the "General First Aid" section. Specific First Aid: For corrosives, in case of contact, immediately flush skin or eyes with running water for at least 30 minutes. Additional flushing may be required. In case of burns, immediately cool affected skin for as long as possible with cold water. Do not remove clothing if adhering to skin. (ERG, 2024)
General First Aid:;· Call 911 or emergency medical service.;· Ensure that medical personnel are aware of the material(s) involved, take precautions to protect themselves and avoid contamination.;· Move victim to fresh air if it can be done safely.;· Administer oxygen if breathing is difficult.;· If victim is not breathing:;-- DO NOT perform mouth-to-mouth resuscitation; the victim may have ingested or inhaled the substance.;-- If equipped and pulse detected, wash face and mouth, then give artificial respiration using a proper respiratory medical device (bag-valve mask, pocket mask equipped with a one-way valve or other device).;-- If no pulse detected or no respiratory medical device available, provide continuous compressions. Conduct a pulse check every two minutes or monitor for any signs of spontaneous respirations.;· Remove and isolate contaminated clothing and shoes.;· For minor skin contact, avoid spreading material on unaffected skin.;· In case of contact with substance, remove immediately by flushing skin or eyes with running water for at least 20 minutes.;· For severe burns, immediate medical attention is required.;· Effects of exposure (inhalation, ingestion, or skin contact) to substance may be delayed.;· Keep victim calm and warm.;· Keep victim under observation.;· For further assistance, contact your local Poison Control Center.;· Note: Basic Life Support (BLS) and Advanced Life Support (ALS) should be done by trained professionals.;Specific First Aid:;· For corrosives, in case of contact, immediately flush skin or eyes with running water for at least 30 minutes. Additional flushing may be required.
Exposure Control and Personal Protection
· Wear positive pressure self-contained breathing apparatus (SCBA).;· Wear chemical protective clothing that is specifically recommended by the manufacturer when there is NO RISK OF FIRE.;· Structural firefighters' protective clothing provides thermal protection but only limited chemical protection.
Nonfire Spill Response
Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]:;ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area. All equipment used when handling the product must be grounded. Do not touch or walk through spilled material. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. A vapor-suppressing foam may be used to reduce vapors. Absorb with earth, sand or other non-combustible material. For hydrazine, absorb with DRY sand or inert absorbent (vermiculite or absorbent pads). Use clean, non-sparking tools to collect absorbed material.;LARGE SPILL: Dike far ahead of liquid spill for later disposal. Water spray may reduce vapor, but may not prevent ignition in closed spaces. (ERG, 2024)
Isolation and Evacuation
Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]:;IMMEDIATE PRECAUTIONARY MEASURE: Isolate spill or leak area for at least 50 meters (150 feet) in all directions.;SPILL: Increase the immediate precautionary measure distance, in the downwind direction, as necessary.;FIRE: If tank, rail tank car or highway tank is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2024)
Immediate precautionary measure;· Isolate spill or leak area for at least 50 meters (150 feet) in all directions.;Spill;· For highlighted materials: see Table 1 - Initial Isolation and Protective Action Distances.;· For non-highlighted materials: increase the immediate precautionary measure distance, in the downwind direction, as necessary.;Fire;· If tank, rail tank car or highway tank is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions.
Personal Protective Equipment (PPE)
Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]:;Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer when there is NO RISK OF FIRE. Structural firefighters' protective clothing provides thermal protection but only limited chemical protection. (ERG, 2024)
Emergency Response Planning Guidelines
· Some of these materials may react violently with water.;Small Fire;· Dry chemical, CO2, water spray or alcohol-resistant foam.;Large Fire;· Water spray, fog or alcohol-resistant foam.;· If it can be done safely, move undamaged containers away from the area around the fire.;· Dike runoff from fire control for later disposal.;· Do not get water inside containers.;Fire Involving Tanks, Rail Tank Cars or Highway Tanks;· Fight fire from maximum distance or use unmanned master stream devices or monitor nozzles.;· Cool containers with flooding quantities of water until well after fire is out.;· Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank.;· ALWAYS stay away from tanks in direct contact with flames.;· For massive fire, use unmanned master stream devices or monitor nozzles; if this is impossible, withdraw from area and let fire burn.
Regulatory information
Regulatory Information
Chemical: Piperidine, 1-methyl-
Status: Active Update: 01-04-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/10100
Piperidine, 1-methyl-: HSNO Approval: HSR001201 Approved with controls
The 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.)
Safety data
- F
- 3-10
- PPE
- Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- TN1225000
- ridadr
- UN 2399
- hs_code
- 29333999
- Toxicity
- LD50 intraperitoneal in mouse: 400mg/kg
- risk_code
- 11-34-20/22-39/23/24/25-23/24/25-67-22-10-37
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS05
- hazard_code
- C,F,T
- safety_code
- 7-16-26-36/37/39-45-9-33
- hazard_class
- 3
- Storage Class
- 3 - Flammable liquids
- packing_group
- II
- Hazard statements
- H314-H412-H225
- Limited Quantities
- 1.0 L (0.3 gallon) (liquid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
- REACH Registrations
- Active
- Hazard Classifications
- Acute Tox. 3 InhalationAcute Tox. 4 DermalAcute Tox. 4 OralAquatic Chronic 3Eye Dam. 1Flam. Liq. 2Skin Corr. 1B
- Precautionary statements
- P501-P273-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P403+P235-P405
Chemistry & industry
Uses & manufacturing
Applications
DescriptionThis simple piperidine derivative has been obtained from Girgensohnia diptera Bge. It is optically inactive and furnishes a crystalline picrate, m.p. 15 I-2°C and a picrolonate, m.p. 226°C.
UsesReactant for: ·sp3 C-H Bond activation with ruthenium(II) catalysts and C(3)-alkylation of cyclic amines ·One-pot synthesis of Z-cinnamic acids Reactant for synthesis of: ·Unsymmetrical ureas ·Antibacterial imidazolium, pyrrolidinium, and piperidinium salts ·C1-C16 segment of goniodomin A via palladium-catalyzed organostannane thioester coupling ·Multi-targeted inhibitors of insulin-like growth factor-1 receptor and members of ErbB-family receptor kinases
Uses1-Methylpiperidine is a reactant for sp3 C-H Bond activation with ruthenium(II) catalysts and C(3)-alkylation of cyclic amines, One-pot synthesis of Z-cinnamic acids. It is used in the synthesis of Unsymmetrical ureas, Antibacterial imidazolium, pyrrolidinium, and piperidinium salts, C1-C16 segment of goniodomin A via palladium-catalyzed organostannane thioester coupling.
UsesReactant for: sp3 C-H Bond activation with ruthenium(II) catalysts and C(3)-alkylation of cyclic aminesOne-pot synthesis of Z-cinnamic acidsReactant for synthesis of:Unsymmetrical ureasAntibacterial imidazolium, pyrrolidinium, and piperidinium saltsC1-C16 segment of goniodomin A via palladium-catalyzed organostannane thioester couplingMulti-targeted inhibitors of insulin-like growth factor-1 receptor and members of ErbB-family receptor kinases
General DescriptionA colorless liquid with the odor of pepper. Density 0.816 g / cm3 and flash point 38°F. May irritate skin and eyes. Vapors heavier than air. Used as a solvent and to make other chemicals.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
Related reactions
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