Azepane
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Azepane
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CAS No:
111-49-9
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Formula:
C6H13N
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Chemical Name:
Azepane
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Synonyms:
1H-Azepine,hexahydro-;Hexamethylenimine;Hexahydro-1H-azepine;Azacycloheptane;Homopiperidine;Perhydroazepine;Hexahydroazepine;G 0 (amine);1-Azacycloheptane;G 0;Azepane;Azepan;NSC 16236
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CAS No:
Description
clear colorless to light yellow liquidChEBI: An azacycloalkane that is cycloheptane in which one of the carbon atoms is replaced by a nitrogen atom.A colorless liquid with an ammonia-like odor. Flash point 65°F. Toxic by ingestion. Corrosive to metals and tissue. Combustion produces toxic oxides of nitrogen.
Hexamethyleneimine appears as a colorless liquid with an ammonia-like odor. Flash point 65°F. Toxic by ingestion. Corrosive to metals and tissue. Combustion produces toxic oxides of nitrogen.|Liquid
Hexamethyleneimine appears as a colorless liquid with an ammonia-like odor. Flash point 65°F. Toxic by ingestion. Corrosive to metals and tissue. Combustion produces toxic oxides of nitrogen.|Azepane is an azacycloalkane that is cycloheptane in which one of the carbon atoms is replaced by a nitrogen atom. It is a member of azepanes, an azacycloalkane and a saturated organic heteromonocyclic parent.
Azepane Basic Attributes
99.17
99.17
203-875-9
CZD076G73R
16236
2493
DTXSID1026879
CLEAR COLORLESS LIQ
2933 99 80
Characteristics
12.03000
1.50
Hexamethyleneimine appears as a colorless liquid with an ammonia-like odor. Flash point 65°F. Toxic by ingestion. Corrosive to metals and tissue. Combustion produces toxic oxides of nitrogen.
0.8643 g/cm3 @ Temp: 22 °C
-37 °C
138 °C
65 °F
n 20/D 1.466(lit.)
H2O: soluble
7.4 mm Hg ( 21.1 °C)
LD50 orally in Rabbit: 410 mg/kg
1.6%-2.3% (IN AIR)
1.6-9.9%(V)
AMMONIA-LIKE ODOR
6.14e-06 atm-m3/mole|Henry's Law constant = 6.14X10-6 atm cu-m/mol @ 25 °C
pKa = 11.07 at 25 °C (conjugate acid)
Highly flammable. Soluble in water.
Amines, Phosphines, and Pyridines
Highly Flammable
HEXAMETHYLENEIMINE 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 is generated in combination with strong reducing agents, such as hydrides.
1.6%-2.3% (IN AIR)
Corrosive
Safety Information
II
3
UN 2493 3/PG 2
3
R11;R20;R28;R34
26-36/37/39-45-28A-16-1
CM3150000
T,T+,F
P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P280, P301+P310, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P309+P311, P310, P311, P321, P330, P363, P370+P378, P403+P233, P403+P235, P405, P501
H225
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
Reacts vigorously with oxidizers.
Special Hazards of Combustion Products: Toxic oxides of nitrogen may form in fire. Behavior in Fire: Vapor is heavier than air and may travel to a source of ignition and flash back. (USCG, 1999)|Flammable - 3rd degree
|Danger|H225 (46.96%): Highly Flammable liquid and vapor [Danger Flammable liquids]|P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P280, P301+P310, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P310, P311, P312, P321, P322, P330, P363, P370+P378, P403+P233, P403+P235, P405, and P501|Aggregated GHS information provided by 181 companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H225: Highly Flammable liquid and vapor [Danger Flammable liquids]|P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P280, P301+P310, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P309+P311, P310, P311, P321, P330, P363, P370+P378, P403+P233, P403+P235, P405, and P501
Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]: As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck 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, 2016)
Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]: Fully encapsulating, vapor-protective clothing should be worn for spills and leaks with no fire. ELIMINATE all ignition sources (no smoking, flares, sparks or flames in 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 and transfer to containers (except for Hydrazine). 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, 2016)
Self-contained breathing apparatus; impervious gloves; chemical safety goggles; impervious apron and boots (USCG, 1999)|SELF-CONTAINED BREATHING APPARATUS; IMPERVIOUS GLOVES; CHEMICAL SAFETY GOGGLES; IMPERVIOUS APRON & BOOTS.
DRY CHEMICAL, ALCOHOL FOAM, CARBON DIOXIDE. WATER MAY BE INEFFECTIVE.
VAPOR IS HEAVIER THAN AIR & MAY TRAVEL TO SOURCE OF IGNITION & FLASH BACK.
N-NITROSOHEXAMETHYLENIMINE PHOTOLYSIS PRODUCED HEXAMETHYLENIMINE WHICH DECOMP AT RATE SIMILAR TO N-NITROSOHEXAMETHYLENIMINE. 2-HR LIGHTING OF 100 MG N-NITROSOHEXAMETHYLENIMINE/L WITH XEON LAMP DEGRADED 90% OF N-NITROSOHEXAMETHYLENIMINE & RAISED HEXAMETHYLENIMINE CONCN TO 15% OF INITIAL N-NITROSOHEXAMETHYLENIMINE CONCN. DURING SUBSEQUENT 24-HR DARK INCUBATION, N-NITROSOHEXAMETHYLENIMINE DISAPPEARED COMPLETELY & HEXAMETHYLENIMINE LEVEL ROSE TO 25% OF INITIAL N-NITROSOHEXAMETHYLENIMINE CONCN.
/GUIDE 132: FLAMMABLE LIQUIDS - CORROSIVE/ Fire or Explosion: 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 ground and collect in low or confined areas (sewers, basements, tanks). 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 are lighter than water.|/GUIDE 132: FLAMMABLE LIQUIDS - CORROSIVE/ Health: May cause toxic effects if inhaled or ingested/swallowed. 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 suffocation. Runoff from fire control or dilution water may cause pollution.|/GUIDE 132: FLAMMABLE LIQUIDS - CORROSIVE/ Public Safety: CALL Emergency Response Telephone Number on Shipping Paper first. If Shipping Paper not available or no answer, refer to appropriate telephone number listed on the inside back cover. As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate closed spaces before entering.|/GUIDE 132: FLAMMABLE LIQUIDS - CORROSIVE/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible.|For more DOT Emergency Guidelines (Complete) data for HEXAMETHYLENEIMINE (8 total), please visit the HSDB record page.
No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./|The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article.|The International Air Transport Association (IATA) Dangerous Goods Regulations are published by the IATA Dangerous Goods Board pursuant to IATA Resolutions 618 and 619 and constitute a manual of industry carrier regulations to be followed by all IATA Member airlines when transporting hazardous materials.
A corrosive irritant to the eyes, skin, and mucous membranes.
Toxicity
The degradation of Nylon-6,6 produces carbon dioxide, water, ammonia, hexamethyleneimine, hexylamine, heptylamine and methylamine
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 170(SRC), determined from a structure estimation method(2), indicates that hexamethyleneimine is expected to have very moderate mobility in soil(SRC). This mobility is expected to be lessened by its protonated nature (pKa = 11.07)(3) at environmentally relevant pHs. Volatilization of hexamethyleneimine free amine from moist soil surfaces is not expected to be an important fate process(SRC) given a Henry's Law constant of 6.1X10-6 atm-cu m/mole(4). The potential for volatilization of hexamethyleneimine from dry soil surfaces may exist(SRC) based upon its vapor pressure of 8.09 mm Hg at 25 °C(5). Hexamethyleneimine can be degraded by waste water microorganisms(6), suggesting that it will be degraded by similar microbes in terrestrial environments.|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 170(SRC), determined from an estimation method(2), indicates that hexamethyleneimine is expected to adsorb to some degree to suspended solids and sediment in water(SRC). Some volatilization from water surfaces is expected for the free amine(3) based upon a Henry's Law constant of 6.1X10-6 atm-cu m/mole(4). However, a pKa of 11.07(5) indicates hexamethyleneimine will exist almost entirely in the protonated form in aqueous environments and the protonated form of hexamethyleneimine is not expected to volatilize from water surfaces. According to a classification scheme(6), an estimated BCF of 3.9(SRC), from an estimated log Kow of 1.7(7) suggests the potential for bioconcentration in aquatic organisms is low. Hexamethyleneimine can be degraded by waste water microorganisms such that about 27% of it is incorporated into proteins by these organisms over a 1 week period(8). This suggests that it will be degraded in aquatic environments(SRC).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), hexamethyleneimine, which has a vapor pressure of 8.09 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase hexamethyleneimine is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 4.3 hours(SRC), calculated from its rate constant of 9.0X10-11 cu cm/molecule-sec at 25 °C determined using a structure estimation method(3).
Using a structure estimation method based on molecular connectivity indices(1), the Koc for hexamethyleneimine can be estimated to be 170(SRC). According to a classification scheme(2), this estimated Koc value suggests that hexamethyleneimine is expected to have moderate mobility in soil. Furthermore, the pKa of hexamethyleneimine is 11.07(3), indicating that this compound will exist in cation form in the environment and cations generally adsorb to organic carbon and clay more strongly than their neutral counterparts.
The Henry's Law constant for hexamethyleneimine is 6.1X10-6 atm-cu m/mole(1). This Henry's Law constant indicates that the free amine of hexamethyleneimine is expected to volatilize from water surfaces(3). Volatilization of hexamethyleneimine (pKa = 11.07)(4) from water surfaces, and from moist and dry soil is not expected due to it being in the protonated form, which is expected to predominate at environmentally relevant pHs.
Drug Information
HEXAMETHYLENEIMINE WAS FOUND TO BE A URINARY METABOLITE OF THE CARCINOGEN N-NITROSOHEXAMETHYLENEIMINE IN MALE RATS.|HEXAMETHYLENIMINE WAS FOUND TO BE A URINARY METABOLITE OF PIVMECILLINAM IN HUMANS.
Inhalation of vapor irritates respiratory tract; high concentrations may cause disturbance of the central nervous system. Ingestion causes burns of mouth and stomach. Contact with concentrated vapor may cause severe eye injury. Contact with liquid causes burns of eyes and skin. (USCG, 1999)
INHALATION: remove victim to uncontaminated atmosphere; get medical attention. INGESTION: give large amount of water; do NOT induce vomiting; get medical attention if large amount was swallowed. EYES: flush with water for 15 min. and get medical attention. SKIN: flush with water; wash with soap and water. (USCG, 1999)
Basic Treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary... . Anticipate seizures and treat if necessary... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patent can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... . Cover skin burns with dry sterile dressings after decontamination ... . /Organic bases/amines and related compounds/|Advanced Treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious or has severe pulmonary edema. Positive pressure ventilation techniques with a bag valve mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start an IV with D5W TKO /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Administer 1% solution methylene blue if patient is symptomatic with severe hypoxia, cyanosis, and cardiac compromise not responding to oxygen. ... . Consider drug therapy for pulmonary edema ... . For hypotension with signs of hypovolemia, administer fluid cautiously. If patient is unresponsive to these measures, vasopressors may be helpful. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Organic bases/amines and related compounds/
INHALATION OF...HIGH CONCN MAY CAUSE DISTURBANCE OF CNS.
hexahydroazepine
Azepane Use and Manufacturing
84% yield by heating hexamethylenediamine at 350 °C in a stream of hydrogen. The catalyst, ammonium vanadate on activated alumina, is prereduced with hydrogen at 500 °C. Residues from industrial distillation of hexamethylenediamine can be converted into hexamethyleneimine over aluminum silicate of aluminum oxide in a stream of nitrogen.|From caprolactam|Dimerizing acrolein, reducing the product to 2-hydroxymethyltetrahydropyran, expanding the ring to give oxepane, and reacting it with ammonia over aluminum oxide at 350 °C.|Adiponitrile (nitrile reduction; byproduct of hexamethylenediamine production)
A degradation product of herbicide Molinate in pot soil and rice plants.
Drumming
1,000,000 - 10,000,000 lb
All other basic organic chemical manufacturing|1H-Azepine, hexahydro-: ACTIVE
QUALITATIVE DETECTION & QUANTITATIVE DETERMINATION OF CYCLIC IMINOCOMPOUNDS IN BLOOD & URINE OF ANIMALS DESCRIBED FOR VARIOUS CHROMATOGRAPHIC METHODS. HEXAMETHYLENIMINE DETECTED BY THIN LAYER CHROMATOGRAPHY.
Fire Hazards -> Flammable - 3rd degree
Computed Properties
Molecular Weight:99.17
XLogP3:1.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Exact Mass:99.104799419
Monoisotopic Mass:99.104799419
Topological Polar Surface Area:12
Heavy Atom Count:7
Complexity:37.4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
- Hot Searches
- fe no3 3
- aluminum nitrate
- 2-pentanol
- magnesium fluoride
- jedwards
- cumene