Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
N-메틸모폴린
N-메틸모르폴린 · N-메틸모폴린 · 4-메틸모르폴린 · NMM · N-METHYLMORPHOLINE · Methylmorpholine · 4-Methylmorfolin · 4-methyl-morpholin
식별자 및 물리적 특성
| CAS No. | 109-02-4 |
|---|---|
| 분자식 | C5H11NO |
| 평균 분자량 | 101.15 g/mol |
| 단동위원소 질량 | 101.08406397 g/mol |
| SMILES | CN1CCOCC1 |
| InChIKey | SJRJJKPEHAURKC-UHFFFAOYSA-N |
| PubChem CID | 7972 |
| ChEMBL | CHEMBL2448839 |
| EC No. | 203-640-0 |
| DTXSID | DTXSID9029146 |
| 현지명 | N-메틸모폴린 |
화학 및 물리적 성질
| XLogP | -0.3 |
|---|---|
| 극성 표면적 | 12.5 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 7 |
| 형식 전하 | 0 |
| 복잡도 | 50 |
| 밀도 | 0.9 @25 °C0.92 g/mL at 25 °C(lit.) |
| 인화점 | 75 °F (NFPA, 2010) |
| 끓는 점 | 115 °C @760 [mm Hg]115-116 °C750 mm Hg(lit.) |
| 증기압 | 13.2 [mmHg]18 mm Hg ( 20 °C) |
| Physical Description | 4-methylmorpholine appears as a water-white liquid with an ammonia-like odor. Less dense than water and insoluble in water. May be moderately toxic by ingestion, inhalation and skin absorption. Very irritating to skin, eyes, and mucous membranes. Used as a solvent and to make pharmaceuticals.A water-white liquid with an ammonia-like odor[CAMEO] |
| Dissociation Constants | 7.4 |
| Kovats Retention Index | 7887871080 |
| 녹는점 | −66 °C(lit.) |
| 증기 밀도 | >1 (vs air) |
| 굴절률 | n20/D 1.435(lit.) |
| 저장 조건 | Store below +30°C. |
| 용해도 | 클로로포름(용해성), 에틸아세테이트, 메탄올 (약간 용해됨) |
| 물리적 상태 | 액체 |
| pKa(산도 계수) | 7.38(at 25℃) |
| 색상 | 투명한 |
| 비중 | 0.920 (20/4℃) |
| pH | 10.6 (50g/l, H2O, 20℃) |
| 폭발한계 | 2.1%(V) |
| 용해도 | >500g/L(20℃) |
| Merck | 14,6277 |
| BRN | 102719 |
| 헨리 상수 | 5.0×100 mol/(m3Pa) at 25℃, Du et al. (2017) |
| 안정성 | 휘발성 물질 |
| InChI | 1S/C5H11NO/c1-6-2-4-7-5-3-6/h2-5H2,1H3 |
| InChIKey | SJRJJKPEHAURKC-UHFFFAOYSA-N |
| SMILES | CN1CCOCC1 |
| LogP(분배 계수) | -0.32 at 25℃ |
| NIST | Morpholine, 4-methyl-(109-02-4) |
| EPA | 4-Methylmorpholine (109-02-4) |
| Absorption | cut-off at 290nm |
화학적 성질
colorless and transparent liquid. with characteristic odor. soluble in organic solvents, miscible with water and ethanol.
안전 및 규제
| GHS 분류 | This chemical does not meet GHS hazard criteria for 2% (14 of 715) of reports.DangerH225 (89.1%): Highly Flammable liquid and vapor [Danger Flammable liquids]H302 (94.5%): Harmful if swallowed [Warning Acute toxicity, oral]H312 (55.4%): Harmful in contact with skin [Warning Acute toxicity, dermal]H314 (98%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]H318 (40.3%): Causes serious eye damage [Danger Serious eye damage/eye irritation]H332 (38.7%): Harmful if inhaled [Warning Acute toxicity, inhalation]P210, P233, P240, P241, P242, P243, P260, P261, P264, P264+P265, P270, P271, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P321, P330, P362+P364, P363, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 715 reports by companies from 14 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Reported as not meeting GHS hazard criteria per 14 of 715 reports by companies.There are 13 notifications provided by 701 of 715 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. |
|---|---|
| 규제 정보 | Chemical: Morpholine, 4-methyl-Morpholine, 4-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Morpholine, 4-methyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 21-06-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/13472Status: Active Update: 08-06-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/10571Morpholine, 4-methyl-: HSNO Approval: HSR001392 Approved with controlsThe 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.) |
| 운송 라벨(DOT) | Flammable Liquid Corrosive |
| 화재 위험 | 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. |
| 건강 유해성 | 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. |
| 유해성 요약 | Reported cause of occupational asthma in 16.6% of 48 chemical manufacturing workers[Malo] Corrosive to skin and eyes[CAMEO] |
| 운송 번호 및 가이드(DOT) | 2535 132 |
| 반응성 그룹 | Amines, Phosphines, and PyridinesEthers |
| Reactivity Alerts | Highly Flammable |
| Reactivity Profile | Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides. |
| DOT Hazard Classification | 4-Methylmorpholine or n-methylmorpholineUN2535Class 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 mediumFor more information about the packing group assignment, please visit 49 eCFR § 173 |
| Air and Water Reactions | Highly flammable. Insoluble in water. |
| Hazard Classes and Categories | Flam. Liq. 2 (89.1%)Acute Tox. 4 (94.5%)Acute Tox. 4 (55.4%)Skin Corr. 1B (98%)Eye Dam. 1 (40.3%)Acute Tox. 4 (38.7%)Flammable liquids - Category 2Acute toxicity (Dermal) - Category 4Flammable agents - 3rd degree |
| 소화 | 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 nozzlesif this is impossible, withdraw from area and let fire burn. (ERG, 2024) |
| 누출 비상 조치 | · 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. |
| 응급 처치 | 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 resuscitationthe 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. |
| 노출 관리 및 개인 보호 | · 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. |
| 비화재 누출 대응 | 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 directionsalso, 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.· 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.· If tank, rail tank car or highway tank is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directionsalso, consider initial evacuation for 800 meters (1/2 mile) in all directions. |
| Protective Action Criteria (PAC) | 10 [ppm]14 [ppm]86 [ppm] |
| 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 nozzlesif this is impossible, withdraw from area and let fire burn. |
| 유해 작용 | Dermatotoxin - Skin burns.Asthma - Reversible bronchoconstriction (narrowing of bronchioles) initiated by the inhalation of irritating or allergenic agents. |
| Toxicity Data | LCLo (rat) = 2,000 ppm/4h |
| 수질 위해 등급(WGK) | 1 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | QE5775000 |
| 운송 번호(UN) | UN 2535 (4-METHYLMORPHOLINE (N-METHYLMORPHOLINE)) |
| 독성 | LD50 orally in Rabbit: 1960 mg/kg LD50 dermal Rabbit 1240 mg/kg |
| 관세 코드 | 29349990 |
| 위험 문구(R) | 11-20/21/22-34-10-22 |
| 위험 표시 | F,C |
| 안전 문구(S) | 16-26-36/37/39-45-25 |
| 포장분류 | II |
| 위험 등급 | 3Acute Tox. 4 OralEye Dam. 1Flam. Liq. 2Skin Corr. 1B |
| 기존화학 물질 | KE-24448 |
| F 고인화성물질 | 10-23 |
| 자연 발화 온도 | 165 °C DIN 51794 |
| 저장 분류 | 3 - Flammable liquids |
용도
일반 설명
4-Methylmorpholine is a water-white liquid with an ammonia-like odor. Less dense than water and insoluble in water. Flash point 75°F. May be moderately toxic by ingestion, inhalation and skin absorption. Very irritating to skin, eyes, and mucous membranes. Used as a solvent and to make pharmaceuticals.
제조 및 합성 방법
제조 방법
4-Methylmorpholine preparation method is to slowly add formaldehyde in morpholine drop by drop, under stirring add formic acid reaction, automatic reflux, and release carbon dioxide. After adding formic acid, heating reflux 4 ~ 5h, cooling and adding sodium hydroxide immediately distillation, collect all the fraction before the boiling point of 99 ℃, and then add sodium hydroxide in the fraction to saturation, cooling the oil layer, drying, fractional distillation, to obtain N-methylmorpholine.