N-Methyl-2-Pyrrolidinone N-甲基吡咯烷酮

CAS 872-50-4 MFCD00003193

化学结构图

872-50-4
SMILES: CN1CCCC1=O

化学属性

Mol. FormulaC5H9NO
Mol. Weight99.13
Boiling Point202°C at 760 mmHg
TSCAYes
Melting Point-24°C
Refractive index1.4680 to 1.4720
Density1.028
Autoignition Point518 °F
Vapor Density3.4 (vs air)
Vapor Pressure0.29 mmHg ( 20 °C)
Flash Point86.11°C
Stability对水分敏感,充氩气保存
Appearance 无色透明油状液体,微有胺的气味。 能与水、醇、醚、酯、酮、卤代烃、芳烃互溶。
SolubilitySoluble in water (fully), chloroform, and methanol.
pH:A

别名和识别编码

Chemical NameN-Methyl-2-Pyrrolidinone
CAS Number872-50-4
Alfabeta NameMETHYLPYRROLIDINONE 12---
MDL NumberMFCD00003193
Synonym N-Methylpyrrolidone {LY} N-Methylpyrrolidone {} {LY} N-Methylpyrrolidone {} {} {LY} N-Methylpyrrolidone {} {} {} {LY} N-Methylpyrrolidone {} {} {} {} {LY} N-Methylpyrrolidone {} {} {} {} {} {LY} N-Methylpyrrolidone {} {} {} {} {} {} {LY} N-Methylpyrrolidone {} {} {} {} {} {} {} {LY} N-Methylpyrrolidone {} {} {} {} {} {} {} {} {LY} N-Methylpyrrolidone {} {} {} {} {} {} {} {} {} {LY} N-Methylpyrrolidone {} {} {} {} {} {} {} {} {} {} {LY} N-Methylpyrrolidone {} {} {} {} {} {} {} {} {} {} {} {LY} N-Methylpyrrolidone {} {} {} {} {} {} {} {} {} {} {} {} {LY} N-Methylpyrrolidone {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} N-Methylpyrrolidone {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} N-Methylpyrrolidone {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} N-Methylpyrrolidone {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} N-Methylpyrrolidone {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} N-Methylpyrrolido
PubChem Substance ID354334395
EC Number212-828-1
Beilstein Registry Number106420
Merck Number6117
Reaxys-RN106420
Chemical Name TranslationN-甲基吡咯烷酮
Wiswesser Line NotationT5NVTJ A
LabNetwork Molecule IDLN00164397
InChIInChI=1S/C5H9NO/c1-6-4-2-3-5(6)7/h2-4H2,1H3
Canonical SMILESO=C1N(C)CCC1
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分类

  • {SA} Alternative Energy, Amber Glass Bottles, Analytical Reagents, Analytical/Chromatography, CHROMASOLV Plus, Chromatography Reagents & Solvents, Electrolytes, HPLC & UHPLC Solvents (CHROMASOLV), HPLC Plus Grade Solvents (CHROMASOLV), HPLC/UHPLC Solvents (CHROMASOLV), Materials Science, NOWPak Products, Organic Solvents, Semi-Bulk Solvents,
  • {SNA} Alpha Sort, Alphabetical Index of Analytical Standards, Analytical Standards, Analytical/Chromatography, Chemical Class, Chromatography, Environmental Standards, Heterocyclics,
  • {SNA} Alpha Sort, Alphabetical Index of Analytical Standards, Analytical
  • {SNA}

产品应用

  • 用作溶剂及萃取剂。
  • NMP是一种极性的非质子传递溶剂,具有毒性小,沸点高,溶解能力出众,选择性强和稳定性好的优点。广泛用于芳烃萃取;乙炔、烯烃、二烯烃的纯化。也用于聚合物的溶剂及聚合反应的介质要。如聚酰胺、聚酰亚胺、聚苯硫醚等工程塑料及芳纶纤维。另外还用于绝缘材料、农药、颜料及清洁剂等方面。

相关文献及参考

  • Short: III/35B
  • Merck: 14,6117
  • Nucleophilic displacement reactions with CN-: J. Chem. Soc., 954 (1962). Preparation of thiophenols from unactivated aryl chlorides and Na alkanethiolates: J. Org. Chem., 56, 3728 (1991). Reaction of thiophenol and potassium carbonate in uncatalyzed substitution reactions of chloroanilines and chloroanilides: J. Org. Chem., 56, 862 (1991). Synthesis of alkylaryl and alkylheteroaryl ethers, catalyzed by Cu(I): Tetrahedron, 48, 3633 (1992).
  • Water-miscible, high-boiling dipolar aprotic solvent, compare N,N-Dimethyl­formamide, A13547 and Dimethyl­ sulfoxide, A13280, used in a wide variety of reactions, e.g.:
  • Short: III/35D3
  • Merck: 14,6117 Beilstein:21,237

安全信息

Warnings IRRITANT
GHS Symbol
WGK Germany1
Hazard Codes T T,Xi
Hazard statements
  • H227 Combustible liquid 可燃液体
  • H303 May be harmfully swallowed 吞食可能有害
  • H315 Causes skin irritation 会刺激皮肤
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
  • H360 May damage fertility or the unborn child 可能对生育能力或未出生婴儿造成伤害
Personal Protective Equipment Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
RTECSUY5790000
Precautionary statements
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P202 Do not handle until all safety precautions have been read and understood. 已阅读并理解所有的安全预防措施之前,切勿操作。
  • P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P302+P352
  • P302+P352+P332+P313+P362+P364
  • P304+P340+P312
  • P305+P351+P338
  • P305+P351+P338+P337+P313
  • P308+P313
  • P403+P233
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Signal word Danger
Safety Statements
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时,立即求医(可能时出示标签);
  • S53 Avoid exposure - obtain special instructions before use 避免接触,使用前获得特别指示说明;
Risk Statements
  • R10 Flammable 易燃
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R36/38 Irritating to eyes and skin 对眼睛和皮肤有刺激性
  • R45 May cause cancer 可能致癌
  • R46 May cause inheritable genetic damage 可能引起遗传基因损害
  • R61 May cause harm to the unborn child 可能对未出生的婴儿导致伤害
  • R65 Harmful: may cause lung damage if swallowed 若吞咽可能伤害肺部器官
Storage condition Store at room temperature {LY} Store at room temperature {} {LY} Store at room temperature {} {} {LY} Store at room temperature {} {} {} {LY} Store at room temperature {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {}
UN Number UN 1268 3/PG 3
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 80500 ug/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   IYKEDH Iyakuhin Kenkyu.  Study of Medical Supplies.  (Nippon Koteisho
   Kyokai, 12-15, 2-chome, Shibuya, Shibuya-ku, Tokyo 150, Japan)  V.1- 1970- 
   Volume(issue)/page/year: 18,922,1987

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 2472 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   ARZNAD Arzneimittel-Forschung. Drug Research.  (Editio Cantor Verlag,
   Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.)  V.1-    1951-
   Volume(issue)/page/year: 26,1581,1976

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 5130 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   EPASR* United States Environmental Protection Agency, Office of Pesticides
   and Toxic Substances. (U.S. Environmental Protection Agency, 401 M St., SW,
   Washington, DC 20460)  History unknown.  Volume(issue)/page/year:
   8EHQ-1087-0695

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Unreported
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 7 gm/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   34ZIAG "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York,
   Academic Press, Inc., 1969  Volume(issue)/page/year: -,408,1969

TYPE OF TEST            : LD50 - Lethal dose,

TYPE OF TEST            : Sex chromosome loss and nondisjunction
TEST SYSTEM             : Yeast - Saccharomyces cerevisiae
DOSE/DURATION           : 154 mmol/L
REFERENCE :
   EMMUEG Environmental and Molecular Mutagenesis.  (Alan R. Liss, Inc., 41 E.
   11th St., New York, NY 10003)  V.10-    1987-  Volume(issue)/page/year:
   11,31,1988

TYPE OF TEST            : TCLo - Lowest published toxic concentration
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 150 ppm/6H
SEX/DURATION            : female 7-20 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight
   gain)
   Reproductive - Effects on Newborn - delayed effects
REFERENCE :
   NETEEC Neurotoxicology and Teratology.  (Pergamon Press Inc., Maxwell House,
   Fairview Park, Elmsford, NY 10523)  V.9-    1987- Volume(issue)/page/year:
   16,241,1994

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 166 mg/kg
SEX/DURATION            : female 9 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Fertility - post-implantation mortality (e.g. dead and/or
   resorbed implants per total number of implants)
   Reproductive - Specific Developmental Abnormalities - Central Nervous System
   Reproductive - Specific Developmental Abnormalities - musculoskeletal system
REFERENCE :
   BIRUAA Biologische Rundschau.  (VEB Gustav Fischer Verlag, Postfach 176,
   Jena DDR-6900, Ger. Dem. Rep.)  V.1-    1963-  Volume(issue)/page/year:
   14,38,1976

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 116 ppm/6H
SEX/DURATION            : multigenerations
TOXIC EFFECTS :
   Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death,
   e.g., stunted fetus)
REFERENCE :
   DCTODJ Drug and Chemical Toxicology.  (Marcel Dekker, 270 Madison Ave., New
   York, NY 10016) V.1-    1977/78-  Volume(issue)/page/year: 18,271,1995

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
S

其他信息

  • MOL 文件:872-50-4.mol
  • 微有胺的气味。能与水、醇、醚、酯、酮、卤代烃、芳烃和蓖麻油互溶。挥发度低,热稳定性
  • 图谱信息:N-甲基吡咯烷酮(872-50-4)质谱(MS) N-甲基吡
  • N-甲基吡咯烷酮价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 30121590 1-甲基-2-吡咯烷酮;N-甲基-2-吡咯烷酮 500ml 150元
  • 毒性分级:中毒
  • Alfa Aesar:无水1-甲基-2-吡咯烷酮,99.5%,packagedunderArgoninrese
  • 防护措施:对皮肤有轻度刺激作用,但未见吸收作用。由于蒸气压低,一次吸入的危险性很小。但慢性作用可致中枢神经系统机能障碍,引起呼吸器官、肾脏、血管系统的病变。小鼠吸入本品蒸气2小时,浓度为0.18~0.20mg/L,可对上呼吸道及眼睛产生轻度的刺激。小鼠灌胃LD50为5200 mg/kg,大鼠灌胃LD50为7900mg/kg。 工作场所最高容许浓度100mg/m3。 现场操作人员应戴口罩、防护眼镜及手套。
  • color:≤20(APHA)
  • 存储注意事项:氮气保护;湿度敏感
  • 1-Methyl-2-pyrrolidinone is a pyrrolidinone compound solvent that has been documented to act a cosolvent and a complexing agent at the same time. The compound has been used in gel filtration of protected peptides, as well as utilized as a cryoprotective chemical for the freeze fracture technique.
  • 上游原料:丙酮 --> 一甲胺 --> gamma-丁内酯 --> 丁酰胺
  • 急性毒性:口服- 大鼠 LD50: 3914 毫克/ 公斤; 口服- 小鼠 LD50: 5130 毫克/ 公斤
  • 类别:易燃液体
  • 下游产品:2-(4-氯喹唑啉-7-氧基)乙酸乙酯 --> 三甲基氰硅烷 --> 6-三氟甲基吡啶-3-醛 --> 4-氨基丁酸 --> 1-苯并呋
  • 微有胺的气味。能与水、醇、醚、酯、酮、卤代烃、芳烃和蓖麻油互溶。挥发度低,热稳定性、化学稳定性均佳,能随水蒸气挥发。有吸湿性。对光敏感。半数致死量(大鼠,经口)3.8ml/kg。
  • Sigma Aldrich:872-50-4(sigmaaldrich)
  • 用途:N-甲基吡咯烷酮(NMP)是一种极性的非质子传递溶剂。具有毒性小、沸点高、溶解力出众。选择性强和稳定性好的优点。广泛用于芳烃萃取、乙炔、烯烃、二烯烃的纯化,聚偏二氟乙烯的溶剂,锂离子电池的电极辅助材料,合成气脱硫、润滑油精制、润滑油抗冻剂、烯烃萃取剂、、难溶工程塑料聚合时的溶剂,农用除草剂,绝缘材料、集成电路制作,半导体行业精密仪器、线路板的洗净,PVC尾气回收,清洗剂、染料助剂、分散剂等。 也用于聚合物的溶剂及聚合反应的介质,如工程塑料及芳纶纤维。另外还可用在农药、医药和清洁剂等方面。
  • Acros Organics:超干N-甲基吡咯烷酮 1-Methyl-2-pyrrolidinone, AcroSeal?, Extra Dry, 99.5%(872-50-4)
  • 下游产品:2-(4-氯喹唑啉-7-氧基)乙酸乙酯 --> 三甲基氰硅烷 --> 6-三氟甲基吡啶-3-醛 --> 4-氨基丁酸 --> 1-苯并呋喃-5-甲腈 --> 3-氨基-6-氯吡啶-2-羧酸 --> 2-氯-6-三氟甲基烟酸 --> 4-三氟甲基烟酸 --> 5-三氟甲基吡啶-2-羧酸 --> (3,5-二甲氧基苯基)乙酸 --> 4-二甲基氨基丁酸盐酸盐 --> 6-(三氟甲基)吡啶-2-甲酸 --> N-(3'-丙胺基)-2-吡咯烷酮 --> 2-(二苯基羟亚膦基)乙基三乙氧基硅烷 --> 3-氨基-2-氰基吡啶 -->

系列性分类


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