Morpholine 吗啉

CAS 110-91-8 MFCD00005972

化学结构图

110-91-8
SMILES: C1COCCN1

化学属性

Mol. FormulaC4H9NO
Mol. Weight87.12
Refractive index1.4520 to 1.4560
Boiling Point129
Density0.996
Melting Point-7--5
Flash Point35.56°C
TSCAYes
Autoignition Point590 °F
Vapor Density3 (vs air)
Vapor Pressure31 mmHg ( 38 °C)
Solubility与水混溶,可混溶于多数有机溶剂。
Stability易吸潮

别名和识别编码

Chemical NameMorpholine
Synonym Morpholine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
CAS Number110-91-8
PubChem Substance ID8083
EC Number203-815-1
Beilstein Registry Number27,5
MDL NumberMFCD00005972
Reaxys-RN102549
Merck Number6277
Chemical Name Translation吗啉
Wiswesser Line NotationT6M DOTJ
LabNetwork Molecule IDLN00193625
InChIInChI=1S/C4H9NO/c1-3-6-4-2-5-1/h5H,1-4H2
Canonical SMILESN1CCOCC1
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分类

  • {uni_hamburg} no charge; oxygen heterocycle; nitrogen heterocycle; alicycle; 6RingOnly; 6ring; ether; 1fragment
  • {SNA} Building Blocks,
  • {SNA} Additional Standards, Alpha Sort, Analytical Standards, Chemical Class, Chromatography, Environmental Standards, Food and Cosmetic Component Standards, Heterocyclics, M, M-P, Mixed,

产品应用

  • 吗啉与无机酸反应生成盐,与有机酸反应生成盐或酰胺。可进行烷基化反应,还可以与环氧乙烷、酮反应或进行Willgerodt反应。

相关文献及参考

  • In the Kindler modification of the Willgerodt reaction, aryl ketones are converted to ω-arylalkanoic acids by reaction with sulfur and an amine, usually morpholine: Org. Synth. Coll., 9, 99 (1998); reviews: Org. React., 3, 83 (1946); Synthesis, 358 (1975).
  • Reagent for the cleavage of Fmoc protecting groups in peptide synthesis (see 9-Fluorenyl­methyl­ chloroformate, A11683): J. Am. Chem. Soc., 92, 5748 (1970); J. Org. Chem., 37, 3404 (1972). See Appendix 6 for peptide reagents.
  • Short: II/19b
  • Chlorination with hypochlorite gives N-chloromorpholine, a useful reagent in strongly acid media for the selective chlorination of activated aromatics: Org. Synth. Coll., 8, 167 (1993), and references therein.
  • Merck:14,6277
  • Merck:14,6277 Beilstein:27,5
  • Lithium morpholide adds to aromatic aldehydes at low temperature, a useful means for the protection of the aldehyde group in lithiations: Tetrahedron Lett., 25, 4213 (1981); J. Org. Chem., 48, 2356 (1983).
  • Short: II/14a

安全信息

GHS Symbol
WGK Germany2
Hazard Codes C
Hazard statements
  • H226 Flammable liquid and vapour 易燃液体和蒸气
  • H314 Causes severe skin burns and eye damage 导致严重的皮肤灼伤和眼睛损伤
  • H332 Harmful if inhaled 吸入有害
  • H312 Harmful in contact with skin 皮肤接触有害
  • H302 Harmful if swallowed 吞食有害
  • H311+H331
Personal Protective Equipment Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
RTECSQD6475000
Precautionary statements
  • 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。
  • 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。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P305+P351+P338
  • P303+P361+P353
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
  • P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
  • P337+P313
  • P403+P233
  • P305+P351+P338+P310
  • P301+P330+P331+P310
Signal word
UN Number UN2054
Risk Statements
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R10 Flammable 易燃
  • R20/21/22 Harmful by inhalation, in contact with skin and if swallowed 吸入、皮肤接触和不慎吞咽有害
  • R34 Causes burns 会导致灼伤
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);
  • S36 Wear suitable protective clothing 穿戴适当的防护服;
  • S1/2 None 上锁保管并避免儿童触及;
  • S23 Do not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer) 不要吸入气体/烟雾/蒸汽/喷雾;
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护;
Storage condition 2-8°C, protect from light {LY} 2-8°C, protect from light Store at R.T. {} {LY} 2-8°C, protect from light {} {} {LY} 2-8°C, protect from light {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, prot
Packing GroupI
Hazard Class8/3
Warnings 危化品目录(2015)
TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 2560 mg/kg/Y-C
TOXIC EFFECTS :
   Tumorigenic - neoplastic by RTECS criteria
   Lungs, Thorax, or Respiration - bronchiogenic carcinoma
   Liver - tumors
REFERENCE :
   GISAAA Gigiena i Sanitariya.  For English translation, see HYSAAV.  (V/O
   Mezhdunarodnaya Kniga, 113095 Moscow, USSR)  V.1-    1936-
   Volume(issue)/page/year: 44(8),15,1979

TYPE OF TEST            : LC50 - Lethal concentration, 50 percent kill
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Mammal - species unspecified
DOSE/DURATION           : 12000 mg/m3
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   TPKVAL Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv.
   Toxicology of New Industrial Chemical Substances.  For English translation,
   see TNICS*.  (Izdatel'stvo Meditsina, Moscow, USSR)  No.1-    1961-
   Volume(issue)/page/year: 14,90,1975

TYPE OF TEST            : LC50 - Lethal concentration, 50 percent kill
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 1320

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 458 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   USXXAM United States Patent Document.  (U.S. Patent Office, Box 9,
   Washington, DC 20231)  Volume(issue)/page/year: #4576951

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 413 mg/kg
TOXIC EFFECTS :
   Reproductive - Paternal Effects - testes, epididymis, sperm duct
REFERENCE :
   CANCAR Cancer (Philadelphia).  (Lippincott/Harper, Journal Fulfillment
   Dept., 2350 Virginia Ave., Hagerstown, MD 21740)  V.1-    1948-
   Volume(issue)/page/year: 2,1055,1949

TYPE OF TEST            : LD50 - Lethal dose, 50 percent

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Mammal - species unspecified
DOSE/DURATION           : 1220 mg/kg
TOXIC EFFECTS :
   Details of toxic

TYPE OF TEST            : Morphological transformation
TEST SYSTEM             : Rodent - mouse Fibroblast
DOSE/DURATION           : 125 mg/L
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-0779-0294

TYPE OF TEST            : Morphological transformation
TEST SYSTEM             : Rodent - mouse Lymphocyte
DOSE/DURATION           : 1 uL/L
REFERENCE :
   ENMUDM Environmental Mutagenesis.  (New York, NY)  V.1-9, 1979-87.  For
   publisher information, see EMMUEG.  Volume(issue)/page/year: 4,390,1982

TYPE OF TEST            : Sister chromatid exchange
TEST SYSTEM             : Rodent - hamster Ovary
DOSE/DURATION           : 160 mg/L
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-0779-0294

TYPE OF TEST            : Mutation in mammalian somatic cells
TEST SYSTEM             : Rodent - mouse Lymphocyte
DOSE/DURATION           : 1 gm/L
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-0779-0294

Restrict 危险品

其他信息

  • 外观性质:无色油状液体,有氨味。
  • 用途六:1,4-氧氮六环(110-91-8)主要应用于生产橡胶促进剂、合成病毒灵、布烙芬、咳必定等多种药物,在油漆、农药、增白剂、溶剂等方面也有广泛用途。还可用于制造N-甲基吗啉、N-乙基吗啉等多种中间体。
  • 刺激数据:皮肤-兔子 995 毫克/24小时 重度; 眼睛-兔子 2 毫克 重度
  • TCI Shanghai:吗啉 Morpholine,>;99.0%(GC)(110-91-8)
  • 上游原料:氢氧化钠 --> 硫酸 --> 氨 --> 1,4-二氧六环 --> 氢 --> 4-氯苯甲醛 --> 二乙醇胺 --> 二乙二醇
  • 具有吸湿性和特殊的胺味,能以任何比例与水互溶,易溶于芳烃、醇、酮类、醚类和有机溶剂中,微溶于矿物油和脂肪族烃中,有轻微毒性。能随水蒸气挥发。
  • 方法二:由二乙醇胺经硫酸脱水环合而得。将二乙醇胺加入水反应锅内,在60℃以下滴加硫酸,加毕,升温于185-195℃,保温30min。冷至60℃以下,滴加氢氧化钠液至pH=11,冷却,过滤,滤液精馏,收集130℃以下馏分,精吗啉含量可达99.5%以上。该法原料易得,目前已成为世界生产吗啉的主要方法。由二噁烷与氨气相催化反应而可制得吗啉。
  • 图谱信息:1,4-氧氮六环(110-91-8)Raman光谱 1,4-氧氮六环(110-91-8)红外图谱(IR1) 1,4-氧氮六环(110-91-8)核磁图( 1 HNMR) 1,4-氧氮六环(110-91-8)核磁图( 13 CNMR) 1,4-氧氮六环(110-91-8)质谱(MS)
  • 参考质量标准:FCC,1996 含量 ≥99.0% 馏程 126.0~130.0℃ 重金属(以Pb计) ≤1mg/kg 折射率(n D 20 ) 1.454~1.455 相对密度(d 25 25 ) 0.994~0.997
  • 灭火剂:干粉, 二氧化碳, 泡沫, 雾状水
  • 含量分析:取0.1%溴甲酚绿的甲醇液4份,0.1%甲基红钠盐的水溶液1份,混合,作为混合指示剂。 一250m1烧瓶中盛水50m1,加上述混合指示剂0.4ml,逐滴加入0.1moI/L盐酸,中和至绿色。准确称取试样1.4~1.6g,加入该烧瓶,混匀。用0.5mol/L盐酸滴定至绿色。每ml,0.5mol/L盐酸相当于C 4 H 9 NO 43.56mg。
  • 用途一:促进剂NOBS的主要原料,有作分析试剂及树脂、蜡类、虫胶等的溶剂 ,用于生产硫酸钠.水玻璃和群青等。还用于制造玻璃.造纸.洗涤剂.肥皂.染料.合成纤维.制革.医药和陶瓷等行业。分析试剂,如氮的测定,脱水剂。
  • 产品特性:吗啉又称为1,4-氧氮杂环己烷,常温下是一种无色油状液体,能与水、丙酮、醚、苯、醇、乙二醇和油类混溶,有吸湿性和氨味,可随水蒸汽挥发。 吗啉含有仲胺基团,具有仲胺基团的所有典型反应特征。与无机酸反应生成盐,与有机酸反应生成盐或酰胺,可进行烷基化反应,还可以与环氧乙烷、酮反应或进行Willgerodt反应。由于吗啉所具有的独特的化学性质,使其成为当前具有重要商业用途的精细石油化工产品之一,可用于制备NOBS、DTOS和MDS等橡胶硫化促进剂、防锈剂、防腐蚀剂、清洁剂、除垢剂、止痛药、局部麻醉剂、镇静剂、呼吸系统与血管兴奋剂、表面活化剂、光学漂白剂、水果保鲜剂、纺织印染助剂等,在橡胶、医药、农药、染料、涂料等行业有着广泛的用途,医药方面用于生产吗啉胍、病毒灵、布洛芬、咳必定、萘普生、二氯苯胺、苯乙酸钠等多种重要药物。 吗啉的生产方法主要有DEA法(二乙醇胺法)和DEG法(二甘
  • Sigma Aldrich:110-91-8(sigmaaldrich)
  • 毒性:LD 50 1050mg/kg(大鼠,经口)。
  • 类别:易燃液体
  • 毒性防护:蒸气刺激皮肤及眼粘膜,引起呼吸困难,具有全身毒性作用,可引起肝,肾变性及坏死性病变。人体在43mg/L浓度下,作用1分钟,对鼻粘膜产生强烈
  • 用途四:吗啉是杀菌剂烯酰吗啉和氟吗啉及有机磷杀虫剂茂硫磷的中间体。
  • 下游
  • 职业标准:TLV-TWA 70

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