Basic Description

Synonyms	4-Methylmorpholine \| N-METHYLMORPHOLINE \| 109-02-4 \| Morpholine, 4-methyl- \| Methylmorpholine \| 1-Methylmorpholine \| N-methyl morpholine \| 4-methylmorpholin \| Morpholine, N-methyl- \| 4-Methylmorfolin \| NSC 9382 \| 4-methyl-morpholine \| 11P91ANU5X \| NMM \| DTXSID9029146 \| NSC-9382 \| DTXCID
Specifications & Purity	Distillation grade, ≥99.5%
Storage Temp	Protected from light,Room temperature
Shipped In	Normal
Grade	Distillation grade
Product Description	product describtion: N-Methylmorpholine is a morpholine-containing compound used for protein sequencing analysis 4-Methylmorpholine is an economical cation useful for the preparation of morpholinium cation-based ionic liquids. The experimental FT-IR and FT-Raman spectra of 4-methylmorpholine has been recorded over the range 4000-400cm-1 and 3500-100cm-1 respectively. It undergoes fluorination with cobalt(III) fluoride to afford highly fluorinated morpholines, which were characterized by mass and NMR spectroscopy. Product Application： 4-Methylmorpholine may be used in the preparation of N-ethyl-N-methylmorpholinium bis(trifluoromethanesulfonyl)imide.A morpholine-containing compound used for protein sequencing analysis

Associated Targets(Human)

Associated Targets(non-human)

Names and Identifiers

IUPAC Name	4-methylmorpholine
INCHI	InChI=1S/C5H11NO/c1-6-2-4-7-5-3-6/h2-5H2,1H3
InChi Key	SJRJJKPEHAURKC-UHFFFAOYSA-N
Canonical SMILES	CN1CCOCC1
Isomeric SMILES	CN1CCOCC1
WGK Germany	1
RTECS	QE5775000
PubChem CID	7972
UN Number	2535
Packing Group	II
Molecular Weight	101.15
Beilstein	102719

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

To view the certificate results,please click on a Lot number.For Lot numbers from past orders,please use our order status section

8 results found

Lot Number	Certificate Type	Date	Item
G2321858	Certificate of Analysis	Jul 14, 2023	M104643
G2321875	Certificate of Analysis	Jul 14, 2023	M104643
G2321885	Certificate of Analysis	Jul 14, 2023	M104643
D23181238	Certificate of Analysis	Apr 10, 2023	M104643
D23181259	Certificate of Analysis	Apr 10, 2023	M104643
B1926128	Certificate of Analysis	Dec 12, 2022	M104643
K2216269	Certificate of Analysis	Jun 15, 2022	M104643
L2122533	Certificate of Analysis	Nov 30, 2021	M104643

Chemical and Physical Properties

Solubility	Miscible with water, soluble in benzene.
Sensitivity	Light sensitive.
Refractive Index	1.4332
Flash Point(°F)	14 ℃
Flash Point(°C)	14 ℃
Boil Point(°C)	111-114°C
Melt Point(°C)	-65°C

Safety and Hazards(GHS)

Pictogram(s)	GHS05, GHS07, GHS02
Signal	Danger
Hazard Statements	H373:Causes damage to organs through prolonged or repeated exposure H314:Causes severe skin burns and eye damage H302:Harmful if swallowed H318:Causes serious eye damage H225:Highly Flammable liquid and vapor H312:Harmful in contact with skin H332:Harmful if inhaled
Precautionary Statements	P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P280:Wear protective gloves/protective clothing/eye protection/face protection. P370+P378:In case of fire: Use ... to extinguish. P210:Keep away from heat, hot surface, sparks, open flames and other ignition sources. - No smoking. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P233:Keep container tightly closed. P240:Ground/bond container and receiving equipment. P264:Wash hands [and …] thoroughly after handling. P403+P235:Store in a well-ventilated place. Keep cool. P260:Do not breathe dust/fume/gas/mist/vapors/spray. P303+P361+P353:IF ON SKIN (or hair): Take off Immediately all contaminated clothing. Rinse SKIN with water [or shower]. P271:Use only outdoors or in a well-ventilated area. P241:Use explosion-proof [electrical/ventilating/lighting/.../] equipment. P270:Do not eat, drink or smoke when using this product. P301+P330+P331:IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P363:Wash contaminated clothing before reuse. P362+P364:Take off contaminated clothing and wash it before reuse. P330:Rinse mouth. P242:Use only non-sparking tools. P243:Take precautionary measures against static discharge. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P301+P317:IF SWALLOWED: Get medical help. P305+P354+P338:IF IN EYES: Immediately rinse with water for several minutes. Remove contact lenses if present and easy to do. Continue rinsing. P317:Get emergency medical help. P302+P361+P354:IF ON SKIN: Take off Immediately all contaminated clothing. Immediately rinse with water for several minutes. P316:Get emergency medical help immediately. P319:Get medical help if you feel unwell.
WGK Germany	1
RTECS	QE5775000
Class	3, 8
Merck Index	6277

Citations of This Product

1. Gao-Feng Qi, Xin Cui, Xue-Feng Gong, Xu Cui, Huan-Ge Xu, Qi-Lin Liang, Kuo Zhang, Xiao-Ling Sha, Litao Li, Gui-Yuan Wang, Hong-Wen Liang, Lei Wang. (2023) A self-assembling peptide inhibits the growth and function of fungi via wrapping strategy. Biomaterials Science, [PMID:38193333]
2. Haifeng Ni, Sunxiang Qian, Jie Lu, Jie Feng, Xiao-zhou Mou, Jing Zhang. (2023) Natural Polysaccharide Delivery Platforms with Multiscale Structure Used for Cancer Chemoimmunotherapy. MOLECULAR PHARMACEUTICS, (28): [PMID:37752866]
3. Dongyong Li, Yiruo Chen, Yimin Xie, Qinghua Feng. (2023) Direct dissolution of unbleached pulp from corncob and wheat straw in N-methylmorpholine-N-oxide. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 252 (126485). [PMID:37625753]
4. Hongfang Yang, Shuo Ma, Biao Zhao, Jianping Deng. (2023) Brightening up Full-Color and White Circularly Polarized Luminescence through Chiral Induction and Circularly Polarized Light Excitation. ACS Applied Materials & Interfaces, 15 (10): (13668–13677). [PMID:36857157]
5. Xiaoqin Wang, Wenqing Li, Zhenhua Li, Tianjiao Han, Jinqiao Rong, Jiangbo Fan, Linjuan Huang, Yu Lu, Zhongfu Wang. (2023) Human milk whey glycoprotein N-glycans varied greatly among different maternal secretor status. CARBOHYDRATE POLYMERS, 310 (120728). [PMID:36925253]
6. Kai Yang, Shuo Ma, Youping Wu, Biao Zhao, Jianping Deng. (2023) Circularly Polarized Fluorescence Energy Transfer for Constructing Multicolor Circularly Polarized Luminescence Films with Controllable Handedness. CHEMISTRY OF MATERIALS, 35 (3): (1273–1282). [PMID:]
7. Xiayu Liang, Qingle Zeng. (2023) Recovery of samarium(III) and cobalt(II) in synthetic nitric acid solutions using carboxyl functionalized ionic liquids and application to recycling SmCo permanent magnets. HYDROMETALLURGY, 216 (106016). [PMID:]
8. Li Yongwei, Pan Shiguang, Han Ronghuan, Gao Jian, Liu Dan, Gui Jianzhou. (2023) Rational Design of Phosphotungstate Hybrids with Dual Active Sites for Efficient Catalytic Oxidation. CATALYSIS LETTERS, 153 (10): (3092-3102). [PMID:]
9. Shenghua Du, Shuai Huang, Ning Xie, Tong Zhang, Yaoyao Xu, Xingming Ning, Pei Chen, Xinbing Chen, Zhongwei An. (2022) New block poly(ether sulfone) based anion exchange membranes with rigid side-chains and high-density quaternary ammonium groups for fuel cell application. Polymer Chemistry, 13 (30): (4395-4405). [PMID:]
10. Meng-Ru Ding, Qi-Lin Liang, Huan-Ge Xu, Xiang-Dan Li, Kuo Zhang, Zi-Jin Wei, Yong-Hong Gao, Qing-Shi Zhang, Rui Huang, Huai Yang, Lei Wang, Hao Wang. (2022) Smart Peptide Defense Web In Situ Connects for Continuous Interception of IgE against Allergic Rhinitis. ACS Applied Materials & Interfaces, 14 (26): (29639–29649). [PMID:35749729]
11. Shenghua Du, Songsong Li, Ning Xie, Yaoyao Xu, Qiang Weng, Xingming Ning, Pei Chen, Xinbing Chen, Zhongwei An. (2022) Development of rigid side-chain poly(ether sulfone)s based anion exchange membrane with multiple annular quaternary ammonium ion groups for fuel cells. POLYMER, 251 (124919). [PMID:]
12. Yong-Hong Gao, Kuo Zhang, Meng-Ru Ding, Xue-Feng Gong, Hui Cao, Lei Wang. (2022) Hydrophobicity regulates self-assembly behavior of binding-induced fibrillogenesis peptides. Colloid and Interface Science Communications, 48 (100622). [PMID:]
13. Liu Yaoyang, Liu Zhibin, Zhao Chuang, Jiao Caishan, Zhang Meng, Zhou Yu, Gao Yang, Li Huibo, He Hui. (2022) Comparative study on the extraction performance of Nd(III) by isomeric unsymmetrical diglycoamides. JOURNAL OF RADIOANALYTICAL AND NUCLEAR CHEMISTRY, 331 (4): (1759-1767). [PMID:]
14. Huimin Duan, Lijie Yin, Tao Chen, Dongming Qi, Dongyue Zhang. (2022) A “metal ions-induced poisoning behavior of biomolecules” inspired polymeric probe for Cu2+ selective detection on basis of coil to helix conformation transition. EUROPEAN POLYMER JOURNAL, 167 (111070). [PMID:]
15. Ren Han, Zeng Xiang-Zhong, Zhao Xiao-Xiao, Hou Da-yong, Yao Haodong, Yaseen Muhammad, Zhao Lina, Xu Wan-hai, Wang Hao, Li Li-Li. (2022) A bioactivated in vivo assembly nanotechnology fabricated NIR probe for small pancreatic tumor intraoperative imaging. Nature Communications, 13 (1): (1-13). [PMID:35058435]
16. Ke Li, Ruxiang Li, Pengfei Zou, Li Li, Huajun Wang, Deqian Kong, Guangying Zheng, Li-Li Li. (2022) Glycopeptide-nanotransforrs eyedrops with enhanced permeability and retention for preventing fundus neovascularization. BIOMATERIALS, 281 (121361). [PMID:34991034]
17. Yaoyang Liu, Chuang Zhao, Zhibin Liu, Sheng Liu, Yu Zhou, Caishan Jiao, Meng Zhang, Yang Gao, Hui He, Shaowen Zhang. (2021) Study on the extraction of lanthanides by isomeric diglycolamide extractants: an experimental and theoretical study. RSC Advances, 12 (2): (790-797). [PMID:35425104]
18. Yuerong Yang, Yu Lu, Yinchuan Liu, Yu Pan, Hongjuan Ma, Linjuan Huang, Zhongfu Wang. (2022) Comparative analysis of yak milk and bovine milk glycoprotein N/O-glycome by online HILIC-UV-ESI-MS/MS. CARBOHYDRATE POLYMERS, 278 (118918). [PMID:34973737]
19. Shi-Zhao Lu,Xiao-Yan Guo,Mei-Shuai Zou,Zi-Qin Zheng,Yu-Chuan Li,Xiao-Dong Li,Li-Li Li,Hao Wang. (2019-11-22) Bacteria-Instructed In Situ Aggregation of AuNPs with Enhanced Photoacoustic Signal for Bacterial Infection Bioimaging.. Advanced healthcare materials, 9 ((1)): (e1901229-e1901229). [PMID:31750997]

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32. Haifeng Ni, Sunxiang Qian, Jie Lu, Jie Feng, Xiao-zhou Mou, Jing Zhang. (2023) Natural Polysaccharide Delivery Platforms with Multiscale Structure Used for Cancer Chemoimmunotherapy. MOLECULAR PHARMACEUTICS, (28): [PMID:37752866]
33. Dongyong Li, Yiruo Chen, Yimin Xie, Qinghua Feng. (2023) Direct dissolution of unbleached pulp from corncob and wheat straw in N-methylmorpholine-N-oxide. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 252 (126485). [PMID:37625753]
34. Hongfang Yang, Shuo Ma, Biao Zhao, Jianping Deng. (2023) Brightening up Full-Color and White Circularly Polarized Luminescence through Chiral Induction and Circularly Polarized Light Excitation. ACS Applied Materials & Interfaces, 15 (10): (13668–13677). [PMID:36857157]
35. Xiaoqin Wang, Wenqing Li, Zhenhua Li, Tianjiao Han, Jinqiao Rong, Jiangbo Fan, Linjuan Huang, Yu Lu, Zhongfu Wang. (2023) Human milk whey glycoprotein N-glycans varied greatly among different maternal secretor status. CARBOHYDRATE POLYMERS, 310 (120728). [PMID:36925253]
36. Kai Yang, Shuo Ma, Youping Wu, Biao Zhao, Jianping Deng. (2023) Circularly Polarized Fluorescence Energy Transfer for Constructing Multicolor Circularly Polarized Luminescence Films with Controllable Handedness. CHEMISTRY OF MATERIALS, 35 (3): (1273–1282). [PMID:]
37. Xiayu Liang, Qingle Zeng. (2023) Recovery of samarium(III) and cobalt(II) in synthetic nitric acid solutions using carboxyl functionalized ionic liquids and application to recycling SmCo permanent magnets. HYDROMETALLURGY, 216 (106016). [PMID:]
38. Li Yongwei, Pan Shiguang, Han Ronghuan, Gao Jian, Liu Dan, Gui Jianzhou. (2023) Rational Design of Phosphotungstate Hybrids with Dual Active Sites for Efficient Catalytic Oxidation. CATALYSIS LETTERS, 153 (10): (3092-3102). [PMID:]
39. Shenghua Du, Shuai Huang, Ning Xie, Tong Zhang, Yaoyao Xu, Xingming Ning, Pei Chen, Xinbing Chen, Zhongwei An. (2022) New block poly(ether sulfone) based anion exchange membranes with rigid side-chains and high-density quaternary ammonium groups for fuel cell application. Polymer Chemistry, 13 (30): (4395-4405). [PMID:]
40. Meng-Ru Ding, Qi-Lin Liang, Huan-Ge Xu, Xiang-Dan Li, Kuo Zhang, Zi-Jin Wei, Yong-Hong Gao, Qing-Shi Zhang, Rui Huang, Huai Yang, Lei Wang, Hao Wang. (2022) Smart Peptide Defense Web In Situ Connects for Continuous Interception of IgE against Allergic Rhinitis. ACS Applied Materials & Interfaces, 14 (26): (29639–29649). [PMID:35749729]
41. Shenghua Du, Songsong Li, Ning Xie, Yaoyao Xu, Qiang Weng, Xingming Ning, Pei Chen, Xinbing Chen, Zhongwei An. (2022) Development of rigid side-chain poly(ether sulfone)s based anion exchange membrane with multiple annular quaternary ammonium ion groups for fuel cells. POLYMER, 251 (124919). [PMID:]
42. Yong-Hong Gao, Kuo Zhang, Meng-Ru Ding, Xue-Feng Gong, Hui Cao, Lei Wang. (2022) Hydrophobicity regulates self-assembly behavior of binding-induced fibrillogenesis peptides. Colloid and Interface Science Communications, 48 (100622). [PMID:]
43. Liu Yaoyang, Liu Zhibin, Zhao Chuang, Jiao Caishan, Zhang Meng, Zhou Yu, Gao Yang, Li Huibo, He Hui. (2022) Comparative study on the extraction performance of Nd(III) by isomeric unsymmetrical diglycoamides. JOURNAL OF RADIOANALYTICAL AND NUCLEAR CHEMISTRY, 331 (4): (1759-1767). [PMID:]
44. Huimin Duan, Lijie Yin, Tao Chen, Dongming Qi, Dongyue Zhang. (2022) A “metal ions-induced poisoning behavior of biomolecules” inspired polymeric probe for Cu2+ selective detection on basis of coil to helix conformation transition. EUROPEAN POLYMER JOURNAL, 167 (111070). [PMID:]
45. Ren Han, Zeng Xiang-Zhong, Zhao Xiao-Xiao, Hou Da-yong, Yao Haodong, Yaseen Muhammad, Zhao Lina, Xu Wan-hai, Wang Hao, Li Li-Li. (2022) A bioactivated in vivo assembly nanotechnology fabricated NIR probe for small pancreatic tumor intraoperative imaging. Nature Communications, 13 (1): (1-13). [PMID:35058435]
46. Ke Li, Ruxiang Li, Pengfei Zou, Li Li, Huajun Wang, Deqian Kong, Guangying Zheng, Li-Li Li. (2022) Glycopeptide-nanotransforrs eyedrops with enhanced permeability and retention for preventing fundus neovascularization. BIOMATERIALS, 281 (121361). [PMID:34991034]
47. Yaoyang Liu, Chuang Zhao, Zhibin Liu, Sheng Liu, Yu Zhou, Caishan Jiao, Meng Zhang, Yang Gao, Hui He, Shaowen Zhang. (2021) Study on the extraction of lanthanides by isomeric diglycolamide extractants: an experimental and theoretical study. RSC Advances, 12 (2): (790-797). [PMID:35425104]
48. Yuerong Yang, Yu Lu, Yinchuan Liu, Yu Pan, Hongjuan Ma, Linjuan Huang, Zhongfu Wang. (2022) Comparative analysis of yak milk and bovine milk glycoprotein N/O-glycome by online HILIC-UV-ESI-MS/MS. CARBOHYDRATE POLYMERS, 278 (118918). [PMID:34973737]
49. Shi-Zhao Lu,Xiao-Yan Guo,Mei-Shuai Zou,Zi-Qin Zheng,Yu-Chuan Li,Xiao-Dong Li,Li-Li Li,Hao Wang. (2019-11-22) Bacteria-Instructed In Situ Aggregation of AuNPs with Enhanced Photoacoustic Signal for Bacterial Infection Bioimaging.. Advanced healthcare materials, 9 ((1)): (e1901229-e1901229). [PMID:31750997]

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SKU	Size	Availability	Price	Qty
M104643-100ml	100ml	In stock	$71.90
M104643-500ml	500ml	In stock	$322.90

N-Methyl morpholine - purified by redistillation，99.5%, high purity , CAS No.109-02-4