N-Methylmorpholine: Difference between revisions

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	{{DISPLAYTITLE:''N''-Methylmorpholine}}		{{DISPLAYTITLE:''N''-Methylmorpholine}}
	{{chembox		{{chembox
			\| Verifiedfields = changed
⚫	\| verifiedrevid = ~~285685013~~
			\| Watchedfields = changed
⚫	\| ~~Name~~ =~~''N''~~-Methylmorpholine
		⚫	\| verifiedrevid = 357297423
⚫	\| ~~ImageFileL1~~ = N-Methylmorpholine.~~svg~~
	\| ~~ImageFileR1~~ = N-Methylmorpholine~~-3D.png~~		\| Name = ''N''-Methylmorpholine
	\| ~~IUPACName~~ = 4-Methylmorpholine		\| ImageFileL1 = N-Methylmorpholine.svg
		⚫	\| ImageFileR1 = N-Methylmorpholine-3D.png
⚫	\| Section1 = {{Chembox Identifiers
		⚫	\| IUPACName = 4-Methylmorpholine
		⚫	\| Section1 = {{Chembox Identifiers
	\| Abbreviations = NMM		\| Abbreviations = NMM
	\| CASNo_Ref = {{cascite}}		\| CASNo_Ref = {{cascite\|correct\|CAS}}
	\| CASNo = 109-02-4		\| CASNo = 109-02-4
			\| ChEMBL = 2448839
			\| ChemSpiderID_Ref = {{chemspidercite\|correct\|chemspider}}
			\| ChemSpiderID = 7684
			\| EC_number = 203-640-0
			\| UNII_Ref = {{fdacite\|correct\|FDA}}
			\| UNII = 11P91ANU5X
	\| PubChem = 7972		\| PubChem = 7972
			\| UNNumber = 2535
	\| SMILES = O1CCN(C)CC1		\| SMILES = O1CCN(C)CC1
	\| InChI = ~~InChI=~~1/C5H11NO/c1-6-2-4-7-5-3-6/h2-5H2,1H3		\| InChI = 1/C5H11NO/c1-6-2-4-7-5-3-6/h2-5H2,1H3
			\| InChIKey = SJRJJKPEHAURKC-UHFFFAOYAK
			\| StdInChI_Ref = {{stdinchicite\|changed\|chemspider}}
			\| StdInChI = 1S/C5H11NO/c1-6-2-4-7-5-3-6/h2-5H2,1H3
			\| StdInChIKey_Ref = {{stdinchicite\|changed\|chemspider}}
			\| StdInChIKey = SJRJJKPEHAURKC-UHFFFAOYSA-N
	}}		}}
	\| Section2 = {{Chembox Properties		\| Section2 = {{Chembox Properties
	\| Formula = \|C=5\|H=11\|N=1\|O=1		\| Formula = \|C=5\|H=11\|N=1\|O=1
	\| MolarMass =		\| MolarMass =
	\| Appearance = Liquid		\| Appearance = Liquid
			\| Odor = Strongly unpleasant, fish-like
	\| Density = 0.92 g/cm<sup>3</sup>		\| Density = 0.92 g/cm<sup>3</sup>
	\| MeltingPtC = -66		\| MeltingPtC = -66
	\| ~~BoilingPtCL~~ = 115		\| BoilingPtC = 115 to 116
			\| pKa = 7.38 (for the conjugate acid) (H<sub>2</sub>O)<ref> {{webarchive\|url=https://web.archive.org/web/20120121150933/http://www2.lsdiv.harvard.edu/labs/evans/pdf/evans_pKa_table.pdf \|date=2012-01-21 }}</ref>
	\| BoilingPtCH = 116
	\| pKa = 7.38 <ref></ref>
	}}		}}
	\| Section7 = {{Chembox Hazards		\| Section7 = {{Chembox Hazards
			\| GHSPictograms = {{GHS02}}{{GHS05}}{{GHS07}}
	\| EUClass = Flammable ('''F'''), Corrosive ('''C''')
			\| GHSSignalWord = Danger
	\| RPhrases = {{R11}} {{R20/21/22}} {{R34}}
			\| HPhrases = {{H-phrases\|225\|302\|312\|314\|332}}
	\| SPhrases = {{S16}} {{S26}} {{S36/37/39}} {{S45}}
			\| PPhrases = {{P-phrases \|210\|233\|240 \|241\|242\|243\|260\|261\|264\|270 \|271\|280\|301+312\|301+330+331\|302+352\|303+361+353\|304+312 \|304+340\|305+351+338 \|310\|312\|321\|322 \|330\|363\|370+378\|403+235 \|405\|501}}
	}}		}}
	}}		}}

			'''''N''-Methylmorpholine''' is the ] with the formula O(CH<sub>2</sub>CH<sub>2</sub>)<sub>2</sub>NCH<sub>3</sub>. It is a colorless liquid. It is a cyclic ]. It is used as a base catalyst for generation of ]s and other reactions. It is produced by the reaction of ] and ] as well as by the hydrogenolysis of N-formylmorpholine.<ref name=Ullmann>{{cite encyclopedia\|author=Karsten Eller \|author2=Erhard Henkes \|author3=Roland Rossbacher \|author4=Hartmut Höke \|title=Amines, Aliphatic\|encyclopedia=Ullmann's Encyclopedia of Industrial Chemistry\|year=2005\|publisher=Wiley-VCH\|location=Weinheim\|doi=10.1002/14356007.a02_001\|isbn=3-527-30673-0}}</ref> It is the precursor to ], a commercially important oxidant.
	'''''N''-Methylmorpholine''' is an ] of intermediate strength. Its main use is as the starting material for preparing ].

	== References ==		== References ==
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	{{DEFAULTSORT:Methylmorpholine, N-}}		{{DEFAULTSORT:Methylmorpholine, N-}}
	]		]
	]		]

Latest revision as of 05:43, 13 November 2024

N-Methylmorpholine

Names

IUPAC name 4-Methylmorpholine

Identifiers

CAS Number

109-02-4

3D model (JSmol)

Interactive image

Abbreviations

NMM

ChEMBL

ChEMBL2448839

ChemSpider

7684

ECHA InfoCard

100.003.310

EC Number

203-640-0

PubChem CID

7972

UNII

11P91ANU5X

UN number

2535

CompTox Dashboard (EPA)

DTXSID9029146

InChI

InChI=1S/C5H11NO/c1-6-2-4-7-5-3-6/h2-5H2,1H3Key: SJRJJKPEHAURKC-UHFFFAOYSA-N
InChI=1/C5H11NO/c1-6-2-4-7-5-3-6/h2-5H2,1H3Key: SJRJJKPEHAURKC-UHFFFAOYAK

SMILES

O1CCN(C)CC1

Properties

Chemical formula

C₅H₁₁NO

Molar mass

101.149 g·mol

Appearance

Liquid

Odor

Strongly unpleasant, fish-like

Density

0.92 g/cm

Melting point

−66 °C (−87 °F; 207 K)

Boiling point

115 to 116 °C (239 to 241 °F; 388 to 389 K)

Acidity (pK_a)

7.38 (for the conjugate acid) (H₂O)

Hazards

GHS labelling:

Pictograms

Signal word

Danger

Hazard statements

H225, H302, H312, H314, H332

Precautionary statements

P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P280, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P310, P312, P321, P322, P330, P363, P370+P378, P403+P235, P405, P501

Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa).

N verify (what is ?) Infobox references

Chemical compound

N-Methylmorpholine is the organic compound with the formula O(CH₂CH₂)₂NCH₃. It is a colorless liquid. It is a cyclic tertiary amine. It is used as a base catalyst for generation of polyurethanes and other reactions. It is produced by the reaction of methylamine and diethylene glycol as well as by the hydrogenolysis of N-formylmorpholine. It is the precursor to N-methylmorpholine N-oxide, a commercially important oxidant.

References

David Evans Research Group Archived 2012-01-21 at the Wayback Machine
Karsten Eller; Erhard Henkes; Roland Rossbacher; Hartmut Höke (2005). "Amines, Aliphatic". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a02_001. ISBN 3-527-30673-0.

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