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4-Methylmorpholine

CAS No.
109-02-4
Chemical Name:
4-Methylmorpholine
Synonyms
NMM;N-METHYLMORPHOLINE;Methylmorpholine;4-Methylmorfolin;4-methyl-morpholin;N-Methyl morphofine;1-Methylmorpholine;n-methyl-morpholin;Morpholine,4-methyl-;N-MethylMorpholine, 99% 100GR
CBNumber:
CB1170931
Molecular Formula:
C5H11NO
Molecular Weight:
101.15
MDL Number:
MFCD00006175
MOL File:
109-02-4.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-27 23:10:06
Product description Number Pack Size Price
4-Methylmorpholine for synthesis 8.05894 5ml $27.5
4-Methylmorpholine for synthesis 8.05894 250ML $36.4
4-Methylmorpholine for synthesis 8.05894 1L $141
4-Methylmorpholine for synthesis 8.05894 2.5L $262
4-Methylmorpholine for synthesis 8.05894 25kg $999
More product size

4-Methylmorpholine Properties

Melting point −66 °C(lit.)
Boiling point 115-116 °C750 mm Hg(lit.)
Density 0.92 g/mL at 25 °C(lit.)
vapor density >1 (vs air)
vapor pressure 18 mm Hg ( 20 °C)
refractive index n20/D 1.435(lit.)
Flash point 75 °F
storage temp. Store below +30°C.
solubility Chloroform (Soluble), Ethyl Acetate, Methanol (Slightly)
form Liquid
pka 7.38(at 25℃)
color Clear
Specific Gravity 0.920 (20/4℃)
PH 10.6 (50g/l, H2O, 20℃)
explosive limit 2.1%(V)
Viscosity 0.87mm2/s
Water Solubility >500 g/L (20 ºC)
Merck 14,6277
BRN 102719
Henry's Law Constant 5.0×100 mol/(m3Pa) at 25℃, Du et al. (2017)
Stability Volatile
InChI 1S/C5H11NO/c1-6-2-4-7-5-3-6/h2-5H2,1H3
InChIKey SJRJJKPEHAURKC-UHFFFAOYSA-N
SMILES CN1CCOCC1
LogP -0.32 at 25℃
CAS DataBase Reference 109-02-4(CAS DataBase Reference)
FDA UNII 11P91ANU5X
NIST Chemistry Reference Morpholine, 4-methyl-(109-02-4)
EPA Substance Registry System 4-Methylmorpholine (109-02-4)
Absorption cut-off at 290nm
UNSPSC Code 12352100
NACRES NA.26

SAFETY

Risk and Safety Statements

Symbol(GHS)  Flame (GHS02)Corrosion (GHS05)Exclamation Mark (GHS07)
GHS02,GHS05,GHS07
Signal word  Danger
Hazard statements  H302+H312-H314-H225
Precautionary statements  P501-P270-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P362+P364-P303+P361+P353-P301+P330+P331-P301+P312+P330-P304+P340+P310-P305+P351+P338+P310-P403+P235-P405
PPE Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Hazard Codes  F,C
Risk Statements  11-20/21/22-34-10-22
Safety Statements  16-26-36/37/39-45-25
RIDADR  UN 2535 (4-METHYLMORPHOLINE (N-METHYLMORPHOLINE))
WGK Germany  1
RTECS  QE5775000
10-23
Autoignition Temperature 165 °C DIN 51794
TSCA  TSCA listed
HazardClass  3
PackingGroup  II
HS Code  29349990
Storage Class 3 - Flammable liquids
Hazard Classifications Acute Tox. 4 Oral
Eye Dam. 1
Flam. Liq. 2
Skin Corr. 1B
Toxicity LD50 orally in Rabbit: 1960 mg/kg LD50 dermal Rabbit 1240 mg/kg
REACH Registrations Active
Limited Quantities 1.0 L (0.3 gallon) (liquid)
Excepted Quantities Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
NFPA 704
3
3 0

4-Methylmorpholine price More Price(53)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.05894 4-Methylmorpholine for synthesis 109-02-4 5ml $27.5 2026-04-30 Buy
Sigma-Aldrich 8.05894 4-Methylmorpholine for synthesis 109-02-4 250ML $36.4 2026-04-30 Buy
Sigma-Aldrich 8.05894 4-Methylmorpholine for synthesis 109-02-4 1L $141 2026-04-30 Buy
Sigma-Aldrich 8.05894 4-Methylmorpholine for synthesis 109-02-4 2.5L $262 2026-04-30 Buy
Sigma-Aldrich 8.05894 4-Methylmorpholine for synthesis 109-02-4 25kg $999 2026-04-30 Buy
Product number Packaging Price Buy
8.05894 5ml $27.5 Buy
8.05894 250ML $36.4 Buy
8.05894 1L $141 Buy
8.05894 2.5L $262 Buy
8.05894 25kg $999 Buy

4-Methylmorpholine Chemical Properties,Uses,Production

Chemical Properties

colorless and transparent liquid. with characteristic odor. soluble in organic solvents, miscible with water and ethanol.

Uses

4-Methylmorpholine is an excellent solvent, emulsifier, corrosion inhibitor, Catalyst in polyurethane foamsextraction solvent, stabilizing agent for chlorinated hydrocarbons, and also can be used as pesticide intermediates. 4-Methylmorpholine is widely used in the synthesis of pesticide compounds such as insecticide, fungicide, plant growth regulator, etc. It is also used in the synthesis of fine chemicals such as surfactant, lubricant coolant, metal antirust agent, fiber treatment agent, etc.

Preparation

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.

Synthesis Reference(s)

Tetrahedron Letters, 36, p. 4881, 1995 DOI: 10.1016/0040-4039(95)00875-D

General Description

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.

Air & Water Reactions

Highly flammable. Insoluble in water.

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.

Health Hazard

May cause toxic effects if inhaled or ingested/swallowed. 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 suffocation. Runoff from fire control or dilution water may cause pollution.

Fire Hazard

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 ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.

Flammability and Explosibility

Flammable

Purification Methods

Dry it by refluxing with BaO or sodium, then fractionally distil it through a helices-packed column. The picrate has m 227o, the thiocyanate salt has m 103o (from butanone). [Hall J Phys Chem 60 63 1956, Beilstein 27 I 203, 27 III/IV 22.]

105-59-9
109-02-4
Synthesis of 4-Methylmorpholine from N-Methyldiethanolamine
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Related Qustion

Ask a question
Q:What is the mainstream synthetic route of 4-methylmorpholine from morpholine?jennie - May 8,2026
A:The mainstream method is reductive methylation of morpholine, using morpholine as the raw material, formaldehyde as the methylating agent, and formic acid as the reducing agent. It adopts liquid-phase catalytic reaction under normal pressure and moderate temperature, which is simple in process and high in product yield, and is the most widely used industrial route.

View Lastest Price from 4-Methylmorpholine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
4-Methylmorpholine pictures 2026-05-29 4-Methylmorpholine
109-02-4
US $1.00 / kg 1000kg 99 10000 Yancheng Green Chemicals Co.,Ltd
4-Methylmorpho line pictures 2026-05-28 4-Methylmorpho line
109-02-4
US $9.10 / KG 1KG 99.% 10000 Hebei Chuanghai Biotechnology Co,.LTD
4-Methylmorpholine pictures 2026-05-15 4-Methylmorpholine
109-02-4
US $1.10 / g 1g 99.0% Min 100 Tons Shaanxi Didu New Materials Co. Ltd
4-METHYL-1-OXA-4-AZACYCLOHEXANE 4-METHYLMORPHOLINE AKOS 89985 LUPRAGEN(R) N 105 N-Methylmorpholine, purified by destillation, AcroSeal, 99.5% 4-Aza-4-methyl-1-oxacyclohexane Lupragen N105 (N-Methylmorpholine) N-MethylMorpholine, 99% 500GR N-MethylMorpholine, 99.5%, purified by destillation, AcroSeal 4-METHYLMORPHOLINE FOR SYNTHESIS 4-MethylMorpholine purified by redistillation, >=99.5% 4-MethylMorpholine puruM, >=98.0% (GC) 4-MethylMorpholine ReagentPlus(R), 99% 4-methylmorpholine analogue Morpholine, N-methyl- Morpholine,4-methyl- p-Methyl morpholine Texacat NMM Recombinant Human Non-Muscle Myosin-II Regulatory Light Chain Methylmorpholine, 4- 4-METHYLMORPHOLINE, FOR PROTEIN SEQUENCE ANALYSIS 4-METHYLMORPHOLINE, REDISTILLED, 99.5+% 4-METHYLMORPHOLINE REAGENTPLUS(TM) 9& 4-METHYLMORPHOLINE, REAGENTPLUS, 99% N-MethylMorpholine(Nmm) N-Methylmorpholine>99% N-Methylmorpholine ,99.5% Dapagliflozin Impurity 162 Englenet Impurity 23 4-Methylmorpholine> Empagliflozin Impurity 65 4-Methylmorpholine,99% Lupragen N105 Dapagliflozin Impurity 52 N-ethyltetrahydropyrrole methylamine n-Methyl morpholine, 98%+ N-METHYL MORPHOLINE Extra Pure N-Methylmorphol N-METHYLMORPHOLINE (4-Methyl-morpholine) >98% N-Methyl Morpholine 98% Extrapure Engel net impurity 65 Cetilistat Impurity 17 4-Methylmorpholine, 98% 1-Methylmorpholine n-methyl-morpholin 4-Methylmorfolin 4-methyl-morpholin Methylmorpholine N-Methyl morphofine N-MethylMorpholine, 99% 100GR NMM N-METHYLMORPHOLINE 109-02-4 109-02-04 CH3NCH2CH2OCH2CH2 BioChemical Building Blocks Heterocyclic Building Blocks