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4-Methylmorpholine

CAS No.
109-02-4
Chemical Name:
4-Methylmorpholine
Synonyms
NMM;N-METHYLMORPHOLINE;Methylmorpholine;N-Methyl morphofine;1-Methylmorpholine;Morpholine,4-methyl-;AKOS 89985;Texacat NMM;Lupragen N105;N-Methylmorphol
CBNumber:
CB1170931
Molecular Formula:
C5H11NO
Molecular Weight:
101.15
MDL Number:
MFCD00006175
MOL File:
109-02-4.mol
Last updated:2023-05-15 10:43:30

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
Stability Volatile
InChIKey SJRJJKPEHAURKC-UHFFFAOYSA-N
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)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS02,GHS05,GHS07
Signal word  Danger
Hazard statements  H225-H302-H314
Precautionary statements  P210-P280-P301+P312+P330-P303+P361+P353-P305+P351+P338+P310
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 3/PG 2
WGK Germany  1
RTECS  QE5775000
10-23
Autoignition Temperature 165 °C DIN 51794
TSCA  Yes
HazardClass  3
PackingGroup  II
HS Code  29349990
Toxicity LD50 orally in Rabbit: 1960 mg/kg LD50 dermal Rabbit 1240 mg/kg
NFPA 704
3
3 0

4-Methylmorpholine price More Price(40)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.05894 4-Methylmorpholine for synthesis 109-02-4 5ml $25.1 2024-03-01 Buy
Sigma-Aldrich 8.05894 4-Methylmorpholine for synthesis 109-02-4 250ML $33.3 2024-03-01 Buy
Sigma-Aldrich 8.05894 4-Methylmorpholine for synthesis 109-02-4 1L $129 2024-03-01 Buy
Sigma-Aldrich 8.05894 4-Methylmorpholine for synthesis 109-02-4 2.5L $240 2024-03-01 Buy
Sigma-Aldrich 8.05894 4-Methylmorpholine for synthesis 109-02-4 25kg $913 2024-03-01 Buy
Product number Packaging Price Buy
8.05894 5ml $25.1 Buy
8.05894 250ML $33.3 Buy
8.05894 1L $129 Buy
8.05894 2.5L $240 Buy
8.05894 25kg $913 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 used as a solvent for dyes, resins, waxes and pharmaceuticals. It acts as a crosslinker in the preparation of polyurethane foams, elastomers and adhesives. It is used as a precursor to prepare N-methylmorpholine N-oxide and morpholinium cation based ionic liquids. It is utilized as corrosion inhibitors and anti-scaling agents in industries.

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

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.

Hazard

Flammable, dangerous fire risk. Skin irri-tant.

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

Safety Profile

Moderately toxic by ingestion and skin contact. Mildly toxic by inhalation. An irritant to skin, eyes, and mucous membranes. Flammable when exposed to heat or flame, can react vigorously with oxidizing materials. When heated to decomposition it emits toxic fumes of NOx.

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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View Lastest Price from 4-Methylmorpholine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
4-Methylmorpholine pictures 2024-05-13 4-Methylmorpholine
109-02-4
US $1.00 / kg 1000kg 99 10000 Yancheng Green Chemicals Co.,Ltd
Dapagliflozin Impurity 52 pictures 2024-04-10 Dapagliflozin Impurity 52
US $0.00-0.00 / mg 10mg 90%+ 10g Guangzhou PI PI BIOTECH INC
4-Methylmorpholine pictures 2023-07-27 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 4-Methylmorfolin 4-methyl-morpholin N-Methylmorpholine, purified by destillation, AcroSeal, 99.5% 4-Aza-4-methyl-1-oxacyclohexane Lupragen N105 (N-Methylmorpholine) N-MethylMorpholine, 99% 100GR 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- n-methyl-morpholin 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% 4-Methylmorpholine> 4-Methylmorpholine,99% Lupragen N105 N-ethyltetrahydropyrrole methylamine n-Methyl morpholine, 98%+ N-METHYL MORPHOLINE Extra Pure NMM N-Methyl morphofine N-METHYLMORPHOLINE 1-Methylmorpholine Methylmorpholine Morpholine,4-methyl- N-Methylmorphol N-METHYLMORPHOLINE (4-Methyl-morpholine) >98% Dapagliflozin Impurity 162 Englenet Impurity 23 Empagliflozin Impurity 65 Dapagliflozin Impurity 52 Cetilistat Impurity 17 109-02-4 109-02-04 CH3NCH2CH2OCH2CH2 BioChemical Building Blocks Heterocyclic Building Blocks Reagents for Protein Sequencing Proteomics and Protein Expression Protein Sequencing