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4-Methylmorpholine

4-Methylmorpholine  Structure
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
MOL File:
109-02-4.mol
Modify Date:
2024/8/24 19:19:26

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)
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)
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) 
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(22)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 8.05894 4-Methylmorpholine for synthesis 109-02-4 5ML ₹2740 2022-06-14 Buy
Sigma-Aldrich(India) 8.05894 4-Methylmorpholine for synthesis 109-02-4 8058940521 ₹5630 2022-06-14 Buy
Sigma-Aldrich(India) 8.05894 4-Methylmorpholine for synthesis 109-02-4 250ML ₹6620 2022-06-14 Buy
Sigma-Aldrich(India) 8.05894 4-Methylmorpholine for synthesis 109-02-4 8058942521 ₹7020 2022-06-14 Buy
Sigma-Aldrich(India) M56557 4-Methylmorpholine ReagentPlus?, 99% 109-02-4 100ML ₹1331.48 2022-06-14 Buy
Product number Packaging Price Buy
8.05894 5ML ₹2740 Buy
8.05894 8058940521 ₹5630 Buy
8.05894 250ML ₹6620 Buy
8.05894 8058942521 ₹7020 Buy
M56557 100ML ₹1331.48 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.

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.

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.

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.]

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