ChemicalBook CAS DataBase List 109-02-4

109-02-4

Name	4-Methylmorpholine
CAS	109-02-4
EINECS(EC#)	203-640-0
Molecular Formula	C5H11NO
MDL Number	MFCD00006175
Molecular Weight	101.15
MOL File	109-02-4.mol

Synonyms

4-METHYL-1-OXA-4-AZACYCLOHEXANE 4-METHYLMORPHOLINE AKOS 89985 LUPRAGEN(R) N 105 N-Methyl morphofine N-METHYLMORPHOLINE NMM 1-Methylmorpholine 4-Methylmorfolin 4-methyl-morpholin Methylmorpholine Morpholine, N-methyl- Morpholine,4-methyl- n-methyl-morpholin p-Methyl morpholine Texacat NMM 4-METHYLMORPHOLINE, FOR PROTEIN SEQUENCE ANALYSIS 4-METHYLMORPHOLINE, REDISTILLED, 99.5+% 4-METHYLMORPHOLINE REAGENTPLUS(TM) 9& 4-METHYLMORPHOLINE, REAGENTPLUS, 99%

Chemical Properties

Appearance	clear liquid
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.)
Fp	75 °F
storage temp.	Store at RT.
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)
Detection Methods	GC,NMR
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℃
Uses	Catalyst in polyurethane foams, extraction sol-vent, stabilizing agent for chlorinated hydrocar-bons, self-polishing waxes, oil emulsions, corrosioninhibitors, pharmaceuticals. less more
CAS DataBase Reference	109-02-4(CAS DataBase Reference)
NIST Chemistry Reference	Morpholine, 4-methyl-(109-02-4)
EPA Substance Registry System	109-02-4(EPA Substance)
Absorption	cut-off at 290nm

Safety Data

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	R11:Highly Flammable. R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . R34:Causes burns. R10:Flammable. less more
Safety Statements	S16:Keep away from sources of ignition-No smoking . S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . S25:Avoid contact with eyes . less more
RIDADR	UN 2535 3/PG 2
WGK Germany	1
RTECS	QE5775000
F	10-23
Autoignition Temperature	165 °C DIN 51794
TSCA	Yes
REACH Registrations	Active
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
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. less more
Toxicity	LD50 orally in Rabbit: 1960 mg/kg LD50 dermal Rabbit 1240 mg/kg less more

Raw materials And Preparation Products

Hazard Information

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.

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.

Air & Water Reactions

Highly flammable. Insoluble in water.

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.

Chemical Properties

clear liquid

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

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.]

Material Safety Data Sheet(MSDS)

Spectrum Detail

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