ChemicalBook > CAS DataBase List > 4-Methylmorpholine

4-Methylmorpholine

Product Name
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
Formula Weight
101.15
MOL File
109-02-4.mol
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4-Methylmorpholine Property

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)
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Safety

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
F 
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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H302Harmful if swallowed

H314Causes severe skin burns and eye damage

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.05894
Product name
4-Methylmorpholine
Purity
for synthesis
Packaging
5ml
Price
$25.1
Updated
2024/03/01
Sigma-Aldrich
Product number
8.05894
Product name
4-Methylmorpholine
Purity
for synthesis
Packaging
250ML
Price
$33.3
Updated
2024/03/01
Sigma-Aldrich
Product number
8.05894
Product name
4-Methylmorpholine
Purity
for synthesis
Packaging
1L
Price
$129
Updated
2024/03/01
Sigma-Aldrich
Product number
8.05894
Product name
4-Methylmorpholine
Purity
for synthesis
Packaging
2.5L
Price
$240
Updated
2024/03/01
Sigma-Aldrich
Product number
8.05894
Product name
4-Methylmorpholine
Purity
for synthesis
Packaging
25kg
Price
$913
Updated
2024/03/01
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4-Methylmorpholine Chemical Properties,Usage,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.

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.

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.]

4-Methylmorpholine Preparation Products And Raw materials

Raw materials

Diethylene glycol Methylamine Formaldehyde Formic acid 2,2'-Dichlorodiethyl ether Morpholine Glyoxylic acid Ammonia

Preparation Products

Tenidap Fosinopril Cefpiramide acid Benazepril 4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methyl morpholinium chloride Azasetron hydrochloride 3-Amino-5-fluoropyridine 1-Boc-4-(aminomethyl)piperidine 3-Aminomethyl-1-N-Boc-piperidine 4-Methylmorpholine N-oxide monohydrate Zafirlukast 1-Hydroxybenzotriazole hydrate Alacepril
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View Lastest Price from 4-Methylmorpholine manufacturers

Yancheng Green Chemicals Co.,Ltd
Product
4-Methylmorpholine 109-02-4
Price
US $1.00/kg
Min. Order
1000kg
Purity
99
Supply Ability
10000
Release date
2022-12-13
Guangzhou PI PI BIOTECH INC
Product
Dapagliflozin Impurity 52
Price
US $0.00-0.00/mg
Min. Order
10mg
Purity
90%+
Supply Ability
10g
Release date
2022-04-21
Hebei Guanlang Biotechnology Co,.LTD
Product
4-Methylmorpho line 109-02-4
Price
US $9.10/KG
Min. Order
1KG
Purity
99.%
Supply Ability
10000
Release date
2021-08-23

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