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Dimethylmorpholine

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Name

Dimethylmorpholine

EINECS 205-509-3
CAS No. 141-91-3 Density 0.863 g/cm3
PSA 21.26000 LogP 0.71200
Solubility Soluble in water, ethanol, acetone, benzene Melting Point -85 °C(lit.)
Formula C6H13NO Boiling Point 146.599 °C at 760 mmHg
Molecular Weight 115.175 Flash Point 48.889 °C
Transport Information UN 1992 3/PG 3 Appearance colourless liquid
Safety 16-26-36/37/39-45 Risk Codes 10-21-41
Molecular Structure Molecular Structure of 141-91-3 (Dimethylmorpholine) Hazard Symbols HarmfulXn
Synonyms

2,6-Dimethylmorpholine;NSC 60704;2,6-Dimethyl-2,3,5,6-tetrahydro-4H-1,4-oxazine;

Article Data 20

Dimethylmorpholine Synthetic route

108-61-2

2,2'-oxydipropanol

141-91-3

2,6-dimethyl morpholine

Conditions
ConditionsYield
With ammonia; hydrogen at 200℃; under 150015 Torr; Reagent/catalyst; Temperature;95%
108-60-1

bis(1-chloro-2-propyl) ether

141-91-3

2,6-dimethyl morpholine

Conditions
ConditionsYield
With ammonium hydroxide at 120℃;
With ammonium hydroxide at 120℃;
70-55-3

toluene-4-sulfonamide

127-00-4

1-Chloro-2-propanol

141-91-3

2,6-dimethyl morpholine

Conditions
ConditionsYield
With sodium hydroxide Erhitzen des Reaktionsprodukts mit H2SO4 auf 180grad;
110-97-4

diisopropanolamine

141-91-3

2,6-dimethyl morpholine

Conditions
ConditionsYield
With sulfuric acid at 170℃;
124-02-7

diallylamine

141-91-3

2,6-dimethyl morpholine

Conditions
ConditionsYield
Reaktion ueber mehrere Stufen;
7664-93-9

sulfuric acid

110-97-4

diisopropanolamine

141-91-3

2,6-dimethyl morpholine

Conditions
ConditionsYield
at 160 - 170℃;
63295-51-2

2,6-dimethyl-N-(2-hydroxypropyl)-morpholine

A

141-91-3

2,6-dimethyl morpholine

B

N-(2-propenyl-2,6-dimethylmorpholine

N-(2-propenyl-2,6-dimethylmorpholine

Conditions
ConditionsYield
With nitrogen In water; SiO2
63295-51-2

2,6-dimethyl-N-(2-hydroxypropyl)-morpholine

Al2 O3

Al2 O3

141-91-3

2,6-dimethyl morpholine

Conditions
ConditionsYield
In water
108-61-2

2,2'-oxydipropanol

A

141-91-3

2,6-dimethyl morpholine

B

C6H15NO2

Conditions
ConditionsYield
With ammonia; hydrogen at 180℃; under 150015 Torr; Temperature; Overall yield = 66.3 %;
110-91-8

morpholine

67-56-1

methanol

A

109-02-4

4-methyl-morpholine

B

141-91-3

2,6-dimethyl morpholine

Conditions
ConditionsYield
With Iridium(II)-coordinated mesoporous (4-[5-(4-aminophenyl)-4'-methyl-[1,1'-biphenyl]-3-yl]aniline)-modified Tröger’s base-functionalized polymer at 110℃; for 24h; Catalytic behavior; Reagent/catalyst; Temperature;A 89 %Chromat.
B n/a

Dimethylmorpholine Consensus Reports

Reported in EPA TSCA Inventory.

Dimethylmorpholine Specification

The Dimethylmorpholine, with the CAS registry number 141-91-3, is also known as 2,6-Dimethyl-2,3,5,6-tetrahydro-4H-1,4-oxazine. It belongs to the product categories of Building Blocks; Heterocyclic Building Blocks; Morpholines. Its EINECS number is 205-509-3. This chemical's molecular formula is C6H13NO and molecular weight is 115.17. What's more, its systematic name is 2,6-Dimethylmorpholine. Its classification codes are: (1)Mutation data; (2)Skin / Eye Irritant. This chemical is stable at common pressure and temperature, and it should be sealed and stored. Moreover, it should be protected from strong oxidants and acids. It is used as an intermediate for SBR morpholine and also used in the manufacture of corrosion inhibitors, stabilizer for chlorinated solvents, rubless floor polishes, rubber accelerators, germicides.

Physical properties of Dimethylmorpholine are: (1)ACD/LogP: 0.281; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -2.69; (4)ACD/LogD (pH 7.4): -1.36; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 21.26 Å2; (13)Index of Refraction: 1.406; (14)Molar Refractivity: 32.816 cm3; (15)Molar Volume: 133.514 cm3; (16)Polarizability: 13.009×10-24cm3; (17)Surface Tension: 24.24 dyne/cm; (18)Density: 0.863 g/cm3; (19)Flash Point: 48.889 °C; (20)Enthalpy of Vaporization: 38.36 kJ/mol; (21)Boiling Point: 146.599 °C at 760 mmHg; (22)Vapour Pressure: 4.6 mmHg at 25°C.

Preparation: this chemical can be prepared by 2-(2-hydroxyl propyl) amine hydrochloride and concentrated sulfuric acid by heating to dehydration, and then add alkali to separate out the product. The end product is got by distillation.

Uses of Dimethylmorpholine: it can be used to produce 2,7-dichloro-4-(2,6-dimethylmorpholino)quinazoline at the temperature of 0 °C. It will need solvent CH2Cl2 with the reaction time of 45 min. The yield is about 74%.

Dimethylmorpholine can be used to produce 2,7-dichloro-4-(2,6-dimethylmorpholino)quinazoline at the temperature of 0 °C

When you are using this chemical, please be cautious about it as the following:
This chemical is flammable, so you should keep it away from sources of ignition - No smoking. It is harmful in contact with skin and has a risk of serious damage to eyes. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need to wear suitable protective clothing and avoid contact with skin and eyes. In case of accident or if you feel unwell, you must seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: O1C(C)CNCC1C
(2)Std. InChI: InChI=1S/C6H13NO/c1-5-3-7-4-6(2)8-5/h5-7H,3-4H2,1-2H3
(3)Std. InChIKey: HNVIQLPOGUDBSU-UHFFFAOYSA-N

The toxicity data is as follows:  

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rabbit LD50 skin 710uL/kg (.71mL/kg) SKIN AND APPENDAGES (SKIN): PRIMARY IRRITATION: AFTER TOPICAL EXPOSURE American Industrial Hygiene Association Journal. Vol. 23, Pg. 95, 1962.
rat LC inhalation > 4000ppm/4H (4000ppm)   American Industrial Hygiene Association Journal. Vol. 23, Pg. 95, 1962.
rat LD50 oral 2830mg/kg (2830mg/kg)   Union Carbide Data Sheet. Vol. 11/13/1961.

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