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(R)-3-Methylmorpholine

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Name

(R)-3-Methylmorpholine

EINECS N/A
CAS No. 74572-04-6 Density 0.891 g/cm3
PSA 21.26000 LogP 0.32350
Solubility N/A Melting Point N/A
Formula C5H11NO Boiling Point 137.1 °C at 760 mmHg
Molecular Weight 101.148 Flash Point 41.3 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 74572-04-6 ((R)-3-Methylmorpholine) Hazard Symbols N/A
Synonyms

Morpholine,3-methyl-, (R)-;(3R)-3-Methylmorpholine;(R)-3-Methylmorpholine;

Article Data 10

(R)-3-Methylmorpholine Synthetic route

954133-47-2

(R)-4-(4-methoxybenzyl)-3-methylmorpholine

74572-04-6

(3R)-3-methylmorpholine

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen In methanol at 50℃; under 9500.64 Torr; for 18h;83%
119844-67-6

(5R)-5-methylmorpholin-3-one

74572-04-6

(3R)-3-methylmorpholine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 16h;75%
Stage #1: (5R)-5-methylmorpholin-3-one With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 15.5h; Heating / reflux;
Stage #2: With hydrogenchloride; ethanol In tetrahydrofuran

(R)-2-(2-hydroxyethylamino)propan-1-ol

74572-04-6

(3R)-3-methylmorpholine

Conditions
ConditionsYield
Stage #1: (R)-2-(2-hydroxyethylamino)propan-1-ol With sulfuric acid at 140℃; for 14h;
Stage #2: With sodium hydroxide In water at 0℃;
65%
122116-12-5

2-(prop-2-yn-1-yloxy)ethan-1-amine

74572-04-6

(3R)-3-methylmorpholine

Conditions
ConditionsYield
Stage #1: 2-(prop-2-yn-1-yloxy)ethan-1-amine With C42H58N4O2Ti In toluene at 110℃; for 14h; Inert atmosphere; Schlenk technique;
Stage #2: With formic acid; [{(1S,2S-N-p-toluenesulfonyl-1,2-diphenylethanediamine)}(η6-p-cymene)RuCl]; triethylamine In N,N-dimethyl-formamide; toluene at 20℃; for 14h; Inert atmosphere; Schlenk technique; enantioselective reaction;
65%
Multi-step reaction with 2 steps
1: bis(N-2,6-diisoprpylphenylbenzamidato)bis(dimethylamido)titanium (IV) / toluene / 14 h / 110 °C / Inert atmosphere; Glovebox; Schlenk technique; Sealed tube
2: formic acid; [(1S,2S)-N-(p-toluensulfonyl)-1,2-diphenylethanediamine](p-cymene)ruthenium (I); triethylamine / N,N-dimethyl-formamide / 23 °C / Inert atmosphere; Schlenk technique
View Scheme
Multi-step reaction with 2 steps
1: bis(N-2,6-diisoprpylphenylbenzamidato)bis(dimethylamido)titanium (IV) / toluene / 14 h / 110 °C / Inert atmosphere; Glovebox; Schlenk technique; Sealed tube
2: formic acid; silver trifluoromethanesulfonate; [(1S,2S)-N-(p-toluensulfonyl)-1,2-diphenylethanediamine](p-cymene)ruthenium (I); triethylamine / N,N-dimethyl-formamide / 16 h / 23 °C / Inert atmosphere; Schlenk technique
View Scheme
74571-98-5

(3R)-3-methyl-4-(phenylmethyl)morpholine

74572-04-6

(3R)-3-methylmorpholine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal at 80℃; under 45600 - 60800 Torr; for 2h;
With hydrogen; palladium 10% on activated carbon In ethanol under 2585.81 Torr;
With hydrogen; hydrogenchloride; palladium 10% on activated carbon In 1,4-dioxane; ethyl acetate under 2068.65 Torr; for 18h;
74571-95-2

(R)-2-[Benzyl-(2-hydroxy-ethyl)-amino]-propan-1-ol

74572-04-6

(3R)-3-methylmorpholine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 70percent H2SO4 / 15 h / 140 °C
2: H2 / 10percent Pd/C / 2 h / 80 °C / 45600 - 60800 Torr
View Scheme
1445590-35-1

(R)-2-bromo-N-(1-hydroxypropan-2-yl)-N-(4-methoxybenzyl)acetamide

74572-04-6

(3R)-3-methylmorpholine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium hydride / tetrahydrofuran / 25 °C / Inert atmosphere
2: lithium aluminium tetrahydride / tetrahydrofuran / Inert atmosphere; Reflux
3: palladium on activated charcoal; hydrogen / methanol / 18 h / 50 °C / 9500.64 Torr
View Scheme
570398-22-0

(R)-4-(4-methoxybenzyl)-5-methylmorpholin-3-one

74572-04-6

(3R)-3-methylmorpholine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: lithium aluminium tetrahydride / tetrahydrofuran / Inert atmosphere; Reflux
2: palladium on activated charcoal; hydrogen / methanol / 18 h / 50 °C / 9500.64 Torr
View Scheme
42185-06-8

3-methylmorpholine

C14H15NO4

A

C8H15NO2

B

74572-04-6

(3R)-3-methylmorpholine

Conditions
ConditionsYield
In dichloromethane at 23℃; Inert atmosphere;
1057322-63-0

2-chloro-N-(2-hydroxy-1-methyl-ethyl)-acetamide

74572-04-6

(3R)-3-methylmorpholine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium tert-butylate / dichloromethane; isopropyl alcohol / 1 h / 0 - 20 °C
2: lithium aluminium tetrahydride / tetrahydrofuran / 16 h / 0 - 20 °C
View Scheme

(R)-3-Methylmorpholine Specification

The cas register number of (R)-3-Methylmorpholine is 74572-04-6. It also can be called as Morpholine,3-methyl-, (3R)- and the Systematic name about this chemical is Morpholine,3-methyl-, (3R)-.

Physical properties about (R)-3-Methylmorpholine are: (1)ACD/LogP: -0.59; (2)ACD/LogD (pH 5.5): -3.55; (3)ACD/LogD (pH 7.4): -2.22; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)Polar Surface Area: 12.47Å2; (11)Index of Refraction: 1.409; (12)Molar Refractivity: 28.1 cm3; (13)Molar Volume: 113.5 cm3; (14)Polarizability: 11.14x10-24cm3; (15)Surface Tension: 26.2 dyne/cm; (16)Enthalpy of Vaporization: 37.45 kJ/mol; (17)Vapour Pressure: 7.14 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O1C[C@H](NCC1)C
(2)InChI: InChI=1/C5H11NO/c1-5-4-7-3-2-6-5/h5-6H,2-4H2,1H3/t5-/m1/s1
(3)InChIKey: SFWWGMKXCYLZEG-RXMQYKEDBJ
(4)Std. InChI: InChI=1S/C5H11NO/c1-5-4-7-3-2-6-5/h5-6H,2-4H2,1H3/t5-/m1/s1
(5)Std. InChIKey: SFWWGMKXCYLZEG-RXMQYKEDSA-N

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