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2-Methyl-4'-(methylthio)-2-morpholinopropiophenone
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  • Name 2-Methyl-4'-(methylthio)-2-morpholinopropiophenone
  • EINECS400-600-6
  • CAS No. 71868-10-5
  • Density1.15 g/cm3
  • PSA54.84000
  • LogP2.63990
  • Solubility17.9mg/L at 20℃
  • Melting Point74-76 °C
  • FormulaC15H21NO2S
  • Boiling Point420.1 °C at 760 mmHg
  • Molecular Weight279.403
  • Flash Point207.9 °C
  • Transport InformationUN 3077 9/PG 3
  • AppearanceWhite to yellow powder
  • Safety22-61
  • Risk Codes22-51/53
  • Molecular Structure
    Molecular Structure of 71868-10-5 (2-Methyl-4'-(methylthio)-2-morpholinopropiophenone)
  • Hazard SymbolsHarmfulXn,DangerousN
  • SynonymsHarmfulXn,DangerousN
  • Article Data12

2-Methyl-4'-(methylthio)-2-morpholinopropiophenone Synthetic route

110-91-8

morpholine

2-methoxy-3,3-dimethyl-2-(4-methylthiophenyl)oxirane

71868-10-5

2-methyl-1-[4-(methylthio)phenyl]-2-morpholinopropan-1-one

Conditions
ConditionsYield
With calcium hydroxide at 20 - 138℃; for 20h;90.2%
With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide for 8h; Reflux;43%
at 105 - 110℃; for 20h; Temperature;119.3 g
at 105 - 115℃; for 20h;112.57 g
With water at 105℃; for 12h; Reagent/catalyst; Large scale;
1879-16-9

1-methoxy-4-methylsulfanyl-benzene

4-(2-methyl-2-morpholinopropanoyl)benzonitrile

71868-10-5

2-methyl-1-[4-(methylthio)phenyl]-2-morpholinopropan-1-one

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel (0); 1,2-bis-(dicyclohexylphosphino)ethane In o-xylene at 140℃; for 24h; Glovebox; Inert atmosphere;74%
110-91-8

morpholine

53207-58-2

2-methyl-1-(4-(methylthio)phenyl)-propan-1-one

71868-10-5

2-methyl-1-[4-(methylthio)phenyl]-2-morpholinopropan-1-one

Conditions
ConditionsYield
Stage #1: 2-methyl-1-(4-(methylthio)phenyl)-propan-1-one With hexachloroethane; sodium methylate In methanol at 40℃; for 24h;
Stage #2: morpholine With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide for 10h; Reagent/catalyst; Temperature; Reflux;		61%
110-91-8

morpholine

88324-55-4

2-bromo-2-methyl-1-[4-(methylsulfanyl)phenyl]propan-1-one

71868-10-5

2-methyl-1-[4-(methylthio)phenyl]-2-morpholinopropan-1-one

Conditions
ConditionsYield
Stage #1: morpholine With aluminum (III) chloride In 1,2-dichloro-ethane at 40℃; for 0.5h;
Stage #2: 2-bromo-2-methyl-1-[4-(methylsulfanyl)phenyl]propan-1-one In 1,2-dichloro-ethane at 40℃; for 6h;		60.57%
53207-58-2

2-methyl-1-(4-(methylthio)phenyl)-propan-1-one

71868-10-5

2-methyl-1-[4-(methylthio)phenyl]-2-morpholinopropan-1-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: bromine / 2 h / 20 - 30 °C
2.1: aluminum (III) chloride / 1,2-dichloro-ethane / 0.5 h / 40 °C
2.2: 6 h / 40 °C
View Scheme
Multi-step reaction with 3 steps
1: bromine / 2 h / 20 - 30 °C
2: 1 h / 20 °C
3: 20 h / 105 - 115 °C
View Scheme
Multi-step reaction with 2 steps
1: hexachloroethane / 20 °C
2: sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate / 8 h / Reflux
View Scheme
100-68-5

methyl-phenyl-thioether

71868-10-5

2-methyl-1-[4-(methylthio)phenyl]-2-morpholinopropan-1-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: aluminum (III) chloride / dichloromethane / 7.5 h / 15 - 35 °C
2.1: bromine / 2 h / 20 - 30 °C
3.1: aluminum (III) chloride / 1,2-dichloro-ethane / 0.5 h / 40 °C
3.2: 6 h / 40 °C
View Scheme
Multi-step reaction with 4 steps
1: aluminum (III) chloride / dichloromethane / 7.5 h / 15 - 35 °C
2: bromine / 2 h / 20 - 30 °C
3: 1 h / 20 °C
4: 20 h / 105 - 115 °C
View Scheme

2-chloro-2-methyl-1-(4-methylthiophenyl)-1-propanone

71868-10-5

2-methyl-1-[4-(methylthio)phenyl]-2-morpholinopropan-1-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: methanol / 1 h / 20 °C
2: 20 h / 105 - 115 °C
View Scheme
88324-55-4

2-bromo-2-methyl-1-[4-(methylsulfanyl)phenyl]propan-1-one

71868-10-5

2-methyl-1-[4-(methylthio)phenyl]-2-morpholinopropan-1-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: morpholine; sodium methylate / 28 - 85 °C / 760.05 Torr / Large scale
2: water / 12 h / 105 °C / Large scale
View Scheme
623-26-7

terephthalonitrile

71868-10-5

2-methyl-1-[4-(methylthio)phenyl]-2-morpholinopropan-1-one

4-(2-methyl-2-morpholinopropanoyl)benzonitrile

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel (0); 1,2-bis-(dicyclohexylphosphino)ethane In o-xylene at 140℃; for 24h; Glovebox; Inert atmosphere;94%
71868-10-5

2-methyl-1-[4-(methylthio)phenyl]-2-morpholinopropan-1-one

1569-69-3

Cyclohexanethiol

1-(4-(cyclohexylthio)phenyl)-2-methyl-2-morpholinopropan-1-one

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel (0); lithium hexamethyldisilazane; 1,2-bis-(dicyclohexylphosphino)ethane In toluene at 100℃; for 12h; Glovebox; Inert atmosphere;91%

2-Methyl-4'-(methylthio)-2-morpholinopropiophenone Chemical Properties

IUPAC Name: 2-Methyl-1-(4-methylsulfanylphenyl)-2-morpholin-4-ylpropan-1-one 
Following is the structure of 2-Methyl-4'-(methylthio)-2-morpholinopropiophenone (CAS NO.71868-10-5):
                            
Empirical Formula: C15H21NO2S
Molecular Weight: 279.3977 g/mol
EINECS: 400-600-6
Index of Refraction: 1.574
Molar Refractivity: 80.13 cm3
Molar Volume: 242.7 cm3
Density: 1.15 g/cm3
Flash Point: 207.9 °C
Melting point: 74-76 °C
Surface Tension: 46.4 dyne/cm
Enthalpy of Vaporization: 67.39 kJ/mol
Boiling Point: 420.1 °C at 760 mmHg
Vapour Pressure of 2-Methyl-4'-(methylthio)-2-morpholinopropiophenone (CAS NO.71868-10-5) 2.89E-07 mmHg at 25 °C 
Product Categories of 2-Methyl-4'-(methylthio)-2-morpholinopropiophenone (CAS NO.71868-10-5) Acetophenone; Organic Photoinitiators; Polymerization Initiators
Canonical SMILES: CC(C)(C(=O)C1=CC=C(C=C1)SC)N2CCOCC2
InChI: InChI=1S/C15H21NO2S/c1-15(2,16-8-10-18-11-9-16)14(17)12-4-6-13(19-3)7-5-12/h4-7H,8-11H2,1-3H3
InChIKey: LWRBVKNFOYUCNP-UHFFFAOYSA-N

2-Methyl-4'-(methylthio)-2-morpholinopropiophenone Safety Profile

The Risk Statements information of 2-Methyl-4'-(methylthio)-2-morpholinopropiophenone (CAS NO.71868-10-5):
22: Harmful if swallowed 
51/53: Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment
The Safety Statements information of 2-Methyl-4'-(methylthio)-2-morpholinopropiophenone (CAS NO.71868-10-5):
22: Do not breathe dust
61: Avoid release to the environment. Refer to special instructions safety data sheet  
Hazard Codes:   Xn,  N
RIDADR: UN 3077 9/PG 3
WGK Germany: 2

2-Methyl-4'-(methylthio)-2-morpholinopropiophenone Specification

 2-Methyl-4'-(methylthio)-2-morpholinopropiophenone , its cas register number is 71868-10-5. It also can be called 1-Propanone, 2-methyl-1-(4-(methylthio)phenyl)-2-(4-morpholinyl)- .

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