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4-Epoxypropanoxycarbazole
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  • Name 4-Epoxypropanoxycarbazole
  • EINECS610-764-2
  • CAS No. 51997-51-4
  • Density1.327 g/cm3
  • PSA37.55000
  • LogP3.09870
  • SolubilityN/A
  • Melting Point130-132 °C
  • FormulaC15H13NO2
  • Boiling Point464.9 °C at 760 mmHg
  • Molecular Weight239.274
  • Flash Point166.4 °C
  • Transport InformationN/A
  • Appearancepale yellow to almost white powder
  • Safety36/37
  • Risk Codes43-68
  • Molecular Structure
    Molecular Structure of 51997-51-4 (4-Epoxypropanoxycarbazole)
  • Hazard SymbolsIrritantXi
  • SynonymsIrritantXi
  • Article Data26

4-Epoxypropanoxycarbazole Synthetic route

52602-39-8

9H-carbazol-4-ol

106-89-8

epichlorohydrin

51997-51-4

4-(2,3-epoxypropoxy)carbazole

Conditions
ConditionsYield
Stage #1: 9H-carbazol-4-ol With sodium hydroxide In water; isopropyl alcohol at 23 - 28℃; for 1h;
Stage #2: epichlorohydrin In water; isopropyl alcohol at 20 - 40℃; for 15 - 20h;		80.4%
Stage #1: 9H-carbazol-4-ol With sodium hydroxide In water
Stage #2: epichlorohydrin In water; dimethyl sulfoxide at 10 - 45℃; for 7h;		80.5%
Stage #1: 9H-carbazol-4-ol With sodium hydroxide In water; dimethyl sulfoxide at 10 - 30℃; for 0.25 - 0.333333h;
Stage #2: epichlorohydrin at 10 - 30℃; for 25.5 - 30.75h;		76.57%
52602-39-8

9H-carbazol-4-ol

106-89-8

epichlorohydrin

A

1187921-93-2

1-(9H-carbazol-4-yloxy)-3-chloropropan-2-ol

B

51997-51-4

4-(2,3-epoxypropoxy)carbazole

Conditions
ConditionsYield
With pyridine In isopropyl alcohol at 50 - 60℃; for 12h; Inert atmosphere;A 80%
B 10%
With potassium carbonate In isopropyl alcohol at 50 - 60℃; for 12h; Inert atmosphere;A 20%
B 60%
106-89-8

epichlorohydrin

51997-51-4

4-(2,3-epoxypropoxy)carbazole

Conditions
ConditionsYield
Stage #1: 9H-carbazol-4-ol With sodium dithionite; potassium carbonate; potassium iodide In acetone for 1h; Heating / reflux;
Stage #2: epichlorohydrin In acetone at 20℃; for 32h; Heating / reflux;		69.9%
52602-39-8

9H-carbazol-4-ol

3132-64-7

1,2-Epoxy-3-bromopropane

51997-51-4

4-(2,3-epoxypropoxy)carbazole

Conditions
ConditionsYield
With sodium hydroxide In dimethyl sulfoxide at 60℃; for 24h;60%
With sodium hydroxide In water; dimethyl sulfoxide at 45℃; for 16h;31%
Stage #1: 9H-carbazol-4-ol With sodium hydride In N,N-dimethyl-formamide
Stage #2: 1,2-Epoxy-3-bromopropane In N,N-dimethyl-formamide
With potassium carbonate In butanone at 80℃;
52602-39-8

9H-carbazol-4-ol

152333-94-3

glycidyl nosylate

51997-51-4

4-(2,3-epoxypropoxy)carbazole

Conditions
ConditionsYield
With potassium carbonate In butanone
active charcoal

active charcoal

R-(-)-epichlorhydrin

R-(-)-epichlorhydrin

52602-39-8

9H-carbazol-4-ol

50-59-9

cefaloridine

67-68-5

dimethyl sulfoxide

51997-51-4

4-(2,3-epoxypropoxy)carbazole

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane; water; ethyl acetate
...Expand
active charcoal

active charcoal

67800-62-8

(S)-oxirane-2-methyl methanesulfonate

52602-39-8

9H-carbazol-4-ol

50-59-9

cefaloridine

51997-51-4

4-(2,3-epoxypropoxy)carbazole

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane; water; dimethyl sulfoxide; ethyl acetate
3246-03-5

N-[2-(2'-(methoxy)-phenoxy)-ethyl]-benzylamine

51997-51-4

4-(2,3-epoxypropoxy)carbazole

72955-94-3

1-[benzyl[2(2-methoxyphenoxy)ethyl]amino]-3-(9H-carbazol-4-yloxy)propan-2-ol

Conditions
ConditionsYield
With potassium carbonate In water at 20 - 90℃; for 3h;99%
Stage #1: N-[2-(2'-(methoxy)-phenoxy)-ethyl]-benzylamine; 4-(2,3-epoxypropoxy)carbazole With zinc(II) chloride In ethyl acetate at 70 - 75℃; for 3h;
Stage #2: With ammonia In water
With trifluoroacetic acid In 1,4-dioxane at 70 - 75℃; for 48h;
100-46-9

benzylamine

51997-51-4

4-(2,3-epoxypropoxy)carbazole

934370-86-2

1-(9H-carbazol-4-yloxy)-3-phenylmethylamino-2-propanol

Conditions
ConditionsYield
In water at 60℃; for 10h; Product distribution / selectivity;98.7%
at 40℃; for 1h; Temperature;97.79%
In toluene Heating;72%
In toluene Reflux;72%
51997-51-4

4-(2,3-epoxypropoxy)carbazole

74-88-4

methyl iodide

890017-26-2

9-methyl-4-(oxiran-2-ylmethoxy)-9H-carbazole

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 4h;97%
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 4h;92%
With sodium hydroxide In N,N-dimethyl-formamide at 60℃; for 2h;81%
With sodium hydroxide In N,N-dimethyl-formamide at 60℃; for 2h;81%

4-Epoxypropanoxycarbazole Chemical Properties

IUPAC Name: 4-(Oxiran-2-ylmethoxy)-9H-carbazole
Synonyms of 4-Epoxypropanoxycarbazole (CAS NO.51997-51-4): 4-(2,3-Epoxypropoxy)-carbazole
CAS NO: 51997-51-4
Molecular Formula: C15H13NO2
Molecular Weight: 239.27
Molecular Structure:
H bond acceptors: 3
H bond donors: 1
Freely Rotating Bonds: 3
Polar Surface Area: 26.69 Å2
Index of Refraction: 1.729
Molar Refractivity: 71.89 cm3
Molar Volume: 180.2 cm3
Surface Tension: 63.1 dyne/cm
Density: 1.327 g/cm3
Flash Point: 166.4 °C
Enthalpy of Vaporization: 69.86 kJ/mol
Boiling Point: 464.9 °C at 760 mmHg
Vapour Pressure: 2.23E-08 mmHg at 25°C
Melting Point: 130-132°C
Appearance: pale yellow to almost white powder
SMILES: O(c3c1c(nc2ccccc12)ccc3)CC4OC4
InChI: InChI=1/C15H13NO2/c1-2-5-12-11(4-1)15-13(16-12)6-3-7-14(15)18-9-10-8-17-10/h1-7,10,16H,8-9H2 Copy
InChIKey: SVWKIGRDISDRLO-UHFFFAOYAD
Std. InChI: InChI=1S/C15H13NO2/c1-2-5-12-11(4-1)15-13(16-12)6-3-7-14(15)18-9-10-8-17-10/h1-7,10,16H,8-9H2 Std. InChIKey: SVWKIGRDISDRLO-UHFFFAOYSA-N
Product Categories of 4-Epoxypropanoxycarbazole (CAS NO.51997-51-4): Chemical intermediate for Benidipin;PHARMACEUTICAL INTERMEDIATES;(intermediate of carvedilol);Aromatics Compounds;Carbazoles;Oxiranes;Simple 3-Membered Ring Compounds;Carvedilol Intermediate;Aromatics

4-Epoxypropanoxycarbazole Uses

 4-Epoxypropanoxycarbazole (CAS NO.51997-51-4) is used for the intermediate in the synthesis of carvedilol and Carazolol which are anti-hypertensive drug.

4-Epoxypropanoxycarbazole Safety Profile

Hazard Codes:  IrritantXi

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