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8-Hydroxyjulolidine

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Name

8-Hydroxyjulolidine

EINECS 255-247-9
CAS No. 41175-50-2 Density 1.23 g/cm3
PSA 23.47000 LogP 2.15600
Solubility Soluble in water (partly), ethanol, chloroform, methanol, and acetone. Melting Point 132-134 °C(lit.)
Formula C12H15NO Boiling Point 374.427 °C at 760 mmHg
Molecular Weight 189.257 Flash Point 213.494 °C
Transport Information N/A Appearance pink to beige or brown fine crystalline powder
Safety 22-24/25-37/39-26-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 41175-50-2 (8-HYDROXYJULOLIDINE) Hazard Symbols IrritantXi
Synonyms

2,3,6,7-Tetrahydro-1H,5H-pyrido[3,2,1-ij]quinolin-8-ol;

Article Data 31

8-Hydroxyjulolidine Synthetic route

109-70-6

1,3-chlorobromopropane

591-27-5

m-Hydroxyaniline

41175-50-2

8-hydroxyjulolidine

Conditions
ConditionsYield
With sodium carbonate In N,N-dimethyl-formamide at 75℃; for 9h;84.6%
With sodium carbonate In N,N-dimethyl-formamide at 80℃; for 15h; Inert atmosphere;69%
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 70℃;68%
536-90-3

m-Anisidine

109-70-6

1,3-chlorobromopropane

41175-50-2

8-hydroxyjulolidine

Conditions
ConditionsYield
Stage #1: m-Anisidine; 1.3-chlorobromopropane at 20 - 140℃; for 45.5h; Inert atmosphere; Reflux;
Stage #2: With hydrogen iodide for 6h; Reflux;
70.1%
Stage #1: m-Anisidine; 1.3-chlorobromopropane Heating;
Stage #2: With hydrogen bromide for 3.5h; Heating;
52%
at 95 - 180℃;39%
Stage #1: m-Anisidine; 1.3-chlorobromopropane With sodium carbonate at 100℃; for 11h;
Stage #2: With hydrogenchloride; hydrogen iodide for 60h; Reflux;
Stage #1: m-Anisidine; 1.3-chlorobromopropane With ammonium acetate at 140℃; for 15h; Inert atmosphere;
Stage #2: With hydrogenchloride; hydrogen iodide In water for 24h; Reflux; Inert atmosphere;
1.5 g
63468-83-7

8-methoxy-1,2,3,5,6,7-hexahydropyrido[3,2,1-ij]quinoline

41175-50-2

8-hydroxyjulolidine

Conditions
ConditionsYield
With hydrogenchloride; hydrogen iodide In water for 60h; Heating;67%
With hydrogenchloride; hydrogen iodide In water Reflux;67%
With hydrogen iodide In water Inert atmosphere; Reflux;1.32 g
536-90-3

m-Anisidine

nitrosylsulfuric acid

nitrosylsulfuric acid

41175-50-2

8-hydroxyjulolidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 64 percent / sodium carbonate, 4-A molecular sieves / a) from 70 deg C to 100 deg C, 3 h, b) reflux, 11 h
2: 67 percent / 47percent HI, conc. HCl / H2O / 60 h / Heating
View Scheme
536-90-3

m-Anisidine

41175-50-2

8-hydroxyjulolidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Heating
2: hydrogen iodide / Heating
View Scheme
Multi-step reaction with 2 steps
1: sodium carbonate / 14 h / 70 - 100 °C
2: hydrogenchloride; hydrogen iodide / water / Reflux
View Scheme
Multi-step reaction with 2 steps
1: sodium carbonate / 19 h / 70 - 150 °C
2: pyridine hydrochloride / 2 h / 200 °C
View Scheme
Multi-step reaction with 2 steps
1.1: sodium hydrogencarbonate / 2 h / 95 - 150 °C / Industrial scale
2.1: hydrogen iodide / 16 h / 110 °C / Industrial scale
2.2: pH 7 - 8 / Industrial scale
View Scheme
Multi-step reaction with 2 steps
1.1: sodium carbonate / 3 h / 65 - 100 °C / Industrial scale
2.1: hydrogen iodide / 16 h / 110 °C / Industrial scale
2.2: pH 7 - 8 / Industrial scale
View Scheme
41175-50-2

8-hydroxyjulolidine

4-formylbenzene-1,3-disulfonic acid dipotassium salt

1629670-53-6

C19H19NO7S2

Conditions
ConditionsYield
In methanesulfonic acid at 150℃; for 0.25h; Sealed tube;100%
41175-50-2

8-hydroxyjulolidine

1175621-48-3

5-(tert-butoxycarbonylamino)pent-2-ynoic acid

1386264-09-0

8-(2,3,6,7-tetrahydro-1H,5H-benzo[ij]quinolizine) 5-(tert-butoxycarbonylamino)pent-2-ynoate

Conditions
ConditionsYield
With dmap; diisopropyl-carbodiimide In dichloromethane at 0℃; for 2h; Inert atmosphere; Sealed tube;98%
41175-50-2

8-hydroxyjulolidine

99017-63-7

methyl 5-<(benzyloxycarbonyl)amino>-3-oxopentanoate

8-(2-aminoethyl)-2,3,4,5-tetrahydro-1H,4H-11-oxa-3a-aza-benzo-[de]anthracen-10-one hydrochloride

Conditions
ConditionsYield
Stage #1: 8-hydroxyjulolidine; methyl 5-<(benzyloxycarbonyl)amino>-3-oxopentanoate With triisopropoxytitanium(IV) chloride In hexane
Stage #2: With hydrogenchloride at 95℃; for 9h;
98%
Stage #1: 8-hydroxyjulolidine; methyl 5-<(benzyloxycarbonyl)amino>-3-oxopentanoate With triisopropoxytitanium(IV) chloride In hexane; toluene for 12h; Reflux;
Stage #2: With hydrogenchloride In water at 95℃; for 9h;
4.3 g
41175-50-2

8-hydroxyjulolidine

68-12-2, 33513-42-7

N,N-dimethyl-formamide

63149-33-7

9-formyl-8-hydroxyjulolidine

Conditions
ConditionsYield
With trichlorophosphate at 0 - 80℃; for 1.25h; Inert atmosphere;97.6%
Stage #1: N,N-dimethyl-formamide With trichlorophosphate at 4℃; for 0.25h;
Stage #2: 8-hydroxyjulolidine at 20 - 100℃; for 1h;
94%
Stage #1: N,N-dimethyl-formamide With trichlorophosphate at 4℃; for 0.25h;
Stage #2: 8-hydroxyjulolidine In water at 4 - 100℃; for 2.5h;
94%
41175-50-2

8-hydroxyjulolidine

182359-86-0

4-cyano-1-methyl-3-methylthio-1H-pyrrole-2,5-dione

2-Methyl-7,8,10,11-tetrahydro-6H,9H-5-oxa-2,8a-diaza-benzo[fg]cyclopenta[a]anthracene-1,3,4-trione

Conditions
ConditionsYield
In acetic acid Heating;96%

8-Hydroxyjulolidine Chemical Properties

Following is the structure of 1H,5H-Benzo[ij]quinolizin-8-ol,2,3,6,7-tetrahydro- (CAS NO.41175-50-2):
                       
Empirical Formula: C12H15NO
Molecular Weight: 189.2536 g/mol
EINECS: 255-247-9
Index of Refraction: 1.645
Molar Refractivity: 55.84 cm3
Molar Volume: 153.8 cm3
Density: 1.22 g/cm3
Flash Point: 213.5 °C
Melting point: 132-134 °C(lit.)
Surface Tension: 57 dyne/cm
Enthalpy of Vaporization: 64.62 kJ/mol
Boiling Point: 374.4 °C at 760 mmHg
Vapour Pressure: 3.88E-06 mmHg at 25 °C
Appearance: pink to beige or brown fine crystalline powder
Canonical SMILES: C1CC2=C3C(=C(C=C2)O)CCCN3C1
InChI: InChI=1S/C12H15NO/c14-11-6-5-9-3-1-7-13-8-2-4-10(11)12(9)13/h5-6,14H,1-4,7-8H2
InChIKey: FOFUWJNBAQJABO-UHFFFAOYSA-N

8-Hydroxyjulolidine Toxicity Data With Reference

 H,5H-Benzo[ij]quinolizin-8-ol,2,3,6,7-tetrahydro- (CAS NO.41175-50-2) hasn't been listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65.

8-Hydroxyjulolidine Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 22-24/25-37/39-26-36 
S22:Do not breathe dust. 
S24/25:Avoid contact with skin and eyes. 
S37/39:Wear suitable gloves and eye/face protection. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing.
WGK Germany: 3
F: 10

8-Hydroxyjulolidine Specification

 1H,5H-Benzo[ij]quinolizin-8-ol,2,3,6,7-tetrahydro- , its cas register number is 41175-50-2. It also can be called 2,3,6,7-Tetrahydro-1H,5H-benzo(ij)quinolizin-8-ol ; and 8-Hydroxyjulolidine .
 1H,5H-Benzo[ij]quinolizin-8-ol,2,3,6,7-tetrahydro- (CAS NO.41175-50-2) could be stable under normal temperatures and pressures. It should avoid the condition like incompatible materials. It is not compatible with strong oxidizing agents. And also prevent it to broken down into hazardous decomposition products: irritating and toxic fumes and gases. However, its hazardous polymerization has not been reported.

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