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24155-42-8

Basic Information
CAS No.: 24155-42-8
Name: alpha-(2,4-Dichlorophenyl)-1H-imidazole-1-ethanol
Article Data: 27
Molecular Structure:
Molecular Structure of 24155-42-8 (alpha-(2,4-Dichlorophenyl)-1H-imidazole-1-ethanol)
Formula: C11H10Cl2N2O
Molecular Weight: 257.119
Synonyms: Imidazole-1-ethanol,a-(2,4-dichlorophenyl)- (8CI);1-(2,4-Dichlorophenyl)-2-(1-imidazolyl)ethanol;FI 7001;R 14821;T 824;UK11147;a-(2,4-Dichlorophenyl)-1H-imidazole-1-ethanol;Alpha-(2,4-dichlorophenyl)-1H-imidazole-1-ethanol;
EINECS: 246-042-5
Density: 1.39 g/cm3
Melting Point: 134-138 °C
Boiling Point: 468.5 °C at 760 mmHg
Flash Point: 237.1 °C
Solubility: water: 1300 g/L (20 °C )
Appearance: White to light pink crystal
Hazard Symbols: HarmfulXn,IrritantXi
Risk Codes: 22-36/37/38
Safety: 38-28B-36-26
PSA: 38.05000
LogP: 2.92350
Synthetic route
46503-52-0

1-(2,4-dichlorophenyl)-2-(imidazol-1-yl)ethanone

24155-42-8

1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethan-1-ol

Conditions
ConditionsYield
With sodium tetrahydroborate In ethanol at 20℃; for 12h;98%
With potassium borohydride In methanol for 1h; Reflux;90.5%
With sodium tetrahydroborate In methanol for 2h; Reflux;88%
288-32-4

1H-imidazole

13692-14-3

α-(chloromethyl)-2,4-dichlorobenzyl alcohol

24155-42-8

1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethan-1-ol

Conditions
ConditionsYield
With 1,1,1,3',3',3'-hexafluoro-propanol; alumina-supported potassium hydroxide at 45℃; for 3.5h;90%
With potassium carbonate; sodium iodide In water; butanone78.7%
With sodium In N-methyl-acetamide; methanol; water
288-32-4

1H-imidazole

13692-15-4

2-(2,4-dichlorophenyl)oxirane

24155-42-8

1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethan-1-ol

Conditions
ConditionsYield
With pyridine In ethanol for 12h; Ring cleavage; Heating;63%
Stage #1: 1H-imidazole With sodium hydride In N,N-dimethyl-formamide at 20℃; Inert atmosphere;
Stage #2: 2-(2,4-dichlorophenyl)oxirane In N,N-dimethyl-formamide at 60℃; Inert atmosphere;
57%
Stage #1: 1H-imidazole With sodium hydride In N,N-dimethyl-formamide Inert atmosphere;
Stage #2: 2-(2,4-dichlorophenyl)oxirane In N,N-dimethyl-formamide at 20℃; Inert atmosphere;
67035-78-3

tetra-n-butylammonium imidazolate

13692-14-3

α-(chloromethyl)-2,4-dichlorobenzyl alcohol

24155-42-8

1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethan-1-ol

Conditions
ConditionsYield
In acetonitrile Reflux;68%

1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)-ethanone nitrate

24155-42-8

1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethan-1-ol

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol for 2h;95%
67035-78-3

tetra-n-butylammonium imidazolate

53066-15-2

2-bromo-1-(2,4-dichlorophenyl)ethanol

24155-42-8

1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethan-1-ol

Conditions
ConditionsYield
In acetonitrile Reflux;40%
4252-78-2

2,2',4'-trichloroacetophenone

24155-42-8

1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethan-1-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 28 percent / CH2Cl2 / 2 h / 40 °C
2: sodium borohydride
View Scheme
Multi-step reaction with 2 steps
1: sodium tetrahydroborate / isopropyl alcohol / 2 h / 3 - 20 °C
2: acetonitrile / Reflux
View Scheme
Multi-step reaction with 2 steps
1: dichloromethane
2: potassium borohydride / methanol / 1 h / Reflux
View Scheme
2631-72-3

2,4-dichlorophenacyl bromide

24155-42-8

1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethan-1-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium tetrahydroborate / isopropyl alcohol / 2 h / 3 - 20 °C
2: acetonitrile / Reflux
View Scheme
Multi-step reaction with 2 steps
1: potassium carbonate / N,N-dimethyl-formamide; water / 20 °C
2: sodium tetrahydroborate / methanol / 2 h / 5 - 50 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: potassium carbonate / 20 °C
2: sodium tetrahydroborate / methanol / 2 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1: potassium carbonate / tetrahydrofuran / 3 h / 20 °C
2: sodium tetrahydroborate / methanol / 3 h / 0 °C / Reflux
View Scheme
Multi-step reaction with 2 steps
1: potassium carbonate / N,N-dimethyl-formamide / 20 °C
2: sodium tetrahydroborate; methanol / 2 h / 0 °C / Reflux
View Scheme
541-73-1

1,3-Dichlorobenzene

24155-42-8

1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethan-1-ol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: aluminum (III) chloride / 3 h / 30 °C
2.1: triethylamine / methanol / 20 °C
2.2: 4 h / 65 °C
3.1: sodium tetrahydroborate / ethanol / 12 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1: aluminum (III) chloride
2: triethylamine / methanol / 65 °C
3: sodium tetrahydroborate / ethanol / 20 °C
View Scheme
2234-16-4

1-(2,4-dichlorophenyl)ethan-1-one

24155-42-8

1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethan-1-ol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: bromine / chloroform / 1.5 h / 0 - 20 °C
2: potassium carbonate / 20 °C
3: sodium tetrahydroborate / methanol / 2 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1: bromine / chloroform / 1 h / 0 - 20 °C
2: potassium carbonate / tetrahydrofuran / 3 h / 20 °C
3: sodium tetrahydroborate / methanol / 3 h / 0 °C / Reflux
View Scheme
Multi-step reaction with 3 steps
1: bromine / chloroform / 1 h / 0 - 20 °C
2: potassium carbonate / N,N-dimethyl-formamide / 20 °C
3: sodium tetrahydroborate; methanol / 2 h / 0 °C / Reflux
View Scheme
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  • CAS 24155-42-8  alpha-(2,4-Dichlorophenyl)-1H-imidazole-1-ethanol

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Chemistry

IUPAC Name: 1-(2,4-Dichlorophenyl)-2-imidazol-1-ylethanol
Synonyms of alpha-(2,4-Dichlorophenyl)-1H-imidazole-1-ethanol (CAS NO.24155-42-8): Benzyl alcohol, 2,4-dichloro-alpha-(1-imidazolylmethyl)- ; N-(beta-(2,4-Dichlorophenyl)-beta-hydroxyethyl)imidazole ; 1H-Imidazole-1-ethanol, alpha-(2,4-dichlorophenyl)- (9CI) ; Imidazole-1-ethanol, alpha-(2,4-dichlorophenyl)-
CAS NO: 24155-42-8
Molecular Formula: C11H10Cl2N2O
Molecular Weight: 257.12
Molecular Structure:
EINECS: 246-042-5
H bond acceptors: 3
H bond donors: 1
Freely Rotating Bonds: 4
Polar Surface Area: 27.05 Å2
Index of Refraction: 1.626
Molar Refractivity: 65.2 cm3
Molar Volume: 184 cm3
Surface Tension: 48.8 dyne/cm
Density: 1.39 g/cm3
Flash Point: 237.1 °C
Enthalpy of Vaporization: 76.98 kJ/mol
Boiling Point: 468.5 °C at 760 mmHg
Vapour Pressure: 1.41E-09 mmHg at 25°C
Melting Point: 134-138 °C
Water Solubility 1300 g/L (20 ºC)
Appearance: alpha-(2,4-Dichlorophenyl)-1H-imidazole-1-ethanol (CAS NO.24155-42-8) is cream-coloured to beige powder.
SMILES: Clc1ccc(c(Cl)c1)C(O)Cn2ccnc2
InChI: InChI=1/C11H10Cl2N2O/c12-8-1-2-9(10(13)5-8)11(16)6-15-4-3-14-7-15/h1-5,7,11,16H,6H2
InChIKey: UKVLTPAGJIYSGN-UHFFFAOYAR
Std. InChI: InChI=1S/C11H10Cl2N2O/c12-8-1-2-9(10(13)5-8)11(16)6-15-4-3-14-7-15/h1-5,7,11,16H,6H2
Std. InChIKey: UKVLTPAGJIYSGN-UHFFFAOYSA-N
Product Categories: Imidazol&Benzimidazole;Imidazoles

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 300mg/kg (300mg/kg) BEHAVIORAL: ANTICONVULSANT Journal of Medicinal Chemistry. Vol. 24, Pg. 727, 1981.

Safety Profile

Hazard Codes: HarmfulXn,Xi
Risk Statements: 22-36/37/38
R22: Harmful if swallowed. 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 38-28-36-26
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S28: After contact with skin, wash immediately with plenty of soap-suds. 
S36: Wear suitable protective clothing. 
S38: In case of insufficient ventilation, wear suitable respiratory equipment.
RTECS: NI5485000

Specification

General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam. 
Handling: Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. Avoid ingestion and inhalation.
Storage: Store alpha-(2,4-Dichlorophenyl)-1H-imidazole-1-ethanol (CAS NO.24155-42-8) in a cool, dry place. Store in a tightly closed container.