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66346-01-8

Basic Information
CAS No.: 66346-01-8
Name: 1-(4-Chlorophenyl)-4,4-dimethyl-3-pentanone
Article Data: 6
Molecular Structure:
Molecular Structure of 66346-01-8 (1-(4-Chlorophenyl)-4,4-dimethyl-3-pentanone)
Formula: C13H17ClO
Molecular Weight: 224.73
Synonyms: 1-(4-Chlorophenyl)-4,4-dimethylpentan-3-one;HWG 1608-Alkylketon;
Density: 1.05 g/cm3
Melting Point: 18oC
Boiling Point: 297.4 °C at 760 mmHg
Flash Point: 178.9 °C
Appearance: slight yellow liquid
PSA: 17.07000
LogP: 3.88780
Synthetic route
1577-03-3

1-(4-chlorophenyl)-4,4-dimethylpent-1-en-3-one

66346-01-8

1-(4-chlorophenyl)-4,4-dimethyl-pentan-3-one

Conditions
ConditionsYield
With sulfolane; hydrogen In methanol at 50 - 60℃; under 750.075 Torr; Temperature; Pressure; Reagent/catalyst; Autoclave;99%
With sodium phosphite; hydrogen; ethanolamine In methanol at 70℃; under 6750.68 Torr; Reagent/catalyst; Temperature; Pressure; Autoclave;97.8%
With hydrogen In ethanol at 80℃; under 22502.3 Torr; for 2h;
614-47-1

1,3-diphenyl-propen-3-one

66346-01-8

1-(4-chlorophenyl)-4,4-dimethyl-pentan-3-one

Conditions
ConditionsYield
With hydrogen; aluminum nickel In ethyl acetate
111-48-8

2,2'-thiobis-ethanol

41564-62-9

(E)-1-(4-chlorophenyl)-4,4-dimethylpent-1-en-3-one

66346-01-8

1-(4-chlorophenyl)-4,4-dimethyl-pentan-3-one

Conditions
ConditionsYield
aluminum nickel In methanol
104-88-1

4-chlorobenzaldehyde

66346-01-8

1-(4-chlorophenyl)-4,4-dimethyl-pentan-3-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydroxide / ethanol / 2.5 h / 60 °C / Cooling with ice
2: hydrogen / ethanol / 2 h / 80 °C / 22502.3 Torr
View Scheme
75-97-8

3,3-dimethyl-butan-2-one

66346-01-8

1-(4-chlorophenyl)-4,4-dimethyl-pentan-3-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydroxide / ethanol / 2.5 h / 60 °C / Cooling with ice
2: hydrogen / ethanol / 2 h / 80 °C / 22502.3 Torr
View Scheme

2-(4-chlorobenzyl)-4,4-dimethyl-3-carbonylvaleric acid methyl ester

66346-01-8

1-(4-chlorophenyl)-4,4-dimethyl-pentan-3-one

Conditions
ConditionsYield
With isopropyl alcohol; sodium hydroxide at 85℃; for 1h; Reagent/catalyst; Temperature;38 g
66346-01-8

1-(4-chlorophenyl)-4,4-dimethyl-pentan-3-one

77-78-1

dimethyl sulfate

80443-63-6

2-[2-(4-chlorophenyl)ethyl]-2-(1,1-dimethylethyl)ethylene oxide

Conditions
ConditionsYield
Stage #1: dimethyl sulfate With p-propoxybenzyl sulfide at 90℃; for 2h;
Stage #2: 1-(4-chlorophenyl)-4,4-dimethyl-pentan-3-one With potassium hydroxide In toluene at 50℃; for 4h; Reagent/catalyst; Concentration; Temperature;
99.6%
With dimethylsulfide; potassium hydroxide In toluene at 25 - 50℃; for 5h; Reagent/catalyst; Temperature; Solvent;98.8%
66346-01-8

1-(4-chlorophenyl)-4,4-dimethyl-pentan-3-one

74-88-4

methyl iodide

80443-63-6

2-[2-(4-chlorophenyl)ethyl]-2-(1,1-dimethylethyl)ethylene oxide

Conditions
ConditionsYield
Stage #1: methyl iodide With p-propoxybenzyl sulfide at 90℃; for 2h;
Stage #2: 1-(4-chlorophenyl)-4,4-dimethyl-pentan-3-one With potassium hydroxide In toluene at 0℃; for 4h;
99.2%
3086-29-1

trimethylsulfonium chloride

66346-01-8

1-(4-chlorophenyl)-4,4-dimethyl-pentan-3-one

80443-63-6

2-[2-(4-chlorophenyl)ethyl]-2-(1,1-dimethylethyl)ethylene oxide

Conditions
ConditionsYield
Stage #1: trimethylsulfonium chloride; 1-(4-chlorophenyl)-4,4-dimethyl-pentan-3-one With potassium hydroxide In dimethyl sulfoxide at 20℃; for 0.5h;
Stage #2: 1-(4-chlorophenyl)-4,4-dimethyl-pentan-3-one In toluene at 80℃; for 10h; Solvent; Temperature;
95%
66346-01-8

1-(4-chlorophenyl)-4,4-dimethyl-pentan-3-one

66346-02-9

1-(4'-chlorophenyl)-2-bromo-4,4-dimethylpentan-3-one

Conditions
ConditionsYield
With 1-butyl-3-methylpyridinium tribromide for 0.2h; Inert atmosphere; Cooling; regioselective reaction;94.2%
With 1-butyl-3-methylimidazolium tribromide for 0.166667h; Ionic liquid;92.7%
With copper(ll) bromide In ethanol for 4h; Reflux;
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Specification

The 3-Pentanone, 1-(4-chlorophenyl)-4,4-dimethyl-, with the CAS registry number 66346-01-8, is also known as 1-(4-Chlorophenyl)-4,4-dimethyl-3-pentanone. It belongs to the product category of Intermediate of tebuconazole. This chemical's molecular formula is C13H17ClO and molecular weight is 224.73. What's more, its systematic name is 1-(4-chlorophenyl)-4,4-dimethylpentan-3-one. Its classification code is TSCA Flag P [A commenced PMN (Premanufacture Notice) substance].

Physical properties of 3-Pentanone, 1-(4-chlorophenyl)-4,4-dimethyl- are: (1)ACD/LogP: 3.49; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.49; (4)ACD/BCF (pH 5.5): 266.54; (5)ACD/KOC (pH 5.5): 1896.56; (6)#H bond acceptors: 1; (7)#H bond donors: 0; (8)#Freely Rotating Bonds: 4; (9)Polar Surface Area: 17.07 Å2; (10)Index of Refraction: 1.508; (11)Molar Refractivity: 63.85 cm3; (12)Molar Volume: 213.9 cm3; (13)Polarizability: 25.31×10-24cm3; (14)Surface Tension: 34.6 dyne/cm; (15)Density: 1.05 g/cm3; (16)Flash Point: 178.9 °C; (17)Enthalpy of Vaporization: 53.72 kJ/mol; (18)Boiling Point: 297.4 °C at 760 mmHg; (19)Vapour Pressure: 0.00136 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: Clc1ccc(cc1)CCC(=O)C(C)(C)C
(2)InChI: InChI=1S/C13H17ClO/c1-13(2,3)12(15)9-6-10-4-7-11(14)8-5-10/h4-5,7-8H,6,9H2,1-3H3
(3)InChIKey: ILQGIJDYSLHIOX-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LC50 inhalation > 1370mg/m3/4H (1370mg/m3) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
National Technical Information Service. Vol. OTS0540876.
rat LD50 oral 3145mg/kg (3145mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
National Technical Information Service. Vol. OTS0540876.
rat LD50 skin > 5gm/kg (5000mg/kg)   National Technical Information Service. Vol. OTS0540876.