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[ CAS No. 36653-82-4 ] {[proInfo.proName]}

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Chemical Structure| 36653-82-4
Chemical Structure| 36653-82-4
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Quality Control of [ 36653-82-4 ]

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Product Details of [ 36653-82-4 ]

CAS No. :36653-82-4 MDL No. :MFCD00004760
Formula : C16H34O Boiling Point : -
Linear Structure Formula :CH3(CH2)14CH2OH InChI Key :BXWNKGSJHAJOGX-UHFFFAOYSA-N
M.W : 242.44 Pubchem ID :2682
Synonyms :
Palmityl alcohol

Calculated chemistry of [ 36653-82-4 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 17
Num. arom. heavy atoms : 0
Fraction Csp3 : 1.0
Num. rotatable bonds : 14
Num. H-bond acceptors : 1.0
Num. H-bond donors : 1.0
Molar Refractivity : 80.19
TPSA : 20.23 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -2.73 cm/s

Lipophilicity

Log Po/w (iLOGP) : 4.41
Log Po/w (XLOGP3) : 7.11
Log Po/w (WLOGP) : 5.46
Log Po/w (MLOGP) : 4.45
Log Po/w (SILICOS-IT) : 5.65
Consensus Log Po/w : 5.42

Druglikeness

Lipinski : 1.0
Ghose : None
Veber : 1.0
Egan : 0.0
Muegge : 2.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -4.9
Solubility : 0.00306 mg/ml ; 0.0000126 mol/l
Class : Moderately soluble
Log S (Ali) : -7.35
Solubility : 0.0000107 mg/ml ; 0.0000000443 mol/l
Class : Poorly soluble
Log S (SILICOS-IT) : -5.77
Solubility : 0.000412 mg/ml ; 0.0000017 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 3.0
Synthetic accessibility : 2.29

Safety of [ 36653-82-4 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P301+P312-P302+P352-P304+P340-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Applications of [ 36653-82-4 ]

1-Hexadecanol (CAS: 36653-82-4) can be used in the preparation of Miltefosine (Hexadecylphosphocholine) (CAS: 58066-85-6). Miltefosine is a broad-spectrum antimicrobial and anti-leishmanial phospholipid drug.

Application In Synthesis of [ 36653-82-4 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 36653-82-4 ]

[ 36653-82-4 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 36653-82-4 ]
  • [ 99-14-9 ]
  • [ 4964-56-1 ]
  • 2
  • [ 628-97-7 ]
  • [ 36653-82-4 ]
YieldReaction ConditionsOperation in experiment
98% With C32H36ClNO2P2Ru; potassium tert-butylate; hydrogen; In tetrahydrofuran; at 120℃; under 38002.6 Torr; for 20h;Autoclave; Green chemistry; General procedure: In a glove box in a nitrogen atmosphere, 3.33 mg of ruthenium complex 1c (0.005 mmol) Add to a 125-mL Parr autoclave, After adding 11.2 mg of potassium t-butoxide (0.1 mmol), Then take 2mL of tetrahydrofuran and add it to the kettle for a while. Finally, methyl benzoate (1.3615 g, 10 mmol) was added. After the autoclave is sealed, it is taken out of the glove box. Charge hydrogen to 50 atm. The mixture in the reaction kettle was heated and stirred in an oil bath at 120 C for 10 hours, The reactor was cooled to room temperature in a water bath and the remaining gas was slowly drained from the fume hood. Tridecane (50 muL) was added to the mixture as an internal standard, and the yield of methyl benzoate was determined by gas chromatography to be 99%.
92% With C30H34Cl2N2P2Ru; potassium methanolate; hydrogen; In tetrahydrofuran; at 100℃; under 38002.6 - 76005.1 Torr; for 15h;Glovebox; Autoclave; General procedure: In a glove box, add a ruthenium complex Ia (0.3 to 0.7 mg, 0.0002 to 0.001 mmol) to a 300 mL autoclave,Potassium methoxide (35-700 mg, 0.5-10 mmol), tetrahydrofuran (4-60 mL), and ester compounds (10-200 mmol).After sealing the autoclave, take it out of the glove box and fill it with 50 100atm of hydrogen.The reaction kettle was heated and stirred in an oil bath at 100 C for 10 to 336 hours.After the reaction kettle was cooled in an ice-water bath for 1.5 hours, the excess hydrogen was slowly released.The solvent was removed from the reaction solution under reduced pressure, and the residue was purified with a short silica gel column to obtain an alcohol compound. The results are shown in Table 5.
  • 3
  • [ 629-54-9 ]
  • [ 36653-82-4 ]
  • 4
  • [ 6608-47-5 ]
  • [ 36653-82-4 ]
  • [ 66143-69-9 ]
  • 5
  • [ 71-41-0 ]
  • [ 629-54-9 ]
  • sodium [ No CAS ]
  • [ 36653-82-4 ]
  • 6
  • [ 5601-60-5 ]
  • [ 36653-82-4 ]
  • [ 123648-40-8 ]
  • [ 200925-72-0 ]
  • (R)-8-Methyl-decanoic acid hexadecyl ester [ No CAS ]
  • (S)-8-Methyl-decanoic acid hexadecyl ester [ No CAS ]
  • 8
  • [ 36653-82-4 ]
  • potassium hydroxide [ No CAS ]
  • [ 58066-85-6 ]
YieldReaction ConditionsOperation in experiment
[0184] The shampoo compositions illustrated in the following Examples illustrate specific embodiments of the shampoo compositions of the present invention, but are not intended to be limiting thereof. Other modifications can be undertaken by the skilled artisan without departing from the spirit and scope of this invention. These exemplified embodiments of the shampoo composition of the present invention provide enhanced conditioning benefits to the hair. [0185] The shampoo compositions illustrated in the following Examples are prepared by conventional formulation and mixing methods, an example of which is set forth hereinbelow. All exemplified amounts are listed as weight percents and exclude minor materials such as diluents, preservatives, color solutions, imagery ingredients, botanicals, and so forth, unless otherwise specified. [0186] The compositions illustrated in the examples were prepared in the following manner (all percentages are based on weight unless otherwise specified). [0187] For each of the compositions, 6-9% of ammonium laureth-3 sulfate, P43 oil, PureSyn6 oil, cationic polymers, 0-1.5% Ammonium Xylene Sulfonate, and 0-5% water was added to a jacketed mix tank and heated to about 74 C. with agitation to form a solution. Citric Acid, Sodium Citrate, Sodium Benzoate, Disodium EDTA, Cocamide MEA and 0.6-0.9% Cetyl alcohol, were added to the tank and allowed to disperse. Ethylene glycol distearate (EGDS) was then added to the mixing vessel, and melted. After the EGDS was well dispersed (after about 10 minutes) preservative was added and mixed into the surfactant solution. This mixture was passed through a heat exchanger where it was cooled to about 35 C. and collected in a finishing tank. As a result of this cooling step, the ethylene glycol distearate crystallized to form a crystalline network in the product. [0188] Separately about 20% of the water was heated to about 74 C. and the remainder of the Cetyl Alcohol, Stearyl Alcohol, and the Cationic Surfactant were added to it. After incorporation, this mixture was passed through a heat exchanger where it was cooled to about 35 C. As a result of this cooling step, the Fatty Alcohols and surfactant crystallized to form a crystalline gel network. [0189] These two premixes are the mixed together and the remainder of the surfactants, perfume, Dimethicone, Sodium Chloride or Ammonium Xylene Sulfonate for viscosity adjustment and the remainder of the water were added with ample agitation to insure a homogeneous mixture. [0190] Preferred viscosities range from about 5000 to about 9000 centipoise at 27 C. (as measured by a Wells-Brookfield model RVTDCP viscometer using a CP-41 cone and plate at 2/s at 3 minutes).
YieldReaction ConditionsOperation in experiment
EXAMPLES [0184] The shampoo compositions illustrated in the following Examples illustrate specific embodiments of the shampoo compositions of the present invention, but are not intended to be limiting thereof. Other modifications can be undertaken by the skilled artisan without departing from the spirit and scope of this invention. These exemplified embodiments of the shampoo composition of the present invention provide enhanced conditioning benefits to the hair. [0185] The shampoo compositions illustrated in the following Examples are prepared by conventional formulation and mixing methods, an example of which is set forth hereinbelow. All exemplified amounts are listed as weight percents and exclude minor materials such as diluents, preservatives, color solutions, imagery ingredients, botanicals, and so forth, unless otherwise specified. [0186] The compositions illustrated in the examples were prepared in the following manner (all percentages are based on weight unless otherwise specified). [0187] For each of the compositions, 6-9% of ammonium laureth-3 sulfate, P43 oil, PureSyn6 oil, cationic polymers, 0-1.5% Ammonium Xylene Sulfonate, and 0-5% water was added to a jacketed mix tank and heated to about 74 C. with agitation to form a solution. Citric Acid, Sodium Citrate, Sodium Benzoate, Disodium EDTA, Cocamide MEA and 0.6-0.9% Cetyl alcohol, were added to the tank and allowed to disperse. Ethylene glycol distearate (EGDS) was then added to the mixing vessel, and melted. After the EGDS was well dispersed (after about 10 minutes) preservative was added and mixed into the surfactant solution. This mixture was passed through a heat exchanger where it was cooled to about 35 C. and collected in a finishing tank. As a result of this cooling step, the ethylene glycol distearate crystallized to form a crystalline network in the product. [0188] Separately about 20% of the water was heated to about 74 C. and the remainder of the Cetyl Alcohol, Stearyl Alcohol, and the Cationic Surfactant were added to it. After incorporation, this mixture was passed through a heat exchanger where it was cooled to about 35 C. As a result of this cooling step, the Fatty Alcohols and surfactant crystallized to form a crystalline gel network. [0189] These two premixes are the mixed together and the remainder of the surfactants, perfume, Dimethicone, Sodium Chloride or Ammonium Xylene Sulfonate for viscosity adjustment and the remainder of the water were added with ample agitation to insure a homogeneous mixture. [0190] Preferred viscosities range from about 5000 to about 9000 centipoise at 27 C. (as measured by a Wells-Brookfield model RVTDCP viscometer using a CP-41 cone and plate at 2/s at 3 minutes).
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