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Batyl alcohol

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Name

Batyl alcohol

EINECS 208-874-7
CAS No. 544-62-7 Density 0.914 g/cm3
PSA 49.69000 LogP 5.61770
Solubility N/A Melting Point 71-73 °C(lit.)
Formula C21H44O3 Boiling Point 471.1 °C at 760 mmHg
Molecular Weight 344.579 Flash Point 238.7 °C
Transport Information N/A Appearance N/A
Safety 22-24/25 Risk Codes N/A
Molecular Structure Molecular Structure of 544-62-7 (Batyl alcohol) Hazard Symbols N/A
Synonyms

(RS)-Batylalcohol;1-O-Octadecylglycerol;1-Octadecyloxy-2,3-dihydroxypropane;Batilalcohol;Glycerol 1-octadecyl ether;NikkolBatyl Alcohol 100;Nikkol Batyl Alcohol EX;Stearylmonoglyceride;a-Monostearyl glyceryl ether;

Article Data 40

Batyl alcohol Synthetic route

16725-43-2

4-(n-octadecyloxymethyl)-2,2-dimethyl-1,3-dioxolane

544-62-7

batyl alcohol

Conditions
ConditionsYield
With hydrogenchloride In water for 4h; Reflux;96%
With hydrogenchloride; methanol for 1h; Heating; Yield given;
With sulfuric acid In tetrahydrofuran at 100℃; for 2h;
112-61-8

Methyl stearate

56-81-5

glycerol

A

544-62-7

batyl alcohol

B

927-18-4

2-octadecyloxy-propane-1,3-diol

Conditions
ConditionsYield
With 5%-palladium/activated carbon; camphor-10-sulfonic acid; hydrogen at 120℃; under 37503.8 Torr; for 16h; Autoclave; regioselective reaction;A 73%
B n/a
25580-78-3

1-[(prop-2'-en-1'-yl)oxy]octadecane

544-62-7

batyl alcohol

Conditions
ConditionsYield
With cethyltrimethylammonium permanganate In dichloromethane at 20℃; for 5h; Addition;65%
With Perbenzoic acid; chloroform at 70 - 80℃; beim folgenden Hydrolyse mit wss.-alkoh.H2SO4 oder KOH;
With formic acid; sulfuric acid; dihydrogen peroxide Erwaermen des Reaktionsprodukts mit wss.-aethanol.Kalilauge;
With dihydrogen peroxide; acetic acid at 70 - 80℃; beim folgenden Hydrolyse mit wss.-alkoh.H2SO4 oder KOH;
56-81-5

glycerol

A

544-62-7

batyl alcohol

B

927-18-4

2-octadecyloxy-propane-1,3-diol

Conditions
ConditionsYield
With 5%-palladium/activated carbon; hydrogen at 120℃; under 37503.8 Torr; for 16h; Autoclave; regioselective reaction;A 35%
B n/a
22610-63-5

octadecanoic acid 2,3-dihydroxypropyl ester

56-81-5

glycerol

A

544-62-7

batyl alcohol

B

927-18-4

2-octadecyloxy-propane-1,3-diol

Conditions
ConditionsYield
With 5%-palladium/activated carbon; hydrogen at 120℃; under 37503.8 Torr; for 16h; Autoclave; regioselective reaction;A 34%
B n/a
57-11-4

stearic acid

56-81-5

glycerol

544-62-7

batyl alcohol

Conditions
ConditionsYield
With 5%-palladium/activated carbon; camphor-10-sulfonic acid; hydrogen at 20 - 140℃; under 37503.8 Torr; for 24h; Autoclave;30%
With palladium on activated charcoal; hydrogen at 120℃; under 37503.8 Torr; for 16h; Autoclave; Inert atmosphere;29%
31081-59-1

1-octadecyl methanesulfonate

100-79-8

(R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol

544-62-7

batyl alcohol

Conditions
ConditionsYield
(i) K, benzene, (ii) /BRN= 1913366/, (iii) aq. HCl, MeOH; Multistep reaction;
3386-32-1

n-octadecyl p-toluenesulfonate

100-79-8

(R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol

544-62-7

batyl alcohol

Conditions
ConditionsYield
(i) NaNH2, toluene, (ii) /BRN= 2011780/, (iii) aq. AcOH; Multistep reaction;
923-62-6

1,2-bis-octadecanoyloxy-3-octadecyloxy-propane

544-62-7

batyl alcohol

Conditions
ConditionsYield
With sodium hydroxide In methanol; chloroform
3386-32-1

n-octadecyl p-toluenesulfonate

33145-48-1

(2,2-dimethyl-[1,3]dioxolan-4-yl)-methanol; sodium salt

544-62-7

batyl alcohol

Conditions
ConditionsYield
(i) NaNH2, toluene, (ii) /BRN= 2011780/, toluene, (iii) aq. HCl, EtOH; Multistep reaction;

Batyl alcohol Chemical Properties

Molecular Structure of 3-Octadecoxypropane-1,2-diol (CAS NO.51-74-1):

IUPAC Name: 3-Octadecoxypropane-1,2-diol 
Empirical Formula: C21H44O3
Molecular Weight: 344.5723
H bond acceptors: 3
H bond donors: 2
Freely Rotating Bonds: 22
Polar Surface Area: 27.69Å2
Index of Refraction: 1.464
Molar Refractivity: 104.11 cm3
Molar Volume: 376.9 cm3
Surface Tension: 35.2 dyne/cm
Density: 0.914 g/cm3
Flash Point: 238.7 °C
Enthalpy of Vaporization: 84.6 kJ/mol
Boiling Point: 471.1 °C at 760 mmHg
Vapour Pressure: 7.44E-11 mmHg at 25°C
Classification Code: Drug / Therapeutic Agent
Apperance: white crystalline powder
InChI
InChI=1/C21H44O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24-20-21(23)19-22/h21-23H,2-20H2,1H3
Smiles
C(CCCCCCCCCCCCCCC)CCOC[C@@H](CO)O

Batyl alcohol Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 750mg/kg (750mg/kg)   National Technical Information Service. Vol. AD691-490,
mouse LD50 subcutaneous > 3032mg/kg (3032mg/kg) PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)

BEHAVIORAL: MUSCLE WEAKNESS
Journal of Pharmacology and Experimental Therapeutics. Vol. 93, Pg. 470, 1948.

Batyl alcohol Consensus Reports

Reported in EPA TSCA Inventory.

Batyl alcohol Safety Profile

Moderately toxic by intraperitoneal route. When heated to decomposition it emits acrid smoke and irritating vapors.

Batyl alcohol Specification

  3-Octadecoxypropane-1,2-diol , with CAS number of 51-74-1, can be called 1,2-Propanediol, 3- (octadecyloxy)- ; 3-(Octadecyloxy)-1,2-propandiol ; 3-(Octadecyloxy)propane-1,2-diol ; Batylol ; (+)-Batylalcohol ; .alpha.-Octadecylether of glycerol .  3-Octadecoxypropane-1,2-diol (CAS NO.544-62-7) is one of the commonly used drugs promoted the proliferation of white blood cell proliferation.

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