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Basic Information
CAS No.: 2078-54-8
Name: Propofol
Article Data: 55
Molecular Structure:
Molecular Structure of 2078-54-8 (Propofol)
Formula: C12H18O
Molecular Weight: 178.274
Synonyms: Phenol,2,6-diisopropyl- (6CI,8CI);2,6-Bis(1-methylethyl)phenol;2,6-Bis(isopropyl)phenol;2,6-Diisopropylphenol;Ampofol;Aquafol;Diprifusor;Diprivan;Diprivan 10;Diprofol;Disoprivan;Disoprofol;Fresofol;Ivofol;Pofol;Pronest;Propoflo;Propofol-lipuro;Propovan;Rapinovet;Recofol;
EINECS: 218-206-6
Density: 0.948 g/cm3
Melting Point: 18 °C(lit.)
Boiling Point: 256 °C at 760 mmHg
Flash Point: 107.5 °C
Solubility: Very slightly soluble in water.
Appearance: light yellow liquid
Hazard Symbols: HarmfulXn
Risk Codes: 22-36/37/38-20/21/22
Safety: 26-36/37/39-37/39-36
Transport Information: UN 2810
PSA: 20.23000
LogP: 3.63900
Synthetic route
95299-24-4

2,6-diisopropylcyclohexanol

7440-06-4

platinum

2078-54-8

2,6-diisopropylphenol

Conditions
ConditionsYield
96.5%

1-tert-butoxycarbonyloxy-2,6-diisopropylbenzene

2078-54-8

2,6-diisopropylphenol

Conditions
ConditionsYield
With sodium methylate In methanol; dichloromethane at 20℃; for 9h;96%
With hydrogenchloride In 1,4-dioxane for 3h; Product distribution; Heating; deprotection;87%

4-hydroxy-3,5-diisopropylbenzoic acid isopropyl ester

2078-54-8

2,6-diisopropylphenol

Conditions
ConditionsYield
With sodium hydroxide In isopropyl alcohol at 20 - 70℃; for 7h; Inert atmosphere;94.9%

C14H19N2O2(1+)*O4S(2-)

2078-54-8

2,6-diisopropylphenol

Conditions
ConditionsYield
With formaldehyd; water; sodium hydroxide at 0 - 20℃; for 1h; Reagent/catalyst;94.7%
2944-52-7

2,6-diisopropyl anisole

2078-54-8

2,6-diisopropylphenol

Conditions
ConditionsYield
With 1-n-butyl-3-methylimidazolim bromide at 220℃; for 0.666667h; Inert atmosphere; Microwave irradiation;94%

4-hydroxy-3,5-diisopropylbenzoic acid t-butyl ester

2078-54-8

2,6-diisopropylphenol

Conditions
ConditionsYield
With sodium hydroxide In tert-butyl alcohol at 20 - 60℃; for 5h; Reagent/catalyst; Temperature; Solvent; Inert atmosphere;94%
13423-73-9

3,5-diisopropyl p-hydroxybenzoic acid

2078-54-8

2,6-diisopropylphenol

Conditions
ConditionsYield
Stage #1: 4-hydroxy-3,5-diisopropylbenzoic acid; sodium hydroxide In ethylene glycol at 140 - 145℃; for 7h; Inert atmosphere;
Stage #2: With hydrogenchloride In water; ethylene glycol for 1h; pH=1 - 2;
93.5%
With decarboxylase at 25℃; for 15h; pH=6.5; Enzymatic reaction;80.3%
With sodium hydroxide In 2-ethoxy-ethanol at 125 - 130℃; Large scale;74%
Stage #1: 4-hydroxy-3,5-diisopropylbenzoic acid With sodium hydroxide In ethylene glycol at 140 - 145℃;
Stage #2: With hydrogenchloride In water; ethylene glycol at 20℃; for 0.5h; pH=1 - 2;
53 g
67-63-0

isopropyl alcohol

108-95-2

phenol

2078-54-8

2,6-diisopropylphenol

Conditions
ConditionsYield
With H-β zeolite at 259.84℃; Kinetics; Catalytic behavior; Reagent/catalyst; Temperature;93%
91561-75-0

4-Chloropropofol

2078-54-8

2,6-diisopropylphenol

Conditions
ConditionsYield
Stage #1: 4-Chloropropofol With hydrogen; sodium hydroxide; 5%-palladium/activated carbon In water at 20 - 25℃; under 2250.23 - 3750.38 Torr;
Stage #2: With hydrogenchloride In water
90%
Stage #1: 4-Chloropropofol With hydrogen; sodium hydroxide; 5%-palladium/activated carbon In water at 20 - 25℃; under 2250.23 - 3750.38 Torr;
Stage #2: With hydrogenchloride In water Product distribution / selectivity;
90%
With nickel; benzene Hydrogenation;
163704-47-0

1,3-diisopropyl-2-iodobenzene

2078-54-8

2,6-diisopropylphenol

Conditions
ConditionsYield
Stage #1: 2-iodo-1,3-diisopropylbenzene With copper(l) iodide; 1,10-Phenanthroline; potassium hydroxide In water; dimethyl sulfoxide at 20 - 100℃; Inert atmosphere;
Stage #2: With hydrogenchloride In water; dimethyl sulfoxide at 20℃; Inert atmosphere;
85%
Multi-step reaction with 4 steps
1.1: sodium perborate tetrahydrate / 17 h / 20 - 40 °C
2.1: dichloromethane / 20 °C
3.1: sodium hexamethyldisilazane / pentane; toluene / 0.17 h / 0 - 25 °C / Inert atmosphere; Schlenk technique
3.2: 12 h / 0 - 25 °C / Schlenk technique; Inert atmosphere
4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 0 - 25 °C
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Chemistry


IUPAC Name: 2,6-Di(propan-2-yl)phenol
Molecular Formula: C12H18O
Molecular Weight: 178.27 g/mol
Canonical SMILES: c1(c(c(C(C)C)ccc1)O)C(C)C
InChI: InChI=1/C12H18O/c1-8(2)10-6-5-7-11(9(3)4)12(10)13/h5-9,13H,1-4H3
EINECS: 218-206-6
Classification Code: Anesthetic; Anesthetics; Anesthetics, General; Anesthetics, intravenous; Central Nervous System Agents; Central Nervous System Depressants; Drug / Therapeutic Agent; Human Data; Hypnotics and Sedatives; Reproductive Effect
Product Categories: Heterocyclic Compounds; Intermediates & Fine Chemicals; Pharmaceuticals; GABA/Glycine receptor; GABA
Melting Point : 18  °C(lit.)
Molar Volume: 188 cm3 
Polarizability: 22.4×10-24 cm3 
Surface Tension: 33.5 dyne/cm 
Density: 0.948 g/cm
Flash Point: 107.5 °C 
Enthalpy of Vaporization: 51.34 kJ/mol 
Boiling Point: 256 °C at 760 mmHg 
Storage temperature: 0-6 °C
Melting Point: 18 °C(lit.)
Water Solubility: 124 mg/L at 25 °C
Vapour Pressure of Propofol (CAS NO.2078-54-8): 3.05E-03 mm Hg at 25 °C

Uses

 Propofol (CAS NO.2078-54-8) is used as a anesthetic used in veterinary medicine.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 30mg/kg (30mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 38, Pg. 1117, 1996.
man LDLo intravenous 386mg/kg/14D- (386mg/kg) LUNGS, THORAX, OR RESPIRATION: PLEURAL THICKENING Critical Care Medicine. Vol. 23, Pg. 1928, 1995.
man TDLo unreported 2857ug/kg/1D- (2.857mg/kg) BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"
BEHAVIORAL: REGIDITY
BEHAVIORAL: IRRITABILITY
Anaesthesia. Vol. 43, Pg. 170, 1988.
mouse LD50 intraperitoneal 170mg/kg (170mg/kg)   Journal of Medicinal and Pharmaceutical Chemistry. Vol. 2, Pg. 201, 1960.
mouse LD50 intravenous 50mg/kg (50mg/kg) BEHAVIORAL: GENERAL ANESTHETIC
BEHAVIORAL: ANALGESIA
BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Journal of Medicinal Chemistry. Vol. 23, Pg. 1350, 1980.
mouse LD50 oral 1100mg/kg (1100mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 26, Pg. 953, 1995.
rabbit LDLo intravenous 20mg/kg (20mg/kg) BEHAVIORAL: GENERAL ANESTHETIC
BEHAVIORAL: SLEEP
BEHAVIORAL: MUSCLE WEAKNESS
Journal of Medicinal Chemistry. Vol. 23, Pg. 1350, 1980.
rat LD50 intravenous 42mg/kg (42mg/kg)   Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 21, Pg. 11, 1993.
rat LD50 oral 500mg/kg (500mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 26, Pg. 953, 1995.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Poison by intravenous and intraperitoneal routes. Experimental reproductive effects. Combustible when exposed to heat or flame; can react with oxidizing materials. To fight fire, use foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and fumes. See also PHENOL.
Hazard Codes: HarmfulXn
Risk Statements: 22-36/37/38-20/21/22 
R22:Harmful if swallowed. 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36/37/39-37/39-36 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection. 
S37/39: Wear suitable gloves and eye/face protection. 
S36: Wear suitable protective clothing.
RIDADR: 2810
WGK Germany: 3
HazardClass: 6.1(b)
PackingGroup of Propofol (CAS NO.2078-54-8): III

Standards and Recommendations

ASSAY: 98.0 - 102.0% (titration) 
WATER: 0.2% max
CHLORIDE: 300ppm max
IMPURITY: 0.3% max (total impurity); 0.2% max (individual impurity)
SOLVENT RESIDUE: 0.1% max

Specification

 Propofol (CAS NO.2078-54-8), its Synonyms are Disoprofol ; Phenol, 2,6-bis(1-methylethyl)- ; Phenol, 2,6-diisopropyl- ; 2,6-Bis(1-methylethyl)phenol ; 2,6-Diisopropylphenol ; Ampofol ; Aquafo ; Diprivan Injectable emulsion ; Propofol-lipuro ; Propofolum and so on. It is light yellow liquid.

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