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CAS No.: | 64-17-5 |
---|---|
Name: | Etanol |
Article Data: | 2251 |
Molecular Structure: | |
Formula: | C2H6O |
Molecular Weight: | 46.069 |
Synonyms: | Ethylalcohol (6CI,7CI,8CI);100C.NPA;AHD 2000;Alcare Hand Degermer;Alcohol;Alcohol anhydrous;Algrain;Anhydrol;Anhydrol PM 4085;Bioethanol;Black Warrant;CDA 19;CDA 19-200;Denatured alcohol;Denatured ethanol;Desinfektol EL;Duplicating Fluid 100C.NPA;Esumiru WK 88;Ethicap;Ethyl hydrate;Ethylhydroxide;Germ-X;Hinetoless;IMS 99;Infinity Pure;Jaysol;Jaysol S;Lux;Methylcarbinol;Molasses alcohol;NSC 85228;Neocol CQ;Potato alcohol;SD 3A;SDA 3A;SY Fresh M;Sekundasprit;Sterillium Rub;Synasol;Tecsol;Tecsol C;Vinic alcohol;Ethanol 95%; |
EINECS: | 200-578-6 |
Density: | 0.78 g/cm3 |
Melting Point: | -114 °C |
Boiling Point: | 72.62 °C at 760 mmHg |
Flash Point: | 8.889 °C |
Solubility: | miscible with water |
Appearance: | clear colorless liquid |
Hazard Symbols: | F, T, Xn |
Risk Codes: | 11-10-36/37/38-39/23/24/25-23/24/25-68/20/21/22-20/21/22-52/53 |
Safety: | 16-7-36-26-45-36/37-61-24/25 |
Transport Information: | UN 1170/1986/1987 |
PSA: | 20.23000 |
LogP: | -0.00140 |
Conditions | Yield |
---|---|
With sodium aluminum tetrahydride In tetrahydrofuran for 6h; Ambient temperature; | 100% |
With sodium amalgam; water |
Conditions | Yield |
---|---|
With perchloric acid; 9,10-dihydro-10-methylacridine In acetonitrile at 59.9℃; for 1h; Product distribution; other aldehydes and ketones; primary kinetic isotope effects (kH/kD); | 100% |
With tris(triphenylphosphine)ruthenium(II) chloride; formic acid; tributyl-amine In various solvent(s) for 0.5h; Ambient temperature; | 89% |
With ammonium chloride; zinc In tetrahydrofuran; water at 20℃; for 0.333333h; | 84% |
Conditions | Yield |
---|---|
With sodium aluminum tetrahydride In tetrahydrofuran at 0℃; for 1h; | 100% |
Conditions | Yield |
---|---|
With trans-RuCl2(PPh3)[PyCH2NH(CH2)2PPh2]; hydrogen; sodium ethanolate at 40℃; under 37503.8 Torr; for 16h; Catalytic behavior; | 100% |
With C18H28Br2N4Ru; potassium tert-butylate; hydrogen In 1,4-dioxane at 105℃; under 22502.3 Torr; for 8h; | 99% |
With (Ppyz)Zr(BH4)2Cl2 In diethyl ether for 4h; Heating; | 94% |
Conditions | Yield |
---|---|
With sodium aluminum tetrahydride In tetrahydrofuran at 0℃; for 0.0833333h; | 100% |
With C17H16BrMnNO3P; potassium tert-butylate; hydrogen In 1,4-dioxane at 100℃; under 37503.8 Torr; for 16h; Autoclave; | 89% |
methanol
ethyl dihydrocinnamate
A
ethanol
B
3-phenylpropanoic acid methyl ester
Conditions | Yield |
---|---|
2[{Cl(C6F13CH2CH2)2SnOSn(CH2CH2C6F13)2Cl}2] In various solvent(s) at 150℃; for 16h; | A n/a B 100% |
Conditions | Yield |
---|---|
2[{Cl(C6F13CH2CH2)2SnOSn(CH2CH2C6F13)2Cl}2] In various solvent(s) at 150℃; for 16h; | A n/a B 100% |
rac-octan-2-ol
ethyl dihydrocinnamate
A
ethanol
B
oct-2-yl 3-phenylpropionate
Conditions | Yield |
---|---|
2[{Cl(C6F13CH2CH2)2SnOSn(CH2CH2C6F13)2Cl}2] In various solvent(s) at 150℃; for 16h; | A n/a B 100% |
Conditions | Yield |
---|---|
2[{Cl(C6F13CH2CH2)2SnOSn(CH2CH2C6F13)2Cl}2] In various solvent(s) at 150℃; for 16h; | A n/a B 100% |
3-Phenylpropenol
ethyl dihydrocinnamate
A
ethanol
B
3-phenyl-2-propenyl benzenepropanoate
Conditions | Yield |
---|---|
2[{Cl(C6F13CH2CH2)2SnOSn(CH2CH2C6F13)2Cl}2] In various solvent(s) at 150℃; for 16h; | A n/a B 100% |
Before the development of modern medicines, ethanol was used for a variety of medical purposes.
Ethanol, also known as alcohol, is a colourless, flammable, volatile liquid with a strong alcoholic odor. It is a two carbon straight chain alcohol and a high octane, clean burning fuel. Ethanol can dissolve many organic compounds and some inorganic compounds. Using the common organic chemistry notation of representing the ethyl group (C2H5) with Et, Ethanol is often abbreviated as EtOH. As it is a primary alcohol, it has many kinds of reaction, such as: ester formation, dehydration, combustion, acid-base chemistry, halogenation, and oxidation.
Physical properties about Ethanol are: (1)ACD/LogP: -0.18; (2)ACD/LogD (pH 5.5): -0.18; (3)ACD/LogD (pH 7.4): -0.18; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 19.00; (7)ACD/KOC (pH 7.4): 19.00; (8)#H bond acceptors: 1 ; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 1; (11)Index of Refraction:1.354; (12)Molar Refractivity: 12.85 cm3; (13)Molar Volume: 59.055 cm3; (14)Polarizability: 5.094 10-24cm3; (15)Surface Tension: 22.3859996795654 dyne/cm; (16)Density: 0.78 g/cm3; (17)Flash Point: 8.889 °C; (18)Enthalpy of Vaporization: 38.56 kJ/mol; (19)Boiling Point: 72.62 °C at 760 mmHg; (20)Vapour Pressure: 82.8190002441406 mmHg at 25°C
Preparation of Ethanol: Ethanol can be obtained by many methods.
1. Fermentation: The starch-rich agricultural products such as cereals, potatoes, etc., or wild fruits go through washing, crushing and cooking under pressure to make the starch gelatinization. Then add the right amount of water, and add amylase when the temperature is about 60 °C. The starch is hydrolyzed of maltose and glucose. Finally, add yeast to zymosis, then the ethanol is obtained.
2. Hydration: Ethanol is obtained by addition reaction from ethylene and water. Hydration includes indirect method and direct mathod. Indirect method is also known as sulfate method. The reaction has two steps. Firstly, 95-98% sulfuric acid and 50-60% ethylene (weight ratio 2:1) go through absorption reaction in a tower reactor to generate sulfate at 60-80 °C and 0.78-1 .96 MPa. The second step is the sulfate is hydrolyzed in the hydrolysis tower at 80-100 °C and 0.2-0 .29 MPa to obtain ethanol. At the same time, byproduct ether is generated. Alkene can react with water to get ethanol directly.
The direct hydration has one step. Ethylene is hydrated in the presence of phosphoric acid at hjgh temperature and pressure. This process is simple and low corrosive. It does not need special steel and has less byproduct ether, but it requires high purity ethylene and large power.
No matter fermentation or ethylene hydration, the obtained ethanol is usually the azeotrope of ethanol and water that is 95% industrial ethanol. In order to get absolute ethanol, the following methods can be used to further dehydration. (1) Using unslaked lime to treat industrial ethanol, make the water change to calcium hydroxide. Steam out ethanol, and then dry with metal sodium. This is the oldest method. (2) The commonly industrial method is dehydration of azeotropic distillation. (3) Use ion exchange agent or molecular sieve to dehydrate, and then rectify.
Uses of Ethanol:
1. The largest single use of ethanol is as a motor fuel and fuel additive. Some countries have started to use ethanol as automobile fuel alone or mixed into the gasoline (10%) to save gasoline. It may also be used as a rocket fuel, and is used in lightweight rocket-powered racing aircraft currently. Ethanol has three advantages, at least in theory: It's renewable, it can be domestically produced, and it burns cleaner than gas.
2. Ethanol, an important organic solvent, is widely used in medicine, paints, toilet articles, cosmetics, oils, etc. It accounts for about 50% of the total consumption. It is also used as solvent of adhesives, nitro spray paint, varnish, cosmetics, ink, paint strippers, etc.
3. Ethanol is also an important basic chemical raw material for the manufacture of acetaldehyde, ethylamine, ethyl acetate, acetic acid, ethyl chloride, etc., and derives many intermediate of pharmaceuticals, dyes, paints, fragrances, synthetic rubber, detergents, pesticides, etc. Its products are more than 300. But now, the use of ethanol as a chemical intermediate decreases gradually. Many products such as acetaldehyde, acetic acid, ethyl ethanol no longer use ethanol as raw material, but use other raw materials instead.
4. 75% Ethanol solution has a strong sterilization ability, so it is commonly used as disinfectant. Specially refined ethanol can also be used in the manufacture of beverages. In the microelectronics industry, ethanol is used as dehydration detergents, and can be used in cooperation with degreasers.
When you are using this chemical, please be cautious about it as the following: Ethanol is irritating to eyes, respiratory system and skin. It has possible risk of irreversible effects through inhalation, in contact with skin and if swallowed. The symptoms of ingestion are nausea, vomiting and intoxication. It can cause serious liver damage by long-term use of ingestion. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, in case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
You can still convert the following datas into molecular structure:
1. Smiles:C(C)O
2. InChI:InChI=1S/C2H6O/c1-2-3/h3H,2H2,1H3
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
cat | LDLo | intravenous | 3945mg/kg (3945mg/kg) | "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 1, Pg. 130, 1955. | |
cat | LDLo | oral | 6gm/kg (6000mg/kg) | GASTROINTESTINAL: GASTRITIS LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), DIFFUSE" KIDNEY, URETER, AND BLADDER: INTERSTITIAL NEPHRITIS | Journal of Pharmacology and Experimental Therapeutics. Vol. 56, Pg. 117, 1936. |
chicken | LDLo | intravenous | 8216mg/kg (8216mg/kg) | VASCULAR: OTHER CHANGES | Journal of Pharmacology and Experimental Therapeutics. Vol. 60, Pg. 312, 1937. |
chicken | LDLo | subcutaneous | 5gm/kg (5000mg/kg) | "Ueber die Wirkung Verschiedener Gifte Auf Vogel, Dissertation," Forchheimer, L., Pharmakologischen Institut der Universitat Wurzburg, Fed. Rep. Ger., 1931Vol. -, Pg. -, 1931. | |
child | LDLo | oral | 2gm/kg (2000mg/kg) | LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES LIVER: FATTY LIVER DEGERATION BLOOD: OTHER CHANGES | Archiv fuer Toxikologie. Vol. 17, Pg. 183, 1958. |
child | TDLo | oral | 14400mg/kg/30 (14400mg/kg) | BEHAVIORAL: COMA LUNGS, THORAX, OR RESPIRATION: DYSPNEA GASTROINTESTINAL: NAUSEA OR VOMITING | Acta Paediatrica Scandinavica. Vol. 74, Pg. 977, 1985. |
dog | LDLo | intraperitoneal | 3gm/kg (3000mg/kg) | British Journal of Industrial Medicine. Vol. 1, Pg. 207, 1944. | |
dog | LDLo | intravenous | 1600mg/kg (1600mg/kg) | BEHAVIORAL: ATAXIA LUNGS, THORAX, OR RESPIRATION: DYSPNEA GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" | Toxicology and Applied Pharmacology. Vol. 18, Pg. 60, 1971. |
dog | LDLo | oral | 5500mg/kg (5500mg/kg) | "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 1, Pg. 130, 1955. | |
dog | LDLo | subcutaneous | 6gm/kg (6000mg/kg) | "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 1, Pg. 130, 1955. | |
frog | LDLo | parenteral | 36gm/kg (36000mg/kg) | PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 50, Pg. 296, 1935. |
frog | LDLo | subcutaneous | 7100mg/kg (7100mg/kg) | "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 1, Pg. 128, 1955. | |
guinea pig | LCLo | inhalation | 21900ppm (21900ppm) | FAO Nutrition Meetings Report Series. Vol. 48A, Pg. 99, 1970. | |
guinea pig | LD50 | intraperitoneal | 3414mg/kg (3414mg/kg) | EHP, Environmental Health Perspectives. Vol. 61, Pg. 321, 1985. | |
guinea pig | LD50 | oral | 5560mg/kg (5560mg/kg) | Journal of Industrial Hygiene and Toxicology. Vol. 23, Pg. 259, 1941. | |
hamster | LD50 | intraperitoneal | 5068mg/kg (5068mg/kg) | EHP, Environmental Health Perspectives. Vol. 61, Pg. 321, 1985. | |
human | LDLo | oral | 1400mg/kg (1400mg/kg) | BEHAVIORAL: SLEEP BEHAVIORAL: HEADACHE GASTROINTESTINAL: NAUSEA OR VOMITING | Raw Material Data Handbook, Vol.1: Organic Solvents, 1974. Vol. 1, Pg. 44, 1974. |
infant | LDLo | subcutaneous | 19440mg/kg (19440mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: COMA | American Journal of Clinical Pathology. Vol. 5, Pg. 466, 1935. |
infant | TDLo | oral | 11712uL/kg (11.712mL/kg) | BEHAVIORAL: GENERAL ANESTHETIC CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION) LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Journal of UOEH Vol. 9, Pg. 53, 1987. |
mammal (species unspecified) | LD50 | intraperitoneal | 4300mg/kg (4300mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) | Toxicology and Applied Pharmacology. Vol. 13, Pg. 358, 1968. |
man | TDLo | oral | 1430ug/kg (1.43mg/kg) | BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) BEHAVIORAL: ATAXIA BEHAVIORAL: ANTIPSYCHOTIC | Journal of Pharmacology and Experimental Therapeutics. Vol. 197, Pg. 488, 1976. |
man | TDLo | oral | 3371uL/kg (3.371mL/kg) | BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: EXCITEMENT BEHAVIORAL: COMA | Veterinary and Human Toxicology. Vol. 21, Pg. 272, 1979. |
man | TDLo | oral | 50mg/kg (50mg/kg) | GASTROINTESTINAL: ALTERATION IN GASTRIC SECRETION GASTROINTESTINAL: OTHER CHANGES | Journal of Pharmacology and Experimental Therapeutics. Vol. 56, Pg. 117, 1936. |
man | TDLo | oral | 700mg/kg (700mg/kg) | BEHAVIORAL: CHANGES IN PSYCHOPHYSIOLOGICAL TESTS | Neurobehavioral Toxicology and Teratology. Vol. 8, Pg. 77, 1986. |
man | TDLo | oral | 22500mg/kg/4W (22500mg/kg) | ENDOCRINE: OTHER CHANGES BLOOD: OTHER CHANGES | Clinical Endocrinology Vol. 25, Pg. 143, 1986. |
mouse | LC50 | inhalation | 39gm/m3/4H (39000mg/m3) | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 26(8), Pg. 53, 1982. | |
mouse | LD50 | intraperitoneal | 528mg/kg (528mg/kg) | Strahlentherapie. Vol. 127, Pg. 245, 1965. | |
mouse | LD50 | intravenous | 1973mg/kg (1973mg/kg) | "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 1, Pg. 128, 1955. | |
mouse | LD50 | oral | 3450mg/kg (3450mg/kg) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 32(3), Pg. 31, 1967. | |
mouse | LD50 | subcutaneous | 8285mg/kg (8285mg/kg) | FAO Nutrition Meetings Report Series. Vol. 48A, Pg. 99, 1970. | |
pigeon | LDLo | subcutaneous | 5gm/kg (5000mg/kg) | "Ueber die Wirkung Verschiedener Gifte Auf Vogel, Dissertation," Forchheimer, L., Pharmakologischen Institut der Universitat Wurzburg, Fed. Rep. Ger., 1931Vol. -, Pg. -, 1931. | |
rabbit | LD50 | intraperitoneal | 963mg/kg (963mg/kg) | EHP, Environmental Health Perspectives. Vol. 61, Pg. 321, 1985. | |
rabbit | LD50 | intravenous | 2374mg/kg (2374mg/kg) | EHP, Environmental Health Perspectives. Vol. 61, Pg. 321, 1985. | |
rabbit | LD50 | oral | 6300mg/kg (6300mg/kg) | "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 1, Pg. 130, 1955. | |
rabbit | LDLo | skin | 20gm/kg (20000mg/kg) | "Alcohols: Their Chemistry, Properties and Manufacture," Monick, J.A., New York, Reinhold Book, 1968Vol. -, Pg. 72, 1968. | |
rabbit | LDLo | subcutaneous | 20gm/kg (20000mg/kg) | Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 22, Pg. 651, 1980. | |
rat | LC50 | inhalation | 20000ppm/10H (20000ppm) | Raw Material Data Handbook, Vol.1: Organic Solvents, 1974. Vol. 1, Pg. 44, 1974. | |
rat | LD50 | intraarterial | 11mg/kg (11mg/kg) | LUNGS, THORAX, OR RESPIRATION: CHRONIC PULMONARY EDEMA LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Toxicology and Applied Pharmacology. Vol. 18, Pg. 60, 1971. |
rat | LD50 | intraperitoneal | 3600ug/kg (3.6mg/kg) | Pharmacology: International Journal of Experimental and Clinical Pharmacology. Vol. 2, Pg. 27, 1969. | |
rat | LD50 | intravenous | 1440mg/kg (1440mg/kg) | LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Toxicology and Applied Pharmacology. Vol. 18, Pg. 60, 1971. |
rat | LD50 | oral | 7060mg/kg (7060mg/kg) | LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | Toxicology and Applied Pharmacology. Vol. 16, Pg. 718, 1970. |
women | TDLo | oral | 1200mg/kg/3H (1200mg/kg) | ENDOCRINE: CHANGE IN GONADOTROPINS ENDOCRINE: OTHER CHANGES BLOOD: OTHER CHANGES | Alcoholism: Clinical and Experimental Research. Vol. 7, Pg. 289, 1983. |
women | TDLo | oral | 256gm/kg/12W (256000mg/kg) | BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" ENDOCRINE: EFFECT ON MENSTRUAL CYSLE | JAMA, Journal of the American Medical Association. Vol. 238, Pg. 2143, 1977. |