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CAS No.: | 208-96-8 |
---|---|
Name: | Acenaphthalene |
Article Data: | 147 |
Molecular Structure: | |
Formula: | C12H8 |
Molecular Weight: | 152.196 |
Synonyms: | Cyclopenta[de]naphthalene;NSC 59821;Acenaphthalene; |
EINECS: | 205-917-1 |
Density: | 1.187 g/cm3 |
Melting Point: | 78-82 °C |
Boiling Point: | 298.86 °C at 760 mmHg |
Flash Point: | 137.161 °C |
Appearance: | yellow crystalline powder |
Hazard Symbols: | Xn; N; T; Xi; F |
Risk Codes: | 22-36/37/38-67-65-50/53-38-11-39/23/24/25-23/24/25 |
Safety: | 26-36/37/39-62-61-60-45-36/37-16-7-37/39 |
Transport Information: | UN 1145 3/PG 2 |
PSA: | 0.00000 |
LogP: | 3.32360 |
1-bromo-1H,3H-naphtho<1,8-cd>thiopyran 2,2-dioxide
acenaphthylene
Conditions | Yield |
---|---|
With sodium methylate In methanol for 16.5h; Ambient temperature; | 97% |
With sodium methylate In methanol for 16.5h; Product distribution; Ambient temperature; var. of base; | 97% |
acenaphthene
7,7',8,8'-tetracyanoquinodimethane
A
9-Acenaphthyl<4-(dicyanomethyl)phenyl>dicyanomethane
B
acenaphthylene
Conditions | Yield |
---|---|
for 0.0833333h; Heating; | A 95.5% B n/a |
Carbonic acid acenaphthen-1-yl ester methyl ester
acenaphthylene
Conditions | Yield |
---|---|
With 1,2-bis-(diphenylphosphino)ethane; bis(dibenzylideneacetone)-palladium(0) In N,N-dimethyl-formamide at 60℃; for 48h; | 95% |
Propynoic acid acenaphthen-1-yl ester
acenaphthylene
Conditions | Yield |
---|---|
at 760℃; under 0.03 Torr; | 95% |
Multi-step reaction with 2 steps 1: 32 percent / deuterium oxide, triethylamine / tetrahydrofuran / 1.25 h / 35 °C 2: 95 percent / 760 °C / 0.03 Torr View Scheme |
acenaphthylene
Conditions | Yield |
---|---|
at 760℃; under 0.03 Torr; | 95% |
trans-1,2-dibromo-1,2-dihydroacenaphthylene
acenaphthylene
Conditions | Yield |
---|---|
With acetic acid; zinc | 94% |
With ethanol; zinc |
1,2-dibromoacenaphthene
acenaphthylene
Conditions | Yield |
---|---|
With sodium sulfide; Aliquat 336 In water; benzene for 1h; Ambient temperature; | 92% |
Conditions | Yield |
---|---|
methyltrioxorhenium(VII) In benzene for 72h; | 89% |
zirconium(IV) chloride In acetonitrile at 20℃; for 0.666667h; | 89% |
With pyridine; thionyl chloride |
Conditions | Yield |
---|---|
at 500℃; under 0.02 Torr; for 0.0833333h; | A 88% B 4% |
Conditions | Yield |
---|---|
at 800℃; under 0.1 Torr; Cyclization; Pyrolysis; | A 81% B 2% |
1. Introduction of Acenaphthalene
The IUPAC name of this chemical is Acenaphthylene. With the CAS registry number 208-96-8 and EINECS 205-917-1, it is also named as Cyclopenta(de)naphthalene. In addition, the molecular formula is C12H8 and the molecular weight is 152.20. It is a kind of yellow crystalline powder and insoluble in water. What's more, it belongs to the class of Industrial/Fine Chemicals; AA to ALAnalytical Standards; A; A-BAlphabetic; Alpha Sort; AromaticsChemical Class; Chemical Class; Hydrocarbons; NeatsAnalytical Standards; PAHs; Volatiles/ Semivolatiles; Arenes; Building Blocks; Organic Building Blocks; Naphthalenes; AA to AL; Alphabetic.
2. Physical properties about this chemical
(1)ACD/LogP: 3.27; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.266; (4)ACD/LogD (pH 7.4): 3.266; (5)ACD/BCF (pH 5.5): 178.758; (6)ACD/BCF (pH 7.4): 178.758; (7)ACD/KOC (pH 5.5): 1424.886; (8)ACD/KOC (pH 7.4): 1424.886; (9)Index of Refraction: 1.732; (10)Molar Refractivity: 51.262 cm3; (11)Molar Volume: 128.196 cm3; (12)Polarizability: 20.322 ×10-24cm3; (13)Surface Tension: 54.72 dyne/cm; (14)Density: 1.187 g/cm3; (15)Flash Point: 137.161 °C; (16)Enthalpy of Vaporization: 51.726 kJ/mol; (17)Boiling Point: 298.86 °C at 760 mmHg; (18)Vapour Pressure: 0.002 mmHg at 25°C.
3.Structure descriptors of Acenaphthalene
(1)SMILES: c1cc2cccc3c2c(c1)C=C3
(2)InChI: InChI=1/C12H8/c1-3-9-4-2-6-11-8-7-10(5-1)12(9)11/h1-8H
(3)InChIKey: HXGDTGSAIMULJN-UHFFFAOYAQ
4. Preparation of Acenaphthylene
Acenaphthalene can be prepared by acenaphthene through vapor-phase catalytic dehydrogenation. Put industrial acenaphthene into molten kettle, use an indirect steam heat it to melt, then use compressed air press acenaphthene liquid into the spiral mixer gasification. After heating the mixture to about 450 °C, let the mixture into dehydrogenation reactor for catalytic dehydrogenation, condense and dry the product.
5.Uses of Acenaphthylene
Acenaphthalene can be used for determinating aryl aldehyde. And it can be used to get 1,2-dichloro-acenaphthene. This reaction will need reagents iodosobenzene and HCl-silica gel and solvent solid. The reaction time is 5 minutes at ambient temperature. The yield is about 31%.
6.Safety information of Acenaphthalene
This chemical is highly flammable, harmful if swallowed and irritating to eyes, respiratory system and skin. It may cause lung damage if swallowed and may cause drowsiness and dizziness. In addition, it is very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. And it has danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed. During using it, avoid release to the environment and wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.). This material and its container must be disposed of as hazardous waste. And you should refer to special instructions/safety data sheets. If swallowed, do not induce vomitting; seek medical advice immediately and show this container or label. Keep away from sources of ignition and keep container tightly closed at last.
7.The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | oral | 1760mg/kg (1760mg/kg) | AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION BLOOD: HEMORRHAGE | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 9(9), Pg. 53, 1965. |
rat | LD50 | intraperitoneal | 1700mg/kg (1700mg/kg) | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 14(6), Pg. 46, 1970. |