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Benzo[ghi]perylene

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Name

Benzo[ghi]perylene

EINECS 205-883-8
CAS No. 191-24-2 Density 1.379 g/cm3
PSA 0.00000 LogP 6.32820
Solubility Insoluble in water Melting Point 277-279 °C(lit.)
Formula C22H12 Boiling Point 500.998 °C at 760 mmHg
Molecular Weight 276.337 Flash Point 247.24 °C
Transport Information N/A Appearance Colorless to white crystalline solid
Safety 60-61-36/37-24/25-23-62 Risk Codes 50/53-40-67-65-38-11
Molecular Structure Molecular Structure of 191-24-2 (1,12-BENZOPERYLENE) Hazard Symbols HarmfulXn,DangerousN,FlammableF
Synonyms

1,12-Benzoperylene;1,12-Benzperylene;NSC 89275;

Article Data 59

Benzo[ghi]perylene Synthetic route

1-peryleneacetaldehyde diethyl acetal

191-24-2

Benzo[ghi]perylene

Conditions
ConditionsYield
With sulfuric acid; 3-peryleneacetaldehyde diethyl acetal In methanol for 0.5h; sonificated;95%
With sulfuric acid In methanol
With sulfuric acid In methanol

7-(penta-1,4-diyn-3-ylidene)-7H-benzo[de]anthracene

191-24-2

Benzo[ghi]perylene

Conditions
ConditionsYield
With TpRuPPh3(CH3CN)PF6 In 1,2-dichloro-ethane at 80℃; for 24h;75%
1428551-97-6, 1428583-61-2, 1428583-62-3

10-methoxydibenzo[c,g]phenanthrene

A

191-24-2

Benzo[ghi]perylene

B

115123-31-4, 1428583-65-6, 1428583-66-7

dibenzo[c,g]phenanthren-10-ol

Conditions
ConditionsYield
With boron tribromide In dichloromethane at -10 - 20℃; for 3h; Temperature; Time; Inert atmosphere;A 70%
B 29%
2042-99-1

1,2-di-[2]naphthyl-ethene

191-24-2

Benzo[ghi]perylene

Conditions
ConditionsYield
With tetrahydrofuran; iodine In toluene Irradiation;43%
2753-11-9

trans-1,2-di-[2]naphthyl-ethene

191-24-2

Benzo[ghi]perylene

Conditions
ConditionsYield
With iodine In tetrahydrofuran; toluene for 29h; Irradiation;43%
1329490-10-9

C23H18O2

191-24-2

Benzo[ghi]perylene

Conditions
ConditionsYield
With polyphosphoric acid at 110℃; for 24h;37%
1608-30-6

1,4-distyrylbenzene

A

191-24-2

Benzo[ghi]perylene

B

188-52-3

dibenzo[c,g]phenanthrene

Conditions
ConditionsYield
With iodine; methyloxirane In benzene Irradiation;A 33%
B 6 % Spectr.
With iodine; methyloxirane In benzene Irradiation;A 33 % Spectr.
B 6%
1608-40-8

(cis,cis)-1,4-distyrylbenzene

191-24-2

Benzo[ghi]perylene

Conditions
ConditionsYield
With iodine In toluene for 36h; Irradiation;16%
82817-99-0

tetrahydro<5>helicene

191-24-2

Benzo[ghi]perylene

Conditions
ConditionsYield
With palladium on activated charcoal; 4-methylisopropylbenzene
6245-10-9

Benzoperylen-1,2-dicarbonsaeure-anhydrid

191-24-2

Benzo[ghi]perylene

Conditions
ConditionsYield
With soda lime at 400℃; under 12 Torr;
With copper In quinoline for 5h; Microwave irradiation; Inert atmosphere;

Benzo[ghi]perylene Consensus Reports

IARC Cancer Review: Group 3 IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 , World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210)1987,p. 56. , Animal Inadequate Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 32 , World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210)1983,p. 195. . EPA Genetic Toxicology Program.

Benzo[ghi]perylene Analytical Methods

For occupational chemical analysis use NIOSH: Polynuclear Aromatic Hydrocarbons (HPLC), 5506; (GC), 5515.

Benzo[ghi]perylene Specification

Benzo[ghi]perylene is an organic compound with the formula C22H12, and its systematic name is the same with the product name. With the CAS registry number 191-24-2, it is also named as 1,12-Benzoperylene. It belongs to the product categories of A-B Alphabetic; Alpha Sort; B; BA - BH Environmental Standards; PAHs; Volatiles/ Semivolatiles; A-B Analytical Standards; Aromatics Alphabetic; BA - BH Chemical Class; Chemical Class; Hydrocarbons; Neats Analytical Standards; PAHs Environmental Standards. Its EINECS number is 205-883-8. In addition, the molecular weight is 276.33. Its classification codes are: (1)Mutation data; (2)Tumor data. It should be sealed and stored.

Physical properties of Benzo[ghi]perylene are: (1)ACD/LogP: 6.646; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 6.65; (4)ACD/LogD (pH 7.4): 6.65; (5)ACD/BCF (pH 5.5): 66261.88 ; (6)ACD/BCF (pH 7.4): 66261.88; (7)ACD/KOC (pH 5.5): 98319.91; (8)ACD/KOC (pH 7.4): 98319.91; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Index of Refraction: 2.009; (13)Molar Refractivity: 100.833 cm3; (14)Molar Volume: 200.407 cm3; (15)Polarizability: 39.973×10-24cm3; (16)Surface Tension: 74.24 dyne/cm; (17)Density: 1.379 g/cm3; (18)Flash Point: 247.24 °C; (19)Enthalpy of Vaporization: 74.055 kJ/mol; (20)Boiling Point: 500.998 °C at 760 mmHg; (21)Vapour Pressure: 0 mmHg at 25°C.

Preparation of Benzo[ghi]perylene: this chemical can be prepared by 1-(2,2-diethoxy-ethyl)-perylene. This reaction will need reagents 3-peryleneacetaldehyde diethyl acetal, conc. H2SO4 and solvent methanol with the reaction time of 30 min. The yield is about 95%.

Benzo[ghi]perylene can be prepared by 1-(2,2-diethoxy-ethyl)-perylene

When you are using this chemical, please be cautious about it as the following:
This chemical is highly flammable and is irritating to skin. It has a limited evidence of a carcinogenic effect. This substance is very toxic to aquatic organisms as it may cause long-term adverse effects in the aquatic environment. It is harmful as it may cause lung damage if swallowed. Its vapours may cause drowsiness and dizziness. You should not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer). When using it, you must avoid contact with skin and eyes and you need to wear suitable protective clothing and gloves. This material and its container must be disposed of as hazardous waste. You should avoid releasing it to the environment, and you need to refer to special instructions/safety data sheet. If swallowed, it will not induce vomiting, but you need to seek medical advice immediately and show this container or label.

You can still convert the following datas into molecular structure:
(1)SMILES: c1cc2ccc3ccc4ccc5cccc6c5c4c3c2c6c1
(2)Std. InChI: InChI=1S/C22H12/c1-3-13-7-9-15-11-12-16-10-8-14-4-2-6-18-17(5-1)19(13)21(15)22(16)20(14)18/h1-12H
(3)Std. InChIKey: GYFAGKUZYNFMBN-UHFFFAOYSA-N

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