Benzo[ghi]perylene

Base Information

• Chemical Name: Benzo[ghi]perylene
• CAS No.: 191-24-2
• Molecular Formula: C22H12
• Molecular Weight: 276.337
• Hs Code.: 29029090
• European Community (EC) Number: 205-883-8
• ICSC Number: 0739
• NSC Number: 89275
• UN Number: 3077,3082
• UNII: 5ZME2E2Q9L
• DSSTox Substance ID: DTXSID5023908
• Nikkaji Number: J5.878E
• Wikipedia: Benzo(ghi)perylene
• Wikidata: Q2275328
• ChEMBL ID: CHEMBL1880376
• Mol file: 191-24-2.mol

Synonyms:1,12-benzoperylene;1,12-benzperylene;benzo(ghi)perylene

Chemical Property of Benzo[ghi]perylene

Chemical Property:

• Appearance/Colour: Colorless to white crystalline solid
• Vapor Pressure: 1.12E-09mmHg at 25°C
• Melting Point: 277-279 °C(lit.)
• Refractive Index: 2.009
• Boiling Point: 500.998 °C at 760 mmHg
• PKA: >15 (Christensen et al., 1975)
• Flash Point: 247.24 °C
• PSA: 0.00000
• Density: 1.379 g/cm³
• LogP: 6.32820
• Storage Temp.: APPROX 4°C
• Solubility.: Soluble in most solvents (U.S. EPA, 1985) including benzene, methylene chloride, and acetone.
• Water Solubility.: 0.137ug/L(25 oC)
• XLogP3: 6.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 276.093900383
• Heavy Atom Count: 22
• Complexity: 411
• Transport DOT Label: Class 9

Purity/Quality:

99% ^*data from raw suppliers

Benzo[ghi]perylene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N,F
• Hazard Codes: N,Xn,F
• Statements: 50/53-40-67-65-38-11-36/37/38-20
• Safety Statements: 60-61-36/37-24/25-23-62-33-25-16-9

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Polycyclic Aromatic Hydrocarbons
• Canonical SMILES: C1=CC2=C3C(=C1)C4=CC=CC5=C4C6=C(C=C5)C=CC(=C36)C=C2
• Inhalation Risk: Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly.
• Uses: Research chemical. Derived from industrial and experimental coal gasification operations where the maximum concentration detected in coal tar streams was 2.7 mg/m3 (Cleland, 1981). An n-channel organic semiconductor.

Technology Process of Benzo[ghi]perylene

There total 65 articles about Benzo[ghi]perylene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

1-peryleneacetaldehyde diethyl acetal → Benzo[ghi]perylene (191-24-2)

Guidance literature:

With sulfuric acid; 3-peryleneacetaldehyde diethyl acetal; In methanol; for 0.5h; sonificated;

DOI:10.1021/jo951555t

Reference yield: 75.0%

7-(penta-1,4-diyn-3-ylidene)-7H-benzo[de]anthracene → Benzo[ghi]perylene (191-24-2)

Guidance literature:

With TpRuPPh₃(CH₃CN)PF₆; In 1,2-dichloro-ethane; at 80 ℃; for 24h;

DOI:10.1021/jo0512599

Reference yield: 29.0%

10-methoxydibenzo[c,g]phenanthrene (1428551-97-6,1428583-61-2,1428583-62-3) → Benzo[ghi]perylene (191-24-2) + dibenzo[c,g]phenanthren-10-ol (115123-31-4,1428583-65-6,1428583-66-7)

Guidance literature:

With boron tribromide; In dichloromethane; at -10 - 20 ℃; for 3h; Temperature; Time; Inert atmosphere;

DOI:10.1021/ol400332j

upstream raw materials:

tetrahydro<5>helicene

Benzoperylen-1,2-dicarbonsaeure-anhydrid

4,10-dibenzoyl-benzo[ghi]perylene-1,2-dicarboxylic acid-anhydride

1,4-distyrylbenzene

Downstream raw materials:

4-(o-Carboxy-benzoyl)-1,12-benzo-perylen

1,12 - Benzo - naphtho - (2',3':4,5) perylen

acetylene

1,2,3,6-tetrachloronaphthalene

Refernces

• 1、 Carruthers. "". . p. 1525. Retrieved 1967.
• 2、 Lijinsky,Raha. "". . p. 3566. Retrieved 1961.
• 3、 Dietz,Scholz. "". . p. 6845. Retrieved 1968.
• 4、 -. "Organic compound and 3-dimensional organic framework formed using the same". Paragraph 0321; 0325; 0326. . Retrieved 2018/07/07.