9,10-Dihydrobenzo[a]pyrene

Base Information

• Chemical Name: 9,10-Dihydrobenzo[a]pyrene
• CAS No.: 17573-15-8
• Molecular Formula: C20H14
• Molecular Weight: 254.331
• Hs Code.: 2902909090
• UNII: DK44UY8IG3
• DSSTox Substance ID: DTXSID60170011
• Nikkaji Number: J315.275H
• Wikidata: Q83039857
• Mol file: 17573-15-8.mol

Synonyms:9,10-dihydrobenzo(a)pyrene

Chemical Property of 9,10-Dihydrobenzo[a]pyrene

Chemical Property:

• Vapor Pressure: 6.86E-08mmHg at 25°C
• Boiling Point: 450.7°Cat760mmHg
• Flash Point: 218.9°C
• PSA: 0.00000
• Density: 1.258g/cm³
• LogP: 5.54340
• Storage Temp.: Refrigerator
• Solubility.: Benzene, Chloroform, Tetrahydrofuran
• XLogP3: 6.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 254.109550447
• Heavy Atom Count: 20
• Complexity: 408

Purity/Quality:

95% ^*data from raw suppliers

9,10-Dihydrobenzo[a]pyrene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(C=C1)C=C3C=CC4=C5C3=C2C=CC5=CC=C4
• Uses: 9,10-Dihydrobenzo[a]pyrene is an environmental carcinogens oxidized by CYP2S1. Metabolized to Benzopyrene (B205800) by rat liver microsomes.

Technology Process of 9,10-Dihydrobenzo[a]pyrene

There total 13 articles about 9,10-Dihydrobenzo[a]pyrene 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: 93.0%

7-hydroxy-7,8,9,10-tetrahydrobenzopyrene (6272-55-5,91484-77-4) → 9,10-dihydro benzopyrene (17573-15-8)

Guidance literature:

With hydrogenchloride; acetic acid; for 0.25h;

DOI:10.1021/jo00171a040

Reference yield: 75.0%

6-bromo-9,10-dihydrobenzopyrene (221347-73-5) → 9,10-dihydro benzopyrene (17573-15-8) + 6-fluoro-9,10-dihydrobenzopyrene (221347-74-6)

Guidance literature:

With tert.-butyl lithium; N-fluorobis(benzenesulfon)imide; In toluene; for 1.5h; Yields of byproduct given; Ambient temperature;

DOI:10.1021/jo9819178

Reference yield: 55.0%

9,10-dihydrobenzo[a]pyren-(8H)-none (3331-46-2) → 9,10-dihydro benzopyrene (17573-15-8)

Guidance literature:

With toluene-4-sulfonic acid; 2,2-Dimethyl-1,3-propanediol; In toluene; for 8h; Reflux;

DOI:10.3184/030823410X12753214605445

upstream raw materials:

7-hydroxy-7,8,9,10-tetrahydrobenzopyrene

6-bromo-9,10-dihydrobenzopyrene

pyridine

6-bromo-7,8,9,10-tetrahydrobenzopyren-7-ol

Downstream raw materials:

(-)-trans-7,8-dihydroxy-7,8-dihydrobenzo[a]pyrene

(+/-)-trans-7,8-Dihydrobenzopyrene-7,8-diol dibenzoate

C₃₄H₂₃BrO₄

(S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (7R,8R)-8-hydroxy-7,8,9,10-tetrahydro-benzo[def]chrysen-7-yl ester

Refernces

• 1、 Bachmann,Carmack. "-". . p. 1685,1687. Retrieved 1941.
• 2、 Imai, Masao,Morais, Goreti Ribeiro,Al-Hindawi, Bassam,Al-Sulaibi, Mazen A.M.,Meetani, Mohammad,Thiemann, Thies. "Acid catalysed reaction of indanones, tetralones and benzosuberone with neopentyl glycol and other alkanediols under forced conditions". experimental part. p. 325 - 329. Retrieved 2010/10/19.