7,8,9,10-Tetrahydrobenzo[a]pyren-7-ol

Base Information

• Chemical Name: 7,8,9,10-Tetrahydrobenzo[a]pyren-7-ol
• CAS No.: 6272-55-5
• Molecular Formula: C20H16 O
• Molecular Weight: 272.346
• Hs Code.: 2906299090
• NSC Number: 30871
• DSSTox Substance ID: DTXSID701259958
• Nikkaji Number: J315.270G
• Mol file: 6272-55-5.mol

Synonyms:7-HTBP;7-hydroxy-7,8,9,10-tetrahydrobenzo(a)pyrene

Chemical Property of 7,8,9,10-Tetrahydrobenzo[a]pyren-7-ol

Chemical Property:

• Vapor Pressure: 3.65E-11mmHg at 25°C
• Melting Point: 142-144 °C(lit.)
• Boiling Point: 508.5°C at 760 mmHg
• PKA: 14.36±0.20(Predicted)
• Flash Point: 189.2°C
• PSA: 20.23000
• Density: 1.323g/cm³
• LogP: 4.95370
• Storage Temp.: 2-8°C
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 272.120115130
• Heavy Atom Count: 21
• Complexity: 405

Purity/Quality:

98%,99%, ^*data from raw suppliers

7,8,9,10-Tetrahydro-benzo[a]pyren-7-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CC(C2=C(C1)C3=C4C(=C2)C=CC5=C4C(=CC=C5)C=C3)O
• Description: 7,8,9,10-Tetrahydrobenzo[a]pyren-7-ol is a benzopyrene derivative that is activated by hepatic cytosol into electrophilic sulfuric acid esters, which are capable of forming covalent DNA adducts and inducing mutations.
• Uses: 7,8,9,10-Tetrahydrobenzo[a]pyren-7-ol is a benzopyrene derivative that is activated by hepatic cytosol into electrophilic sulfuric acid esters, which are capable of forming covalent DNA adducts and inducing mutations.[Cayman Chemical] 7,8,9,10-Tetrahydro-benzo[a]pyren-7-ol is a Benzopyrene (B205800) derivative, activated by hepatic cytosol.

Technology Process of 7,8,9,10-Tetrahydrobenzo[a]pyren-7-ol

There total 10 articles about 7,8,9,10-Tetrahydrobenzo[a]pyren-7-ol 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: 96.0%

9,10-dihydrobenzo[a]pyren-(8H)-none (3331-46-2) → 7-hydroxy-7,8,9,10-tetrahydrobenzopyrene (6272-55-5,91484-77-4)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 55 - 60 ℃; for 1.83333h;

DOI:10.1021/jo00171a040

Reference yield:

1-pyrenebutyric acid (3443-45-6) → 7-hydroxy-7,8,9,10-tetrahydrobenzopyrene (6272-55-5,91484-77-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / HF (g)

2: 96 percent / sodium borohydride / ethanol / 1.83 h / 55 - 60 °C

With sodium tetrahydroborate; hydrogen fluoride; In ethanol;

DOI:10.1021/jo00171a040

Reference yield:

9,10-dihydrobenzo[a]pyren-(8H)-none (3331-46-2) + aluminum isopropoxide (555-31-7) → 7-hydroxy-7,8,9,10-tetrahydrobenzopyrene (6272-55-5,91484-77-4)

Guidance literature:

With isopropyl alcohol;

DOI:10.4039/Ent133633-5

upstream raw materials:

9,10-dihydrobenzo[a]pyren-(8H)-none

aluminum isopropoxide

1-pyrenebutyric acid

1-pyreneacetic acid

Downstream raw materials:

7,8-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene

C₃₄H₂₃BrO₄

(+/-)-7,8,9,10-Tetrahydrobenzopyrene-trans-7,8-diol dibenzoate

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

Refernces

• 1、 Klassen,Daub,Vanderjagt. "Carbon-13 labeled benzo[a]pyrenes and derivatives. 4. Labeling the 7-10 positions". . p. 4361 - 4366. Retrieved 2007/10/02.