17750-93-5

Basic information

• Product Name: 7,8,9,10-tetrahydrobenzo[pqr]tetraphene
• Synonyms: 7,8,9,10-Tetrahydrobenzo[a]pyrene; 7,8,9,10-Tetrahydrobenzo[pqr]tetraphene; benzo[a]pyrene, 7,8,9,10-tetrahydro-
• CAS NO: 17750-93-5
• Molecular Formula: C₂₀H₁₆
• Molecular Weight: 256.341
• Mol File: 17750-93-5.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 453°C at 760 mmHg
• Flash Point: 220.6°C
• Density: 1.227g/cm³
• Vapor Pressure: 5.74E-08mmHg at 25°C
• Refractive Index: 1.799
• CAS DataBase Reference: 7,8,9,10-tetrahydrobenzo[pqr]tetraphene(CAS DataBase Reference)
• NIST Chemistry Reference: 7,8,9,10-tetrahydrobenzo[pqr]tetraphene(17750-93-5)
• EPA Substance Registry System: 7,8,9,10-tetrahydrobenzo[pqr]tetraphene(17750-93-5)

Safety Data

• Hazardous Substances Data: 17750-93-5(Hazardous Substances Data)

Upstream product

• 111-65-9 octane 
• 50-32-8 benzopyrene 
• 86803-20-5 α-(1-pyrenyl)glutaric acid 
• 126838-27-5 4-Cyano-4-pyren-1-yl-4-trimethylsilanyloxy-butyric acid methyl ester 
• 35281-11-9 methyl 4-oxo-4-(pyren-1-yl)butanoate 
• 57652-65-0 7,8,9,10-tetrahydrobenzopyren-10-one 
• 1714-29-0 1-bromopyrene 
• 117846-05-6 1-bromo-4-(1-pyrenyl)butane 
• 86803-21-6 7,8,9,10-tetrahydro-7-oxobenzopyrene-10-carboxylic acid 
• 3331-46-2 9,10-dihydrobenzo[a]pyren-(8H)-none 

Downstream Products

• 17573-24-9 10-hydroxy-7,8,9,10-tetrahydrobenzopyrene 
• 79970-83-5 trans-9,10-bis(benzoyloxy)-7,8,9,10-tetrahydrobenzopyrene 
• 58030-91-4 trans-9,10-dihydroxy-9,10-dihydrobenzopyrene 
• 79970-84-6 C₃₄H₂₃BrO₄ 
• 79970-85-7 trans-9,10-bis(benzoyloxy)-9,10-dihydrobenzopyrene 
• 88598-57-6 3-nitro-7,8,9,10-tetrahydrobenzopyrene 
• 88598-56-5 1-nitro-7,8,9,10-tetrahydrobenzopyrene 
• 88598-58-7 6-nitro-7,8,9,10-tetrahydrobenzopyrene 
• 73712-70-6 4,5,7,8,9,10,11,12-octahydrobenzopyrene 
• 73712-71-7 7,8,9,10,11,12-hexahydrobenzopyrene 
• 73712-75-1 4,5,7,8,9,10-hexahydrobenzopyrene 
• 50-32-8 benzopyrene 
• 17573-23-8 7,8-dihydrobenzopyrene 
• 56179-87-4 10-acetoxy-7,8,9,10-tetrahydrobenzopyrene 

Relevant articles and documents

SYNTHESES OF METHYLENE-BRIDGED BENZOPYRENES, CARCINOGENIC COMPONENTS OF AUTOMOBILE EXHAUST RESIDUE

Syntheses of the methylene-bridged derivatives of benzopyrene and benzopyrene (1 and 2) are described.The latter was obtained by a route involving in the key step tandem cyclization of a diacid derivative of pyrene.Although analogous preparation of 1 failed, it was obtained successfully by a synthetic route based on cyclopentaphenanthrene.

-

-

Regiospecific oxidation of polycyclic aromatic phenols to quinones by hypervalent iodine reagents

The hypervalent iodine reagents o-iodoxybenzoic acid (IBX) and bis(trifluoro-acetoxy)iodobenzene (BTI) are shown to be general reagents for regio-controlled oxidation of polycyclic aromatic phenols (PAPs) to specific isomers (ortho, para, or remote) of polycyclic aromatic quinones (PAQs). The oxidations of a series of PAPs with IBX take place under mild conditions to furnish the corresponding ortho-PAQs. In contrast, oxidations of the same series of PAPs with BTI exhibit variable regiospecificity, affording para-PAQs where structurally feasible and ortho-PAQs or remote PAQ isomers in other cases. The structures of the specific PAQ isomers formed are predictable on the basis of the inherent regioselectivities of the hypervalent iodine reagents in combination with the structural requirements of the phenol precursors. IBX and BTI are recommended as the preferred reagents for regio-controlled oxidation of PAPs to PAQs.

Effect of benzo-ring hydroxyl groups on site-specific mutagenesis by tetrahydrobenzo[a]pyrene adducts at N6 of deoxyadenosine

We have previously investigated the mutations induced on replication in Escherichia coli of the M13mp7L2 genome containing each of the eight possible adducts derived from the four optically active 7,8-diol 9,10-epoxide metabolites of benzo[a]pyrene (B[a]P) by alkylation of a specific deoxyadenosine (dAdo) residue at N6. Observed mutational frequencies depended in part on the relative spatial orientations of the three hydroxyl groups in these adducts. To determine how the presence or absence of these hydroxyl groups affects mutational response, we have synthesized 16-mer oligonucleotides with the same sequence as one of those previously studied with the diol epoxide adducts, but containing B[a]P-dAdo adducts in which two or all three of the adduct hydroxyl groups were replaced by hydrogen. Transfection of the adducted M13 constructs into SOS-induced Escherichia coli consistently gave fewer infective centers than the control construct, with viabilities ranging from 8.4 to 44.9% relative to control. In general, decreasing the number of adduct hydroxyls decreased the total frequency of substitution mutations induced. For all but one of the present adducts, the total mutational frequency was lower than that for any of the previously reported diol epoxide adducts in the same sequence. Remarkably, this (9S,10R)-adduct with cis orientation of the dado residue and the 9-OH group gave the highest mutational frequency of all the B[a]P adducts studied in this sequence, including the diol epoxide adducts. With the present adducts, A → T transversions predominated, with smaller numbers of A → G transitions and even fewer A → C transversions.