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Cas Database

132-64-9

132-64-9

Identification

  • Product Name:Dibenzofuran

  • CAS Number: 132-64-9

  • EINECS:205-071-3

  • Molecular Weight:168.195

  • Molecular Formula: C12H8O

  • HS Code:29329995

  • Mol File:132-64-9.mol

Synonyms:CPD-926;2, 2-Biphenylylene oxide;Dipheny-oxide;[1,1-Biphenyl]-2,2-diyl oxide;[1,1'-Biphenyl]-2,2'-diyl oxide;2,2-Biphenylene oxide;Dibenzo[b, d]furan;Diphenylene-oxide;Industrial Dibenzofurane;Diphenylene Oxide;

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Safety information and MSDS view more

  • Pictogram(s):DangerousN,HarmfulXn,ToxicT,FlammableF

  • Hazard Codes: N:Dangerous for the enviro

  • Signal Word:No signal word.

  • Hazard Statement:H411 Toxic to aquatic life with long lasting effects

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician. Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: Inhalation of material may be harmful. Contact may cause burns to skin and eyes. Inhalation of Asbestos dust may have a damaging effect on the lungs. Fire may produce irritating, corrosive and/or toxic gases. Some liquids produce vapors that may cause dizziness or suffocation. Runoff from fire control may cause pollution. (ERG, 2016)

  • Fire-fighting measures: Suitable extinguishing media Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. Flash point data for this chemical are not available. It is probably combustible. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. You should protect this material from exposure to light, and store it in a refrigerator.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

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Relevant articles and documentsAll total 155 Articles be found

A Short Synthesis of Dibenzofurans and Dibenzothiophenes

Black, Michael,Cadogan, J. I. G.,McNab, Hamish

, p. 395 - 396 (1990)

An afficient synthesis of dibenzofurans and dibenzothiophenes from aryl salicylates is described, which involves a novel rearrangement-extrusion-cyclisation sequence of o-substituted phenoxyl and thiophenoxyl radicals.

-

Oita et al.

, p. 657,663 (1955)

-

Efficient synthesis of dibenzoxaborininols from diaryl ethers and their application to dibenzofuran synthesis

Niu, Liting,Yang, Haijun,Jiang, Yuyang,Fu, Hua

, p. 3625 - 3632 (2013)

A convenient and efficient method for the borylation of diaryl ethers leading to dibenzoxaborininols and the synthesis of dibenzofuran derivatives has been developed. The borylation involves the sequential three-step process: lithiation, borylation and hydrolysis. The synthesized dibenzoxaborininols could be readily transformed into dibenzofuran derivatives in good to excellent yields under palladium catalysis in the presence of iodine, and this is the first example for the formation of an aryl C-C bond from diarylborinic acids. Copyright

Thermal hydrogenolysis of dibenzo-p-dioxin and dibenzofuran

Cieplik, Mariusz K.,Epema, Onno J.,Louw, Robert

, p. 2792 - 2799 (2002)

The behaviour of dibenzo-p-dioxin (DD) and dibenzofuran (DF) was studied in flow reactors in an excess of hydrogen, at atmospheric or elevated pressure (up to 35 bar), in the temperature range 890-1262 K. The experiments at atmospheric pressure were performed with DF or DD as such, while at increased pressures the compounds were introduced as an admixture with benzene. DD gave CO, but also DF as an important product. The rates clearly depended on the hydrogen concentration, and were about an order of magnitude higher than that of the hydrodechlorination of chlorobenzene. The reaction apparently started with the fission of a C-O bond, induced by H atom attack. DF reacted much more slowly, to give CO and hydrocarbons, especially naphthalene and benzene. Its rate was insensitive to the concentration of H2, and the degradation has been interpreted as thermolysis, through C-O bond homolysis, isomerisation and fragmentation, primarily to naphthalene, and C2O as the intermediate to CO. The apparent resistance of DF to hydrogenolysis can be understood from its relatively favourable thermodynamic stability. The consequences for the behaviour of polychlorinated DDs and DFs under similar conditions - relevant for the possible application of thermal hydrogenolysis as a waste management technology - are also discussed briefly. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.

-

de Champlain,de Mayo

, p. 270 (1972)

-

-

Cullinane

, p. 2267 (1930)

-

Supercritical water oxidation of a PCB of 3-chlorobiphenyl using hydrogen peroxide

Hatakeda, Kiyotaka,Ikushima, Yutaka,Ito, Shota,Saito, Norio,Sato, Osamu

, p. 245 - 246 (1997)

The supercritical water oxidation (SCWO) of a PCB of 3-chlorobiphenyl (1) was carried out at a temperature of 673 K and a pressure of 30 MPa with a flow reactor. The initial concentrations of (1) and hydrogen peroxide ranged from 1.84 X 10 -3 to 8.74 X 10 -2 M (1 M=1 mol dm -3), and 0.181 to 2.67 M, respectively. The decomposition of (1) was higher than 99.9% so long as hydrogen peroxide was stoichiometrically added.

A One-Pot Synthesis of Dibenzofurans from 6-Diazo-2-cyclohexenones

Zhao, Hua,Yang, Ke,Zheng, Hongyan,Ding, Ruichao,Yin, Fangjie,Wang, Ning,Li, Yun,Cheng, Bin,Wang, Huifei,Zhai, Hongbin

, p. 5744 - 5747 (2015)

A novel and efficient protocol for the rapid construction of dibenzofuran motifs from 6-diazo-2-cyclohexenone and ortho-haloiodobenzene has been developed. The process involves one-pot Pd-catalyzed cross-coupling/aromatization and Cu-catalyzed Ullmann coupling.

Visible-Light-Promoted Synthesis of Dibenzofuran Derivatives

Cho, Ji Young,Roh, Geum-Bee,Cho, Eun Jin

, p. 805 - 811 (2018)

Dibenzofurans are naturally occurring molecules that have received considerable attention for a variety of practical applications, such as in pharmaceuticals and electronic materials. Herein, an efficient and eco-friendly method for the synthesis of dibenzofuran derivatives via intramolecular C-O bond formation, which involves the in situ production of a diazonium salt, is described. The transformation requires a diazotizing agent and is promoted by the use of an organic photosensitizer under visible-light irradiation.

-

Gilman,Swiss,Cheney

, p. 1963,1965 (1940)

-

Prediction of polychlorinated dibenzofuran congener distribution from gas-phase phenol condensation pathways

Ryu, Jae-Yong,Mulholland, James A.,Oh, Jeong-Eun,Nakahata, Duane T.,Kim, Do-Hyong

, p. 1447 - 1455 (2004)

A model for predicting the distribution of dibenzofuran and polychlorinated dibenzofuran (PCDF) congeners from a distribution of phenols was developed. The model is based on a simplified chemical mechanism. Relative rate constants and reaction order with respect to phenol precursors were derived from experimental results using single phenols and equal molar mixtures of up to four phenols. For validation, experiments were performed at three temperatures using a distribution of phenol and 19 chlorinated phenols as measured in municipal waste incinerator exhaust gas. Comparison of experimental measurements and model predictions for PCDF isomer distributions and homologue pattern shows agreement within measurement uncertainty. The R-squared correlation coefficient exceeds 0.9 for all PCDF isomer distributions and the distribution of PCDF homologues. These results demonstrate that the distribution of dibenzofuran and the 135 PCDF congeners from gas-phase condensation of phenol and chlorinated phenols can be predicted from measurement of the distribution of phenol and the 19 chlorinated phenol congeners.

Mechanisms of dioxin formation from the high-temperature oxidation of 2-bromophenol

Evans, Catherine S.,Dellinger, Barry

, p. 2128 - 2134 (2005)

The homogeneous, gas-phase oxidative thermal degradation of 2-bromophenol was studied in a 1 cm i.d., fused silica flow reactor at a concentration of 88 ppm, reaction time of 2.0 s, over a temperature range from 300 to 1000 °C. Observed products in order of yield were dibenzo-p-dioxin (DD) > 4,6-dibromodibenzofuran (4,6-DBDF) > 4-monobromodibenzofuran (4-MCDF), dibenzofuran (DF), 1-monobromodibenzo-p-dioxin (1-MBDD), naphthalene, bromonaphthalene, 2,4-dibromophenol, 2,6-dibromophenol, phenol, bromobenzene, and benzene. This result is in contrast to the oxidation of 2-chlorophenol, where the major product is 4,6-dichlorodibenzofuran (4,6-DCDF). 4,6-DBDF was observed in high yields in contrast to our previous results for the pyrolysis of 2-bromophenol, where 4,6-DBDF was not detected. The increase in 4,6-DBDF yields is attributed to hydroxyl radical being the major chain carrier under oxidative conditions, which favors hydrogen-abstraction reactions that lead to formation of 4,6-DBDF. However, DD is still the highest yield product under oxidative conditions because of the relative ease of displacement of Br? in the ring-closure reaction.

-

Briner,Bron-Stalet,Paillard

, p. 619 - 634 (1932)

-

Cubic nano-copper(I) oxides as reusable catalyst in consecutive decarboxylative C[sbnd]H arylation and carbonylation: rapid synthesis of carbonyl dibenzofurans

Pal, Rammyani,Chatterjee, Nivedita,Roy, Manas,Sarkar, Sabyasachi,Sarkar, Swarbhanu,Sen, Asish Kumar

, p. 4956 - 4960 (2016)

Consecutive chemo- and regio-selective decarboxylative C[sbnd]H arylation, followed by carbonylative C[sbnd]C coupling of aryl halide with isocyanide/alcohol was applied for the first time in one-step synthesis of carbonyl dibenzofurans with nanodomain cuprous oxide under aerobic condition. As a proof of concept, several novel dibenzofurans were synthesized from 2-(3-iodophenoxy)benzoic acid in good yield. The tandem protocol eliminates the use of excess catalysts, hazardous organic solvents, heavy metals like palladium or rhodium, ligands, oxidants, or external additives. More importantly, the cubic Cu(I) nanocatalyst can be recovered and recycled for three consecutive reactions without any significant loss of catalytic activity or any change in its morphology. Use of water as solvent and reusable catalyst makes the reaction environment friendly.

-

Tou et al.

, p. 747,748 (1970)

-

The thermodynamic properties of dibenzofuran

Chirico, R. D.,Gammon, B. E.,Knipmeyer, S. E.,Nguyen, A.,Strube, M. M.,et al.

, p. 1075 - 1096 (1990)

Measurements leading to the calculation of the ideal-gas thermodynamic properties for dibenzofuran are reported.Experimental methods included combustion calorimetry, adiabatic heat-capacity calorimetry, comparative, ebulliometry, inclined-piston manometry, and differential scanning calorimetry.Entropies, enthalpies, and Gibbs energies of formation were derived for the ideal gas for selected temperatures between 298.15 K and 720 K.The critical temperature and critical density were determined with a differential scanning calorimeter, and the critical pressure was derived.These are the first reported experimental critical properties for dibenzofuran.Measured combustion enthalpies, vapour pressures, critical properties, and ideal-gas entropies are compared with literature values.

Photoinduced Synthesis of Dibenzofurans: Intramolecular and Intermolecular Comparative Methodologies

Camargo Solórzano, Patricia,Brigante, Federico,Pierini, Adriana B.,Jimenez, Liliana B.

, p. 7867 - 7877 (2018)

The SRN1 reaction has been used as a powerful tool for the synthesis of heterocycles, and only a few studies about photoinduced intramolecular cyclization to generate a new C-O bond by a radical pathway have been reported. This work introduces two strategies for the synthesis of substituted dibenzofurans by electron transfer (eT) reactions. The first one is a three-step process that comprises bromination of o-arylphenols, Suzuki-Miyaura cross-coupling and photoinduced cyclization in order to obtain the above-mentioned products. The second one is a metal-free procedure and does not require any photocatalyst. Different solvents were tested, and the yields ranged from low to moderate. A comparison was established between both methodologies, showing that the second one is the most suitable for the synthesis of dibenzofurans.

Synthesis of Dibenzofurans by Cu-Catalyzed Deborylative Ring Contraction of Dibenzoxaborins

Sumida, Yuto,Harada, Ryu,Sumida, Tomoe,Johmoto, Kohei,Uekusa, Hidehiro,Hosoya, Takamitsu

, p. 6687 - 6691 (2020)

An efficient transformation of dibenzoxaborins to dibenzofurans by deborylative ring contraction was achieved under mild conditions using a copper catalyst. The method showed a broad substrate scope enabling the preparation of various dibenzofurans, including those bearing a functional group. The ready availability of various dibenzoxaborins enhances the utility of this method, as demonstrated by the regiodivergent synthesis of dibenzofurans.

SYNTHESIS OF DIBENZOFURAN AND ITS NITRO-SUBSTITUTED DERIVATIVES

Maevskii, Yu. V.,Migachev, G. I.

, p. 676 (1986)

-

The Pschorr Cyclization of Aromatic Amines with t-Butyl Thionitrate in Nonaqueous Media

Oae, Shigeru,Iida, Kazuyuki,Shinhama, Koichi,Takata, Toshikazu

, p. 2374 - 2378 (1981)

The Pschorr cyclization of various arylamines with t-butyl thionitrate under nonaqueous conditions gave the corresponding cyclic products in moderate yields.The same reaction was also found to proceed readily with p-toluenesulfonyl nitrite at room tempoerature.Treatment of o-aminophenyl allyl ether or sulfide with t-butyl thionitrate resulted in the intramolecular Meerwein arylation to the olefinic bond affording 3-chlorochroman or - thiochroman, through the yield was low.The plausible mechanism of the Pschorr cyclization with t-butyl thionitrate is discussed.

-

Stegemeyer

, p. 582 (1966)

-

A C-to-O atom-swapping reaction sequence enabled by Ni-catalyzed decarbonylation of lactones

Li, Junqi,Luu, Quang H.

, p. 1095 - 1100 (2022/02/02)

Advances in site-selective functionalization reactions have enabled single atom changes on the periphery of a complex molecule, but reaction manifolds that enable such changes on the core framework of the molecule remain sparse. Here, we disclose a strategy for carbon-to-oxygen substitution in cyclic diarylmethanes and diarylketones to yield cyclic diarylethers. Oxygen atom insertion is accomplished by methylene and Baeyer-Villiger oxidations. To remove the carbon atom in this C-to-O atom swap process, we developed a nickel-catalyzed decarbonylation of lactones to yield the corresponding cyclic diaryl ethers. This reaction was enabled by mechanistic studies with stoichiometric nickel(ii) complexes that led to the optimization of a ligand capable of promoting a challenging C(sp2)-O(aryl) reductive elimination. The nickel-catalyzed decarbonylation was applied to 6-8 membered lactones (16 examples, 32-99%). Finally, a C-to-O atom-swapping reaction sequence was accomplished on a natural product and a pharmaceutical precursor.

Palladium-catalyzed intramolecular aromatic C-H acylation of 2-arylbenzoyl fluorides

Hayakawa, Kazuki,Ikai, Kana,Ogiwara, Yohei,Sakai, Norio,Sakurai, Yuka

, p. 1882 - 1893 (2021/08/13)

The catalytic intramolecular cyclization of acyl fluorides using a Pd(OAc)2/PCy3 system is described. A wide range of 2-arylbenzoyl fluoride derivatives can be used as fluorenone precursors and the reaction proceeds via an intramolecular coupling between aromatic C-H bonds with acyl C-F bonds. The reaction can be applied to the synthesis of indenofluorenedione derivatives and to the construction of other molecules with fivemembered rings.

A facile and versatile electro-reductive system for hydrodefunctionalization under ambient conditions

Huang, Binbin,Guo, Lin,Xia, Wujiong

supporting information, p. 2095 - 2103 (2021/03/26)

A general electrochemical system for reductive hydrodefunctionalization is described, employing the inexpensive and easily available triethylamine (Et3N) as a sacrificial reductant. This protocol is characterized by facile operation, sustainable conditions, and exceptionally wide substrate scope covering the cleavage of C-halogen, N-S, N-C, O-S, O-C, C-C and C-N bonds. Notably, the selectivity and capability of reduction can be conveniently switched by simple incorporation or removal of an alcohol as a co-solvent.

Nickel-Catalyzed Photodehalogenation of Aryl Bromides

Higginson, Bradley,Sanjosé-Orduna, Jesus,Gu, Yiting,Martin, Ruben

supporting information, p. 1633 - 1636 (2021/04/23)

Herein, we describe a Ni-catalyzed photodehalogenation of aryl bromides under visible-light irradiation that utilizes tetrahydrofuran as hydrogen source. The protocol obviates the need for exogeneous amine reductants or photocatalysts and is characterized by its simplicity and broad scope, including challenging substrate combinations.

Quinoline Ligands Improve the Classic Direct C?H Functionalisation/Intramolecular Cyclisation of Diaryl Ethers to Dibenzofurans

Mackey, Katrina,Jones, David J.,Pardo, Leticia M.,McGlacken, Gerard P.

, p. 495 - 498 (2021/01/12)

The C?H functionalisation approach to the synthesis of dibenzofurans is hampered by a number of problems. Herein we describe the evolution of a cheap, bench stable quinoline ligand, which obviates most of the current limitations and allows for a high yielding synthesis of a range of valuable dibenzofurans. Dibenzofurans are important motifs in natural products and compounds with wide biological activity.

Process route upstream and downstream products

Process route

6,6'-dihydroxy-1,1'-biphenyl-3,3'-dicarboxylic acid
4783-30-6

6,6'-dihydroxy-1,1'-biphenyl-3,3'-dicarboxylic acid

dibenzofuran
132-64-9,214827-48-2

dibenzofuran

2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

Conditions
Conditions Yield
With hydrogenchloride; at 270 ℃;
2-phenoxybenzaldehyde O-methyloxime

2-phenoxybenzaldehyde O-methyloxime

salicylonitrile
611-20-1

salicylonitrile

dibenzofuran
132-64-9,214827-48-2

dibenzofuran

o-phenoxybenzonitrile
6476-32-0

o-phenoxybenzonitrile

Conditions
Conditions Yield
at 650 ℃; under 0.005 Torr;
12%
60%
hydrogenchloride
7647-01-0,15364-23-5

hydrogenchloride

6,6'-dihydroxy-1,1'-biphenyl-3,3'-dicarboxylic acid
4783-30-6

6,6'-dihydroxy-1,1'-biphenyl-3,3'-dicarboxylic acid

dibenzofuran
132-64-9,214827-48-2

dibenzofuran

2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

Conditions
Conditions Yield
at 260 - 275 ℃;
dibenzofuran
132-64-9,214827-48-2

dibenzofuran

cyclohexenone
930-68-7

cyclohexenone

2-Methylcyclopentanone
1120-72-5

2-Methylcyclopentanone

diphenylether
101-84-8

diphenylether

tert-butylbenzene
253185-03-4,253185-04-5

tert-butylbenzene

propane
74-98-6

propane

hexane
110-54-3

hexane

n-hexan-2-one
591-78-6

n-hexan-2-one

2-methyl-2-cyclopenten-1-one
1120-73-6

2-methyl-2-cyclopenten-1-one

n-pentylcyclohexane
4292-92-6

n-pentylcyclohexane

ethylbenzene
100-41-4,27536-89-6

ethylbenzene

1-butylbenzene
104-51-8

1-butylbenzene

pentylbenzene
538-68-1

pentylbenzene

cyclopentylbenzene
700-88-9

cyclopentylbenzene

4-Phenylphenol
92-69-3

4-Phenylphenol

dicyclohexyl ether
4645-15-2

dicyclohexyl ether

2-phenylpentane
2719-52-0

2-phenylpentane

1-pentenylbenzene
826-18-6

1-pentenylbenzene

2-butylcyclohexanone
1126-18-7

2-butylcyclohexanone

cyclohexylphenyl ether
2206-38-4

cyclohexylphenyl ether

2-cyclohexylphenol
119-42-6

2-cyclohexylphenol

3-methyl-phenol
108-39-4

3-methyl-phenol

ortho-cresol
95-48-7,77504-84-8

ortho-cresol

2-Phenylphenol
90-43-7,287950-96-3

2-Phenylphenol

cyclohexene
110-83-8

cyclohexene

cyclohexanol
108-93-0

cyclohexanol

Conditions
Conditions Yield
With hydrogen; 1 wtpercent K/1 wtpercent Pt/SiO2; at 425 ℃; under 5931.67 Torr;
dibenzofuran
132-64-9,214827-48-2

dibenzofuran

cyclohexenone
930-68-7

cyclohexenone

2-Methylcyclopentanone
1120-72-5

2-Methylcyclopentanone

diphenylether
101-84-8

diphenylether

tert-butylbenzene
253185-03-4,253185-04-5

tert-butylbenzene

propane
74-98-6

propane

hexane
110-54-3

hexane

ethylbenzene
100-41-4,27536-89-6

ethylbenzene

pentylbenzene
538-68-1

pentylbenzene

cyclopentylbenzene
700-88-9

cyclopentylbenzene

4-Phenylphenol
92-69-3

4-Phenylphenol

dicyclohexyl ether
4645-15-2

dicyclohexyl ether

cyclohexylphenyl ether
2206-38-4

cyclohexylphenyl ether

2-cyclohexylphenol
119-42-6

2-cyclohexylphenol

ortho-cresol
95-48-7,77504-84-8

ortho-cresol

2-Phenylphenol
90-43-7,287950-96-3

2-Phenylphenol

cyclohexene
110-83-8

cyclohexene

cyclohexanol
108-93-0

cyclohexanol

Conditions
Conditions Yield
With hydrogen; 1 wtpercent K/1 wtpercent Pt/SiO2; at 425 ℃; under 5931.67 Torr;
1-benzofurane
271-89-6

1-benzofurane

dibenzofuran
132-64-9,214827-48-2

dibenzofuran

carbon dioxide
124-38-9,18923-20-1

carbon dioxide

carbon monoxide
201230-82-2

carbon monoxide

benzaldehyde
100-52-7

benzaldehyde

inden-1-one
83-33-0

inden-1-one

p-benzoquinone
106-51-4

p-benzoquinone

Conditions
Conditions Yield
With oxygen; at 449.84 ℃; Reagent/catalyst; Mechanism; Inert atmosphere; Flow reactor;
Conditions
Conditions Yield
With hydrogen; at 519.9 ℃; under 760 Torr; Product distribution; Kinetics; Mechanism; variation of residence time; Arrhenius equation;
3-monochlorophenol
108-43-0

3-monochlorophenol

dibenzofuran
132-64-9,214827-48-2

dibenzofuran

4H-Cyclopenta[def]phenanthrene
203-64-5

4H-Cyclopenta[def]phenanthrene

chlorobenzene
108-90-7

chlorobenzene

monochlorinated dibenzofurans; mixture of

monochlorinated dibenzofurans; mixture of

Conditions
Conditions Yield
at 600 ℃; Further byproducts given. Title compound not separated from byproducts; Formation of xenobiotics; pyrolysis;
scrap tire

scrap tire

dibenzofuran
132-64-9,214827-48-2

dibenzofuran

9H-fluorene
86-73-7

9H-fluorene

phenalene
203-80-5

phenalene

1,4,5-trimethylnaphthalene
2131-41-1

1,4,5-trimethylnaphthalene

Conditions
Conditions Yield
With air; at 650 - 850 ℃; Further byproducts given. Title compound not separated from byproducts; Formation of xenobiotics;
m-chlorobiphenyl
2051-61-8

m-chlorobiphenyl

dibenzofuran
132-64-9,214827-48-2

dibenzofuran

2-chlorodibenzofuran
51230-49-0

2-chlorodibenzofuran

3'-Chloroacetophenone
99-02-5

3'-Chloroacetophenone

4-chlorodibenzo[b,d]furan
74992-96-4

4-chlorodibenzo[b,d]furan

3-chlorobenzoate
535-80-8

3-chlorobenzoate

Conditions
Conditions Yield
With dihydrogen peroxide; In water; at 399.9 ℃; for 0.0156944h; under 225018 Torr; Product distribution;
8.5 % Chromat.
2.1 % Chromat.
5.2 % Chromat.
2.6 % Chromat.
1.0 % Chromat.
0.7 % Chromat.

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