Chemical reactivity
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Dibenzofuran

Chemical reactivity
Product Name
Dibenzofuran
CAS No.
132-64-9
Chemical Name
Dibenzofuran
Synonyms
DBF;DIBENZO[B,D]FURAN;DIPHENYLENE OXIDE;ibenzofuran;DIBENZOFURAN;DIBENZOFURON;Dibenzofurane;Dibenzofuran 1;Biphenylenoxid;Dibenzofuran>
CBNumber
CB0338385
Molecular Formula
C12H8O
Formula Weight
168.19
MOL File
132-64-9.mol
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Dibenzofuran Property

Melting point:
80-82 °C (lit.)
Boiling point:
154-155 °C/20 mmHg (lit.)
Density 
1,3 g/cm3
vapor pressure 
2.48 x 10-3 mmHg at 25 °C (Chirico et al., 1990)
refractive index 
1.6480
Flash point:
130 °C
storage temp. 
Store below +30°C.
solubility 
Insoluble in wate(<1 mg/mL). Soluble in nonpolar organic solvents.
color 
White to Almost white
Water Solubility 
<0.1 g/100 mL at 20 ºC
BRN 
121100
Henry's Law Constant
5.82 x 10-5 atm?m3/mol at 25 °C (approximate - calculated from water solubility and vapor pressure)
Dielectric constant
3.0(100℃)
InChIKey
TXCDCPKCNAJMEE-UHFFFAOYSA-N
CAS DataBase Reference
132-64-9(CAS DataBase Reference)
NIST Chemistry Reference
Dibenzofuran(132-64-9)
EPA Substance Registry System
Dibenzofuran (132-64-9)
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Safety

Hazard Codes 
N,Xn,T,F
Risk Statements 
51/53-22-39/23/24/25-23/24/25-11-20/21/22-63-43-36/37/38-45-67-40
Safety Statements 
22-24/25-61-29-45-36/37-16-7-7/9-23-53
RIDADR 
UN3077
WGK Germany 
3
RTECS 
HP4430000
TSCA 
Yes
HazardClass 
9
PackingGroup 
III
HS Code 
29329995
Hazardous Substances Data
132-64-9(Hazardous Substances Data)
Toxicity
Heitmuller et al. (1981) reported a NOEC of 1.0 ppm.
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H302Harmful if swallowed

H370Causes damage to organs

H401Toxic to aquatic life

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P311Call a POISON CENTER or doctor/physician.

P391Collect spillage. Hazardous to the aquatic environment

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.20408
Product name
Dibenzofuran
Purity
for synthesis
Packaging
5G
Price
$33.6
Updated
2024/03/01
Sigma-Aldrich
Product number
8.20408
Product name
Dibenzofuran
Purity
for synthesis
Packaging
250g
Price
$86.9
Updated
2024/03/01
Sigma-Aldrich
Product number
236373
Product name
Dibenzofuran
Purity
98%
Packaging
10g
Price
$69.5
Updated
2024/03/01
Sigma-Aldrich
Product number
236373
Product name
Dibenzofuran
Purity
98%
Packaging
50g
Price
$230
Updated
2024/03/01
TCI Chemical
Product number
D0147
Product name
Dibenzofuran
Purity
>98.0%(GC)
Packaging
25g
Price
$26
Updated
2024/03/01
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Dibenzofuran Chemical Properties,Usage,Production

Chemical reactivity

Chemical reactivity is analogous to benzo[b]furan, especially electrophilic substitution reactions such as nitration, halogenation, sulfonation, acylation, and alkylation reactions. The preferred positions are 2 and 2,8, while nitration takes place at the 3- and 3,8-positions depending on the electrophilicity of the functionality.

Description

Dioxins and furans, two well-known environmental pollutants, are extremely toxic to humans and many other species. Dibenzofurans are released into the air from combustion sources, and are listed as pollutants of concern due to its persistence in the environment, potential to bioaccumulate, and toxicity to humans and the environment. These compounds, when adsorbed on soils or other substrates, are highly persistent under normal environmental conditions. The Office of Environmental Health Hazard Assessment reviews risk assessments submitted under the Air Toxics ‘Hot Spots’ Program (AB 2588) in which chlorinated dibenzo-p-dioxins and dibenzofurans are listed. Chlorinated dibenzofurans were calculated as total 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD) equivalents in the AB 2588 risk assessments. Dibenzofuran is cited in the Clean Air Act 1990 Amendments – Hazardous Air Pollutants as a volatile hazardous air pollutant of potential concern. The Superfund Amendment Reauthorization Act Section 110 placed dibenzofuran on the revised Agency for Toxic Substances and Disease Registry priority list of hazardous substances to be the subject of a toxicological profile. Dibenzofuran is also listed in the Massachusetts Substance List for Right to Know Law, the New Jersey Department of Health Hazard Right to Know Program Hazardous Substance List, the Pennsylvania Department of Labor and Industry Hazardous Substance List, and the California’s Air Toxics ‘Hot Spots’ List (Assembly Bill 2588).

Chemical Properties

white to light yellow crystal powde

Chemical Properties

Dibenzofuran is a white crystalline powder.

Physical properties

Colorless crystals having a creosote-like odor. The least detectable odor threshold concentration in water at 60 °C was 2 μg/L (Alexander et al., 1982).

Uses

Research chemical. Derived from industrial and experimental coal gasification operations where the maximum concentration detected in coal gas tar streams was 12 mg/m3 (Cleland, 1981).

Uses

Dibenzofuran is an industrial chemical or by-product, and is used as an insecticide, in the production of PVC, industrial bleaching and incineration.

Uses

Applications for GC (Gas Chromatography) and LC (Liquid Chromatography) Analysis. Dibenzofuran as the model substrate in culture procedures.

Definition

ChEBI: A mancude organic heterotricyclic parent that consists of a furan ring flanked by two benzene rings ortho-fused across the 2,3- and 4,5-positions.

Synthesis Reference(s)

Journal of the American Chemical Society, 81, p. 487, 1959 DOI: 10.1021/ja01511a056
The Journal of Organic Chemistry, 40, p. 1365, 1975 DOI: 10.1021/jo00897a048

General Description

Colorless white crystalline solid.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Dibenzofuran is sensitive to prolonged exposure to light .

Fire Hazard

Flash point data for Dibenzofuran are not available. Dibenzofuran is probably combustible.

Potential Exposure

This material is used as an insecticide and in organic synthesis to make other chemicals. It is derived from coal tar creosote.

First aid

Skin Contact: Flood all areas of body thathave contacted the substance with water. Do not wait toremove contaminated clothing; do it under the water stream.Use soap to help assure removal. Isolate contaminatedclothing when removed to prevent contact by others. EyeContact: Remove any contact lenses at once. Flush eyeswell with copious quantities of water or normal saline for atleast 2030 min. Seek medical attention. Inhalation: Leavecontaminated area immediately; breathe fresh air. Properrespiratory protection must be supplied to any rescuers. Ifcoughing, difficult breathing, or any other symptoms develop, seek medical attention at once, even if symptomsdevelop many hours after exposure. Ingestion: If convulsions are not present, give a glass or two of water or milk todilute the substance. Assure that the person’s airway isunobstructed and contact a hospital or poison center immediately for advice on whether or not to induce vomiting.

Source

Based on laboratory analysis of 7 coal tar samples, dibenzofuran concentrations ranged from 170 to 4,000 ppm (EPRI, 1990).
Schauer et al. (1999) reported dibenzofuran in diesel fuel at a concentration of 29 μg/g and in a diesel-powered medium-duty truck exhaust at an emission rate of 28.7 μg/km.
Gas-phase tailpipe emission rates from gasoline-powered automobiles with and without catalytic converters were 5.5 and 42.2 μg/km, respectively (Schauer et al., 2002).

Environmental Fate

Biological. Dibenzofuran was oxidized by salicylate-induced cells of Pseudomonas sp. strain 9816/11 and isopropyl-β-D-thiogalactopyranoside-induced cells of Escherichia coli JM109(DE3) (pDTG141) to (1R,2S)-cis-1,2-dihydroxy-1,2-dihydrodibenzofuran (60–70% yield) and (3S,4R)- cis-3,4-dihydroxy-3,4-dihydrodibenzofuran (30–40% yield) (Resnick and Gibson, 1996).
Soil. The estimated half-lives of dibenzofuran in soil under aerobic and anaerobic conditions were 7 to 28 and 28 to 112 d, respectively (Lee et al., 1984).
Groundwater. Based on aerobic acclimated and unacclimated groundwater die away test data, the estimated half-life of dibenzofuran in groundwater ranged from 8.54 to 34.9 d (Lee et al., 1984).
Photolytic. The estimated half-life for the reaction of dibenzofuran with OH radicals in the atmosphere ranged from 1.9 to 19 h (Atkinson, 1987).
Chemical/Physical. It was suggested that the chlorination of dibenzofuran in tap water accounted for the presence of chlorodibenzofuran (Shiraishi et al., 1985).
Dibenzofuran will not hydrolyze because it has no hydrolyzable functional group (Kollig, 1995).

storage

Color Code—Blue: Health Hazard/Poison: Storein a secure poison location.

Shipping

UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required.

Purification Methods

Dissolve dibenzofuran in diethyl ether, then shake it with two portions of aqueous NaOH (2M), wash it with water, separate and dry (MgSO4) it. After evaporating the ether, dibenzofuran is crystallised from aqueous 80% EtOH and then dried under vacuum. [Cass et al. J Chem Soc 1406 1958.] High purity material is obtained by zone refining. [Beilstein 17 V 234.]

Toxicity evaluation

Dibenzofuran is a white crystalline solid. It is not soluble in water, but soluble in organic solvents like alcohol, acetone, ether, benzene, and acetic acid. Its boiling point is 287°C, melting point is 86°C, and specific gravity is 1.0886. Its octanol/ water partition coefficient is 4.12.
Presence of dibenzofuran in coal tar, oil and its uses may result in its release to the environment through various waste streams. It has very low to no mobility in soil and degrades in soil. It dissolves in water as well as volatilizes. As a gas phase in the atmosphere, it reacts with photochemically produced hydroxy radicals. It is biodegraded rapidly at contaminated sites by the microorganisms present; otherwise its biodegradation is relatively slow. It adsorbs very strongly to sediment and particulate matter in the water column. It has a potential to bioconcentrate in aquatic organisms.

Incompatibilities

This material is used as an insecticide and in organic synthesis to make other chemicals. It is derived from coal tar creosote.

Waste Disposal

In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers. Must be disposed prop- erly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office.

Dibenzofuran Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Dibenzofuran manufacturers

Ouhuang Engineering Materials (Hubei) Co., Ltd
Product
Dibenzo[b,d]furan 132-64-9
Price
US $5.00/kg
Min. Order
1kg
Purity
99.92%
Supply Ability
50000tons
Release date
2024-04-24
airuikechemical co., ltd.
Product
dibenzofuran 132-64-9
Price
US $0.00-0.00/Kg
Min. Order
1Kg
Purity
99.9%
Supply Ability
200tons
Release date
2024-04-09
Hebei Guanlang Biotechnology Co., Ltd.
Product
Dibenzofuran 132-64-9
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2023-03-21

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