디벤조시오펜
|
|
디벤조시오펜 속성
- 녹는점
- 97-100 °C (lit.)
- 끓는 점
- 332-333 °C (lit.)
- 밀도
- 1.1410 (rough estimate)
- 굴절률
- 1.6500 (estimate)
- 인화점
- 170 °C
- 저장 조건
- Store below +30°C.
- 용해도
- 0.0015g/l(약)
- 물리적 상태
- 결정질 분말 및/또는 덩어리
- 색상
- 하얀색
- 수소이온지수(pH)
- 7 (50g/l, H2O, 20℃)(slurry)
- 수용성
- 녹는
- BRN
- 121101
- LogP
- 4.380
- CAS 데이터베이스
- 132-65-0(CAS DataBase Reference)
- IARC
- 3 (Vol. 103) 2013
안전
- 위험 및 안전 성명
- 위험 및 사전주의 사항 (GHS)
위험품 표기 | Xn,N | ||
---|---|---|---|
위험 카페고리 넘버 | 22-20/21/22-50/53 | ||
안전지침서 | 36-61-60 | ||
유엔번호(UN No.) | 2811 | ||
WGK 독일 | 3 | ||
RTECS 번호 | HQ3490550 | ||
자연 발화 온도 | >450 °C | ||
TSCA | Yes | ||
위험 등급 | 9 | ||
포장분류 | III | ||
HS 번호 | 29349990 | ||
유해 물질 데이터 | 132-65-0(Hazardous Substances Data) | ||
독성 | mouse,LD,intraperitoneal,> 500mg/kg (500mg/kg),"Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 4, Pg. 378, 1952. |
디벤조시오펜 C화학적 특성, 용도, 생산
개요
Dibenzothiophene (DBT) is an organosulfur compound found in crude oil and petroleum. It is a colourless solid that is chemically somewhat similar to anthracene. Dibenzothiophene is used as a chemical intermediate in cosmetics and pharmaceuticals (NLM, 2006).It is used to investigate the effect of sulfur compounds in gasoline range during the fluid catalytic cracking (FCC) process.화학적 성질
Dibenzothiophene is a yellow-green, crystalline solid with an mp of 99.5°C and a bp of 332.5°C. It is soluble in ethanol, benzene, chloroform, and methanol but insoluble in water. Its dipole moment is 0.83 D. It is quite stable under normal temperature and pressure.역사
Dibenzothiophene was first synthesized in 1870 by Stemhouse by heating biphenyl with iron scrap, but the assigned incorrect structure was corrected by Graebe. The natural dibenzothiophene was isolated from coal tar by Kruber. Besides this, various alkylated dibenzothiophenes have also been isolated from the crude oil, but it was difficult to desulfurize them catalytically. The presence of sulfur in the fuel produces sulfur dioxide when burnt and causes air pollution.Dibenzothiophene is a thermally stable compound and resistant to mild oxidizing agents. Depending on the nature of the oxidizing agent it is oxidized to corresponding sulfoxide and sulfone. There are numerous protocols for the construction of dibenzothiophene but some of them are limited to the synthesis of specific compounds due to noncompatibility of functional groups.
용도
Dibenzothiophene is used to investigate the effect of sulfur compounds in the gasoline range during the fluid catalytic cracking (FCC) process. It can also be used as:A starting material for the synthesis of corresponding sulfoxide and sulfone by oxidative desulfurization using various catalysts.
A template for the synthesis of surface molecular imprinted polymer (SMIP). SMIP is applicable for the removal of dibenzothiophene during desulfurization of the gasoline.
A precursor for the synthesis of DBT based π-conjugating polymers.
정의
ChEBI: Dibenzothiophene is a mancude organic heterotricyclic parent that consists of a thiophene ring flanked by two benzene rings ortho-fused across the 2,3- and 4,5-positions. It has a role as a keratolytic drug. It is a member of dibenzothiophenes and a mancude organic heterotricyclic parent.주요 응용
Dibenzothiophene is an important representative of polycyclic aromatic hydrocarbons (PAHs). Kinetics of hydrodesulfurization of dibenzothiophene on presulflded molybdenaalumina catalyst has been studied in a high-pressure-flow microreactor. Biodesulfurization of dibenzothiophene by selective cleavage of carbon sulphur bonds by a thermophilic bacterium Bacillus subtilis WU-S2B has been reported.Dibenzothiophene was employed as heavy model sulfur compound to investigate the effect of heavy sulfur compounds on the percentage of sulfur in gasoline range during the Fluid Catalytic Cracking (FCC) process.
제조 방법
Dibenzothiophene is prepared by the reaction of biphenyl with sulfur dichloride in the presence of aluminium chloride.The parent dibenzothiophene has been synthesized by heating a mixture of biphenyl with sulfur at 120°C for 24 h in the presence of anhydrous AlCl3 in 79% yields. This methodology is useful for the synthesis of substituted dibenzothiophenes.
An alternative new protocol has been developed for the synthesis of dibenzothiophene and bridged dibenzothiophene by heating diphenyl and phenanthrene separately with H2S in the presence of mixed metal oxides (Al2O3, Cr2O3, and MgO) at 650°C.
화학 반응
Reduction with lithium results in scission of one C-S bond. S-oxidation occurs to give the sulfone, which is more labile than the parent dibenzothiophene. With butyllithium, this heterocycle undergoes stepwise lithiation at the 4- and 6- positions.Alkylation of dibenzothiophene through Friedel-Crafts catalysis is not very facile and ends up with a complex mixture. However, alkylation of dibenzothiophene has been achieved through lithiation strategy. Thus 4-lithiated dibenzothiophene on reaction with dimethyl sulfate gave 4-methyl dibenzothiophene.
일반 설명
Dibenzothiophene is an important representative of polycyclic aromatic hydrocarbons (PAHs). Kinetics of hydrodesulfurization of dibenzothiophene on presulflded molybdenaalumina catalyst has been studied in a high-pressure-flow microreactor. Biodesulfurization of dibenzothiophene by selective cleavage of carbon sulphur bonds by a thermophilic bacterium Bacillus subtilis WU-S2B has been reported.화학 반응
Dibenzothiophene is heteroaromatic in nature and undergoes electrophilic substitution reactions smoothly. Mostly, electrophilic substitution occurs at position 2 of dibenzothiophene offering 2-substituted dibenzothiophene, provided position 2 is not preoccupied.Purification Methods
Purify dibenzothiophene by chromatography on alumina with pet ether, in a darkened room. Recrystallise it from water or EtOH. [Beilstein 17 V 239.]참고 문헌
[1] KARINA TACIANA SILVA. DBT- and DBTO2-Induced Dysplasia and Their Associated Proteomic Alterations in the Small Intestines of Wistar Rats[J]. Journal of Proteome Research, 2014, 14 1: 385-396. DOI:10.1021/pr5009459.[2] MASATOSHI NAGAI Toshiaki K. Selectivity of molybdenum catalyst in hydrodesulfurization, hydrodenitrogenation, and hydrodeoxygenation: Effect of additives on dibenzothiophene hydrodesulfurization[J]. Journal of Catalysis, 1983, 81 2: Pages 440-449. DOI:10.1016/0021-9517(83)90182-3.
[3] KOHTARO KIRIMURA. Biodesulfurization of dibenzothiophene and its derivatives through the selective cleavage of carbon-sulfur bonds by a moderately thermophilic bacterim Bacillus subtilis WU-S2B[J]. Journal of bioscience and bioengineering, 2001, 91 3: Pages 262-266. DOI:10.1016/S1389-1723(01)80131-6.
[4] KE LI Xiangtai M Aimin Yu. Synthesis of Dibenzothiophene and 1,4-Dihydrodibenzothiophene Derivatives via Allylic Phosphonium Salt Initiated Domino Reactions[J]. Organic Letters, 2018, 20 4: 1106-1109. DOI:10.1021/acs.orglett.8b00028.
[5] AVISIKTA SINHA Mangalampalli R. Synthesis and Properties of Dibenzothiophene Embedded Heteroporphyrins[J]. The Journal of Organic Chemistry, 2021, 86 9: 6100-6110. DOI:10.1021/acs.joc.0c02937.
디벤조시오펜 준비 용품 및 원자재
원자재
2,8-디브로모디벤조티오펜
4-BROMODIBENZOTHIOPHENE
디벤조티오펜-5-옥사이드
4,4'-DICHLORO DIPHENYL SULFIDE
4-CHLOROPHENYL SULFOXIDE
트리플루오로메탄술폰산디플루오로메틸에스테르
트리플루오로메탄술폰산무수물
준비 용품
디벤조시오펜 공급 업체
글로벌( 442)공급 업체
공급자 | 전화 | 이메일 | 국가 | 제품 수 | 이점 |
---|---|---|---|---|---|
Zhejiang Free Trade Zone Violet Trade Co., Ltd. | +8618768051816; +8615858061377 |
jenny@zjviolettech.com | China | 104 | 58 |
Puyang Huicheng Electronic Materials Co., Ltd. | +86-0393-+86-0393-8910800 +8615839383373 |
info@huichengchem.com | China | 524 | 58 |
Hebei Mojin Biotechnology Co., Ltd | +86 13288715578 +8613288715578 |
sales@hbmojin.com | China | 12446 | 58 |
Hebei Chuanghai Biotechnology Co,.LTD | +86-13131129325 |
sales1@chuanghaibio.com | China | 5882 | 58 |
Springchem New Material Technology Co.,Limited | +86-021-62885108 +8613917661608 |
info@spring-chem.com | China | 2068 | 57 |
Shanghai Daken Advanced Materials Co.,Ltd | +86-371-66670886 |
info@dakenam.com | China | 18628 | 58 |
Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 |
info@tianfuchem.com | China | 21667 | 55 |
Shanghai Time Chemicals CO., Ltd. | +86-021-57951555 +8617317452075 |
jack.li@time-chemicals.com | China | 1807 | 55 |
Hangzhou FandaChem Co.,Ltd. | 008657128800458; +8615858145714 |
fandachem@gmail.com | China | 9357 | 55 |
Nanjing ChemLin Chemical Industry Co., Ltd. | 025-83697070 |
product@chemlin.com.cn | CHINA | 3012 | 60 |
디벤조시오펜 관련 검색:
디벤즈(A,H)안트라센 테트라히드로티오펜 티오펜 5-(트리플루오로메틸)디벤조티오페늄 테트라플루오로보레이트 5-(트리플루오로메틸)디벤조티오페늄 트리플루오로메탄술포네이트 디 벤조 티 오펜 -2- 보론 산 Dibenzothiophene-4-boronic 산 디벤조시오펜
Thianaphthene
5-CHLOROBENZOTHIOPHENE
Cephalothin sodium
Thifensulfuron
DIBENZOTHIOPHENE-5,5-DIOXIDE,DIBENZOTHIOPHENE SULFONE,DIBENZOTHIOPHENE DIOXIDE,Dibenzothiophene S,S-dioxide
Dibenzothiophene-2-carboxaldehyde
2,8-Diboronodibenzo[b,d]thiophene, 3,6-Diborono-9-thiafluorene
2-BROMODIBENZOTHIOPHENE
Benzo[a]dibenzothiophene
2-NITRODIBENZOTHIOPHENE