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494968

Sigma-Aldrich

3-甲醛苯并噻吩

95%

别名:

苯并噻酚-3-甲醛

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About This Item

经验公式（希尔记法）:
C9H6OS
CAS号:
5381-20-4
分子量:
162.21
MDL號碼:
MFCD00052376
分類程式碼代碼:
12352100
PubChem物質ID:
24872938
NACRES:
NA.22
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化驗

95%

bp

166 °C/20 mmHg (lit.)

mp

53-57 °C (lit.)

官能基

aldehyde

SMILES 字串

O=Cc1csc2ccccc12

InChI

1S/C9H6OS/c10-5-7-6-11-9-4-2-1-3-8(7)9/h1-6H

InChI 密鑰

WDJLPQCBTBZTRH-UHFFFAOYSA-N

一般說明

Thianaphthene-3-carboxaldehyde, also known as benzo[b]thiophene-3-carboxaldehyde, can be synthesized from 3-methyl-benzo[b]thiophene.[1] It undergoes phosphine-free palladium coupling with aryl halides to form 2-arylbenzo[b]thiophenes.[2]

應用

Thianaphthene-3-carboxaldehyde (Benzo[b]thiophene-3-carboxaldehyde) may be used as a starting material in the multi-step synthesis of anthra[2,3-b:7,6-b′]bis[1benzothiophenes (ABBTs).[3]
It may be used in the synthesis of :
  • 6-(N,N-dimethylamino)-2-(benzo[b]thiophen-3-yl)quinazolin-4-one[4]
  • 6-(pyrrolidin-1-yl)-2-(benzo[b]thiophen-3-yl)quinazolin-4-one[4]
  • (Z)-2-(benzo­[b]­thio­phen-3-yl­methyl­ene)-1-aza­bi­cyclo­[2.2.2]­octan-3-one[5]

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
06411HJ
01626BJ
02208KH
08215LE
05117AE

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An efficient phosphine-free palladium coupling for the synthesis of new 2-arylbenzo[b]thiophenes.
Chabert JFD, et al.
Tetrahedron, 60(14), 3221-3230 (2004)
M J Hour et al.
British journal of pharmacology, 169(7), 1574-1586 (2013-05-04)
Our previous study demonstrated that 6-(pyrrolidin-1-yl)-2-(3-methoxyphenyl)quinazolin-4-one (HMJ38) was a potent anti-tubulin agent. Here, HMJ38 was used as a lead compound to develop more potent anti-cancer agents and to examine the anti-cancer mechanisms. Using computer-aided drug design, 2-aryl-6-substituted quinazolinones (MJ compounds)
Synthesis and properties of isomerically pure anthrabisbenzothiophenes.
Lehnherr D, et al.
Organic Letters, 14(1), 62-65 (2011)
Benzo[b]thiophene derivatives. VIII. Benzo[b]thiophene-3-earboxaldehyde and derivatives.
Campaigne E and Neiss ES.
Journal of Heterocyclic Chemistry, 3(1), 46-50 (1966)
(Z)-2-(Benzo[b] thiophen-3-ylmethylene)-1-azabicyclo [2.2.2] octan-3-one.
Sonar VN, et al.
Acta Crystallographica Section E, Structure Reports Online, 59(11), o1726-o1728 (2003)

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