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590630

Sigma-Aldrich

2-Ethynylbenzaldehyde

97%

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모든 사진(1)

About This Item

Linear Formula:
HC≡CC6H4CHO
CAS Number:
38846-64-9
Molecular Weight:
130.14
MDL number:
MFCD04039985
UNSPSC 코드:
12352100
PubChem Substance ID:
24881289
NACRES:
NA.22

Quality Level

100

분석

97%

형태

solid

mp

64-67 °C (lit.)

작용기

aldehyde

SMILES string

[H]C(=O)c1ccccc1C#C

InChI

1S/C9H6O/c1-2-8-5-3-4-6-9(8)7-10/h1,3-7H

InChI key

ZEDSAJWVTKUHHK-UHFFFAOYSA-N

애플리케이션

2-Ethynylbenzaldehyde may be used in the synthesis of the following:
  • iodoisoquinoline-fused benzimidazoles obtained via tandem iodocyclization of 2-ethynylbenzaldehyde with o-benzenediamine and iodine in the presence of copper(I)iodide
  • N-[(7,7a-dihydroisoquinolino[2,1-a]perimidin-13-yl)methyl]-N-isopropylpropan-2-amine obtained via a multi-step process
It may also be used in the synthesis of the following substituted 2-alkynylbenzaldehydes by Sonogashira coupling:
  • 2-[(2-bromophenyl)ethynyl]benzaldehyde
  • 2-[(2-bromo-5-fluorophenyl)ethynyl]benzaldehyde
  • 2-[(2-bromo-5-methylphenyl)ethynyl]benzaldehyde
  • 2-(phenylethynyl)benzaldehyde
  • 2-[(4-methylphenyl)ethynyl]benzaldehyde

픽토그램

Exclamation mark
GHS07

신호어

Warning

유해 및 위험 성명서

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

표적 기관

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

dust mask type N95 (US), Eyeshields, Gloves

가장 최신 버전 중 하나를 선택하세요:

시험 성적서(COA)

Lot/Batch Number
MKCF4921
MKBK1117V
MKBH5639V
03997LJ
55196LJ

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COA 검색

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문서 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

?CuI/I2-Promoted Electrophilic Tandem Cyclization of 2 Ethynylbenzaldehydes with ortho-Benzenediamines: Synthesis of
Iodoisoquinoline-Fused Benzimidazoles?
Ouyang C-H, et al.
The Journal of Organic Chemistry, 76(01), 223-228 (2010)
?Direct synthesis of highly fused perimidines by copper(I)-catalyzed
hydroamination of 2-ethynylbenzaldehydes?
Tokimizu Y, et al.
Tetrahedron, 67(29), 5168-5175 (2011)
Nishant Singh et al.
Biomaterials science, 7(10), 4099-4111 (2019-07-30)
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문서

New Aromatic Terminal Alkynes

The terminal alkyne functionality has a wide range of applications including most recently the synthesis of spiropyran substituted 2,3-dicyanopyrazines and (±)-asteriscanolide, as well as conversion to enamines using resin-bound 2° amines.

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