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Key Documents

A15207

Sigma-Aldrich

Acetylenedicarboxylic acid

95%

동의어(들):

2-Butynedioic acid

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About This Item

Linear Formula:
HOOCC≡CCOOH
CAS Number:
Molecular Weight:
114.06
Beilstein:
878357
EC Number:
MDL number:
UNSPSC 코드:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

분석

95%

형태

crystals

mp

180-187 °C (dec.) (lit.)

저장 온도

2-8°C

SMILES string

OC(=O)C#CC(O)=O

InChI

1S/C4H2O4/c5-3(6)1-2-4(7)8/h(H,5,6)(H,7,8)

InChI key

YTIVTFGABIZHHX-UHFFFAOYSA-N

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관련 카테고리

애플리케이션

Acetylenedicarboxylic acid is generally used to synthesize its ester derivatives, dimethyl acetylenedicarboxylate (DMAD) and dimethyl acetylenedicarboxylate, which are useful precursors in organic synthesis.
Some of the common applications are listed below:
  • Acetylenedicarboxylic acid and its ester derivatives can undergo Cu(I)-catalyzed radical addition with acetophenones to yield furan derivatives.
  • It is one of the shortest linear links used in the preparation of Covalent Organic Frameworks (COFs) and Metal Organic Frameworks (MOFs) like IRMOF-0.
  • Various hexaarylbenzenes can be built via oxidative cyclodehydrogenation of diaryl alkynes derived from acetylenedicarboxylic acid.
  • It can be used as a spacer while synthesizing molecular chains or dendrimers such as 2,3,8-trifunctionalized indenoquinoxaline dendrons and bisarylacetylene chromophores.

픽토그램

Skull and crossbones

신호어

Danger

유해 및 위험 성명서

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

표적 기관

Respiratory system

Storage Class Code

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point (°F)

267.8 °F

Flash Point (°C)

131 °C

개인 보호 장비

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


시험 성적서(COA)

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문서 라이브러리 방문

이미 열람한 고객

Slide 1 of 1

1 of 1

Room temperature synthesis of metal-organic frameworks: MOF-5, MOF-74, MOF-177, MOF-199, and IRMOF-0.
Tranchemontagne DJ, et al.
Tetrahedron, 64(36), 8553-8557 (2008)
Monolayer Field?Effect Transistors of Nonplanar Organic Semiconductors with Brickwork Arrangement.
Shan L, et al.
Advanced Materials, 27(22), 3418-3423 (2015)
Copper (I)-Catalyzed Radical Addition of Acetophenones to Alkynes in Furan Synthesis.
Manna S and Antonchick AP.
Organic Letters, 17(17), 4300-4303 (2015)
Synthesis and multi-photon absorption properties of symmetric bisarylacetylene chromophores using functionalized isomeric pyrazinoindenocarbazole units as the rigid aryl substituents.
Lin TC, et al.
Dyes and Pigments, 132, 347-359 (2016)
Dimethyl Acetylenedicarboxylate
Huntress E H, et al.
Organic Syntheses, 32, 329-329 (1952)

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