ChemicalBook--->CAS DataBase List--->4298-52-6

4298-52-6

4298-52-6 Structure

4298-52-6 Structure
IdentificationBack Directory
[Name]

2-Ethynylthiophene
[CAS]

4298-52-6
[Synonyms]

2-ETHYNYLTHIOPHENE
TIMTEC-BB SBB008821
(2-Thienyl)acetylene
(Thien-2-yl)acetylene
2-Acetylenylthiophene
Thiophene, 2-ethynyl-
2-Ethynylthiophene>
2-Ethynylthiophene 90%
2-Ethynylthiophene 95+%
2-Ethynylthiophene ISO 9001:2015 REACH
Thiophene, 2-ethynyl- (6CI, 7CI, 8CI, 9CI)
[Molecular Formula]

C6H4S
[MDL Number]

MFCD03425129
[MOL File]

4298-52-6.mol
[Molecular Weight]

108.16
Chemical PropertiesBack Directory
[Boiling point ]

70℃/20Torr
[density ]

1.080
[refractive index ]

n20/D1.580
[Fp ]

42℃
[storage temp. ]

Store Cold
[form ]

clear liquid
[color ]

Light yellow to Brown
[InChI]

InChI=1S/C6H4S/c1-2-6-4-3-5-7-6/h1,3-5H
[InChIKey]

LWISLHRIEATKTM-UHFFFAOYSA-N
[SMILES]

C1(C#C)SC=CC=1
[CAS DataBase Reference]

4298-52-6
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H319
[Precautionary statements ]

P264-P270-P280-P301+P312-P305+P351+P338-P337+P313
[Hazard Codes ]

Xi
[Risk Statements ]

10-36/37/38-36
[Safety Statements ]

16-23-26-36/37/39
[RIDADR ]

UN 1993C 3 / PGIII
[WGK Germany ]

3
[Hazard Note ]

Irritant
[HazardClass ]

3
[PackingGroup ]

III
[HS Code ]

29349990
Hazard InformationBack Directory
[Chemical Properties]

Clear yellow liquid
[Uses]

2-Ethynylthiophene is used in preparation of triazole derivative as Hsp90 inhibitors and anti-cancer metastasis drugs.
[Definition]

ChEBI: 2-Ethynylthiophene is a heteroarene.
[Synthesis Reference(s)]

The Journal of Organic Chemistry, 41, p. 1487, 1976 DOI: 10.1021/jo00871a001
Synthesis, p. 589, 1996 DOI: 10.1055/s-1996-4265
[Synthesis]

2-((TRIMETHYLSILYL)ETHYNYL)THIOPHENE  9&

40231-03-6

2-Ethynylthiophene

4298-52-6

The general procedure for the synthesis of 2-trimethylsilylthienylthiophene from 2-trimethylsilylthienylthiophene was as follows: 2-[(trimethylmethylsilyl)ethynyl]thiophene (1 mmol), an inorganic base (potassium tert-butoxide, sodium tert-butoxide, potassium hydroxide, sodium hydroxide, or potassium trimethylsilyl, sodium trimethylsilyl, 0.05 mmol), and 2 mL of DMA or DMSO solvent were added in turn to a 10-mL in a sealed tube. The reaction mixture was placed in an oil bath at 60 °C and stirred for 6 h, during which the reaction progress was monitored by TLC. Upon completion of the reaction, an equal volume of homotrimethylene or n-undecane was added to the crude product. The exact yield of the product was determined by GC and GC-MS. The yields of the products were 59%, 66%, 75%, 77%, 92%, and 85% when DMSO was used as the reaction solvent and potassium tert-butanol, sodium tert-butanol, potassium hydroxide, sodium hydroxide, or potassium trimethylmethylsilyl, sodium trimethylmethylsilyl were used as the catalysts, respectively. When DMA was used as the reaction solvent, with the same catalyst, the yields of the products were 51%, 60%, 67%, 70%, 81%, 72%, respectively.

[References]

[1] Journal of Organic Chemistry, 1996, vol. 61, # 20, p. 6906 - 6921
[2] Patent: CN107459438, 2017, A. Location in patent: Paragraph 0080; 0081
[3] Organic Letters, 2017, vol. 19, # 19, p. 5182 - 5185
[4] Chemistry - A European Journal, 2018, vol. 24, # 15, p. 3725 - 3728
[5] Journal of Chemical Research, 2007, # 12, p. 728 - 732
Spectrum DetailBack Directory
[Spectrum Detail]

2-Ethynylthiophene(4298-52-6)1HNMR
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