Identification | Back Directory | [Name]
3-Thienylmethylamine | [CAS]
27757-86-4 | [Synonyms]
BVC BUTTPARK 121\50-76 RARECHEM AL BW 0778 3-thienylmethanamine 3-THIENYLMETHYLAMINE 3-Thiophenemethanamine 3-ThiopheneMethylaMine (Thien-3-yl)methylamine Thiophene-3-methylamine Thiophen-3-ylMethanaMine 3-(Aminomethyl)thiophene Thiophen-3-yl-methylamine 3-Thienylmethylamine ,97% 1-(Thien-3-yl)methylamine C-THIOPHEN-3-YL-METHYLAMINE (3-thienylmethyl)amine(SALTDATA: HCl) 3-Thienylmethylamine ISO 9001:2015 REACH | [Molecular Formula]
C5H7NS | [MDL Number]
MFCD01529872 | [MOL File]
27757-86-4.mol | [Molecular Weight]
113.18 |
Chemical Properties | Back Directory | [Boiling point ]
102°C (15 mmHg) | [density ]
1.130 | [refractive index ]
1.5660 | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [form ]
clear liquid | [pka]
9.57±0.29(Predicted) | [color ]
Colorless to Light yellow | [Water Solubility ]
Slightly soluble in water. | [Sensitive ]
Air Sensitive | [InChI]
InChI=1S/C5H7NS/c6-3-5-1-2-7-4-5/h1-2,4H,3,6H2 | [InChIKey]
DUDAKCCDHRNMDJ-UHFFFAOYSA-N | [SMILES]
C1SC=CC=1CN |
Hazard Information | Back Directory | [Chemical Properties]
Colorless liquid | [Uses]
3-Thiophenemethylamineis an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff. | [Synthesis]
General procedure for the synthesis of 3-aminomethylthiophene from 3-cyanothiophene: Ruthenium(II) complex (1 M) and 2-butanol (5 mL) were added to a 25 mL flask under argon protection and stirred for 5 min at room temperature. Subsequently, KOtBu (0.05 mM) was added and stirring was continued for 5 minutes. Next, 3-cyanothiophene (0.5 mM) was added and the reaction mixture was heated on a hot plate at 120°C for 30 minutes. Upon completion of the reaction, the catalyst was removed by addition of petroleum ether followed by filtration. The filtrate was neutralized with 1 M HCl. The ether layer was purified by short path silica gel column chromatography. Hexadecane was added to the purified filtrate as an internal standard and the yield of the product 3-aminomethylthiophene was determined by gas chromatography (GC). | [References]
[1] Organic Process Research and Development, 2012, vol. 16, # 1, p. 109 - 116 [2] Chemistry - A European Journal, 2016, vol. 22, # 14, p. 4991 - 5002 [3] Angewandte Chemie - International Edition, 2016, vol. 55, # 47, p. 14653 - 14657 [4] Angew. Chem., 2016, vol. 128, # 47, p. 14873 - 14877,5 [5] Journal of Coordination Chemistry, 2015, vol. 68, # 2, p. 321 - 334 |
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