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694967

Sigma-Aldrich

N-(2-Aminoethyl)-4-(trifluoromethyl)benzenesulfonamide

97%

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About This Item

Linear Formula:
CF3C6H4SO2NHCH2CH2NH2
CAS Number:
Molecular Weight:
268.26
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

solid

mp

111-115 °C

SMILES string

NCCNS(=O)(=O)c1ccc(cc1)C(F)(F)F

InChI

1S/C9H11F3N2O2S/c10-9(11,12)7-1-3-8(4-2-7)17(15,16)14-6-5-13/h1-4,14H,5-6,13H2

InChI key

HOVKSPHQQLXZON-UHFFFAOYSA-N

Application

N-(2-Aminoethyl)-4-(trifluoromethyl)benzenesulfonamide can be used as a ligand to synthesize half-sandwich Rh(III) complex, which is employed as a catalyst for the reduction of NAD+ to NADH by transfer hydrogenation using sodium formate as a hydride source. It is also used to form pentamethylcyclopentadienyl iridium (Cp*Ir)-diamine catalyst for selective transfer hydrogenation of various quinoxalines to synthesize corresponding tetrahydroquinxalines.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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pH-regulated transfer hydrogenation of quinoxalines with a Cp* Ir-diamine catalyst in aqueous media
Tan J, et al.
Tetrahedron, 67(34), 6206-6213 (2011)
Joan J Soldevila-Barreda et al.
Journal of inorganic biochemistry, 153, 322-333 (2015-11-26)
Organometallic complexes have the potential to behave as catalytic drugs. We investigate here Rh(III) complexes of general formula [(Cp(x))Rh(N,N')(Cl)], where N,N' is ethylenediamine (en), 2,2'-bipyridine (bpy), 1,10-phenanthroline (phen) or N-(2-aminoethyl)-4-(trifluoromethyl)benzenesulfonamide (TfEn), and Cp(x) is pentamethylcyclopentadienyl (Cp*), 1-phenyl-2,3,4,5-tetramethylcyclopentadienyl (Cp(xPh)) or 1-biphenyl-2,3,4,5-tetramethyl

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