Skip to Content
MilliporeSigma
All Photos(1)

Documents

91678

Sigma-Aldrich

N-(4-Hydroxybutyl)trifluoroacetamide

≥98.0% (GC)

Synonym(s):

4-(Trifluoroacetamido)-1-butanol

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C6H10F3NO2
CAS Number:
128238-43-7
Molecular Weight:
185.14
Beilstein/REAXYS Number:
6644043
MDL number:
MFCD00632418
UNSPSC Code:
12352202
PubChem Substance ID:
57653443
NACRES:
NA.22

assay

≥98.0% (GC)

form

liquid

reaction suitability

reagent type: cross-linking reagent

refractive index

n20/D 1.413

density

1.262 g/mL at 20 °C (lit.)

functional group

hydroxyl

SMILES string

O=C(NCCCCO)C(F)(F)F

InChI

1S/C6H10F3NO2/c7-6(8,9)5(12)10-3-1-2-4-11/h11H,1-4H2,(H,10,12)

InChI key

LZUDPIMZEXACCH-UHFFFAOYSA-N

Other Notes

Building block to introduce a 4-aminobutyl residue in a daunomycinone giving optimal intercalation with DNA; Protecting group in phosphodiesters; cleavage occurs by cyclo-de-esterification

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

A. Wilk et al.
The Journal of Organic Chemistry, 62, 6712-6712 (1997)
Zoltán Dienes et al.
The Journal of organic chemistry, 61(20), 6958-6970 (1996-10-04)
The BF(3).Et(2)O-promoted Diels-Alder addition of 1-acetylvinyl RADO(Et)-ate (RADO(Et)-ate = 3-ethyl-2-oxo-6,8-dioxa-3-azabicyclo[3.2.1]octane-7-exo-carboxylate) to 1-(dimethoxymethyl)-2,3,5,6-tetramethylidene-7-oxabicyclo[2.2.1]heptane led to one major monoadduct that added to 1,2-didehydrobenzene and was converted into (-)-4-demethoxy-7-deoxydaunomycinone and (2R)-12-acetoxy-2-acetyl-5-(bromomethyl)-1,2,3,4-tetrahydronaphthacen-2-yl RADO(Et)-ate. The latter compound was used to construct (8R)-8-acetyl-6,8-dihydroxy-11-[[(3'-[(aminopropyl)oxy]-, -4'-[(aminobutyl)oxy], and -5'-[(aminopentyl)oxy]methyl]-7,8,9,10-tetrahydronaphthacene-5,12-dione

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service