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331023

Sigma-Aldrich

Nonafluoro-tert-butyl alcohol

99%

Synonym(s):

1,1,1,3,3,3-Hexafluoro-2-trifluoromethyl-2-propanol, Perfluoro-tert-butyl alcohol

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About This Item

Linear Formula:
(CF3)3COH
CAS Number:
2378-02-1
Molecular Weight:
236.04
Beilstein:
1841640
EC Number:
219-157-3
MDL number:
MFCD00042092
UNSPSC Code:
12352100
PubChem Substance ID:
24859928
NACRES:
NA.05

vapor pressure

5.19 psi ( 20 °C)

Assay

99%

form

liquid

refractive index

n20/D 1.3 (lit.)

bp

45 °C (lit.)

density

1.693 g/mL at 25 °C (lit.)

functional group

fluoro
hydroxyl

SMILES string

OC(C(F)(F)F)(C(F)(F)F)C(F)(F)F

InChI

1S/C4HF9O/c5-2(6,7)1(14,3(8,9)10)4(11,12)13/h14H

InChI key

XZNOAVNRSFURIR-UHFFFAOYSA-N

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General description

Nonafluoro-tert-butyl alcohol is also referred as perfluorotertiarybutanol and ′artificial blood′.

Application

Nonafluoro-tert-butyl alcohol was employed as a precursor for the preparation of appropriate bis(polyfluoroalkoxymethyl)carbinols and their corresponding mesylates.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H315,H319,H331,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM4308
BCCL5212
BCCK9607
BCCH2511
BCCC6358

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Huan Meng et al.
Organic letters, 21(13), 5206-5210 (2019-06-30)
A highly efficient method to incorporate the nonafluoro- tert-butoxy group into various arenes is developed. This C-O cross-coupling reaction proceeds smoothly in the absence of transition-metal catalyst with good functional group tolerance and scalability. In comparison with the conventional approach
Greener fluorous chemistry: Convenient preparation of new types of 'CF< sub> 3</sub>-rich'secondary alkyl mesylates and their use for the synthesis of azides, amines, imidazoles and imidazolium salts
Nemes A, et al.
Journal of Fluorine Chemistry, 131(12), 1368-1376 (2010)
Cyclization and rearrangement products from coupling reactions between terminal< i> o</i>-alkynylphenols or< i> o</i>-ethynyl (hydroxymethyl) benzene and 6-halopurines.
Berg TC, et al.
Tetrahedron, 62(25), 6121-6131 (2006)
Maxime Bourguignon et al.
Macromolecular rapid communications, 42(3), e2000482-e2000482 (2020-10-14)
Polyurethane hydrogels are attractive materials finding multiple applications in various sectors of prime importance; however, they are still prepared by the toxic isocyanate chemistry. Herein the facile and direct preparation in water at room temperature of a large palette of

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