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218006

Sigma-Aldrich

5-Chloro-3-hydroxypyridine

99%

Synonym(s):

5-Chloro-3-pyridinol

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About This Item

Empirical Formula (Hill Notation):
C5H4ClNO
CAS Number:
74115-12-1
Molecular Weight:
129.54
EC Number:
277-727-7
MDL number:
MFCD00006379
UNSPSC Code:
12352100
PubChem Substance ID:
24853043
NACRES:
NA.22

Quality Level

100

Assay

99%

form

powder

mp

160-162 °C (lit.)

SMILES string

Oc1cncc(Cl)c1

InChI

1S/C5H4ClNO/c6-4-1-5(8)3-7-2-4/h1-3,8H

InChI key

TUIDQYRZDZRHPQ-UHFFFAOYSA-N

General description

5-Chloro-3-hydroxypyridine undergoes Suzuki-Miyaura cross-coupling with 3-pyridylboronic acid in the presence of Pd catalyst to yield hydroxybiphenyls.

Application

5-Chloro-3-hydroxypyridine was used in the preparation of 4-(5-chloropyridin-3-yloxy)isoquinoline.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

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Certificates of Analysis (COA)

Lot/Batch Number
STBF2696V
STBD1865V
STBB7314V
STBB7314
S44103

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Robbins TA, et al.
Journal of the American Chemical Society, 116, 111-111 (1994)
Microwave-promoted Suzuki-Miyaura coupling of arylboronic acids with 1-bromo-2-naphthol, o-bromophenol, and o-chlorophenol.
Wawrzyniak P and Heinicke J.
Tetrahedron Letters, 47(50), 8921-8924 (2006)

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