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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

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’.

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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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