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N19702

2-Nitrophenol

Name: 2-Nitrophenol
Brand: ALDRICH

98%

Synonym(s):

2-Hydroxynitrobenzene, o-Hydroxynitrobenzene, o-Nitrophenol

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About This Item

Linear Formula:

O₂NC₆H₄OH

CAS Number:

88-75-5

Molecular Weight:

139.11

Beilstein:

775403

EC Number:

201-857-5

MDL number:

MFCD00011688

UNSPSC Code:

12352100

PubChem Substance ID:

24897541

NACRES:

NA.22

vapor pressure

1 mmHg ( 49.3 °C)

Assay

98%

form

needles

SMILES string

Oc1ccccc1[N+]([O-])=O

InChI

1S/C6H5NO3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H

InChI key

IQUPABOKLQSFBK-UHFFFAOYSA-N

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Application

2-Nitrophenol can be used in the iron-catalyzed synthesis of 2-arylbenzoxazole from benzylic alcohols.
It is employed in the preparation of heterodiazocines, which are potential photochromic compounds for applications in photopharmacology and functional materials.
It can be used as a precursor in synthesizing “off-on” chemosensor for Hg²⁺ detection in aqueous acetonitrile solution.
Additional application includes the synthesis of 1,4-benzoxazine derivative in the total synthesis of antimicrobial agent, levofloxacin.

Physical form

Due to its specific melting range the product may be solid, liquid, a solidified melt or a supercooled melt.

Pictograms

GHS07,GHS09

Signal Word

Warning

Hazard Statements

H302 + H312 + H332,H410

Precautionary Statements

P261 - P273 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

212.9 °F - closed cup

Flash Point(C)

100.5 °C - closed cup

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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USP

1056504

1,4-Benzoquinone

S682810

2-NITROPHENOL, SODIUM SALT

Heterodiazocines: Synthesis and Photochromic Properties, Trans to Cis Switching within the Bio-optical Window.

Hammerich M, et al.

Journal of the American Chemical Society, 138(40), 13111-13114 (2016)

Hg2+-selective ratiometric and ?Off? On? chemosensor based on the azadiene? pyrene derivative.

Zhou Y, et al.

Organic Letters, 12(11), 2566-2569 (2010)

Iron-catalyzed 2-arylbenzoxazole formation from o-nitrophenols and benzylic alcohols.

Wu M, et al.

Organic Letters, 14(11), 2722-2725 (2012)

Chemoenzymatic asymmetric synthesis of 1, 4-benzoxazine derivatives: Application in the synthesis of a levofloxacin precursor.

Lopez-Iglesias M, et al.

The Journal of Organic Chemistry, 80(8), 3815-3824 (2015)

Near-ultraviolet absorption cross sections of nitrophenols and their potential influence on tropospheric oxidation capacity.

Jun Chen et al.

The journal of physical chemistry. A, 115(44), 12235-12242 (2011-10-01)

Nitrophenols and methylnitrophenols have been identified as photolytic precursors of nitrous acid, HONO, but their gas-phase absorption has not previously been reported. In this study, the absorption cross sections of 2-nitrophenol, 3-methyl-2-nitrophenol, and 4-methyl-2-nitrophenol were measured from 320 to 450

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