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552224

Sigma-Aldrich

2-Amino-5-chlorophenol

97%

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About This Item

Linear Formula:
H2NC6H3(Cl)OH
CAS Number:
Molecular Weight:
143.57
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

solid

mp

145-153 °C (lit.)

functional group

chloro

SMILES string

Nc1ccc(Cl)cc1O

InChI

1S/C6H6ClNO/c7-4-1-2-5(8)6(9)3-4/h1-3,9H,8H2

InChI key

FZCQMIRJCGWWCL-UHFFFAOYSA-N

General description

2-Amino-5-chlorophenol can be synthesized from 2-chloro-5-nitrophenol via reduction. It can also be obtained from 1-chloro-4-nitrobenzene by using a bacterial strain LW1. 2-Amino-5-chlorophenol participates in the condensation reaction with acetylferrocene to afford ferrocenyl Schiff bases bearing a phenol group.

Application

2-Amino-5-chlorophenol may be used to synthesize 2-amino-5-chloromuconic semialdehyde and benzoxazole derivatives.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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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Jian-Feng Wu et al.
Archives of microbiology, 183(1), 1-8 (2004-12-08)
Comamonas strain CNB-1 was isolated from a biological reactor treating wastewater from a p-chloronitrobenzene production factory. Strain CNB-1 used p-chloronitrobenzene as sole source of carbon, nitrogen, and energy. A 2-aminophenol 1,6-dioxygenase was purified from cells of strain CNB-1. The purified
Synthesis and Crystal Structure of 1-Chloro-2-methyl-4-nitrobenzene.
Saeed A and Simpson J.
Crystals, 2(1), 137-143 (2012)
Jian-feng Wu et al.
Applied and environmental microbiology, 72(3), 1759-1765 (2006-03-07)
Comamonas sp. strain CNB-1 grows on 4-chloronitrobenzene (4-CNB) and nitrobenzene as sole carbon and nitrogen sources. In this study, two genetic segments, cnbB-orf2-cnbA and cnbR-orf1-cnbCaCbDEFGHI, located on a newly isolated plasmid, pCNB1 (ca. 89 kb), and involved in 4-CNB/nitrobenzene degradation
Yi Xiao et al.
Applied microbiology and biotechnology, 73(1), 166-171 (2006-04-28)
The genes encoding enzymes involved in the initial reactions during degradation of 4-chloronitrobenzene (4CNB) were characterized from the 4CNB utilizer Pseudomonas putida ZWL73, in which a partial reductive pathway was adopted. A DNA fragment containing genes coding for chloronitrobenzene nitroreductase
E Katsivela et al.
Applied and environmental microbiology, 65(4), 1405-1412 (1999-04-02)
Bacterial strain LW1, which belongs to the family Comamonadaceae, utilizes 1-chloro-4-nitrobenzene (1C4NB) as a sole source of carbon, nitrogen, and energy. Suspensions of 1C4NB-grown cells removed 1C4NB from culture fluids, and there was a concomitant release of ammonia and chloride.

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