4-Bromo-2-nitrophenol

HCID 24364CAS 7693-52-9
Substructure searchFind similar structures

Basic information

Standard SMILES
O=[N+]([O-])c1cc(Br)ccc1O
InChIKey
CUTFAPGINUFNQM-UHFFFAOYSA-N
Molecular formula
C6H4BrNO3
Average molar mass
218 g/mol
Monoisotopic mass
216.93745509

Names & identifiers

Preferred name
4-Bromo-2-nitrophenol
IUPAC
4-bromo-2-nitrophenol
English name
4-Bromo-2-nitrophenol
Molecular formula
C6H4BrNO3
Molecular weight
218

Names & synonyms

4-BROMO-2-NITROPHENOL2-Nitro-4-bromophenolPhenol, 4-bromo-2-nitro-EINECS 231-707-4NSC 402972BRN 1870312DTXSID202277174-06-00-01363 (Beilstein Handbook Reference)RefChem:98102DTXCID70150208231-707-4CUTFAPGINUFNQM-UHFFFAOYSA-N
Show more names
nsc4029724-Bromo-2-nitrophel4-bromo-2-nitro-phenoPHENOL, 2-NITRO-5-BROMO-4-Bromo-2-nitrophenol,98%4-Bromo-2-nitrophenol >
InChI=1/C6H4BrNO3/c7-4-1-2-6(9)5(3-4)8(10)11/h1-3,97693-52-9MFCD000825404-bromo-2-nitro-phenolSNK5JLK3FANSC-4029724-Bromo-1-hydroxy-2-nitrobenzene4-Bromo-nitrophenol

Database identifiers

CAS
7693-52-9
PubChem CID
24364
DTXSID
DTXSID20227717
UNII
SNK5JLK3FA
EC Number
231-707-4
Nikkaji
J326.521H

Properties

Computed structural properties

XLogP
2.5
Topological polar surface area
66.1 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
3
Rotatable bonds
0
Heavy atoms
11

Experimental & physicochemical properties

SpringerMaterials Properties13C nuclear magnetic resonance spectrum

Physicochemical properties

Melting point
90 · 90-94 °C (lit.)
Boiling point
259.4 · 259.4±20.0 °C(Predicted)
Density
1.8994 · 1.8994 (rough estimate)
refractive index
1.609 · 1.6090 (estimate)
storage temp.
Sealed in dry,Room Temperature
pka
6.28 · 6.28±0.14(Predicted)

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302+H332 (85.1%): Harmful if swallowed or if inhaled [Warning Acute toxicity, oral; acute toxicity, inhalation]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 47 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (89.4%)

Safety data

PPE
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
wgk
3
rtecs
SJ8370000
hs_code
29089990
risk_code
20/21/22-36/37/38-20/22
Signal word
Warning

Chemistry & industry

Applications · 3 items

Description4-bromo-2-nitrophenol is an essential intermediate for fine chemical engineering. It can be used to synthesize derivatives with biological activity, such as heterocyclic compounds as peptidase inhibitors for treating diabetes, introducing fluorine-containing groups as pesticides, and aminic compounds as Btk inhibitors for treating immune diseases.

Uses4-Bromo-2-nitrophenol serves as a precursor for synthesizing ether derivatives. It reacts with 1,2-dibromoethane in the presence of NaOH to form 4-bromo-1-(2-bromoethoxy)-2-nitrobenzene, and couples with 1-(2-bromoethoxy)-2-nitrobenzene using K2CO3 in DMF to yield 4-bromo-2-nitro-1-[2-(2-nitrophenoxy)ethoxy]benzene[1-2].

General DescriptionThe Suzuki coupling of 4-bromo-2-nitrophenol with boronic acid was studied.

Upstream & downstream products

Suppliers50 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
上海策嵘生物科技有限公司[email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
温州共赢化学有限公司+86-0086-577-64498589 +86-15355981851 · [email protected]

Related reactions

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Linked notes

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