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Nitrosobenzene

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Nitrosobenzene Basic information

Product Name:
Nitrosobenzene
Synonyms:
  • Nitrosobenzene >=97%
  • NITROSOBENZENE
  • benzene,nitroso-
  • nitroso-benzen
  • nob
  • Nitrosobenzol
  • 1-Nitrosobenzene
  • p-nitrosobenzene
CAS:
586-96-9
MF:
C6H5NO
MW:
107.11
EINECS:
209-591-1
Product Categories:
  • Organic Building Blocks
  • Analytical Chemistry
  • ESR Spectrometry
  • Spin Trapping Reagents
  • Building Blocks
  • Chemical Synthesis
  • Nitrogen Compounds
  • Nitroso Compounds
Mol File:
586-96-9.mol
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Nitrosobenzene Chemical Properties

Melting point:
65-69 °C (lit.)
Boiling point:
59 °C/18 mmHg (lit.)
Density 
1.1697 (rough estimate)
refractive index 
1.5389 (estimate)
storage temp. 
2-8°C
solubility 
Chloroform (Sparingly), Methanol (Slightly)
form 
Solid
color 
White to Brown
BRN 
605688
Stability:
Stable. Incompatible with strong oxidizing agents.
InChI
1S/C6H5NO/c8-7-6-4-2-1-3-5-6/h1-5H
InChIKey
NLRKCXQQSUWLCH-UHFFFAOYSA-N
SMILES
O=Nc1ccccc1
CAS DataBase Reference
586-96-9
NIST Chemistry Reference
Benzene, nitroso-(586-96-9)
EPA Substance Registry System
Nitrosobenzene (586-96-9)
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Safety Information

Hazard Codes 
T
Risk Statements 
20/21-25
Safety Statements 
26-36/37-45
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
3
RTECS 
DA6497525
9-23
TSCA 
TSCA listed
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
29042000
Storage Class
6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard Classifications
Acute Tox. 3 Oral
Acute Tox. 4 Dermal
Acute Tox. 4 Inhalation

MSDS

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Nitrosobenzene Usage And Synthesis

Chemical Properties

light yellow solid

Uses

Spin trap reagent. Has been used in the study of oxidative DNA damage and nitroso-compound-induced respiratory burst in neutrophils3,4.

Uses

Spin trap. Undergoes various addition, reduction, and oxidation reactions.

Definition

ChEBI: A nitroso compound that is the nitroso derivative of benzene; a diamagnetic hybrid of singlet O2 and azobenzene.

Purification Methods

Steam distil nitrosobenzene, then crystallise it from a small volume of EtOH with cooling below 0o, dry it over CaCl2 in a dessicator at atmospheric pressure, and store it under N2 at 0o. Alternatively it can be distilled onto a cold finger cooled with brine at ~-10o in a vacuum at 17mm (water pump), while heating in a water bath at 65-70o [Robertson & Vaughan J Chem Educ 27 605 1950]. [Beilstein 5 IV 702.]

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