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N-Phenylhydroxylamine

N-Phenylhydroxylamine Structure
CAS No.
100-65-2
Chemical Name:
N-Phenylhydroxylamine
Synonyms
NCI C-60093;N-HYDROXYANILINE;N-HYDROXYLANILINE;Hydroxyaminobenzene;Phenylhydroxylamine;N-Phenylhydroxyamine;N-Hydroxybenzenamine;N-Phenylhydroxylamin;N-Phenylhydroxylamine;BenzenaMine, N-hydroxy-
CBNumber:
CB5851746
Molecular Formula:
C6H7NO
Molecular Weight:
109.13
MOL File:
100-65-2.mol
MSDS File:
SDS
Modify Date:
2024/3/29 18:52:01

N-Phenylhydroxylamine Properties

Melting point 80-84℃
Boiling point 204.59°C (rough estimate)
Density 1.1143 (rough estimate)
refractive index 1.5444 (estimate)
storage temp. -20°C
pka 9.00±0.70(Predicted)
form solid
color Light brown
Water Solubility 20g/L(5 ºC)
Stability Unstable - deteriorates with storage. Incompatible with strong oxidizing agents.
EPA Substance Registry System Phenylhydroxylamine (100-65-2)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06
Signal word  Danger
Hazard statements  H301
Precautionary statements  P301+P310
Hazard Codes  T
Risk Statements  25
Safety Statements  45
RIDADR  UN 2811
WGK Germany  3
RTECS  NC4900000
HazardClass  6.1
PackingGroup 
HS Code  2928009090

N-Phenylhydroxylamine price More Price(2)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 671576 N-Phenylhydroxylamine ≥95.0% 100-65-2 1G ₹7837.3 2022-06-14 Buy
Sigma-Aldrich(India) 671576 N-Phenylhydroxylamine ≥95.0% 100-65-2 5G ₹31046.1 2022-06-14 Buy
Product number Packaging Price Buy
671576 1G ₹7837.3 Buy
671576 5G ₹31046.1 Buy

N-Phenylhydroxylamine Chemical Properties,Uses,Production

Chemical Properties

tan powder or crystals

Uses

Manufacture of cupferron.

Preparation

To a dispersion of 180 gm (2.75 gm-atom) of zinc dust in 500 ml of 50% aqueous ethanol, with vigorous stirring, is added 130 ml (156 gm, 1.27 mole) of nitrobenzene. The reaction is initiated by the dropwise addition of an aqueous ammonium chloride solution and can thereafter be maintained at a controllable rate by the cautious addition of the remaining ammonium chloride solution. The reaction temperature rises during this reduction step. Once reflux has subsided, the basic zinc salts are filtered off using a sintered glass funnel. The light green filtrate is cooled in an ice-salt mixture to precipitate the product. The yield is 100 gm (72.2%), m.p. 81°C.
The reduction of 2-methyl-2-nitropropane is carried out in a similar manner at 10-20°C to afford a 68% yield of N-t-butylhydroxylamine (m.p. 60-62°C).
100-65-2 synthesis

General Description

Tan to brown crystals.

Air & Water Reactions

Soluble in hot water.

Reactivity Profile

N-Phenylhydroxylamine neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

Fire Hazard

Flash point data for N-Phenylhydroxylamine are not available but N-Phenylhydroxylamine is probably nonflammable.

Safety Profile

Poison by ingestion and subcutaneous routes. Human systemic effects by skin contact: primary irritation. Preparative hazard. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.

Purification Methods

Impure base deteriorates rapidly. Crystallise it from H2O, *C6H6 or *C6H6/pet ether (40-60o). The picrate has m 186o (from EtOH), and the benzenesulfonate salt has m 70o (dec )(EtOH/*C6H6). [Beilstein 15 H 2, 15 I 3, 15, II 4, 15 III 5. 15 IV 4.]

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N-HYDROXYANILINE N-HYDROXYLANILINE N-Phenylhydroxylamine Phenylhydroxylamine Hydroxyaminobenzene NCI C-60093 N-Hydroxybenzenamine N-Phenylhydroxyamine N-PhenylhydroxylaMine >=97.0% N-Phenylhydroxylamine,N-Hydroxybenzenamine BenzenaMine, N-hydroxy- N-hydroxy-benzenamine, 95+% N-Phenylhydroxylamin 100-65-2 C6H5NHOH