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N-Phenylhydroxylamine

Product Name
N-Phenylhydroxylamine
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
Formula Weight
109.13
MOL File
100-65-2.mol
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N-Phenylhydroxylamine Property

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)
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Safety

Hazard Codes 
T
Risk Statements 
25
Safety Statements 
45
RIDADR 
UN 2811
WGK Germany 
3
RTECS 
NC4900000
HazardClass 
6.1
PackingGroup 
HS Code 
2928009090
Hazardous Substances Data
100-65-2(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

Precautionary statements

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
671576
Product name
N-Phenylhydroxylamine
Purity
≥97.0% (GC)
Packaging
1g
Price
$107
Updated
2024/03/01
Sigma-Aldrich
Product number
671576
Product name
N-Phenylhydroxylamine
Purity
≥97.0% (GC)
Packaging
5g
Price
$307
Updated
2024/03/01
Usbiological
Product number
459603
Product name
N-Phenylhydroxylamine
Packaging
1g
Price
$403
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
48242
Product name
N-Phenylhydroxylamine
Packaging
1g
Price
$610
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0077183
Product name
N-PHENYLHYDROXYLAMINE
Purity
95.00%
Packaging
1G
Price
$687.75
Updated
2021/12/16
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N-Phenylhydroxylamine Chemical Properties,Usage,Production

Chemical Properties

tan powder or crystals

Uses

N-Phenylhydroxylamine can be used as a starting material for the synthesis of:

  • 2-alkylindoles by treating with aliphatic terminal alkynes using gold catalyst via sequential 3,3-rearrangements and cyclodehydrations.
  • Isoxazolidines by reacting with aldehydes and α, β-unsaturated aldehydes via a three-component one-pot catalytic reaction.
  • Tetrahydro-1,2-oxazines by treating with an aldehyde and cyclopropane via homo 3+2 dipolar cycloaddition reaction.

Uses

Manufacture of cupferron.

Definition

ChEBI: N-phenylhydroxylamine is an N-substituted amine that is a derivative of aniline in which one of the amino hydrogen atoms is replaced with a hydroxy substituent.

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).

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.]

N-Phenylhydroxylamine Preparation Products And Raw materials

Raw materials

Preparation Products

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N-Phenylhydroxylamine Suppliers

Alfa Chemistry
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1-516-927-0118
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United States
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Alfa Chemistry
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ARVI Fine Organic Chemicals Co., Ltd.
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Santa Cruz Biotechnology, Inc.
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Best PharmaTech, Inc.
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United States Biological
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Riedel-de Haen AG
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HONEST JOY HOLDINGS LIMITED
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View Lastest Price from N-Phenylhydroxylamine manufacturers

Hebei Chuanghai Biotechnology Co,.LTD
Product
N-Phenylhydroxylamine 100-65-2
Price
US $10.00/KG
Min. Order
1KG
Purity
99.8%
Supply Ability
10000kg
Release date
2024-08-23
Henan Fengda Chemical Co., Ltd
Product
N-Phenylhydroxylamine 100-65-2
Price
US $8.00-1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-03-29
Career Henan Chemical Co
Product
N-Phenylhydroxylamine 100-65-2
Price
US $1.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1kg,5kg,100kg
Release date
2019-07-04