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Para Red

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Name

Para Red

EINECS 229-093-8
CAS No. 6410-10-2 Density 1.35g/cm3
PSA 90.77000 LogP 5.39220
Solubility

Stability

    Stable. Incompatible with strong oxidizing agents.

Toxicology

    Skin, eye and respiratory irritant.

    Toxicity data
    (The meaning of any toxicological abbr

Melting Point 248-252 °C
Formula C16H11 N3 O3 Boiling Point 489.5°C at 760 mmHg
Molecular Weight 293.282 Flash Point 249.8°C
Transport Information N/A Appearance solid
Safety 680469 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 6410-10-2 (1-(4-NITROPHENYLAZO)-2-NAPHTHOL) Hazard Symbols Xi
Synonyms

2-Naphthalenol,1-[(4-nitrophenyl)azo]- (9CI); 2-Naphthol, 1-(p-nitrophenylazo)- (6CI); C.I.Pigment Red 1 (7CI,8CI); 1-(2-Hydroxynaphthyl)-4'-nitroazobenzene;1-[(4-Nitrophenyl)azo]-2-naphthol; 1-[(p-Nitrophenyl)azo]-2-naphthol; C.I.12070; C.P. Britelite Toner RP 9; C.P. Para Toner Light RP 2; Carnelio Para RedBS; Carnelio Para Red YS; Conc. Para Red; Conc. Para Red YS; Dainichi Para RedToner; Duplex Para Red XD 20-2900; Eljon Para Red; Federal Red; Isol Para RedB; Kromon Para Red BS; Kromon Para Red YS; Label Red; Lacal Red GN; Lake Red2R; Lake Red PN; Lutetia Red B; Lutetia Red N; Monolite Fast Red B; MonoliteFast Red BA; NSC 210792; NSC 70812; No. 7 Conc. Deep Red; Para Nitraniline Red;Para Red; Para Red B 20-2080; Para Red BS; Para Red Dark; Para Red Dark RA1280; Para Red Light; Para Red Light 10333; Para Red Light RA 1210; Para RedToner; Para Red Toner RPT 52; Para Red YS; Para Toner; Para Toner B; Para TonerD; Para Toner Dark 5065; Para Toner Deep A 1757; Para Toner Light A 4329; ParaToner Light RT 370; Para Toner Red; Para Toner Y 20-1150; Pigment Red 1;Pigment Red B; Pigment Red G; Pigment Red R; Pigment Red Zh; Recolite Para RedB; Recolite Para Red G; Sanyo Signal Red Pure; Siloton Red B; Siloton Red G;Symuler Fast Para Red; Tertropigment Red PAB; Tolyl Red D; Tolyl Red LL; TolylRed M; p-Nitraniline red

Article Data 68

Para Red Synthetic route

100-01-6

4-nitro-aniline

135-19-3

β-naphthol

6410-10-2

para red

Conditions
ConditionsYield
With potassium hydrogensulfate; water; sodium nitrite for 0.0333333h; Diazotization; coupling; microwave irradiation;100%
With hydrogenchloride; sodium nitrite In water at 20℃; for 1h; Time;99%
With hydrogenchloride; sodium nitrite In water at 20℃; for 0.0833333h; Reagent/catalyst; Temperature; Green chemistry;99%
875-83-2

sodium 2-naphtholate

100-01-6

4-nitro-aniline

6410-10-2

para red

Conditions
ConditionsYield
With sodium nitrite In water at 0 - 5℃; for 0.25h;95%
93680-31-0

C7H6N8O2

135-19-3

β-naphthol

6410-10-2

para red

Conditions
ConditionsYield
With trifluoroacetic acid In benzene at 65℃; for 3h;94%
135-19-3

β-naphthol

4-nitrobenzenediazonium o-benzenedisulfonimide

6410-10-2

para red

Conditions
ConditionsYield
With sodium hydroxide In water for 0.333333h;94%
With toluene-4-sulfonic acid In methanol at 20℃; Kinetics; Further Variations:; Reagents;
100-05-0

4-nitrobenzenediazonium chloride

135-19-3

β-naphthol

6410-10-2

para red

Conditions
ConditionsYield
With sodium hydroxide In water for 0.383333h;92%
With sodium selenite In sodium hydroxide
azo coupling;
135-19-3

β-naphthol

3-Hydroxy-1-(p-nitrophenyl)-3-(o-nitrosophenyl)triazene

6410-10-2

para red

Conditions
ConditionsYield
Stage #1: 3-Hydroxy-1-(p-nitrophenyl)-3-(o-nitrosophenyl)triazene With hydrogenchloride; water; acetic acid at 10℃; for 0.166667h;
Stage #2: β-naphthol With sodium hydroxide In water
90%
100-01-6

4-nitro-aniline

135-19-3

β-naphthol

A

6410-10-2

para red

B

57376-58-6

2-naphthoquinone 1-(4'-nitrophenyl)hydrazone

Conditions
ConditionsYield
Stage #1: 4-nitro-aniline With hydrogenchloride In water at 0 - 5℃; for 0.0833333h;
Stage #2: With 1-(4-(nitrosooxy)butyl)-3-methylimidazolium chloride In water at 0 - 5℃; for 0.416667h;
Stage #3: β-naphthol With sodium hydroxide In water at 0℃; for 0.366667h;
A 89%
B n/a
91363-26-7

p-nitrophenylazobenzenethiosulfonate

135-19-3

β-naphthol

6410-10-2

para red

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide at 50 - 60℃; for 3h;88.2%
573-97-7

1-bromo-2-naphthol

4-nitrobenzenediazonium o-benzenedisulfonimide

A

586-78-7

para-nitrophenyl bromide

B

6410-10-2

para red

Conditions
ConditionsYield
With sodium hydroxide; tetraethylammonium bromide In acetonitrile at 20℃; for 10h; Product distribution; Further Variations:; Reagents; Reaction partners;A 80%
B 15%
56049-47-9

N'-tosyl-4-nitrophenylhydrazine

135-19-3

β-naphthol

6410-10-2

para red

Conditions
ConditionsYield
With potassium carbonate In dichloromethane at 20℃; for 8h;78%

Para Red Chemical Properties

Molecular Structure of Para Red (CAS NO.6410-10-2):

IUPAC Name: (1E)-1-[(4-Nitrophenyl)hydrazinylidene]naphthalen-2-one 
Molecular Formula: C16H11N3O3
Molecular Weight: 293.28
EINECS: 229-093-8
Melting Point: 248-252 °C 
Index of Refraction: 1.673
Molar Refractivity: 81.25 cm3
Molar Volume: 216.7 cm3
Surface Tension: 58.1 dyne/cm
Density: 1.35 g/cm3
Flash Point: 277.5 °C
Enthalpy of Vaporization: 84.21 kJ/mol
Boiling Point: 535.2 °C at 760 mmHg
Vapour Pressure: 4.53E-12 mmHg at 25 °C
Classification Code: Mutation data
Appearance: Red solid

Para Red Production

 Para Red is prepared by diazotisation of para-nitroaniline at ice-cold temperatures.

Para Red Safety Profile

Safety Information of Para Red (CAS NO.6410-10-2):
Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 24/25-36-26 
S24/25:Avoid contact with skin and eyes. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing.
RTECS: QL4510000

Para Red Specification

  Para Red (CAS NO.6410-10-2), its Synonyms are 1-((4-Nitrobenzene)azo)-2-naphthol ; 1-((4-Nitrophenyl)azo)-2-naphthol ; 1-((p-Nitrophenyl)azo)-2-naphthol ; 2-Naphthalenol, 1-((4-nitrophenyl)azo)- ; C.I. Pigment Red 2 ; C.P. Britelite Toner RP-9 ; C.P. Para Toner Light RP-2 ; Carnelio Para Red BS ; Carnelio Para Red YS ; Conc. Para Red ; Conc. Para Red YS ; Dainichi Para Red Toner .
 Para Red  is a chemical dye. Chemically, the dye is similar to Sudan I. The dye was discovered in 1880 by von Gallois and Ullrich, and was the first azo dye. It dyes cellulose fabrics a brilliant red, but is not very fast. The dye can be washed away easily from cellulose fabrics if not dyed correctly. Throughout making Para Red, the solution will become acidic and basic. Small amounts of byproducts may be left over after the Para Red dye is made that may be acidic or basic, but if made correctly there are little of these and the byproducts have no effect.

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