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| Name |
Disperse Red 13 |
EINECS | 221-668-1 |
| CAS No. | 3180-81-2 | Density | 1.31 g/cm3 |
| PSA | 94.01000 | LogP | 5.00540 |
| Solubility | 11.51ug/L(25 oC) | Melting Point |
122-129 °C |
| Formula | C16H17ClN4O3 | Boiling Point | 547.7 °C at 760 mmHg |
| Molecular Weight | 348.789 | Flash Point | 285 °C |
| Transport Information | N/A | Appearance | dark red powder |
| Safety | 26-36 | Risk Codes | 36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
C.I.Disperse Red 13 (7CI,8CI);Dispersol Fast Crimson B (6CI);Ethanol,2-[[4-[(2-chloro-4-nitrophenyl)azo]phenyl]ethylamino]- (9CI);4-Nitro-2-chloro-4'-[ethyl(2-hydroxyethyl)amino]azobenzene;Acetamine Rubine B;Acetate Fast Rubine B;Amacel Rubine B;C.I.11115;Celliton Discharging Rubine BL;Celliton Fast Rubine B;Celliton Ruby B;Cibacet Rubine BS;CibacetRubine R;Diacelliton Fast Blue Bordeaux B;Disperse Bordeaux S;Dispersol Rubine B;Fenacet Fast Rubine B;IntrasperseBordeaux BA;KCA Acetate Crimson B;Kayalon Fast Rubine B;Nyloquinone Bordeaux B;Perliton Rubine 4B;Serisol Fast Crimson BD 150;Setacyl Red 2B;Silotras Rubine TSB;Supracet Fast Crimson B; |
Disperse Red 13 Synthetic route
| Conditions | Yield |
|---|---|
| With triethylamine In tetrahydrofuran at 20℃; Cooling with ice; | 96% |
| Conditions | Yield |
|---|---|
| With dmap; triethylamine In dichloromethane at 20℃; for 20h; | 90% |
| With pyridine; dmap In dichloromethane at 0℃; | 63% |
| Conditions | Yield |
|---|---|
| With triethylamine In dichloromethane at 20℃; | 84.7% |
| Conditions | Yield |
|---|---|
| With triethylamine In dichloromethane at 20℃; | 82.5% |
| With triethylamine In dichloromethane at 20℃; Cooling with ice; |
| Conditions | Yield |
|---|---|
| With triethylamine In dichloromethane at 20℃; | 81% |
- 111-24-0
1,5-dibromo-pentane
- 3180-81-2
2-[4-(2-chloro-4-nitrophenylazo)-N-ethylphenylamino]ethanol
- 1174752-17-0
5-bromopentyl 2-(N-ethyl-N-{4′-[(2″-chloro-4″-nitrophenyl)-phazo]phenyl}amino)ethyl ether
| Conditions | Yield |
|---|---|
| Stage #1: 2-[4-(2-chloro-4-nitrophenylazo)-N-ethylphenylamino]ethanol With potassium hydroxide; 18-crown-6 ether In tetrahydrofuran at 20℃; for 1h; Stage #2: 1,5-dibromo-pentane In tetrahydrofuran at 20℃; for 20h; | 78% |
| With 18-crown-6 ether; potassium hydroxide In tetrahydrofuran | 59% |
- 119613-87-5
6-O-(3-carboxypropanoyl)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose
- 3180-81-2
2-[4-(2-chloro-4-nitrophenylazo)-N-ethylphenylamino]ethanol
- 930805-71-3
succinic acid 2-{[4-(2-chloro-4-nitro-phenylazo)-phenyl]-ethyl-amino}-ethyl ester 2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethyl ester
| Conditions | Yield |
|---|---|
| With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 20℃; for 20h; | 70% |
- 930805-63-3
6-O-(3-carboxypropanoyl)-1,2:3,5-di-O-isopropylidene-α-D-glucofuranose
- 3180-81-2
2-[4-(2-chloro-4-nitrophenylazo)-N-ethylphenylamino]ethanol
- 930805-68-8
succinic acid 2-{[4-(2-chloro-4-nitro-phenylazo)-phenyl]-ethyl-amino}-ethyl ester 2,2,5,5-tetramethyl-tetrahydro-1,3,4,6,8-pentaoxa-cyclopenta[a]inden-7-ylmethyl ester
| Conditions | Yield |
|---|---|
| With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 20℃; for 20h; | 70% |
- 3180-81-2
2-[4-(2-chloro-4-nitrophenylazo)-N-ethylphenylamino]ethanol
| Conditions | Yield |
|---|---|
| With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; Inert atmosphere; | 61% |
| Conditions | Yield |
|---|---|
| With water; tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide In tetrahydrofuran at 20℃; for 16h; | 60% |
Disperse Red 13 Consensus Reports
Reported in EPA TSCA Inventory.
Disperse Red 13 Specification
The IUPAC name of C.I. Disperse red 13 is 2-[4-[(2-chloro-4-nitrophenyl)diazenyl]-N-ethylanilino]ethanol. With the CAS registry number 3180-81-2 and EINECS 221-668-1, it is also named as Acetamine Rubine B. The product's categories are Dyes and Pigments; Organics. It is dark red powder which should be sealed in the container and stored in the cool and dry place.
The other characteristics of this product can be summarized as: (1)ACD/LogP: 5.22; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.22; (4)ACD/LogD (pH 7.4): 5.22; (5)#H bond acceptors: 7; (6)#H bond donors: 1; (7)#Freely Rotating Bonds: 8; (8)Polar Surface Area: 94.01 Å2; (9)Index of Refraction: 1.614; (10)Molar Refractivity: 92.17 cm3; (11)Molar Volume: 264.4 cm3; (12) Polarizability: 36.54×10-24 cm3; (13)Surface Tension: 51.5 dyne/cm; (14)Enthalpy of Vaporization: 87.04 kJ/mol; (15)Vapour Pressure: 7.88E-13 mmHg at 25°C; (16)Rotatable Bond Count: 6; (17)Exact Mass: 348.098918; (18)MonoIsotopic Mass: 348.098918; (19)Topological Polar Surface Area: 94; (20)Heavy Atom Count: 24; (21)Complexity: 424.
Preparation of C.I. Disperse red 13: First, diazotizing the 2-chloro-4-nitroaniline to get compound 1. And then, coupling the compound 1 and N-ethyl-N-hydroxyethyl aniline. After filtering, grinding and drying, we can get the product.
Uses of C.I. Disperse red 13: It is used for dyeing and printing of polyester and blended fabrics. It is also suitable for high temperature high pressure dyeing and carrier dyeing.
When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing.
People can use the following data to convert to the molecule structure.
1. SMILES:Clc2cc(ccc2N=Nc1ccc(cc1)N(CC)CCO)[N+]([O-])=O
2. InChI:InChI=1/C16H17ClN4O3/c1-2-20(9-10-22)13-5-3-12(4-6-13)18-19-16-8-7-14(21(23)24)11-15(16)17/h3-8,11,22H,2,9-10H2,1H3
3. InChIKey:FEJPWLNPOFOBSP-UHFFFAOYAQ
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