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6,6'-Ureylene-bis(1-naphthol-3-sulfonic acid)

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Name

6,6'-Ureylene-bis(1-naphthol-3-sulfonic acid)

EINECS 205-142-9
CAS No. 134-47-4 Density 1.798 g/cm3
PSA 207.09000 LogP 5.84920
Solubility N/A Melting Point 86-88°C
Formula C21H16N2O9S2 Boiling Point N/A
Molecular Weight 504.498 Flash Point N/A
Transport Information N/A Appearance dry grey-white powder
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 134-47-4 (6,6'-Ureylene-bis(1-naphthol-3-sulfonic acid)) Hazard Symbols N/A
Synonyms

1-Naphthol-3-sulfonicacid, 6,6'-ureylenebis- (6CI);2-Naphthalenesulfonic acid, 7,7'-ureylenebis[4-hydroxy-(8CI);6,6'-Ureylenebis(1-naphthol-3-sulfonic acid);Carbonyl J;I AcidUrea;J acid urea;N,N'-Bis(5-hydroxy-7-sulfo-2-naphthyl)urea;NSC 1699;NSC 45174;UreaJ Acid;Scarlet Acid;

Article Data 4

6,6'-Ureylene-bis(1-naphthol-3-sulfonic acid) Synthetic route

32315-10-9

bis(trichloromethyl) carbonate

87-02-5

1-hydroxy-6-amino-3-naphthalenesulfonic acid

Conditions
ConditionsYield
With sodium hydroxide at 60℃; for 6h; pH=7 - 8;90%
75-44-5

phosgene

87-02-5

1-hydroxy-6-amino-3-naphthalenesulfonic acid

Conditions
ConditionsYield
With sodium carbonate
75-44-5

phosgene

87-02-5

1-hydroxy-6-amino-3-naphthalenesulfonic acid

alkali

alkali

N,N-Bis-(3-formamidopropyl)methylamine

6378-19-4

4-methoxy-3-nitrobenzyl chloride

C51H68N12O11S2(2+)*2Cl(1-)

Conditions
ConditionsYield
Multistep reaction;
diazotized 4-nitro-2-amino-phenol

diazotized 4-nitro-2-amino-phenol

4,4'-dihydroxy-3,3'-bis-(2-hydroxy-5-nitro-phenylazo)-7,7'-ureylene-bis-naphthalene-2-sulfonic acid

582-33-2

3-aminobenzoic acid ethyl ester

C39H32N6O13S2

Conditions
ConditionsYield
Stage #1: 3-aminobenzoic acid ethyl ester With sulfuric acid; sodium nitrite Diazotization;
Stage #2: AMI-1 With sodium carbonate at 20℃; pH=9; azo coupling;
944-43-4

4-amino-2,3,5,6-tetrafluorobenzoic acid

C35H16F8N6O13S2

Conditions
ConditionsYield
Stage #1: 4-amino-2,3,5,6-tetrafluorobenzoic acid With sulfuric acid; sodium nitrite Diazotization;
Stage #2: AMI-1 With sodium carbonate at 20℃; pH=9; azo coupling;
615-57-6

2,4-dibromo-aniline

C33H20Br4N6O9S2

Conditions
ConditionsYield
Stage #1: 2,4-dibromo-aniline With sulfuric acid; sodium nitrite Diazotization;
Stage #2: AMI-1 With sodium carbonate at 20℃; pH=9; azo coupling;
2393-17-1

3-(4-aminophenyl)propionic acid

3-{4-[6-(3-{6-[4-(2-carboxy-ethyl)-phenylazo]-5-hydroxy-7-sulfo-naphthalen-2-yl}-ureido)-1-hydroxy-3-sulfo-naphthalen-2-ylazo]-phenyl}-propionic acid

Conditions
ConditionsYield
Stage #1: 3-(4-aminophenyl)propionic acid With sulfuric acid; sodium nitrite Diazotization;
Stage #2: AMI-1 With sodium carbonate at 20℃; pH=9; azo coupling;
2486-70-6

4-amino 3-methylbenzoic acid

C37H28N6O13S2

Conditions
ConditionsYield
Stage #1: 4-amino 3-methylbenzoic acid With sulfuric acid; sodium nitrite Diazotization;
Stage #2: AMI-1 With sodium carbonate at 20℃; pH=9; azo coupling;

6,6'-Ureylene-bis(1-naphthol-3-sulfonic acid) Specification

The IUPAC name of 6,6'-Ureylene-bis(1-naphthol-3-sulfonic acid) is 4-hydroxy-7-[(5-hydroxy-7-sulfonaphthalen-2-yl)carbamoylamino]naphthalene-2-sulfonic acid. With the CAS registry number 134-47-4 and EINECS 205-142-9, it is also named as 7,7'-(Carbonyldiimino)bis(4-hydroxy-2-naphthalenesulfonic acid). The product's category is Intermediates of Dyes and Pigments.

The other characteristics of this product can be summarized as: (1)ACD/LogP: -1.94; (2)# of Rule of 5 Violations: 3; (3)ACD/LogD (pH 5.5): -6.44; (4)ACD/LogD (pH 7.4): -6.47; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 11; (10)#H bond donors: 6; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 145.51 Å2; (13)Index of Refraction: 1.822; (14)Molar Refractivity: 122.38 cm3; (15)Molar Volume: 280.5 cm3; (16)Polarizability: 48.51×10-24 cm3; (17)Surface Tension: 110.3 dyne/cm; (18)Rotatable Bond Count: 4; (19)Tautomer Count: 43; (20)Exact Mass: 504.029722; (21)MonoIsotopic Mass: 504.029722; (22)Topological Polar Surface Area: 207; (23)Heavy Atom Count: 34; (24)Complexity: 886.

Uses of 6,6'-Ureylene-bis(1-naphthol-3-sulfonic acid): It is used as intermediate of azo dyes. And it is also used to produce Direct Orange S, Direct Fast Scarlet 4BS.

People can use the following data to convert to the molecule structure. 
1. SMILES:O=S(=O)(O)c2cc1cc(ccc1c(O)c2)NC(=O)Nc3ccc4c(c3)cc(cc4O)S(=O)(=O)O
2. InChI:InChI=1/C21H16N2O9S2/c24-19-9-15(33(27,28)29)7-11-5-13(1-3-17(11)19)22-21(26)23-14-2-4-18-12(6-14)8-16(10-20(18)25)34(30,31)32/h1-10,24-25H,(H2,22,23,26)(H,27,28,29)(H,30,31,32) 
3. InChIKey:PCGISRHGYLRXSR-UHFFFAOYAI
4. Std. InChI:InChI=1S/C21H16N2O9S2/c24-19-9-15(33(27,28)29)7-11-5-13(1-3-17(11)19)22-21(26)23-14-2-4-18-12(6-14)8-16(10-20(18)25)34(30,31)32/h1-10,24-25H,(H2,22,23,26)(H,27,28,29)(H,30,31,32)
5. Std. InChIKey:PCGISRHGYLRXSR-UHFFFAOYSA-N

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