Product Name

  • Name

    1,8-Dihydroxynaphthylene-3,6-disulfonic acid

  • EINECS 205-712-7
  • CAS No. 148-25-4
  • Density 1.929 g/cm3
  • Solubility
  • Melting Point
  • Formula C10H8O8S2
  • Boiling Point 429.2°C (rough estimate)
  • Molecular Weight 320.301
  • Flash Point
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes R22
  • Molecular Structure Molecular Structure of 148-25-4 (1,8-Dihydroxynaphthylene-3,6-disulfonic acid)
  • Hazard Symbols Xn
  • Synonyms 4,5-Dihydroxy-2,7-naphthalenedisulfonic acid;C.I. 16655;Chromotropic acid;
  • PSA 165.96000
  • LogP 2.90600

Synthetic route

1-naphthol-3,6,8-trisulphonic acid
3316-02-7

1-naphthol-3,6,8-trisulphonic acid

chromatotropic acid
148-25-4

chromatotropic acid

Conditions
ConditionsYield
With alkali hydroxide at 170 - 220℃;
4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid
90-20-0

4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid

chromatotropic acid
148-25-4

chromatotropic acid

Conditions
ConditionsYield
With potassium hydroxide at 260 - 280℃;
With sodium hydroxide at 260 - 280℃;
With sulfuric acid at 145℃;
1,8-diamino-3,6-naphthalenedisulfonic acid
6362-11-4

1,8-diamino-3,6-naphthalenedisulfonic acid

chromatotropic acid
148-25-4

chromatotropic acid

Conditions
ConditionsYield
With diluted alkali at 260 - 280℃;
With diluted acid at 150 - 160℃;
2,2-dioxo-2λ6-naphth[1,8-cd][1,2]oxathiol-4,7-disulfonic acid

2,2-dioxo-2λ6-naphth[1,8-cd][1,2]oxathiol-4,7-disulfonic acid

alkali hydroxides

alkali hydroxides

chromatotropic acid
148-25-4

chromatotropic acid

Conditions
ConditionsYield
at 170 - 220℃; beim Verschmelzen;
8-chloro-naphthol-(1)-disulfonic acid-(3.6)

8-chloro-naphthol-(1)-disulfonic acid-(3.6)

chromatotropic acid
148-25-4

chromatotropic acid

Conditions
ConditionsYield
With alkali beim Schmelzen;
naphthol-(1)-sultonedisulfonic acid

naphthol-(1)-sultonedisulfonic acid

chromatotropic acid
148-25-4

chromatotropic acid

Conditions
ConditionsYield
With alkali hydroxide at 170 - 220℃;
trisodium-salt of/the/ 8-hydroxy-naphthalene-trisulfonic acid-(1,3,6))

trisodium-salt of/the/ 8-hydroxy-naphthalene-trisulfonic acid-(1,3,6))

chromatotropic acid
148-25-4

chromatotropic acid

Conditions
ConditionsYield
With sodium hydroxide; water at 200℃;
4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid
90-20-0

4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid

diluted alkaline solution

diluted alkaline solution

chromatotropic acid
148-25-4

chromatotropic acid

Conditions
ConditionsYield
at 260 - 280℃;
1-naphthol-3,6,8-trisulphonic acid
3316-02-7

1-naphthol-3,6,8-trisulphonic acid

potash

potash

chromatotropic acid
148-25-4

chromatotropic acid

Conditions
ConditionsYield
at 170 - 220℃;
1,8-diamino-3,6-naphthalenedisulfonic acid
6362-11-4

1,8-diamino-3,6-naphthalenedisulfonic acid

alkaline solution

alkaline solution

chromatotropic acid
148-25-4

chromatotropic acid

Conditions
ConditionsYield
at 260 - 280℃;
4-chloro-5-hydroxy-naphthalene-2,7-disulfonic acid
90-21-1

4-chloro-5-hydroxy-naphthalene-2,7-disulfonic acid

alkali

alkali

chromatotropic acid
148-25-4

chromatotropic acid

Conditions
ConditionsYield
beim Verschmelzen;
1,8-diamino-3,6-naphthalenedisulfonic acid
6362-11-4

1,8-diamino-3,6-naphthalenedisulfonic acid

diluted acid

diluted acid

chromatotropic acid
148-25-4

chromatotropic acid

Conditions
ConditionsYield
at 150 - 160℃;
3-[(2,6-dibromo-4-methylphenyl)azo]-6[(2-sulfophenyl)azo]-4,5-dihydoxynaphthalene-2,7-disulfonic acid
188641-21-6

3-[(2,6-dibromo-4-methylphenyl)azo]-6[(2-sulfophenyl)azo]-4,5-dihydoxynaphthalene-2,7-disulfonic acid

A

chromatotropic acid
148-25-4

chromatotropic acid

B

3,5-dibromotoluene
1611-92-3

3,5-dibromotoluene

C

benzenesulfonic acid
98-11-3

benzenesulfonic acid

Conditions
ConditionsYield
With potassium metaperiodate In water
3-(2,6-dibromo-4-sulfophenylazo)-6-(2-arsenophenylazo)-4,5-dihydroxynaphthalene-2,7-disulfonic acid

3-(2,6-dibromo-4-sulfophenylazo)-6-(2-arsenophenylazo)-4,5-dihydroxynaphthalene-2,7-disulfonic acid

A

chromatotropic acid
148-25-4

chromatotropic acid

B

phenylarsonic acid
98-05-5

phenylarsonic acid

C

3,5-dibromobenzenesulfonic acid

3,5-dibromobenzenesulfonic acid

Conditions
ConditionsYield
With potassium metaperiodate; bovine serum albumin In ethanol; water at 75℃; for 0.0833333h; pH=2; aq. buffer; Enzymatic reaction;
1-aminonaphthalene-3,6,8-trisulphonic acid trisodium salt

1-aminonaphthalene-3,6,8-trisulphonic acid trisodium salt

A

chromatotropic acid
148-25-4

chromatotropic acid

B

4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid
90-20-0

4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid

C

C10H9NO7S2

C10H9NO7S2

Conditions
ConditionsYield
Stage #1: 1-aminonaphthalene-3,6,8-trisulphonic acid trisodium salt With sodium hydroxide In methanol at 180 - 200℃; under 21002.1 Torr;
Stage #2: With sulfuric acid In methanol
naphthalene
91-20-3

naphthalene

A

chromatotropic acid
148-25-4

chromatotropic acid

B

4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid
90-20-0

4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid

C

C10H9NO7S2

C10H9NO7S2

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: sulfur trioxide; sulfuric acid / 65 - 150 °C
1.2: 40 °C
2.1: hydrogen / 170 °C / 150015 Torr
3.1: sodium hydroxide / methanol / 180 - 200 °C / 21002.1 Torr
View Scheme
4-(4-acetylamino-2-sulphophenylazo)-2,5-di(2-acetoxyethoxy)aniline
637011-53-1

4-(4-acetylamino-2-sulphophenylazo)-2,5-di(2-acetoxyethoxy)aniline

chromatotropic acid
148-25-4

chromatotropic acid

C26H25N5O15S3
697756-74-4

C26H25N5O15S3

Conditions
ConditionsYield
Stage #1: 4-(4-acetylamino-2-sulphophenylazo)-2,5-di(2-acetoxyethoxy)aniline With hydrogenchloride; aminosulfonic acid; sodium nitrite In water; acetone at 20℃; for 1h; pH=10;
Stage #2: chromatotropic acid With lithium hydroxide In water; acetone at 0 - 10℃; pH=7 - 8;
Stage #3: With hydrogenchloride; lithium hydroxide more than 3 stages;
67%
chromatotropic acid
148-25-4

chromatotropic acid

4-bromo-5-nitrophthalonitrile
206268-72-6

4-bromo-5-nitrophthalonitrile

9,10-dicyanobenzo[b]naphtho[1,8-ef][1,4]dioxepin-2,5-disulfonic acid

9,10-dicyanobenzo[b]naphtho[1,8-ef][1,4]dioxepin-2,5-disulfonic acid

Conditions
ConditionsYield
With potassium carbonate In water; N,N-dimethyl-formamide at 90℃; for 2h;63.8%
chromatotropic acid
148-25-4

chromatotropic acid

4-Dodecyl-benzenediazonium

4-Dodecyl-benzenediazonium

Sodium; 6-(4-dodecyl-phenylazo)-4,5-dihydroxy-naphthalene-2-sulfonate

Sodium; 6-(4-dodecyl-phenylazo)-4,5-dihydroxy-naphthalene-2-sulfonate

Conditions
ConditionsYield
pH 5;37%
p-nitrobenzenediazonium
14368-49-1

p-nitrobenzenediazonium

chromatotropic acid
148-25-4

chromatotropic acid

3-(4-amino-phenylazo)-4,5-dihydroxy-naphthalene-2,7-disulfonic acid ; sodium salt
1681-60-3

3-(4-amino-phenylazo)-4,5-dihydroxy-naphthalene-2,7-disulfonic acid ; sodium salt

Conditions
ConditionsYield
With sodium sulfide
chromatotropic acid
148-25-4

chromatotropic acid

4-ethoxybenzenediazonium
19262-82-9

4-ethoxybenzenediazonium

3-(4-ethoxy-phenylazo)-4,5-dihydroxy-naphthalene-2,7-disulfonic acid

3-(4-ethoxy-phenylazo)-4,5-dihydroxy-naphthalene-2,7-disulfonic acid

Conditions
ConditionsYield
With sodium acetate
chromatotropic acid
148-25-4

chromatotropic acid

benzene diazonium chloride
100-34-5

benzene diazonium chloride

3-benzeneazo-4,5-dihydroxynaphthalene-2,7-disulfonic acid
13432-13-8

3-benzeneazo-4,5-dihydroxynaphthalene-2,7-disulfonic acid

Conditions
ConditionsYield
With sodium carbonate at 0 - 5℃;
With sodium carbonate at 0 - 5℃;
chromatotropic acid
148-25-4

chromatotropic acid

sodium ethyl sulfate
546-74-7

sodium ethyl sulfate

4-ethoxy-5-hydroxy-naphthalene-2,7-disulfonic acid
6837-94-1

4-ethoxy-5-hydroxy-naphthalene-2,7-disulfonic acid

Conditions
ConditionsYield
With alkali at 180 - 200℃;
chromatotropic acid
148-25-4

chromatotropic acid

4,5,7-trihydroxy-naphthalene-2-sulfonic acid

4,5,7-trihydroxy-naphthalene-2-sulfonic acid

Conditions
ConditionsYield
With alkali hydroxide
chromatotropic acid
148-25-4

chromatotropic acid

3-chloro-4,5-dihydroxy-naphthalene-2,7-disulfonic acid

3-chloro-4,5-dihydroxy-naphthalene-2,7-disulfonic acid

Conditions
ConditionsYield
With sodium hypochlorite
chromatotropic acid
148-25-4

chromatotropic acid

4,5-dihydroxy-3-(2-hydroxy-4-sulfo-[1]naphthylazo)-naphthalene-2,7-disulfonic acid
111796-72-6

4,5-dihydroxy-3-(2-hydroxy-4-sulfo-[1]naphthylazo)-naphthalene-2,7-disulfonic acid

Conditions
ConditionsYield
With calcium hydroxide; sodium hydroxide anschliessend mit diazotierter 4-Amino-3-hydroxy-naphthalin-1-sulfonsaeure;
chromatotropic acid
148-25-4

chromatotropic acid

3-(4-anilino-3-sulfo-phenylazo)-4,5-dihydroxy-naphthalene-2,7-disulfonic acid

3-(4-anilino-3-sulfo-phenylazo)-4,5-dihydroxy-naphthalene-2,7-disulfonic acid

Conditions
ConditionsYield
With calcium hydroxide; sodium hydroxide anschliessend mit diazotiertem 5-Amino-2-anilino-benzolsulfonsaeure in wss.Na2CO3;
chromatotropic acid
148-25-4

chromatotropic acid

4,5-dihydroxy-6-nitroso-3-(4-sulfo-[1]naphthylazo)-naphthalene-2,7-disulfonic acid
102160-30-5

4,5-dihydroxy-6-nitroso-3-(4-sulfo-[1]naphthylazo)-naphthalene-2,7-disulfonic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite anschliessend mit diazotierter 4-Amino-naphthalin-1-sulfonsaeure;
chromatotropic acid
148-25-4

chromatotropic acid

4,5,4',5'-tetrahydroxy-3,3'-(3,3'-dihydroxy-biphenyl-4,4'-diyl-bis-azo)-bis-naphthalene-2,7-disulfonic acid

4,5,4',5'-tetrahydroxy-3,3'-(3,3'-dihydroxy-biphenyl-4,4'-diyl-bis-azo)-bis-naphthalene-2,7-disulfonic acid

Conditions
ConditionsYield
With calcium hydroxide beim nachfolgenden Behandeln mit diazotiertem 3,3'-Dimethoxy-benzidin, CuSO4 und wss. NH3;
2-thiazolylamine
96-50-4

2-thiazolylamine

chromatotropic acid
148-25-4

chromatotropic acid

4,5-dihydroxy-3-thiazol-2-ylazo-naphthalene-2,7-disulfonic acid
28467-51-8

4,5-dihydroxy-3-thiazol-2-ylazo-naphthalene-2,7-disulfonic acid

Conditions
ConditionsYield
(i) NaNO2, aq. HCl, (ii) /BRN= 1827764/; Multistep reaction;
chromatotropic acid
148-25-4

chromatotropic acid

diazotized 4-amino-5-hydroxy-naphthalene-2,7-disulfonic acid

diazotized 4-amino-5-hydroxy-naphthalene-2,7-disulfonic acid

4,5,5'-trihydroxy-3,4'-azo-bis-naphthalene-2,7-disulfonic acid
480-29-5

4,5,5'-trihydroxy-3,4'-azo-bis-naphthalene-2,7-disulfonic acid

Conditions
ConditionsYield
With sodium acetate
chromatotropic acid
148-25-4

chromatotropic acid

alkali

alkali

1.3.8-trioxy-naphthalene-sulfonic acid-(6)

1.3.8-trioxy-naphthalene-sulfonic acid-(6)

chromatotropic acid
148-25-4

chromatotropic acid

diazotized <2-amino-phenyl>-arsonic acid

diazotized <2-amino-phenyl>-arsonic acid

arsenazo III
1668-00-4

arsenazo III

1,8-Dihydroxynaphthylene-3,6-disulfonic acid Chemical Properties

IUPAC  Name: 4,5-Dihydroxynaphthalene-2,7-disulfonic acid 
The molecular structure of  2,7-Naphthalenedisulfonicacid, 4,5-dihydroxy- (CAS NO.148-25-4) is
.
Empirical Formula: C10H8O8S2
Molecular Weight: 320.2957
Einecs: 205-712-7
Density: 1.929 g/cm3
Freely Rotating Bonds: 4
Polar Surface Area: 121.96 Å2
Index of Refraction: 1.756
Molar Refractivity: 68.06 cm3
Molar Volume: 165.9 cm3
Polarizability: 26.98 ×10-24 cm3
Surface Tension: 104.4 dyne/cm
Canonical SMILES: C1=C2C=C(C=C(C2=C(C=C1S(=O)(=O)O)O)O)S(=O)(=O)O
InChI: InChI=1S/C10H8O8S2/c11-8-3-6(19(13,14)15)1-5-2-7(20(16,17)18)4-9(12)10(5)8/h1-4,11-12H,(H,13,14,15)(H,16,17,18)
InChIKey: HLVXFWDLRHCZEI-UHFFFAOYSA-N

1,8-Dihydroxynaphthylene-3,6-disulfonic acid Uses

  2,7-Naphthalenedisulfonicacid, 4,5-dihydroxy- (CAS NO.148-25-4) is used as organic intermediate.

1,8-Dihydroxynaphthylene-3,6-disulfonic acid Specification

The Cas Register Number of  2,7-Naphthalenedisulfonicacid, 4,5-dihydroxy- is 148-25-4.The chemical synonyms of  2,7-Naphthalenedisulfonicacid, 4,5-dihydroxy- (CAS NO.148-25-4) are 4,5-Dihydroxy-2,7-naphthalenedisulfonic acid ; and  4,5-Dihydroxynaphthalene-2,7-disulphonic acid .

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