Product Name

  • Name

    Alizarin Red S

  • EINECS 204-981-8
  • CAS No. 130-22-3
  • Article Data2
  • CAS DataBase
  • Density
  • Solubility Soluble in water and alcohol.
  • Melting Point >250°C
  • Formula C14H7NaO7S
  • Boiling Point 287-289°C
  • Molecular Weight 342.261
  • Flash Point
  • Transport Information
  • Appearance yellow-orange powder
  • Safety 26-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 130-22-3 (Alizarin Red S)
  • Hazard Symbols IrritantXi
  • Synonyms 2-Anthracenesulfonicacid, 9,10-dihydro-3,4-dihydroxy-9,10-dioxo-, monosodium salt (8CI,9CI);Acid MordantRed SW;Ahcoquinone Red S;Alizarin S;Alizarine Carmine Indicator;Alizarine Red AS;Alizarine Red SW;Alizarine Red W;Alizarine Red WS;Alizarine S;Alizarine S Extra Pure A;Alizarinsulfonate;C.I.Mordant Red 3;Carnelio Rubine Lake;Diamond Red W;Fenakrom Red W;Mordant Red 3;Oxanal Fast Red SW;Sodium alizarin-3-sulfonate;
  • PSA 140.18000
  • LogP 1.85810

Synthetic route

C21H11BO8S(2-)

C21H11BO8S(2-)

A

alizarin red S
130-22-3

alizarin red S

B

3H-benzo[c][1,2]oxaborol-1-ol
5735-41-1

3H-benzo[c][1,2]oxaborol-1-ol

Conditions
ConditionsYield
In acetonitrile Kinetics; pH-value; Inert atmosphere; Darkness; Sealed tube;
C28H12O14S2Zn(2-)*2Na(1+)

C28H12O14S2Zn(2-)*2Na(1+)

hydrogen sulfide
7783-06-4

hydrogen sulfide

A

alizarin red S
130-22-3

alizarin red S

B

zinc sulfide

zinc sulfide

Conditions
ConditionsYield
In methanol; aq. phosphate buffer at 20℃; pH=7.4; pH-value;
potassium tetrachloropalladate(II)
10025-98-6

potassium tetrachloropalladate(II)

alizarin red S
130-22-3

alizarin red S

[C6H4(CO)2C6HO(OH)SO3Na]2Pd

[C6H4(CO)2C6HO(OH)SO3Na]2Pd

Conditions
ConditionsYield
With potassium hydroxide In water mixed, treated with equimolar amount of KOH, heated at 100°C for1 h, standed for 12 h, pptd.(ethanol); filtered, dried (air), elem. anal., IR;90%
alizarin red S
130-22-3

alizarin red S

nickel dichloride

nickel dichloride

Ni(C6H4(CO)2C6H(OH)(O)SO3)2(2-)*2Na(1+)=Ni(C6H4(CO)2C6H(OH)(O)SO3Na)2

Ni(C6H4(CO)2C6H(OH)(O)SO3)2(2-)*2Na(1+)=Ni(C6H4(CO)2C6H(OH)(O)SO3Na)2

Conditions
ConditionsYield
In water ligand refluxed for 30 min with H2O, filtered at 100°C, added toaq. soln. of metal salt, refluxed for 2 h, left overnight at 25°C; ppt. filtered, washed with H2O and MeOH, dried at 85°C, stored over P2O5 (vac.); elem. anal.;82%
alizarin red S
130-22-3

alizarin red S

copper dichloride

copper dichloride

[Cu(C6H4(CO)2C6H(O)2SO3)(H2O)](1-)*Na(1+)*H2O=[Cu(C6H4(CO)2C6H(O)2SO3Na)(H2O)]*H2O

[Cu(C6H4(CO)2C6H(O)2SO3)(H2O)](1-)*Na(1+)*H2O=[Cu(C6H4(CO)2C6H(O)2SO3Na)(H2O)]*H2O

Conditions
ConditionsYield
With water In water ligand refluxed for 30 min with H2O, filtered at 100°C, added toaq. soln. of metal salt, refluxed for 2 h, left overnight at 25°C; ppt. filtered, washed with H2O and MeOH, dried at 85°C, stored over P2O5 (vac.); elem. anal.;81%
alizarin red S
130-22-3

alizarin red S

nickel dichloride

nickel dichloride

[Ni(C6H4(CO)2C6H(O)2SO3)(H2O)](1-)*Na(1+)=[Ni(C6H4(CO)2C6H(O)2SO3Na)(H2O)]
90568-30-2

[Ni(C6H4(CO)2C6H(O)2SO3)(H2O)](1-)*Na(1+)=[Ni(C6H4(CO)2C6H(O)2SO3Na)(H2O)]

Conditions
ConditionsYield
With water In water ligand refluxed for 30 min with H2O, filtered at 100°C, added toaq. soln. of metal salt, refluxed for 2 h, left overnight at 25°C; ppt. filtered, washed with H2O and MeOH, dried at 85°C, stored over P2O5 (vac.); elem. anal.;79%
alizarin red S
130-22-3

alizarin red S

cobalt(II) chloride
7646-79-9

cobalt(II) chloride

[Co(C6H4(CO)2C6H(O)2SO3)(H2O)](1-)*Na(1+)=[Co(C6H4(CO)2C6H(O)2SO3Na)(H2O)]
90568-29-9

[Co(C6H4(CO)2C6H(O)2SO3)(H2O)](1-)*Na(1+)=[Co(C6H4(CO)2C6H(O)2SO3Na)(H2O)]

Conditions
ConditionsYield
With water In water ligand refluxed for 30 min with H2O, filtered at 100°C, added toaq. soln. of metal salt, refluxed for 2 h, left overnight at 25°C; ppt. filtered, washed with H2O and MeOH, dried at 85°C, stored over P2O5 (vac.); elem. anal.;78%
alizarin red S
130-22-3

alizarin red S

ferric nitrate
7782-61-8

ferric nitrate

Fe(C6H4(CO)2C6H(O)2SO3)2(3-)*H(1+)*2Na(1+)=Fe(C6H4(CO)2C6H(O)2SO3Na)(C6H4(CO)2C6H(OH)(O)SO3Na)

Fe(C6H4(CO)2C6H(O)2SO3)2(3-)*H(1+)*2Na(1+)=Fe(C6H4(CO)2C6H(O)2SO3Na)(C6H4(CO)2C6H(OH)(O)SO3Na)

Conditions
ConditionsYield
In water ligand refluxed for 30 min with H2O, filtered at 100°C, added toaq. soln. of metal salt, refluxed for 2 h, left overnight at 25°C; ppt. filtered, washed with H2O and MeOH, dried at 85°C, stored over P2O5 (vac.); elem. anal.;77%
alizarin red S
130-22-3

alizarin red S

copper(II) sulfate
7758-99-8

copper(II) sulfate

[Cu2(C6H4(CO)2C6H(O)2SO3)(SO4)(H2O)4](1-)*Na(1+)=[Cu2(C6H4(CO)2C6H(O)2SO3Na)(SO4)(H2O)4]
89973-58-0

[Cu2(C6H4(CO)2C6H(O)2SO3)(SO4)(H2O)4](1-)*Na(1+)=[Cu2(C6H4(CO)2C6H(O)2SO3Na)(SO4)(H2O)4]

Conditions
ConditionsYield
With water In water ligand refluxed for 30 min with H2O, filtered at 100°C, added toaq. soln. of metal salt, refluxed for 2 h, left overnight at 25°C; ppt. filtered, washed with H2O and MeOH, dried at 85°C, stored over P2O5 (vac.); elem. anal.;77%
alizarin red S
130-22-3

alizarin red S

ferric nitrate
7782-61-8

ferric nitrate

[Fe(C6H4(CO)2C6H(O)2SO3)(NO3)(H2O)2](1-)*Na(1+)=[Fe(C6H4(CO)2C6H(O)2SO3Na)(NO3)(H2O)2]
90386-78-0

[Fe(C6H4(CO)2C6H(O)2SO3)(NO3)(H2O)2](1-)*Na(1+)=[Fe(C6H4(CO)2C6H(O)2SO3Na)(NO3)(H2O)2]

Conditions
ConditionsYield
With water In water ligand refluxed for 30 min with H2O, filtered at 100°C, added toaq. soln. of metal salt, refluxed for 2 h, left overnight at 25°C; ppt. filtered, washed with H2O and MeOH, dried at 85°C, stored over P2O5 (vac.); elem. anal.;76%
2-Chlorobutanal
28832-55-5

2-Chlorobutanal

alizarin red S
130-22-3

alizarin red S

C18H13O8S(1-)*Na(1+)

C18H13O8S(1-)*Na(1+)

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 30℃; for 12h;75.4%
alizarin red S
130-22-3

alizarin red S

β‐cyclodextrin
7585-39-9

β‐cyclodextrin

Na(1+)*C14H7O7S(1-)*C42H70O35

Na(1+)*C14H7O7S(1-)*C42H70O35

Conditions
ConditionsYield
In ethanol for 0.5h;75%
3-(4-(bromomethyl)phenyl)acrylaldehyde

3-(4-(bromomethyl)phenyl)acrylaldehyde

alizarin red S
130-22-3

alizarin red S

C24H15O8S(1-)*Na(1+)

C24H15O8S(1-)*Na(1+)

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 40℃; for 12h;72.4%
3-bromocyclopentene
36291-48-2

3-bromocyclopentene

alizarin red S
130-22-3

alizarin red S

C19H13O7S(1-)*Na(1+)

C19H13O7S(1-)*Na(1+)

Conditions
ConditionsYield
Stage #1: alizarin red S With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 0.5h;
Stage #2: 3-bromocyclopentene In N,N-dimethyl-formamide for 12.5h;
67%
alizarin red S
130-22-3

alizarin red S

3,4-dihydroxy-9,10-dioxo-2-anthracenesulfonyl chloride

3,4-dihydroxy-9,10-dioxo-2-anthracenesulfonyl chloride

Conditions
ConditionsYield
With chlorosulfonic acid66%
With chlorosulfonic acid at 90 - 100℃; for 5h;35%
arquad 316

arquad 316

alizarin red S
130-22-3

alizarin red S

C49H102N(1+)*C14H7O7S(1-)
1526914-98-6

C49H102N(1+)*C14H7O7S(1-)

Conditions
ConditionsYield
In water at 80℃; for 1h;49%
alizarin red S
130-22-3

alizarin red S

C14H7O7S(2-)*Na(1+)

C14H7O7S(2-)*Na(1+)

Conditions
ConditionsYield
With sodium dithionite; ammonia In ethanol; water at 9.9℃; pH 9-11;
alizarin red S
130-22-3

alizarin red S

C14H5(2)H2O7S(2-)*Na(1+)

C14H5(2)H2O7S(2-)*Na(1+)

Conditions
ConditionsYield
With sodium dithionite; ammonia In ethyl [2]alcohol; water-d2 at 9.9℃; pH 9-11;
alizarin red S
130-22-3

alizarin red S

phenylboronic acid
98-80-6

phenylboronic acid

sodium; 6,11-dioxo-2-phenyl-6,11-dihydro-1,3-dioxa-2-bora-cyclopenta[a]anthracene-4-sulfonate

sodium; 6,11-dioxo-2-phenyl-6,11-dihydro-1,3-dioxa-2-bora-cyclopenta[a]anthracene-4-sulfonate

Conditions
ConditionsYield
Equilibrium constant;
In aq. phosphate buffer; dimethyl sulfoxide pH=7.4;
lead(II) nitrate

lead(II) nitrate

alizarin red S
130-22-3

alizarin red S

Na(1+)*{Pb(C14H5O7S)}(1-)=Na{Pb(C14H5O7S)}

Na(1+)*{Pb(C14H5O7S)}(1-)=Na{Pb(C14H5O7S)}

Conditions
ConditionsYield
In water react. of sodium alizarinsulfonate with Pb(NO3)2 in aq. medium;; pptn.;
In water
alizarin red S
130-22-3

alizarin red S

copper(II) sulfate
7758-99-8

copper(II) sulfate

Na(1+)*Cu(2+)*C14H5O7S(3-)=Na{CuC14H5O7S}

Na(1+)*Cu(2+)*C14H5O7S(3-)=Na{CuC14H5O7S}

Conditions
ConditionsYield
In water spectrophotometric detection;;
alizarin red S
130-22-3

alizarin red S

cobalt(II) chloride
7646-79-9

cobalt(II) chloride

sodium 1,2-dihydroxyanthraquinone-3-sulphonate Co(II) complex

sodium 1,2-dihydroxyanthraquinone-3-sulphonate Co(II) complex

Conditions
ConditionsYield
In water a soln. of CoCl2 was added to a soln. of alizarine red S (both in H2O, as concd. as possible); then 0.1 N NH4OH was added drop-wise with stirring until pH 7 had been achieved;; after filtration, the ppt. was washed several times with H2O, EtOH and Et2O, dried in a vac. desiccator over P2O5; elem. anal.;;
alizarin red S
130-22-3

alizarin red S

nickel dichloride

nickel dichloride

sodium 1,2-dihydroxyanthraquinone-3-sulphonate Ni(II) complex

sodium 1,2-dihydroxyanthraquinone-3-sulphonate Ni(II) complex

Conditions
ConditionsYield
In water a soln. of NiCl2 was added to a soln. of alizarine red S (both in H2O, as concd. as possible); then 0.1 N NH4OH was added drop-wise with stirring until pH 7 had been achieved;; after filtration, the ppt. was washed several times with H2O, EtOH and Et2O, dried in a vac. desiccator over P2O5; elem. anal.;;
alizarin red S
130-22-3

alizarin red S

manganese(ll) chloride

manganese(ll) chloride

sodium 1,2-dihydroxyanthraquinone-3-sulphonate Mn(II) complex

sodium 1,2-dihydroxyanthraquinone-3-sulphonate Mn(II) complex

Conditions
ConditionsYield
In water a soln. of MnCl2 was added to a soln. of alizarine red S (both in H2O, as concd. as possible); then 0.1 N NH4OH was added drop-wise with stirring until pH 7 had been achieved;; after filtration, the ppt. was washed several times with H2O, EtOH and Et2O, dried in a vac. desiccator over P2O5; elem. anal.;;
copper(ll) sulfate pentahydrate

copper(ll) sulfate pentahydrate

alizarin red S
130-22-3

alizarin red S

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

Cu(C14H5O4SO3)(1-)*HCON(CH3)2

Cu(C14H5O4SO3)(1-)*HCON(CH3)2

Conditions
ConditionsYield
In N,N-dimethyl-formamide solns. mixing;
cerium(III) sulfate

cerium(III) sulfate

alizarin red S
130-22-3

alizarin red S

Ce(C14H5O4SO3)

Ce(C14H5O4SO3)

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide In ethanol; water solns. mixing (pH 4-9, HCl or NaOH);
With hydrogenchloride; sodium hydroxide In water solns. mixing (pH 4-9, HCl or NaOH);
With hydrogenchloride; sodium hydroxide In water; dimethyl sulfoxide solns. mixing (pH 4-9, HCl or NaOH);
With hydrogenchloride; sodium hydroxide In water; acetone solns. mixing (pH 4-9, HCl or NaOH);
copper(ll) sulfate pentahydrate

copper(ll) sulfate pentahydrate

cerium(III) sulfate

cerium(III) sulfate

alizarin red S
130-22-3

alizarin red S

Cu2Ce2(C14H5O4SO3)4(2-)

Cu2Ce2(C14H5O4SO3)4(2-)

Conditions
ConditionsYield
With hydrogenchloride In water; dimethyl sulfoxide solns. mixing (pH(opt) 3, HCl);
With hydrogenchloride In water solns. mixing (pH(opt) 3, HCl);
With hydrogenchloride In water; N,N-dimethyl-formamide solns. mixing (pH(opt) 3, HCl);
sodium molybdate

sodium molybdate

alizarin red S
130-22-3

alizarin red S

MoO3C14H5O4SO3(3-)

MoO3C14H5O4SO3(3-)

Conditions
ConditionsYield
With sodium nitrate In methanol in aq. soln. (ionic strength of 0.1 with NaNO3) at 25°C; detected by UV;

Alizarin Red S Consensus Reports

Reported in EPA TSCA Inventory.

Alizarin Red S Specification

The IUPAC name of Sodium alizarin-3-sulfonate is sodium 3,4-dihydroxy-9,10-dioxoanthracene-2-sulfonate. With the CAS registry number 130-22-3, it is also named as 2-Anthraquinonesulfonic acid, 3,4-dihydroxy-, sodium salt; Alizarin Red S. The product's categorie is dyes and pigments. It is yellow-orange powder which is stable and incompatible with strong oxidizing agents. When heated to decomposition it emits toxic vapors of SOx. In addition, Sodium alizarin-3-sulfonate is used as assorted colors in woolen, worsted, carpets and blankets.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.10; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.48; (4)ACD/LogD (pH 7.4): -2.24; (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: 7; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 3; (12)Rotatable Bond Count: 1; (13)Tautomer Count: 16; (14)Exact Mass: 341.981018; (15)MonoIsotopic Mass: 341.981018; (16)Topological Polar Surface Area: 140; (17)Heavy Atom Count: 23; (18)Complexity: 599.

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: [Na+].[O-]S(=O)(=O)c3cc2C(=O)c1ccccc1C(=O)c2c(O)c3O;
2. InChI: InChI=1/C14H8O7S.Na/c15-11-6-3-1-2-4-7(6)12(16)10-8(11)5-9(22(19,20)21)13(17)14(10)18;/h1-5,17-18H,(H,19,20,21);/q;+1/p-1.

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 70mg/kg (70mg/kg)   Experientia. Vol. 28, Pg. 180, 1972.

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