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Sulforhodamine B
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Name

Sulforhodamine B

 EINECS 222-529-8
CAS No. 3520-42-1 Density 1.472[at 20℃]
PSA 150.78000 LogP 7.81310
Solubility methanol: 1 mg/mL Melting Point N/A
Formula C27H29N2O7S2.Na Boiling Point N/A
Molecular Weight 580.658 Flash Point N/A
Transport Information N/A Appearance Deep red powder
Safety 22-24/25 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 3520-42-1 (SULFORHODAMINE B) Hazard Symbols Xi
Synonyms

Ammonium,[6-(diethylamino)-9-(2,4-disulfophenyl)-3H-xanthen-3-ylidene]diethyl-,hydroxide, inner salt, sodium salt (8CI);C.I. Acid Red 52 (6CI);Xanthylium,3,6-bis(diethylamino)-9-(2,4-disulfophenyl)-, hydroxide, inner salt, sodiumsalt;Xanthylium, 3,6-bis(diethylamino)-9-(2,4-disulfophenyl)-, inner salt,sodium salt (9CI);Acid Leather Red KB;Acid Red 52;Acid Red B-SF;Acid Rhodamine B;Acid Rose B;Amacid Rhodamine B;Amido Rhodamine B;Brilliant Superlan Rhodamine 2B;Brilliant Superlan Rhodamine B;C.I. 45100;Colocid Rhodamine B;Conacid Red EB;Covasol Red W 4002;Daiwa IJ Red 207H;DinacidRhodamine B;Duasyn Acid Rhodamine B 01;Dyacid Red 4B;Dycosacid Rhodamine B;Food Color Red No.106;Food Red 106;Food Red No. 106;Hispacid Brilliant Pink B;Japan Red 106;Japan Red No. 106;Kayacyl Rhodamine FB;Kayaku Acid Rhodamine BH;Kiton Red 620;Kiton Red S;Kiton Rhodamine B;Kyton Red;Libacid Rhodamine LB;Lissamine Rhodamine B;Nylosan Rhodamine B;Pacid Rhodamine B;Phloxinerhodamine;Pro-Jet Red OAM;Rakuto Acid Rhodamine;Ravi Acid Rhodamine B;Red 106;Sandolan Rhodamine E-B400;Simacid Red 23011;Solar Rhodamine B;Sulfacid Brilliant Pink 3B;SulfacidBrilliant Pink 3B 1150;Sulforhodamin B;Vibra Color Red ARE 52;Vicoacid Red 52Y;Xylene Red B;

Article Data 5

Sulforhodamine B Synthetic route

3520-42-1

sulforhodamine B

62796-29-6

rhodamine B sulfonyl chloride

Conditions
ConditionsYield
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 16h;88%
With oxalyl dichloride
With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 3.5h;
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 22h; Inert atmosphere;
87156-40-9

1-amino-2-azidoethane

3520-42-1

sulforhodamine B

C29H34N6O6S2

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 20℃; Darkness;76%
3520-42-1

sulforhodamine B

1232233-19-0

rhodamine 6G

C28H30N2O3*C27H30N2O7S2

Conditions
ConditionsYield
In methanol for 2h;50%
258864-54-9

trihexyl(tetradecyl)phosphonium chloride

3520-42-1

sulforhodamine B

N-[6-(diethylamino)-9-(2,4-disulfophenyl)-3H-xanthen-3-ylidene]-N-ethyl-ethanaminium hydroxide inner salt trihexyltetradecylphosphonium salt

Conditions
ConditionsYield
In methanol; dichloromethane for 24h;
3520-42-1

sulforhodamine B

C47H65N5O14S2

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: oxalyl dichloride
2: triethylamine
3: hydrogenchloride / water
View Scheme
3520-42-1

sulforhodamine B

Reaxys ID: 32620162

Reaxys ID: 32620162

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 3.5 h / 0 - 20 °C
View Scheme
1100-88-5

benzyltriphenylphosphonium chloride

3520-42-1

sulforhodamine B

C27H29N2O7S2(1-)*C25H22P(1+)

Conditions
ConditionsYield
In water at 20 - 85℃; for 1h;5.93 g
3520-42-1

sulforhodamine B

14937-45-2

cetyltributylphosphonium bromide

C27H29N2O7S2(1-)*C28H60P(1+)

Conditions
ConditionsYield
In water at 20 - 85℃; for 1h;6.1 g
14187-32-7

dibenzo-18-crown-6

3520-42-1

sulforhodamine B

[(dibenzo-18-crown-6)(Na)(sulforhodamine B)]

Conditions
ConditionsYield
In dichloromethane
3520-42-1

sulforhodamine B

2C27H29N2O7S2(1-)*Ca(2+)

Conditions
ConditionsYield
With calcium chloride In water at 20 - 30℃; for 1h;
With calcium chloride In water at 20 - 30℃; for 1h;

Sulforhodamine B Specification

The Sulforhodamine B is an organic compound with the formula C27H29N2O7S2.Na. The IUPAC name of this chemical is sodium 4-[3-(diethylamino)-6-diethylazaniumylidenexanthen-9-yl]benzene-1,3-disulfonate. With the CAS registry number 3520-42-1, it is also named as Sodium 4-[3,6-bis(diethylamino)-9-xantheniumyl]-1,3-benzenedisulfonate. The product's categories are Organics; Analytical Chemistry; Food Colors by Food Sanitation Law in Japan; Stains, Dyes and Indicators; Cell Viability and Proliferation; Reagents and Supplements; S; Stains and Dyes; Stains&Dyes, A to. Besides, it is a deep red powder, which should be stored in a dark dry and well-ventilated place. It is primarily used as a polar tracer and mainly used for dyeing of silk, nylon, wool and other fabric. When you are using it, do not breathe dust and avoid contact with skin and eyes.

Physical properties about Sulforhodamine B are: (1)#H bond acceptors: 9; (2)#H bond donors: 2; (3)#Freely Rotating Bonds: 8; (4)Polar Surface Area: 140.98 Å2.

Preparation: this chemical can be prepared by m-diethylamino-phenol and 4-formyl-m-benzenedisulfonic acid.

You can still convert the following datas into molecular structure:
(1)SMILES: [Na+].[O-]S(=O)(=O)c4ccc(C=1c3c(OC=2C=1\C=C/C(=[N+](/CC)CC)/C=2)cc(cc3)N(CC)CC)c(c4)S([O-])(=O)=O
(2)InChI: InChI=1/C27H30N2O7S2.Na/c1-5-28(6-2)18-9-12-21-24(15-18)36-25-16-19(29(7-3)8-4)10-13-22(25)27(21)23-14-11-20(37(30,31)32)17-26(23)38(33,34)35;/h9-17H,5-8H2,1-4H3,(H-,30,31,32,33,34,35);/q;+1/p-1
(3)InChIKey: SXQCTESRRZBPHJ-REWHXWOFAI
(4)Std. InChI: InChI=1S/C27H30N2O7S2.Na/c1-5-28(6-2)18-9-12-21-24(15-18)36-25-16-19(29(7-3)8-4)10-13-22(25)27(21)23-14-11-20(37(30,31)32)17-26(23)38(33,34)35;/h9-17H,5-8H2,1-4H3,(H-,30,31,32,33,34,35);/q;+1/p-1
(5)Std. InChIKey: SXQCTESRRZBPHJ-UHFFFAOYSA-M

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 10300mg/kg (10300mg/kg)   Osaka-furitsu Eisei Kenkyusho Hokoku. Vol. (4), Pg. 43, 1957.

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