Sodium anthraquinone-1-sulfonate

HCID 517266CAS 128-56-3

Basic information

Standard SMILES
O=C1c2ccccc2C(=O)c2c1cccc2S(=O)(=O)[O-].[Na+]
InChIKey
SDKPSXWGRWWLKR-UHFFFAOYSA-M
Molecular formula
C14H7NaO5S
Average molar mass
310.26 g/mol
Monoisotopic mass
309.9911886

Names & identifiers

Preferred name
Sodium anthraquinone-1-sulfonate
IUPAC
sodium 9,10-dioxoanthracene-1-sulfonate
English name
1-Anthraquinonesulfonic acid sodium salt
Molecular formula
C14H9NaO5S
Molecular weight
312.27

Names & synonyms

SODIUM ANTHRAQUINONE-1-SULFONATE1-Anthraquinonesulfonic acid sodium saltSodium anthraquinone-alpha-sulfonate1-Anthracenesulfonic acid, 9,10-dihydro-9,10-dioxo-, sodium saltHSDB 6386NSC 7575EINECS 204-894-5Anthrachinon-1-sulfonan sodny1-Anthracenesulfonic acid, 9,10-dihydro-9,10-dioxo-, sodium salt (1:1)Anthrachinon-1-sulfonan sodny [Czech]DTXSID508833209,10-Anthraquinone-1-sulfonate sodium salt
Show more names
goldsaltgoldensaltanthrachinon-1-sulfonansodnySODIUM β-ANTHRAQUINONESULFONATESODIUM ANTHRAQUINONE A-SULFONATESODIUMANTHRAQUINONEALPHA-SULPHONATEanthrachinon-1-sulfonansodny(czech)Anthraquinone-1-Sulfonic Acid Sodium
9,10-Dihydro-9,10-dioxo-1-anthracenesulfonic acid sodium saltAnthrachinon-1-sulfonan sodny (Czech)RefChem:887263Anthrachinon1sulfonan sodnySodium anthraquinonealphasulfonateDTXCID1010228581Anthraquinonesulfonic acid sodium salt9,10Anthraquinone1sulfonate sodium salt

Database identifiers

CAS
128-56-3
PubChem CID
517266
DTXSID
DTXSID50883320
UNII
F8Q2GUT8LB
EC Number
204-894-5
Nikkaji
J79.453H

Properties

Computed structural properties

Topological polar surface area
99.7 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
5
Rotatable bonds
1
Heavy atoms
21

Experimental & physicochemical properties

Chemical ClassesDyes -> Anthraquinone Dyes
Solubility1-Mono anthraquinonesulfonic acid, sodium salt, has a water solubility of 1000 mg/100 ml water at 18 °C.
Physical DescriptionLight yellow crystalline powder; [MSDSonline]
Other Experimental PropertiesAnthraquinonesulfonic acids are strong acids which are readily soluble in water. /Anthraquinonesulfonic acids/

Physicochemical properties

storage temp.
Store at room temperature
form
powder to crystal
color
Light orange to Yellow to Green
Water Solubility
MODERATELY SOLUBLE
InChI
InChI=1S/C14H8O5S.Na.H/c15-13-8-4-1-2-5-9(8)14(16)12-10(13)6-3-7-11(12)20(17,18)19;;/h1-7H,(H,17,18,19);;
InChIKey
QEVFVAYERYFCBR-UHFFFAOYSA-N

Safety & regulation

Hazard information

Hazards Summary · 1 item

Anthraquinones are toxic by ingestion: vomiting, diarrhea, kidney and liver damage, and coma; Deaths have been reported after children ingested Rhamnus berries; [HSDB] Oral LD50 (rat) = 20,000 mg/kg; Effects include altered kidney and liver function tests; [ChemIDplus] An irritant; [MSDSonline]

Safety & protection

Disposal Methods · 1 item

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Toxicology

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Human Toxicity ExcerptsChronic neurotoxic effects include vision disturbances. /From table; Quinones/
Non-Human Toxicity ExcerptsAcute neurotoxic effects reported in animals include convulsions; medullary paralysis. /From table; Quinones/

Safety data

tsca
TSCA listed
rtecs
CB1095540
hs_code
29143990
Toxicity
guinea pig,LD50,oral,32gm/kg (32000mg/kg),LIVER: LIVER FUNCTION TESTS IMPAIREDKIDNEY, URETER, AND BLADDER: RENAL FUNCTION TESTS DEPRESSED,Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 45(3), Pg. 73, 1980.
Signal word
Warning
Symbol(GHS)
GHS07

Chemistry & industry

Pharmacology

Metabolism/MetabolitesQuinones (ie, 6,12-dione) have been shown to undergo oxidation-reduction cycles involving quinone, hydroquinone, and molecular oxygen, resulting in the formation of oxygen radicals and semiquinone radicals. /Quinones/

Uses & manufacturing

Uses · 2 items

Anthraquinonesulfonic acids have commercial value because the sulfonic acid group can be replaced by many nucleophiles; [HSDB]

Anthraquinonesulfonic acids are commercially important ... major value is due to the relatively easy replacement of the sulfonic acid group by many nucleophiles affording economically valuable intermediates which are difficult to obtain by other methods. /Anthraquinonesulfonic acids/

Methods of Manufacturing · 2 items

K salt, also called diamant salt, is prepared by sulfonation in the presence of, eg, 0.5% mercury in 20% oleum, an amount of SO3 adequate for the sulfonation of about 60% of the charge. The reaction is controlled in such a manner that about 50% of the anthraquinone remains unsulfonated. After mercury is precipitated as the sulfide, the unreacted anthraquinone is precipitated by dilution and is collected by filtration. After washing and drying, it is recirculated as "reclaimed quinone". Mercury is removed completely from the filtrate, and the anthraquinone-1-sulfonic acid is then precipitated as the potassium salt. /Anthraquinone-1-sulfonic acid, potassium salt/

Sodium salt, also called silver salt, is prepared by sulfonation of anthraquinone in the absence of mercury. The acid also can be obtained from the 1,6- (or 1,7-) disulfonic acid by desulfonation at the alpha position in dilute sulfuric acid. /Anthraquinone-2-sulfonic acid, sodium salt/

General Manufacturing Information1-Anthracenesulfonic acid, 9,10-dihydro-9,10-dioxo-, sodium salt (1:1): ACTIVE

Applications

UsesSodium Anthraquinone-1-sulfonate (cas# 128-56-3) is a compound useful in organic synthesis.

Suppliers50 total

湖北鑫立恒化工有限公司13164644252
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Hebei Zhuanglai Chemical Trading Co Ltd+86-16264648883 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]

Related reactions

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