Diaminostilbenedisulfonic acid

HCID 6668

Basic information

CAS
81-11-8
Standard SMILES
Nc1ccc(C=Cc2ccc(N)cc2S(=O)(=O)O)c(S(=O)(=O)O)c1
InChIKey
REJHVSOVQBJEBF-UHFFFAOYSA-N
Molecular formula
C14H14N2O6S2
Average molar mass
370.4 g/mol
Monoisotopic mass
370.02932817

Overview

4,4'-diamino-2,2'-stilbenedisulfonic acid appears as odorless yellowish microscopic needles or cream-colored powder. pH approximately 4.3 at 30 g/L water (suspension). (NTP, 1992)

Names & identifiers

Preferred name
Diaminostilbenedisulfonic acid
IUPAC
5-amino-2-[2-(4-amino-2-sulfophenyl)ethenyl]benzenesulfonic acid
English name
4,4'-Diamino-2,2'-stilbenedisulfonic acid
Molecular formula
C14H14N2O6S2
Molecular weight
370.4

Names & synonyms

4,4'-DIAMINO-2,2'-STILBENEDISULFONIC ACIDAmsonic acidDTXSID5024926AmsonsaeureDiaminostilbenedisulfonic acidBenzenesulfonic acid, 2,2'-(1,2-ethenediyl)bis[5-amino-NCI-C60162DTXCID2049262,2'-(1,2-Ethylenediyl)bis(5-aminobenzenesulfonic acid)Benzenesulfonic acid, 2,2'-(1,2-ethenediyl)bis(5-amino-NSC-163899GJ5MP05
Show more names
DASDSD ACIDDASDA4,4'-Diaminostilbene-2,2'-disulfonic AcidDASD1,2-bis(4-amino-2-sulfophenyl)ethene4',4" Diamino stillbene 2'2" disulphonic acidbenedisuL
DADSDASSARefChem:9200034,4'-diacetamido-2,2'-stilbene disulfonate201-325-22,2'-Disulfo-4,4'-stilbenediamine2,2'-Stilbenedisulfonic acid, 4,4'-diamino-4,4-diaminostilbene-2,2'-disulfonic acid

Database identifiers

CAS
81-11-8
PubChem CID
6668
DTXSID
DTXSID5024926
ChEMBL
CHEMBL3185470
EC Number
201-325-2

Properties

Computed structural properties

XLogP
0.3
Topological polar surface area
178 Ų
Hydrogen bond donors
4
Hydrogen bond acceptors
8
Rotatable bonds
4
Heavy atoms
24

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Aminobenzoic Acids
LogP-1.7
Color/FormYELLOW NEEDLES
Solubility · 3 items

less than 1 mg/mL at 73 °F (NTP, 1992)

VERY SLIGHTLY SOL IN WATER

SOL IN ALCOHOL & ETHER

Endocrine DisruptorsPotential endocrine disrupting compound
Melting Pointgreater than 617 °F (NTP, 1992)

Physicochemical properties

Melting point
300 °C · 300 °C
Density
1.4732 · 1.4732 (rough estimate)
vapor pressure
1.3 hPa · 1.3hPa at 25℃
refractive index
1.651 · 1.6510 (estimate)
storage temp.
Keep in dark place,Inert atmosphere,Room temperature
solubility
Aqueous Base (Slightly)

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 1% (2 of 210) of reports.

Warning

H302 (18.6%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P273, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 210 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 3 items

Chemical: Benzenesulfonic acid, 2,2'-(1,2-ethenediyl)bis[5-amino-

Benzenesulfonic acid, 2,2'-(1,2-ethenediyl)bis[5-amino- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzenesulfonic acid, 2,2'-(1,2-ethenediyl)bis[5-amino- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Cease Manufacture Update: 15-02-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/30493

Fire HazardsFlash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)
Health Hazards · 1 item

SYMPTOMS: Symptoms of exposure to this compound include irritation, burning, reddening, tearing and possible swelling of the eyes, irritation of the respiratory tract, runny nose, sore throat, coughing, chest discomfort and shortness of breath. Persons with impaired pulmonary function or with preexisting eye conditions may be more susceptible to the effects of this compound.

Hazards Summary · 1 item

An eye and respiratory tract irritant; [CAMEO] There have been reports of decreased libido in male workers handling this chemical; [REPROTOX] An irritant; Effects in high-dose animal studies include abnormal liver and kidney function tests; [MSDSonline]

Reactive GroupHydrocarbons, Aliphatic Unsaturated
Reactivity Profile4,4'-DIAMINO-2,2'-STILBENEDISULFONIC ACID is incompatible with iron. It forms sparingly water-soluble, crystalline salts with many bisquaternary ammonium bases. (NTP, 1992)

Safety & protection

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. A water spray may also be used. (NTP, 1992)
First Aid · 1 item

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1 item

SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Personal Protective Equipment (PPE) · 1 item

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

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.
Ongoing Test Status · 1 item

The following link will take the user to the National Toxicology Program (NTP) Test Agent Search Results page, which tabulates all of the "Standard Toxicology & Carcinogenesis Studies", "Developmental Studies", and "Genetic Toxicity Studies" performed with this chemical. Clicking on the "Testing Status" link will take the user to the status (i.e., in review, in progress, in preparation, on test, completed, etc.) and results of all the studies that the NTP has done on this chemical. /4,4'-Diamino-2,2'-stilbenedisulfonic acid, disodium salt/ [http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=7336-20-1]

Human Toxicity Excerpts · 2 items

RESULTS OF MEDICAL SURVEYS & STUDIES ON SAFETY OF FLUORESCENT WHITENING AGENTS (FWA'S) CONTAINING DIAMINOSTILBENE DISULFONATE WERE COMPILED & CRITICIZED. CONCLUSION THAT FWA'S ARE PRACTICALLY NONTOXIC.

HAZARD: TOXIC BY INGESTION.

Non-Human Toxicity Excerpts · 1 item

4,4'-Diamino-2,2'-stilbenedisulfonic acid was evaluated for mutagenicity in the Salmonella/microsome preincubation assay using a standard protocol approved by the National Toxicology Program. Doses of 0, 100, 333, 3333, 4000, 4500, and 5000 ug/plate were tested in four Salmonella typhimurium strains (TA98, TA100, TA1535, and TA1537) in the presence and absence of Aroclor-induced rat or hamster liver S9. These tests were negative and the highest ineffective dose level tested in any Salmonella tester strain was 5000 ug/plate.

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
WGK 1
tsca
TSCA listed
rtecs
WJ6603000
ridadr
UN 2583
hs_code
29215900

Chemistry & industry

Uses & manufacturing

Uses · 3 items

Used as a chemical intermediate for dyes, bleaching agents, and fluorescent brighteners; [HSDB]

IN MFR OF DYES, BLEACHING AGENTS

CHEM INT FOR DYES (EG, CI DIRECT YELLOW 12) & FLUORESCENT BRIGHTENERS

U.S. Exports · 2 items

(1977) No Data

(1979) No Data

U.S. Imports · 2 items

(1977) 4.74X10+8 GRAMS (PRINCPL CUSTMS DISTS)

(1979) 4.42X10+8 GRAMS (PRINCPL CUSTMS DISTS)

U.S. Production · 3 items

2023: 1,000,000 - <5,000,000 lb

(1977) PROBABLY GREATER THAN 9.08X10+6 GRAMS

(1979) PROBABLY GREATER THAN 6.81X10+6 GRAMS

Consumption PatternsESSENTIALLY 100% AS A CHEM INT
Industry UsesIntermediate
Applications · 3 items

Uses4,4’-Diaminostilbene-2,2’-disulfonic Acid, 95+% (cas# 81-11-8) is a compound useful in organic synthesis.

UsesIn manufacture of dyes, bleaching agents.

General DescriptionOdorless yellowish microscopic needles or cream-colored powder. pH approximately 4.3 at 30 g/L water (suspension).

Suppliers101 total

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]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
南通润丰石油化工有限公司66017690 19952660367 · [email protected]

Related reactions

7 records

Compound notes

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