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Tetrabromphthalsureanhydrid

Tetrabromophthalic anhydride

HCID 12443
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Grundinformationen

CAS
632-79-1
Standard-SMILES
O=C1OC(=O)c2c(Br)c(Br)c(Br)c(Br)c21
InChIKey
QHWKHLYUUZGSCW-UHFFFAOYSA-N
Summenformel
C8Br4O3
Durchschnittliche Molmasse
463,7 g/mol
Monoisotopische Masse
459,65809226

Überblick

Tetrabromophthalic anhydride is a pale yellow crystalline solid. (NTP, 1992)

Namen und Bezeichner

Bevorzugter Name
Tetrabromophthalic anhydride
IUPAC
4,5,6,7-tetrabromo-2-benzofuran-1,3-dione
Lokaler Name
Tetrabromphthalsureanhydrid
Englischer Name
Tetrabromophthalic anhydride
Summenformel
C8Br4O3
Molmasse
463.7

Namen und Synonyme

Tetrabromophthalic anhydride632-79-1BromphthalFireMaster PHT 4BromophthalTetrabromophthalic acid anhydride1,3-Isobenzofurandione, 4,5,6,7-tetrabromo-Phthalic anhydride, tetrabromo-3,4,5,6-TETRABROMOPHTHALIC ANHYDRIDESaytex RB 49PHT 4FG 4000
Weitere Namen anzeigen
4,5,6,7-Tetrabromoisobenzofuran-1,3-dionepht4fg400fg4000NSC 4874SAYTEX RB-49
Q8E543QKMKPhthalic acid, tetrabromo-, anhydrideDion 6692NSC-4874FG 400RefChem:188397PHTHALIC ACID, TETRABROMO, ANHYDRIDE211-185-4

Datenbank-Bezeichner

CAS
632-79-1
PubChem CID
12443
DTXSID
DTXSID6026084
ChEMBL
CHEMBL1406645
ChEBI
CHEBI:189155
UNII
Q8E543QKMK

Eigenschaften

Berechnete StruktureigenschaftenWird ergänzt

XLogP
4,1
Polarare Oberfläche (TPSA)
43,4 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
0
Schwere Atome
15
Formalladung
0
Komplexität
291

Experimentelle und physikochemische Eigenschaften

PolymersPlastics & Rubber -> Acid Anhydrides, Cyclic
SpringerMaterials PropertiesAngular frequency
Color/Form · 2 Einträge

NEEDLES FROM ACETIC ACID-XYLENE

Pale yellow crystalline solid

Solubility · 3 Einträge

Insoluble (NTP, 1992)

INSOL IN WATER, ALC; SLIGHTLY SOL IN BENZENE; SLIGHTLY SOL IN ORG SOLVENTS; SOL IN NITROBENZENE

Insoluble in alcohol. Slightly soluble in ketone, chlorinated and aromatic solvents.

Melting Point · 2 Einträge

535.1 to 536.9 °F (NTP, 1992)

279.5-280.5 °C

Vapor Pressure0.00000057 [mmHg]
Physical Description · 3 Einträge

Tetrabromophthalic anhydride is a pale yellow crystalline solid. (NTP, 1992)

Dry Powder; CBI

Pale yellow solid; [HSDB] Powder; [MSDSonline]

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 77.5% (441 of 569) of all reports.

Warning

H317 (21.6%): May cause an allergic skin reaction [Warning Sensitization, Skin]

P261, P272, P280, P302+P352, P321, P333+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 569 reports by companies from 6 notifications to the ECHA C&L Inventory.

Gefahrenhinweise

Regulatory Information · 5 Einträge

Chemical: 1,3-Isobenzofurandione, 4,5,6,7-tetrabromo-

Hazard Traits - Nephrotoxicity and Other Toxicity to the Urinary System; Neurotoxicity

1,3-Isobenzofurandione, 4,5,6,7-tetrabromo- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,3-Isobenzofurandione, 4,5,6,7-tetrabromo- 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: Active Update: 13-10-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/2076

1,3-Isobenzofurandione, 4,5,6,7-tetrabromo-: Does not have an individual approval but may be used under an appropriate group standard

Fire HazardsFlash point data for this compound are not available. It is probably combustible. (NTP, 1992)
Health HazardsSYMPTOMS: Symptoms of exposure to this compound may include coughing, sneezing, respiratory system irritation, dermatitis and eye irritation.
Hazards Summary · 1 Eintrag

A mutagen and mild eye irritant; Causes change in lung weight on inhalation studies of rats; [RTECS] No evidence of mutagenicity in several tests using bacteria and rat liver; [HSDB] An eye and respiratory tract irritant; [CAMEO] See ACID ANHYDRIDES.

Chemie und Industrie

Verwendung und Herstellung

Uses · 6 Einträge

Used as a reactive flame retardant (unsaturated polyester and epoxy resins, plastics, paper, and textiles) and chemical intermediate for other flame retardants; [HSDB] Also use to make sulfobromophthalein (liver function diagnostic aid); [Reference #1]

Pulp and Paper Processing [Category: Industry]

Flame retardant for plastics, paper, and textiles.

Used as a chemical intermediate for the synthesis of ethylene bis(tetrabromophthalimide); tetrabromophthalate diol

Fire-retarded unsaturated polyester resin comonomer

3,4,5,6-Tetrabromophthalic anhydride is primarily employed as a reactive flame retardant in unsaturated polyester and epoxy resin formulations. It is also used as an intermediate in the manufacture of other flame retardants, such as diallyl tetrabromophthalate and tetrabromophthalate polyol esters.

U.S. Imports(1979) 2.61X10+6 GRAMS (PRINCPL CUSTMS DISTS)
U.S. Production · 3 Einträge

2023: 10,000,000 - <25,000,000 lb

(1979) PROBABLY GREATER THAN 2.27X10+6 GRAMS

(1981) PROBABLY GREATER THAN 6.81X10+6 GRAMS

Consumption PatternsESSENTIALLY 100% AS A REACTIVE FLAME RETARDANT
Consumer UsesFlame retardant
Industry UsesIntermediate
Methods of Manufacturing · 1 Eintrag

3,4,5,6-Tetrabromophthalic anhydride can be prepared by reacting phthalic anhydride and bromine in a mixture of concentrated sulfuric acid and 70% hydrogen peroxide in the presence of catalytic amounts of iodine or in chlorosulfonic acid containing a small amount of sulfur.

General Manufacturing Information · 2 Einträge

Construction

1,3-Isobenzofurandione, 4,5,6,7-tetrabromo-: ACTIVE

Zugehörige Reaktionen

23
Reaktionsaufzeichnung erstellen
Reaktionsgleichung von HRID 26365
HRID 26365als Eduktuspto-grants-1979_04
Reaktionsgleichung von HRID 200425
HRID 200425als EduktTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
Reaktionsgleichung von HRID 213821
HRID 213821als EduktTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
Reaktionsgleichung von HRID 236389
HRID 236389als Eduktuspto-grants-1987_02
Reaktionsgleichung von HRID 326341
HRID 326341als Eduktuspto-grants-1993_12
Reaktionsgleichung von HRID 326342
HRID 326342als Eduktuspto-grants-1993_12
Reaktionsgleichung von HRID 354598
HRID 354598als Eduktuspto-grants-1983_03
Reaktionsgleichung von HRID 485090
HRID 485090als Eduktuspto-grants-1985_08
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EC Number
211-185-4
Nikkaji
J844C
Other Experimental Properties
68% bromine content; specific gravity=2.87; MP=270 °C /commercial product/

Physikochemische Eigenschaften

Schmelzpunkt
269 · 269-271 °C (lit.)
Siedepunkt
540.5 · 540.5±50.0 °C(Predicted)
Dichte
2.87 · 2.87
Dampfdruck
0.11 mm · 0.11 mm Hg ( 180 °C)
Brechungsindex
1.5 · 1.5000 (estimate)
storage temp.
30 °C · Store below +30°C.
Löslichkeit
Chloroform (Slightly), DMSO (Slightly, Sonicated), Methanol (Sparingly, Heated,
Aggregatzustand
Powder
Farbe
White to light yellow
Wasserlöslichkeit
hydrolysis
BRN
18908 · 18908
Henry's Law Constant
6.1 · 6.1×101 mol/(m3Pa) at 25℃, Zhang et al. (2010)
Stabilität
Moisture Sensitive
InChI
1S/C8Br4O3/c9-3-1-2(8(14)15-7(1)13)4(10)6(12)5(3)11
InChIKey
QHWKHLYUUZGSCW-UHFFFAOYSA-N
SMILES
Brc1c(Br)c(Br)c2C(=O)OC(=O)c2c1Br
LogP
2.27 at · 2.27 at 40℃
CAS Datenbank
632 · 632-79-1(CAS DataBase Reference)
NIST chemische Informationen
Phthalic anhydride, tetrabromo-(632-79-1)
EPA chemische Informationen
Tetrabromophthalic anhydride (632-79-1)
Reactive GroupAnhydrides
TSCA Requirements · 2 Einträge

Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, use, and exposure to EPA as cited in the preamble in 51 FR 41329.

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Tetrabromophthalic anhydride is included on this list.

Reactivity Profile · 1 Eintrag

TETRABROMOPHTHALIC ANHYDRIDE reacts exothermically with water. This reaction is expected to be slow, but can become vigorous if local heating accelerates it. Reaction with water is accelerated by acids. Incompatible with acids, strong oxidizing agents, alcohols, amines, and bases.

Air and Water ReactionsInsoluble in water. Sensitive to moisture (NTP, 1992).
Hazard Classes and CategoriesSkin Sens. 1 (21.6%)

Sicherheit und Schutzausrüstung

Fire FightingFires involving this material should be controlled using a dry chemical carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 Eintrag

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 Eintrag

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

Disposal Methods · 1 Eintrag

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.

Personal Protective Equipment (PPE) · 1 Eintrag

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)

Toxikologische Informationen

Non-Human Toxicity Excerpts · 1 Eintrag

THE RECENT FINDING THAT THE WIDELY USED FLAMEPROOFING AGENT, TRIS-(2,3-DIBROMOPROPYL)PHOSPHATE, IS MUTAGENIC IN THE AMES SALMONELLA MICROSOME MUTAGENICITY TEST HAS CAUSED CONCERN THAT OTHER FLAME-PROOFING AGENTS MAY ALSO BE MUTAGENIC. A TEST WHICH UTILIZED S TYPHIMURIUM TESTER STRAINS, TA100, TA98, TA1537 AND TA1535 AND RAT LIVER WAS USED TO STUDY THE MUTAGENICITY OF FLAME RETARDANTS. RESULTS PROVIDE NO INDICATION OF A MUTAGENIC EFFECT OF TETRABROMOPHTHALIC ANHYDRIDE.

Toxicity DataLC (rat) > 10,920 mg/m3/4h

Regulatorische Informationen

TSCA Requirements · 2 Einträge

Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, use, and exposure to EPA as cited in the preamble in 51 FR 41329.

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Tetrabromophthalic anhydride is included on this list.

Sicherheitsdaten

wgk
2
tsca
TSCA listed
hs_code
29173911
RTECS-Nr.
TI3350000
risk_code
36/37/38-43
Toxizität
LD50 orally in Rabbit: > 10000 mg/kg LD50 dermal Rabbit > 10000 mg/kg
hazard_code
Xi
safety_code
26-37/39-24/25-36/37
Speicherklasse
11 - Combustible Solids
Giftige Stoffe Daten
632-79-1(Hazardous Substances Data)

Anwendungen

VerwendenTetrabromophthalic Anhydride is a brominated flame retardant used as additives in plastics to decrease the rate of combustion of these materials, leading to greater consumer safety.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

Fuming sulfuric aciddilute sulphuric acidTetrachlormethanPhthalsureanhydridBromEisenTetrabromophthalic acidSchwefelsure4-Bromphthalsureanhydrid

Nachgelagerte Produkte

N,N'-Ethylenbis(3,4,5,6-tetrabromphthalimid)4,5,6,7-Tetrabromo-2-(2,4,6-tribromophenyl)-1H-isoindole-1,3(2H)-dione