Phosphorus oxybromide

HCID 24613CAS 7789-59-5

Basic information

Standard SMILES
O=P(Br)(Br)Br
InChIKey
UXCDUFKZSUBXGM-UHFFFAOYSA-N
Molecular formula
Br3OP
Average molar mass
286.69 g/mol
Monoisotopic mass
283.72368755

Overview

Phosphorus oxybromide appears as a colorless crystalline solid or liquid if heated above 133 °F with a pungent odor. It is commonly heated and shipped in a molten state. Soluble in water, but, decomposed by water to hydrobromic and phosphoric acid with evolution of heat. Reacts with organic materials to cause fire. Evolves highly toxic and corrosive gases when exposed to fire. Corrosive to metals and tissue. Used to make other chemicals.

Names & identifiers

Preferred name
Phosphorus oxybromide
IUPAC
Phosphoric tribromide
English name
Phosphorus oxybromide
Molecular formula
Br3OP
Molecular weight
286.69

Names & synonyms

PHOSPHORUS OXYBROMIDE7789-59-5Phosphoric tribromidePhosphoryl bromidePhosphoryl tribromideTribromophosphorus oxideUN1939UN2576H98H8Y87QQHSDB 1166Phosphorus (V) oxybromideEINECS 232-177-7
Show more names
POBr3phosphorus(v) oxybromidePHOSPHOROUS OXYBROMIDEPhosphorus OxytribromidephosphoryltribromidetribromophosphorusoxideAURORA KA-1088Formylmelphalan
PHOSPHONYL TRIBROMIDEDTXSID2064868PHOSPHORUS OXYBROMIDE [MI]UN-1939UN-2576PHOSPHORUS BROMIDE OXIDE (PBR3O)UN2576 (molten)RefChem:862975

Database identifiers

CAS
7789-59-5
PubChem CID
24613
DTXSID
DTXSID2064868
UNII
H98H8Y87QQ
EC Number
232-177-7
Nikkaji
J95.146C

Properties

Computed structural properties

XLogP
2.2
Topological polar surface area
17.1 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
1
Rotatable bonds
0
Heavy atoms
5

Experimental & physicochemical properties

Chemical Classes · 2 items

Other Classes -> Halogens, Inorganic Compounds

Corrosives

SpringerMaterials PropertiesGibbs energy
Density · 2 items

greater than 1 (NOAA, 2007)

2.822

Color/Form · 2 items

COLORLESS CRYSTALS

THIN PLATES, FAINT ORANGE TINT

SolubilitySOL IN ETHER, BENZENE, CHLOROFORM, CARBON DISULFIDE, CONCENTRATED SULFURIC ACID
Boiling PointAT 758 MM HG IT BOILS AT 193 °C WITH DECOMPOSITION

Physicochemical properties

Melting point
56 °C · 56 °C(lit.)
Boiling point
192 °C · 192 °C(lit.)
Density
2.82 g/mL · 2.82 g/mL at 25 °C(lit.)
Flash point
189 °C · 189°C
storage temp.
30 °C · Store below +30°C.
solubility
2 O; · reacts with H2O; soluble in benzene, ethyl ether,chloroform

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H290 (13%): May be corrosive to metals [Warning Corrosive to Metals]

P234, P260, P261, P264, P271, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P319, P321, P363, P390, P403+P233, P405, P406, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 69 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 4 items

Chemical: Phosphoryl bromide

Status: Active Update: 31-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/24309

Phosphoryl bromide: Does not have an individual approval but may be used under an appropriate group standard

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT LabelCorrosive
Fire Hazards · 3 items

Excerpt from ERG Guide 137 [Substances - Water-Reactive - Corrosive]:

· EXCEPT FOR ACETIC ANHYDRIDE (UN1715), THAT IS FLAMMABLE, some of these materials may burn, but none ignite readily.

· EXCEPT FOR ACETIC ANHYDRIDE (UN1715), THAT IS FLAMMABLE, some of these materials may burn, but none ignite readily.

Health Hazards · 3 items

Excerpt from ERG Guide 137 [Substances - Water-Reactive - Corrosive]:

· CORROSIVE and/or TOXIC; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death.

· CORROSIVE and/or TOXIC; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death.

Hazards Summary · 1 item

Highly reactive with organic materials; A strong skin and tissue irritant; [Hawley] May cause fire on contact with organic substances; Corrosive to tissue; [CAMEO] Corrosive to skin and eyes; [eChemPortal: ERMA] Reacts violently with water; A corrosive substance that can cause injury to the skin, eyes, and respiratory tract; Inhalation may cause chemical pneumonitis; [MSDSonline]

DOT ID and Guide · 2 items

1939 137

2576 137

Safety & protection

Fire FightingExcerpt from ERG Guide 137 [Substances - Water-Reactive - Corrosive]:
Accidental Release Measures · 4 items

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· Do not touch damaged containers or spilled material unless wearing appropriate protective clothing.

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· Do not touch damaged containers or spilled material unless wearing appropriate protective clothing.

First Aid · 3 items

Excerpt from ERG Guide 137 [Substances - Water-Reactive - Corrosive]:

General First Aid:

General First Aid:

Exposure Control and Personal Protection · 2 items

· Wear positive pressure self-contained breathing apparatus (SCBA).

· Wear positive pressure self-contained breathing apparatus (SCBA).

Storage Conditions · 2 items

...SHOULD BE STORED IN A COOL, WELL-VENTILATED PLACE, OUT OF DIRECT RAYS OF SUN, AWAY FROM AREAS OF HIGH FIRE HAZARD, &...PERIODICALLY INSPECTED & MONITORED. INCOMPATIBLE MATERIALS SHOULD BE ISOLATED...

STORE IN SEALED GLASS AMPULES.

Nonfire Spill ResponseExcerpt from ERG Guide 137 [Substances - Water-Reactive - Corrosive]:

Toxicology

Adverse EffectsDermatotoxin - Skin burns.
Human Toxicity Excerpts · 2 items

SYMPTOMATOLOGY (...INGESTION OR SKIN CONTACT): 1. CORROSION OF MUCOUS MEMBRANES OF MOUTH, THROAT...ESOPHAGUS, WITH...PAIN & DYSPHAGIA. NECROTIC AREAS...GRAYISH WHITE BUT SOON...BLACKISH DISCOLORATION (YELLOW IN CASE OF NITRIC ACID) & SOMETIMES SHRUNK OR WRINKLED TEXTURE. 2. EPIGASTRIC PAIN...MAY BE ASSOC WITH NAUSEA & VOMITING...INTENSE THIRST. 3. CIRCULATORY COLLAPSE...CLAMMY SKIN, WEAK & RAPID PULSE, SHALLOW RESP...SCANTY URINE. ...SHOCK IS OFTEN...CAUSE OF DEATH. 4. ASPHYXIAL DEATH DUE TO GLOTTIC EDEMA. /ACIDS/

SYMPTOMATOLOGY.../INGESTION/: 5. ULCERATION OF ALL MEMBRANES & TISSUES WITH WHICH ACID COMES IN CONTACT. ULCERATED AREAS OFTEN PERFORATE, LEADING TO MEDIASTINITIS & PERITONITIS. 6. LATE ESOPHAGEAL, GASTRIC & PYLORIC STRUCTURES & STENOSIS...MAY REQUIRE...SURGICAL REPAIR, SHOULD BE ANTICIPATED. PERMANENT SCARS MAY...APPEAR IN CORNEA, SKIN & OROPHARYNX. 7. UNCORRECTED CIRCULATORY COLLAPSE OF SEVERAL HR...MAY LEAD TO RENAL FAILURE & ISCHEMIC LESIONS IN LIVER & HEART. /ACIDS/

Safety data

F
10-21
PPE
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
wgk
3
tsca
TSCA listed
ridadr
UN 2576 8/PG II (PHOSPHORUS OXYBROMIDE, MOLTEN)
hs_code
28129090

Chemistry & industry

Uses & manufacturing

Uses · 2 items

Used as chemical intermediate; [Hawley]

PRINCIPALLY USED AS CHEM INTERMEDIATE

U.S. Exports · 2 items

(1972) No Data

(1975) No Data

U.S. Imports · 2 items

(1972) No Data

(1975) No Data

U.S. Production · 2 items

(1972) No Data

(1975) No Data

Methods of Manufacturing · 2 items

REACTION OF PHOSPHORUS PENTABROMIDE & PHOSPHORUS PENTOXIDE

REACTION OF PHOSPHORUS PENTABROMIDE AND PHOSPHORUS PENTOXIDE: HONIGSCHMID, HIRSCHBOLD-WITTNER; Z ANORG ALLGEM CHEM 243: 355 (1940); JOHNSON, NUNN; J AM CHEM SOC 63: 141 (1941); BOOTH, SEEGMILLER; INORG SYN 2: 151 (1946).

General Manufacturing InformationPhosphoric tribromide: ACTIVE
Applications · 3 items

UsesPhosphorus(V) Oxybromide is a reagent used in the preparation of phosphoryl halide for N-protection of amino acids using group assisted purification (GAP). Phosphorus(V) Oxybromide is a brominating agent.

UsesPhosphorus(V) oxybromide may be used as brominating reagent in the synthesis of 2,4,6-tribromopyrimidine. It may be used in the preparation of bromoheterocyclic compounds.

General DescriptionA colorless crystalline solid or liquid if heated above 133° F with a pungent odor. Phosphorus oxybromide is commonly heated and shipped in a molten state. Soluble in water, but, decomposed by water to hydrobromic and phosphoric acid with evolution of heat. Reacts with organic materials to cause fire. Evolves highly toxic and corrosive gases when exposed to fire. Corrosive to metals and tissue. Used to make other chemicals.

Preparation methods · 1 item

PreparationPhosphorus oxychloride method: take phosphorus oxychloride as raw material and aluminum trichloride as the catalyst, upon heating at about 80 ℃, introduce hydrogen bromide gas for reaction, generating tribromo phosphorus. The reaction is: POC13 + 3HBr → POBr3 + 3HCl ↑ The produced hydrogen chloride gas during the reaction, after being absorbed by water, can produce dilute hydrochloric acid. Phosphorus tribromide method: to a round bottom flask equipped with a reflow condenser, add the mixture of phosphorus pentabromide and phosphorus pentoxide (250 g of PBr5/about 30 g of P2O5) and heat slowly to 150 ° C. Phosphorus pentoxide is a bit more than the phosphorus pentabromide in stoichiometry. At this time, one the one hand, pay attention to expel the bromine out; on the other hand, make sure that the reaction is completed within 5h. Then, 10 g of bromine and equivalent amount of phosphorus pentoxide were added to the melt and refluxed at 150 ° C for several hours. This is because it takes time for the intermediate product, phosphorus tribromide, to be oxidized to phosphorus pentabromide and transited to tribromonic phosphorus. The resultant was subjected to vacuum distillation under reduced pressure. After removing the initial distillate and the phosphorus tribromide contained therein, the trapping was carried out. The receiver is cooled with ice brine to generate tribromo phosphorus. Its reaction is: 3PBr5 + P2O5 → 5POBr3

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