Basic information
- Standard SMILES
FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)Br- InChIKey
WTWWXOGTJWMJHI-UHFFFAOYSA-N- Molecular formula
- C8BrF17
- Average molar mass
- 498.96 g/mol
- Monoisotopic mass
- 497.89119
Names & identifiers
- Preferred name
- Perfluorooctyl bromide
- IUPAC
- 1-bromo-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane
- English name
- 1-BroMoheptadecafluorooctane
- Molecular formula
- C8BrF17
- Molecular weight
- 498.96
Names & synonyms
Show more names
Database identifiers
- CAS
423-55-2- PubChem CID
- 9873
- DTXSID
DTXSID5046560- ChEMBL
CHEMBL1200866- ChEBI
CHEBI:38803- UNII
- Q1D0Q7R4D9
- EC Number
- 207-028-4
- Nikkaji
- J94.754G
Properties
Computed structural properties
- XLogP
- 6.9
- Topological polar surface area
- 0 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 17
- Rotatable bonds
- 6
- Heavy atoms
- 26
- Formal charge
- 0
- Complexity
- 527
Experimental & physicochemical properties
Physicochemical properties
- Melting point
- 6 °C · 6 °C
- Boiling point
- 142 °C · 142 °C(lit.)
- Density
- 1.93 g/mL · 1.93 g/mL at 25 °C(lit.)
- vapor pressure
- 12.8 · 12.8-72hPa at 25-65℃
- refractive index
- 20 · n20/D 1.305(lit.)
- Flash point
- 141 · 141-143°C
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Soluble in DMSO
- form
- Viscous Solution
- Specific Gravity
- 1.93 · 1.930
- color
- Colorless to tan
- Water Solubility
- Not miscible or difficult to mix in water.
- Merck
- 14 · 14,7156
- BRN
- 2016022 · 2016022
- Cosmetics Ingredients Functions
- SOLVENT
- InChI
- 1S/C8BrF17/c9-7(22,23)5(18,19)3(14,15)1(10,11)2(12,13)4(16,17)6(20,21)8(24,25)26
- InChIKey
- WTWWXOGTJWMJHI-UHFFFAOYSA-N
- SMILES
- FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)Br
- LogP
- 6.1 at · 6.1 at 25℃
- CAS DataBase Reference
- 423 · 423-55-2(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 1 D0Q7R4D9 · Q1D0Q7R4D9
- NCI Drug Dictionary
- Imagent
- ATC code
- 8 CX01 · V08CX01
- EPA Substance Registry System
- 1 · 1-Bromoheptadecafluorooctane (423-55-2)
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- Precautionary statements
- 305 · P305+P351+P338
- target organs
- Respiratory system
- PPE
- Eyeshields, Gloves, type ABEK (EN14387) respirator filter
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 26 · 26-37/39
- RIDADR
- 2810 · 2810
- WGK Germany
- 3 · 3
- RTECS
- 8700000 · RG8700000
- Hazard Note
- Irritant
- HazardClass
- 6.1 · 6.1(b)
- PackingGroup
- III
- HS Code
- 29037800 · 29037800
- Storage Class
- 10 · 10 - Combustible liquids
- Hazard Classifications
- 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Toxicity
- 50 i.v · LD50 i.v. in female rats: 41 g/kg (Burgan)
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
Warning
H315 (90.9%): Causes skin irritation [Warning Skin corrosion/irritation];H319 (90.9%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H335 (89.1%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 55 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
H413: May cause long lasting harmful effects to aquatic life [Hazardous to the aquatic environment, long-term hazard]
Hazard information
Hazard Classes and Categories
Skin Irrit. 2 (90.9%);Eye Irrit. 2 (90.9%);STOT SE 3 (89.1%)
Hazardous to the aquatic environment (Long-term) - Category 4
Regulatory information
Safety data
- PPE
- Eyeshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 3
- rtecs
- RG8700000
- ridadr
- 2810
- hs_code
- 29037800
- Toxicity
- LD50 i.v. in female rats: 41 g/kg (Burgan)
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- hazard_note
- Irritant
- safety_code
- 26-37/39
- hazard_class
- 6.1(b)
- Storage Class
- 10 - Combustible liquids
- packing_group
- III
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- REACH Registrations
- Active
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P305+P351+P338
Chemistry & industry
Pharmacology
ATC Code
V - Various;V08 - Contrast media;V08C - Magnetic resonance imaging contrast media;V08CX - Other magnetic resonance imaging contrast media;V08CX01 - Perflubron
QV - Various;QV08 - Contrast media;QV08C - Magnetic resonance imaging contrast media;QV08CX - Other magnetic resonance imaging contrast media;QV08CX01 - Perflubron
Mechanism of Action
Perflubron emulsion (Oxygent) maintains hemodynamic stability during major surgery, thereby potentially reducing or avoiding intraoperative transfusions of donor blood in major surgery.Perflubron emulsion has ability to enable patients to be physiologically stable and safe at lower intraoperative Hb levels.
MeSH Pharmacological Classification
Substances used to allow enhanced visualization of tissues.
Drugs used to potentiate the effectiveness of radiation therapy in destroying unwanted cells.
Agents that increase energy expenditure and weight loss by neural and metabolic regulation.
Uses & manufacturing
Uses
• Ophthalmology [Ref: https://doi.org/10.1155/2014/250323];• Oxygen carrier for artificial blood [Ref: https://doi.org/10.1039/c7gc03081a];• Solvent for printing ink [Ref: CAS2019 (CN109810567)];• X-ray imaging [Ref: https://doi.org/10.1007/978-1-4899-1202-2];• Supply of gases, including CO2, to microbial cells [Ref: https://doi.org/10.1007/978-1-4899-1202-2]
non-polymer PFAS -> Printing (Inks) -> Toner and printer inks;non-polymer PFAS -> Pharmaceutical Industry -> Processing aid in the manufacture of microporous particles;non-polymer PFAS -> Medicinal Utensils -> Retinal detachment surgery and proliferative vitreoretinopathy;non-polymer PFAS -> Medicinal Utensils -> Supplement conventional blood transfusion and artificial blood and perfusion of isolated organs;non-polymer PFAS -> Medicinal Utensils -> Contrast agent;non-polymer PFAS -> Biotechnology -> Supply of oxygen and other gases to cells in culture
Applications
Uses1-Bromoperfluorooctane 1-Bromoheptadecafluorooctane (perfluorooctyl bromide) can be used as contrast agent in the vascular system for fluorine-19 magnetic resonance imaging or as synthetic oxygen carrier. It is used as an O2 carrier in some emulsions.
Uses1-BroMoheptadecafluorooctane can be used as oxygen carrier in emulsions used as blood substitutes.
General Description1-Bromoheptadecafluorooctane (perfluorooctyl bromide) is a perfluorocarbon. Poly(ethylene glycol)ylated polyester nanocapsules of perfluorooctyl bromide were surface-decorated with a RGD (arginine-glycine-aspartic acid) peptide, were used for tumor imaging. Nanocapsules of perfluorooctyl bromide have been developed as dual contrast agent for ultrasonography and Magnetic Resonance Imaging (MRI).
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
Additional notes
DefinitionChEBI: Perflubron is a haloalkane that is perfluorooctane in which a fluorine attached to one of the terminal carbons has been replaced by a bromine. It has a role as a radioopaque medium and a blood substitute. It is a perfluorinated compound, an organobromine compound and a haloalkane. It derives from a hydride of an octane.
Related reactions
Linked notes
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