Basic information
- Standard SMILES
Brc1cccc(-c2ccccc2)c1- InChIKey
USYQKCQEVBFJRP-UHFFFAOYSA-N- Molecular formula
- C12H9Br
- Average molar mass
- 233.1 g/mol
- Monoisotopic mass
- 231.98876239
Overview
3-bromobiphenyl is a clear yellow viscous liquid. Insoluble in water. (NTP, 1992)
Names & identifiers
- Preferred name
- 3-Bromobiphenyl
- IUPAC
- 1-bromo-3-phenylbenzene
- English name
- 3-Bromobiphenyl
- Molecular formula
- C12H9Br
- Molecular weight
- 233.1
Names & synonyms
Show more names
Database identifiers
- CAS
2113-57-7- PubChem CID
- 16449
- DTXSID
DTXSID5024639- ChEMBL
CHEMBL1899525- UNII
- O7I53K56S8
- EC Number
- 218-304-9
- Nikkaji
- J41.832C
Properties
Computed structural properties
- XLogP
- 4.6
- Topological polar surface area
- 0 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 0
- Rotatable bonds
- 1
- Heavy atoms
- 13
- Formal charge
- 0
- Complexity
- 149
Experimental & physicochemical properties
Physicochemical properties
- Melting point
- 93 · 93-94 °C
- Boiling point
- 300 °C · 300 °C
- Density
- 1.398 g/mL · 1.398 g/mL at 25 °C(lit.)
- refractive index
- 1.637 · 1.637-1.641
- Flash point
- 110 °C · 110 °C
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- Chloroform (Soluble), DMSO (Slightly)
- form
- Liquid
- color
- Light yellow to gray-beige
- Water Solubility
- Insoluble
- Merck
- 14 · 14,4188
- BRN
- 2043191 · 2043191
- InChIKey
- USYQKCQEVBFJRP-UHFFFAOYSA-N
- CAS DataBase Reference
- 2113 · 2113-57-7(CAS DataBase Reference)
- REACH Annex XVII Substances List
- 3 · 3-bromobiphenyl (2113-57-7)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 7 I53K56S8 · O7I53K56S8
- NIST Chemistry Reference
- 1 · 1,1'-Biphenyl, 3-bromo-(2113-57-7)
- EPA Substance Registry System
- 3 · 3-Bromobiphenyl (2113-57-7)
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319
- Precautionary statements
- 264 · P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 37 · 37/39-26-36
- WGK Germany
- 3 · 3
- RTECS
- 1750000 · DV1750000
- TSCA
- TSCA listed
- HS Code
- 29039990 · 29039990
- Toxicity
- 500 mg/kg · mouse,LDLo,intraperitoneal,500mg/kg (500mg/kg),"Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 6, Pg. 217, 1954.
Safety & regulation
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/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 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
S - indicates a substance that is identified in a final Significant New Use Rule.
Restricted substance: 3-bromobiphenyl
Safety & protection
First Aid
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
SMALL SPILLS AND LEAKAGE: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION. Then, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with ethanol followed by washing 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)
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
Treatment
EYES: irrigate opened eyes for several minutes under running water. INGESTION: do not induce vomiting. Rinse mouth with water (never give anything by mouth to an unconscious person). Seek immediate medical advice. SKIN: should be treated immediately by rinsing the affected parts in cold running water for at least 15 minutes, followed by thorough washing with soap and water. If necessary, the person should shower and change contaminated clothing and shoes, and then must seek medical attention. INHALATION: supply fresh air. If required provide artificial respiration.
Toxicity Summary
The exact mechanism of toxicty of PBBs varies depending on the specific congener. The predominant interaction is believed to involve the aryl hydrocarbon receptor (AhR). PBBs bind to and activate the AhR, which in turn initiates the transcriptional upregulation of a number of genes, affecting biochemical and endocrine pathways, cell cycle regulation, morphogenesis, oxidative stress response, and various other processes. This results in the numerous toxic responses characteristic of PBBs. Some of the known induced genes include the cytochrome P-450-dependent monooxygenases CYP1A1 and CYP1A2. (L628)
Safety data
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- DV1750000
- hs_code
- 29039990
- Toxicity
- mouse,LDLo,intraperitoneal,500mg/kg (500mg/kg),"Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 6, Pg. 217, 1954.
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 37/39-26-36
- Hazard statements
- H315-H319
- Precautionary statements
- P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
Chemistry & industry
Pharmacology
Metabolism/Metabolites
PBBs can be absorbed via oral, inhalation, and dermal routes. Due to their lipophilic nature, PBBs, especially the highly brominated congeners, tend to accumulate in lipid-rich tissues such as the liver, adipose, skin, and breast milk. Certain PBB compounds are metabolized by the microsomal monooxygenase system catalyzed by cytochrome P-450 of the type induced by phenobarbital. The rate of metabolism may depends on the bromine substitution pattern. PBB congeners of low bromine content are transformed into hydroxylated derivatives that are predominately eliminated in the urine. Highly brominated congeners are either retained or excreted unchanged in the feces. (L628)
Uses & manufacturing
Uses
PBBs can be used as flame retardants and may be added to the plastics used to make products like computer monitors, televisions, textiles, and plastic foams to make them difficult to burn. However, the use of PBBs is banned or restricted in most areas due to their toxicity and persistence in the environment. (L628, L629)
Applications
Description3-Bromobiphenyl is an important industrial raw material, but also a very widely used organic synthesis intermediates, it is widely used in pharmaceutical, liquid crystal industry and other fields. In recent years, the export volume of 3-Bromobiphenyl in our country is increasing day by day, the main export object is some liquid crystal display production enterprises in Japan and South Korea.
Uses3-Bromobiphenyl is utilized as an electrochemical immunosensor based on poly(dopamine) coated gold nanocluster for brominated flame retardants.
General DescriptionClear yellow viscous liquid. Insoluble in water.
Upstream & downstream products
Downstream products
Suppliers50 total
Additional notes
DefinitionT3DB: 3-Monobromobiphenyl is a polybrominated biphenyl. Polybrominated biphenyls (PBBs) are a group of 209 synthetic organic compounds with 1-10 bromine atoms attached to biphenyl. They can be used as flame retardants and may be added to the plastics used to make products like computer monitors, televisions, textiles, and plastic foams to make them difficult to burn. However, the use of PBBs is banned or restricted in most areas due to their toxicity and persistence in the environment.
Related reactions
Linked notes
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