TETRABUTYLPHOSPHONIUM BROMIDE

Tetrabutylphosphonium bromide is an important phosphonium compound valued for its strong ionic character and broad synthetic utility.
Tetrabutylphosphonium bromide is frequently used to enhance reaction efficiency in phase-transfer processes and to prepare customized ionic liquids.
Tetrabutylphosphonium bromide's versatility also supports applications in polymer chemistry, electrochemistry, and specialty materials development.

CAS Number: 3115-68-2
EC Number: 221-487-8
Molecular Formula: C16H36BrP
Molecular Weight: 339.342 g/mol

Synonyms: Tetrabutylphosphonium bromide, 3115-68-2, Tetra-N-butylphosphonium bromide, Phosphonium, tetrabutyl-, bromide, DTXSID6047945, NSC-41942, 2953275L2K, DTXCID6027921, Bu4PBr, DTXSID0045042, TBP Br, RefChem:188422, DTXCID8025042, 221-487-8, Tetrabutylphosphonium, tetrabutylphosphanium;bromide, MFCD00011853, tetrabutylphosphanium bromide, PX 4B, EINECS 221-487-8, NSC 41942, Tetrabutylphosphoniumbromide, TETRA BUTYL PHOSPHONIUM BROMIDE, C16H36BrP, tetrabutylphosphanium,bromide, UNII-2953275L2K, tetrabutylphosphonium;bromide, tetrabutyl-phosphonium bromide, SCHEMBL126636, tetra-n-butylphosphoniumbromide, CHEMBL3185844, tetra-n--butylphosphonium bromide, tetra-n-butyl phosphonium bromide, Tetrabutylphosphonium bromide, 98%, NSC41942, Tox21_200701, WLN: 4P4&4&4 &E, AKOS015833022, CS-W009414, FT34275, NCGC00258255-01, AS-12267, CAS-3115-68-2, Phosphonium, tetrabutyl-, bromide (1:1), DB-047979, NS00082114, D97390, F235649, Q27254381, 221-487-8, 3115-68-2, Bromure de tétrabutylphosphonium, Phosphonium, tetrabutyl-, bromide (1:1), tetra-butylphosphonium bromide, TETRA-N-BUTYLPHOSPHONIUM BROMIDE, Tetra-N-butylphosphoniumbromide, Tetrabutyl phosphonium bromide, tetrabutylphosphanium bromide, Tetrabutylphosphonium bromide, Tetrabutylphosphoniumbromid, 1-(3-Methoxypropoxy)butane, 221-487-8MFCD00011853, 2304-30-5, 3115-66-0, 34283-24-4, 4P4&4&4 &E, 5-isopropyl-2-methyl-cyclohex-2-en-1-one, 99%, EINECS 221-487-8, Phosphonium, tetrabutyl-, bromide, PX 4B, tetrabutylphosphine, bromide, tetrabutylphosphoniumbromide

Tetrabutylphosphonium bromide is an ionic glycol ester containing a tetra-n-butyl group.
When reacted with trifluoroacetic acid, Tetrabutylphosphonium bromide forms the water-soluble acid complex of phosphonic acid.

Due to its high activity index, Tetrabutylphosphonium bromide is more likely to react than others.
Tetrabutylphosphonium bromide demonstrates biological properties, including the ability to inhibit the growth of bacteria and fungi.
Tetrabutylphosphonium bromide serves as an ion pair reagent and an effective phase transfer catalyst.

Tetrabutylphosphonium bromide is a versatile quaternary ammonium salt that serves as an effective phase transfer catalyst in various organic reactions.
Tetrabutylphosphonium bromide's unique structure allows it to facilitate the transfer of reactants between immiscible phases, making it particularly valuable in synthetic organic chemistry.

Tetrabutylphosphonium bromide is widely utilized in the synthesis of pharmaceuticals, agrochemicals, and specialty chemicals, where it enhances reaction efficiency and yields.
Researchers appreciate its ability to improve solubility and reactivity of substrates, leading to faster and more efficient reactions.

In addition to its role as a catalyst, Tetrabutylphosphonium bromide is also employed in the extraction and separation processes, particularly in the recovery of valuable metals and in the preparation of ionic liquids.
Tetrabutylphosphonium bromide's high thermal stability and solubility in organic solvents make it an ideal choice for various industrial applications.
With its proven track record in enhancing reaction conditions and product yields, Tetrabutylphosphonium bromide is an essential compound for professionals seeking reliable and efficient solutions in their chemical processes.

Tetrabutylphosphonium Bromide is a quaternary phosphonium salt consisting of a tetrabutylphosphonium cation and a bromide anion.
Tetrabutylphosphonium bromide is commonly encountered as a white to off-white crystalline solid and is valued for its ionic character, thermal stability, and usefulness as a phase-transfer catalyst and chemical intermediate.
Tetrabutylphosphonium bromide is widely employed in organic synthesis, catalysis, ionic-liquid preparation, and materials chemistry.

Uses of Tetrabutylphosphonium Bromide:
Tetrabutylphosphonium bromide is a useful synthetic reagent used in proteomics research.
Tetrabutylphosphonium bromide is used as a phase-transfer catalyst at high temperatures, at which nitrogen analogues tend to undergo elimination e.g. as catalyst for the dealkoxycarbonylation of malonates and -keto esters by heating in stearic acid.

Tetrabutylphosphonium bromide is used as an ionic liquid solvent in the regioselective O-alkylation of C/O ambident nucleophiles.
Tetrabutylphosphonium bromide is a synthetic reagent used in proteomics research.

Tetrabutylphosphonium Bromide is widely used as a phase-transfer catalyst to promote reactions between compounds present in different phases.
Tetrabutylphosphonium bromide is employed in organic synthesis, including substitution, alkylation, condensation, and other catalytic transformations.

Tetrabutylphosphonium bromide is also used as a precursor for preparing phosphonium-based ionic liquids and functional salts.
In polymer and materials chemistry, Tetrabutylphosphonium bromide can be used as a catalyst, curing-related additive, or reaction promoter.

Tetrabutylphosphonium bromide is applied in electrochemical and ion-exchange research because of its ionic structure and good solubility in suitable media.
Tetrabutylphosphonium Bromide is also used as a chemical intermediate in the synthesis of specialty phosphonium compounds and advanced functional materials.

Industry Uses:
Processing aids not otherwise specified
Polymerization promoter

Applications of Tetrabutylphosphonium Bromide:

Tetrabutylphosphonium bromide is a quaternary salt which can be used:
Tetrabutylphosphonium bromide is used as a medium to disperse ruthenium catalyst for the synthesis of ethylene glycol from synthesis gas via ruthenium melt catalysis.
Tetrabutylphosphonium bromide is used as a catalyst supported on silica or alumina for the halogen exchange reaction to synthesize alkyl bromide from alkyl chloride.

Tetrabutylphosphonium bromide is used to synthesize various ionic liquids on mixing with different proportions of 1,3-dimethylurea for capturing NO gas.
Tetrabutylphosphonium bromide is used as a hydrogen-bond acceptor along with levulinic acid as a hydrogen-bond donor for the preparation of deep eutectic solvents to separate toluene from toluene/n-hexane mixtures.
Tetrabutylphosphonium bromide is used to prepare ionic semiclathrate hydrates.

Stability and Reactivity of Tetrabutylphosphonium Bromide:

Chemical Stability:
Stable under recommended storage and handling conditions.

Reactivity:
May be corrosive to certain metals; avoid contact with incompatible materials.

Conditions to Avoid:
Excessive heat, moisture, ignition sources, and unsuitable storage conditions.

Incompatible Materials:
Strong oxidizing agents and reactive metals.

Hazardous Decomposition Products:
Thermal decomposition or combustion may produce carbon oxides, phosphorus-containing fumes, hydrogen bromide, and other irritating vapors.

Handling and Storage of Tetrabutylphosphonium Bromide:

Safe Handling:
Avoid breathing dust and prevent contact with skin and eyes.
Use adequate ventilation and wear suitable protective equipment during handling.

Storage Conditions:
Keep tightly closed in a cool, dry, and well-ventilated area.
Store in suitable corrosion-resistant packaging and away from incompatible substances.

First Aid Measures of Tetrabutylphosphonium Bromide:

Inhalation:
Move the affected person to fresh air and obtain medical attention.

Skin Contact:
Immediately remove contaminated clothing and wash the skin thoroughly with plenty of water and soap.
Seek medical attention.

Eye Contact:
Rinse cautiously with plenty of water for several minutes.
Remove contact lenses if present and easy to do, continue rinsing, and obtain immediate medical attention.

Ingestion:
Rinse mouth with water and seek medical advice promptly.

Firefighting Measures of Tetrabutylphosphonium Bromide:

Suitable Extinguishing Media:
Use water spray, dry chemical powder, carbon dioxide, or suitable foam according to the surrounding fire conditions.

Specific Hazards:
Heating or combustion may generate irritating and corrosive decomposition fumes.

Protective Equipment:
Firefighters should wear self-contained breathing apparatus and full protective clothing.

Accidental Release Measures of Tetrabutylphosphonium Bromide:

Personal Precautions:
Avoid direct contact and inhalation of dust.
Ensure adequate ventilation and wear appropriate protective equipment.

Environmental Precautions:
Prevent release into drains, waterways, and the surrounding environment.

Cleanup Methods:
Carefully collect spilled material without generating dust and place it in a suitable closed container for disposal.

Exposure Controls/Personal Protective of Tetrabutylphosphonium Bromide:

Engineering Controls:
Provide adequate local exhaust or general ventilation.

Eye Protection:
Wear chemical safety goggles or suitable face protection.

Hand Protection:
Wear appropriate chemical-resistant gloves.

Skin Protection:
Use suitable protective clothing to prevent skin contact.

Respiratory Protection:
Use an appropriate particulate respirator when adequate ventilation cannot be maintained.

Hygiene Measures:
Wash hands and exposed skin thoroughly after handling.
Do not eat, drink, or smoke while using the material.

Identifiers of Tetrabutylphosphonium Bromide:
CAS: 3115-68-2
Molecular Formula: C16H36BrP
Molecular Weight (g/mol): 339.342
MDL Number: MFCD00011853
InChI Key: RKHXQBLJXBGEKF-UHFFFAOYSA-M
PubChem CID: 76564
IUPAC Name: tetrabutylphosphanium;bromide
SMILES: CCCC[P+](CCCC)(CCCC)CCCC.[Br-]

Product Name: Tetrabutylphosphonium bromide
CAS No.: 3115-68-2
Molecular Weight: 339.33
MDL No.: MFCD00011853
Purity/ Specification: 98%
Molecular Formula: C16H36BrP
Storage: Inert atmosphere, room temperature
SMILES Code: CCCC[P+](CCCC)(CCCC)CCCC.[Br-]

Product Number: T1124
Purity / Analysis Method: >99.0%(T)
Molecular Formula / Molecular Weight: C16H36BrP = 339.34 
Physical State (20 deg.C): Solid
Storage Temperature: Room Temperature (Recommended in a cool and dark place, <15°C)
Store Under Inert Gas: Store under inert gas
Condition to Avoid: Light Sensitive,Hygroscopic
CAS RN: 3115-68-2
Reaxys Registry Number: 4160474
PubChem Substance ID: 87576915
SDBS (AIST Spectral DB): 13695
MDL Number: MFCD00011853

Linear Formula: (CH3CH2CH2CH2)4P(Br)
CAS Number: 3115-68-2
Molecular Weight: 339.33
NACRES: NA.22
PubChem Substance ID: 24851366
UNSPSC Code: 12352001
EC Number: 221-487-8
MDL number: MFCD00011853
Beilstein/REAXYS Number: 4160474

CAS No.: 3115-68-2
Chemical Name: Tetrabutylphosphonium bromide
CBNumber: CB2447834
Molecular Formula: C16H36BrP
Molecular Weight: 339.33
MDL Number: MFCD00011853

Properties of Tetrabutylphosphonium Bromide:
Product Name: Tetrabutylphosphonium bromide, 98%
Quality Segment: 200
assay: 98%
form: solid
reaction suitability: core: phosphonium
sustainability: Greener Alternative Product
mp: 100-103 °C (lit.)
SMILES string: [Br-].CCCC[P+](CCCC)(CCCC)CCCC
InChI: 1S/C16H36P.BrH/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;/h5-16H2,1-4H3;1H/q+1;/p-1
InChI key: RKHXQBLJXBGEKF-UHFFFAOYSA-M

Melting point: 100-103 °C(lit.)
Density: 1.8[at 20℃]
vapor pressure: 0.018Pa at 25℃
Flash point: 290 °C
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
solubility: Chloroform (Slightly), Methanol (Slightly)
form: crystal
color: white
Water Solubility: ca 70 g/100 mL
Sensitive: Hygroscopic, Light Sensitive
BRN: 4160474
Stability: hygroscopic
InChI: 1S/C16H36P.BrH/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;/h5-16H2,1-4H3;1H/q+1;/p-1
InChIKey: JRMUNVKIHCOMHV-UHFFFAOYSA-M
SMILES: [Br-].CCCC[P+](CCCC)(CCCC)CCCC
LogP: -0.44 at 23℃
CAS DataBase Reference: 3115-68-2(CAS DataBase Reference)
EWG's Food Scores: 1
FDA UNII: 2953275L2K
NIST Chemistry Reference: Phosphonium bromide, tetrabutyl(3115-68-2)
EPA Substance Registry System: Phosphonium, tetrabutyl-, bromide (3115-68-2)
UNSPSC Code: 12352001
NACRES: NA.22

Physical State: Solid
Solubility: Soluble in water.
Storage: Store at room temperature
Melting Point: 100-103° C (lit.)

Molecular Weight: 339.33 g/mol
Hydrogen Bond Donor Count: 0
Hydrogen Bond Acceptor Count: 1
Rotatable Bond Count: 12
Exact Mass: 338.17380 Da
Monoisotopic Mass: 338.17380 Da
Topological Polar Surface Area: 0 Ų
Heavy Atom Count: 18
Complexity: 116
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 2
Compound Is Canonicalized: Yes

Specifications of Tetrabutylphosphonium Bromide:
Appearance: White to Almost white powder to crystal
Purity(Argentometric Titration): min. 99.0 %
Melting point: 103.0 to 107.0 °C
Solubility in Water: almost transparency

Melting Point: 104°C
Color: White
UN Number: 2811
Formula Weight: 339.34
Percent Purity: ≥99.0% (T)
Physical Form: Crystalline Powder
Chemical Name or Material: Tetrabutylphosphonium Bromide