PRODUCTS

BORANE-TRIPHENYLPHOSPHINE

Borane-triphenylphosphine is used for C-P cross-coupling with aryl iodides.
Borane-triphenylphosphine is used for the synthesis of N-heterocyclic carbenborane complexes through exchange with a Lewis base.
Borane-triphenylphosphine is used for not catalyzed alcoholysis in case of deprotection from phosphane boranes.

CAS number: 2049‑55‑0
EC number: 677‑569‑2
Molecular Formula: C18H15BP
Molecular Weight: 273.1 g/mol

SYNONYMS:
Triphenylphosphine borane, Borane·triphenylphosphine complex, Triphenylphosphine‑borane, BORANE‑TRIPHENYLPHOSPHINE COMPLEX, phosphine Borane, Borane triphenylphosph, TriphenylphosphinBorane, BORANE-TRIPHENYLPHOSPHINE, TRIPHENYLPHOSPHINE BORANE, Boron-triphenylphosphinecomplex, BORANE-TRIPHENYLPHOSPHINE COMPLEX, Triphenylphosphine borane complex, Boran-Triphenylphosphine Complex, Borane-triphenylphosphine complex,97%, Triphenylphosphine Borane, 2049-55-0, Boron, trihydro(triphenylphosphine)-, (T-4)-, TriphenylphosphinBorane, 1092524-67-8, MFCD00012427, Triphenylphosphineborane, boron,triphenylphosphane, SCHEMBL1157656, SCHEMBL4251468, DTXSID60422845, QFLQJPFCNMSTJZ-UHFFFAOYSA-N, AKOS015833618, DB-009886, T1789, F14006, borane-triphenylphosphine-complex, triphenylphosphineborane, Triphenylphosphine Borane, Triphenylphosphineborane, Borane triphenylphosph, TriphenylphosphinBorane, TRIPHENYLPHOSPHINE BORANE, BORANE-TRIPHENYLPHOSPHINE, BORANE-TRIPHENYLPHOSPHINE COMPLEX, Borane-triphenylphosphine complex, Boran-Triphenylphosphine Complex

Borane-triphenylphosphine, with the CAS number 2049-55-0, is a coordination compound formed between borane (BH₃) and triphenylphosphine (PPh₃).
Borane-triphenylphosphine is characterized by its ability to act as a Lewis acid due to the electron-deficient boron atom, which can accept electron pairs from Lewis bases.

Borane-triphenylphosphine is one of numerous organoboron compounds manufactured by American Elements under the trade name AE Organometallics.
Organometallics are useful reagents, catalysts, and precursor materials with applications in thin film deposition, industrial chemistry, pharmaceuticals, LED manufacturing, and others.

Borane-triphenylphosphine is a versatile organoboron compound known for its utility in organic synthesis and catalysis.
Borane-triphenylphosphine is a white crystals with an unpleasant smell.
Borane-triphenylphosphine is an organometallic compound with the chemical formula [Ph3P(BH3)].

Borane-triphenylphosphine is a compound that stabilizes amines in the presence of trifluoride.
Borane-triphenylphosphine can be used as a stabilizer for amines during radiation, and also has anti-inflammatory properties.
Borane-triphenylphosphine has been shown to have dehydrogenative properties when mixed with sodium salts, silicon and diborane.

USES and APPLICATIONS of BORANE-TRIPHENYLPHOSPHINE:
Borane-triphenylphosphine enhances the stability of the borane, allowing for easier handling and manipulation in synthetic applications.
Borane-triphenylphosphine is typically a white to yellow solid and is soluble in organic solvents such as dichloromethane and tetrahydrofuran.
Borane-triphenylphosphine is often used in organic synthesis, particularly in hydroboration reactions, where it facilitates the addition of boron to alkenes and alkynes.

Additionally, Borane-triphenylphosphine can serve as a source of boron in various chemical transformations, making it valuable in the preparation of organoboron compounds.
Care should be taken when handling Borane-triphenylphosphine, as it can be sensitive to moisture and air, leading to decomposition.

Borane-triphenylphosphine is used for deprotection with the help of amines reaction on polymer basis.
Borane-triphenylphosphine is used for introducing overfilled silylene into hydroboranes.

Reagent in organic synthesis: Borane-triphenylphosphine serves as a solid, bench-stable borane donor for reductions (e.g. of aldehydes, ketones), hydroboration reactions, and deprotection of phosphine–borane adducts.

Catalyst precursor: Borane-triphenylphosphine is used in formation of borane complexes, C–P cross‑coupling, and insertion reactions; employed in N-heterocyclic carbene–borane chemistry.
Protecting agent: Borane-triphenylphosphine stabilizes triphenylphosphine in air; borane group removable under gentle conditions, making the complex useful for handling sensitive phosphines.

Borane-triphenylphosphine serves as a powerful reducing agent, particularly in the reduction of carbonyl compounds to their corresponding alcohols, making it invaluable in the pharmaceutical and fine chemical industries.
Borane-triphenylphosphine's ability to selectively reduce various functional groups allows chemists to achieve high yields and purity in their reactions, streamlining the synthesis of complex molecules.

Additionally, Borane-triphenylphosphine is recognized for its stability and ease of handling, which enhances its appeal for both academic research and industrial applications.
Researchers and industry professionals benefit from the unique properties of Borane-triphenylphosphine, as it can facilitate the formation of C–C bonds and participate in hydroboration reactions.

Borane-triphenylphosphine is particularly advantageous compared to other reducing agents due to its mild reaction conditions and minimal side reactions, making it a preferred choice for sensitive substrates.
Borane-triphenylphosphine's applications extend beyond organic synthesis, including its role in materials science and the development of novel catalysts, showcasing its broad relevance in advancing chemical research and production.

Borane-triphenylphosphine is mainly used for catalytic reactions in organic synthesis.
Borane-triphenylphosphine is usually as a phosphine ligand to participate in the metal catalyst, promote a variety of organic reactions.
For example, Borane-triphenylphosphine can be used in reactions such as hydrogenation, reduction and carbonylation.

Borane-triphenylphosphine has been used in tissue culture experiments to modify molecules with phosphine groups, which can then be reacted with amines to produce trialkylamines.

-Uses of Borane-triphenylphosphine:
*Reactant for:
C-P cross coupling with aryl iodides.
Synthesis of N-heterocyclic carbene borane complexes via Lewis base exchange.
Catalyst-free alcoholysis to deprotect phosphane-boranes.

Undergoing heterolytic activation.
Deprotection via reactions with resin-supported amines.
Insertion of overcrowded silylene into hydroboranes.

PROPERTIES of BORANE-TRIPHENYLPHOSPHINE:
Borane-triphenylphosphine is a colorless to light yellow solid with high thermal and chemical stability.
Borane-triphenylphosphine has good solubility and is soluble in some organic solvents such as ether and chloroform.
In addition, Borane-triphenylphosphine is stable in air and is not easily oxidized.

PREPARATION METHOD of BORANE-TRIPHENYLPHOSPHINE:
The preparation method of Borane-triphenylphosphine is relatively simple, and is generally obtained by reacting triphenylphosphine with sodium borohydride or ethyl borohydride in an appropriate solvent.
This reaction is usually carried out at room temperature or under heating.

KEY BENEFITS & CHEMICAL CHARACTERISTICS of BORANE-TRIPHENYLPHOSPHINE:
*Solid & easier handling than gaseous BH₃ or THF adducts.
*Selective, mild reducing agent—more controlled than stronger hydrides like LiAlH₄ or NaBH₄.
*Cleaner by-products—triphenylphosphine and borane decompose cleanly; boron by-products often volatile or easily removed.
*Borane-triphenylphosphine stabilizes reactive phosphine from oxidation and air exposure.

SAFETY INFORMATION of BORANE-TRIPHENYLPHOSPHINE:
Borane-triphenylphosphine is generally considered to be relatively safe under normal operating conditions.
At the same time, solids and solutions may turn yellow when exposed to air for a long time, so Borane-triphenylphosphine is necessary to avoid prolonged exposure to air.
In use, it is recommended to take appropriate laboratory safety precautions, such as wearing gloves and goggles.

PHYSICAL and CHEMICAL PROPERTIES of BORANE-TRIPHENYLPHOSPHINE:
IUPAC Name: Borane; triphenylphosphane
CAS Number: 2049-55-0
EC/EINECS Number: 677-569-2
Molecular Formula: C₁₈H₁₈BP
Molecular Weight: 276.12 g/mol
Exact Mass: 276.124 g/mol
Monoisotopic Mass: 276.124 g/mol
Linear Formula: (C₆H₅)₃P·BH₃

SMILES: B.C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3
InChI: InChI=1S/C18H15P.BH3/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;/h1-15H;1H3
InChIKey: CHVBILDTVBDARQ-UHFFFAOYSA-N
MDL Number: MFCD00012427
PubChem CID: 2724283 / 6364612
UNSPSC Code: 12352002
NACRES: NA.22
CBNumber: CB7267468
Physical & Chemical Properties

Appearance: White to off-white crystalline powder or solid (may appear slightly yellow)
Odor: Unpleasant, amine-like
Melting Point: 189–191 °C (lit.)
Boiling Point: ~360 °C at 760 mmHg (decomposes)
Flash Point: 181.7 °C
Density: Not available
Vapor Pressure: 4.74 × 10⁻⁵ mmHg at 25 °C
Refractive Index: Not available

Solubility:
Water: Insoluble
Organics: Soluble in tetrahydrofuran (THF), toluene, etc.
Stability and Storage
Stability: Stable under dry inert conditions
Incompatible with: Acids, oxidizing agents, acid chlorides, alcohols
Sensitive to: Air & moisture (decomposes upon exposure)
Storage Conditions: Refrigerator (0–8 °C), in a dry, inert atmosphere

Molecular Characteristics
Hydrogen Bond Donor Count: 0
Hydrogen Bond Acceptor Count: 0
Rotatable Bond Count: 3
Topological Polar Surface Area (TPSA): 0 Å²
Heavy Atom Count: 20
Formal Charge: 0

Complexity: 202
Covalently-Bonded Unit Count: 2
Isotope Atom Count: 0
Stereocenter Counts:
Defined Atom Stereocenters: 0
Undefined Atom Stereocenters: 0
Defined Bond Stereocenters: 0
Undefined Bond Stereocenters: 0
Canonicalized: Yes

FIRST AID MEASURES of BORANE-TRIPHENYLPHOSPHINE:
-Description of first-aid measures
*General advice:
Show this material safety data sheet to the doctor in attendance.
*If inhaled:
After inhalation:
Fresh air.
*In case of skin contact:
Take off immediately all contaminated clothing.
Rinse skin with
water/ shower.
*In case of eye contact:
After eye contact:
Rinse out with plenty of water.
Call in ophthalmologist.
Remove contact lenses.
*If swallowed:
After swallowing:
Immediately make victim drink water (two glasses at most).
Consult a physician.
-Indication of any immediate medical attention and special treatment needed.
No data available

ACCIDENTAL RELEASE MEASURES of BORANE-TRIPHENYLPHOSPHINE:
-Environmental precautions:
Do not let product enter drains.
-Methods and materials for containment and cleaning up:
Cover drains.
Collect, bind, and pump off spills.
Observe possible material restrictions.
Take up dry.
Dispose of properly.
Clean up affected area.

FIRE FIGHTING MEASURES of BORANE-TRIPHENYLPHOSPHINE:
-Extinguishing media:
*Suitable extinguishing media:
Carbon dioxide (CO2)
Foam
Dry powder
*Unsuitable extinguishing media:
For this substance/mixture no limitations of extinguishing agents are given.
-Further information:
Prevent fire extinguishing water from contaminating surface water or the ground water system.

EXPOSURE CONTROLS/PERSONAL PROTECTION of BORANE-TRIPHENYLPHOSPHINE:
-Control parameters:
--Ingredients with workplace control parameters:
-Exposure controls:
--Personal protective equipment:
*Eye/face protection:
Use equipment for eye protection.
Safety glasses
*Body Protection:
protective clothing
*Respiratory protection:
Recommended Filter type: Filter A
-Control of environmental exposure:
Do not let product enter drains.

HANDLING and STORAGE of BORANE-TRIPHENYLPHOSPHINE:
-Conditions for safe storage, including any incompatibilities:
*Storage conditions:
Tightly closed.
Dry.

STABILITY and REACTIVITY of BORANE-TRIPHENYLPHOSPHINE:
-Chemical stability:
The product is chemically stable under standard ambient conditions (room temperature).
-Possibility of hazardous reactions:
No data available