tBuBrettPhos

Reaction

Product Name: tBuBrettPhos
CAS No.: 1160861-53-9
Chemical Name: tBuBrettPhos
Synonyms: tBuBrettPhos;t-butylBrettPhos;2-(Di-tert-butylphosphino)-2′,4′,6′- triisopropyl-3,6-dimethoxy-1,1′-biphenyl;tBuBrettPhos 97%;tertButylBrettPhos;tert-ButylBrettPhos;-3,6-dimethoxybiphenyL;tBuBrettPhos ChemBeads;[3,6-Dimethoxy-2',4',6'-tr;phosphino)-3,6-dimethoxy-2',4',6'-tri-i-propyL
CBNumber: CB22521017
Molecular Formula: C31H49O2P
Formula Weight: 484.69
MOL File: 1160861-53-9.mol

More

Less

tBuBrettPhos Property

Melting point:: 166-170°C
Boiling point:: 534.9±50.0 °C(Predicted)
storage temp.: 2-8°C, protect from light, stored under nitrogen
form: crystal
color: white
InChI: InChI=1S/C31H49O2P/c1-19(2)22-17-23(20(3)4)27(24(18-22)21(5)6)28-25(32-13)15-16-26(33-14)29(28)34(30(7,8)9)31(10,11)12/h15-21H,1-14H3
InChIKey: REWLCYPYZCHYSS-UHFFFAOYSA-N
SMILES: P(C1=C(OC)C=CC(OC)=C1C1=C(C(C)C)C=C(C(C)C)C=C1C(C)C)(C(C)(C)C)C(C)(C)C

More

Less

Safety

WGK Germany: 3
HS Code: 2931.90.6000

More

Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

More

Less

N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 730998
Product name: tBuBrettPhos
Purity: 97%
Packaging: 1g
Price: $280.58
Updated: 2025/07/31

Sigma-Aldrich

Product number: 936758
Product name: tBuBrettPhos ChemBeads
Packaging: 1 unit
Price: $132.05
Updated: 2025/07/31

Sigma-Aldrich

Product number: 730998
Product name: tBuBrettPhos
Purity: 97%
Packaging: 5g
Price: $1070
Updated: 2025/07/31

Sigma-Aldrich

Product number: 936758
Product name: tBuBrettPhos ChemBeads
Packaging: 1G
Price: $276
Updated: 2024/03/01

TCI Chemical

Product number: D5663
Product name: Di-tert-butyl(2',4',6'-triisopropyl-3,6-dimethoxy-[1,1'-biphenyl]-2-yl)phosphine
Packaging: 250MG
Price: $126
Updated: 2025/07/31

More

Less

tBuBrettPhos Chemical Properties,Usage,Production

Reaction

Ligand used in the Pd-catalyzed conversion of aryl and vinyl triflates to bromides and chlorides.
Ligand used in the Pd-catalyzed O-arylation of ethyl acetohydroximates.
Ligand used in the Pd-catalyzed conversion of aryl chlorides, triflates, and nonaflates to nitroaromatics.
Ligand used in the Pd-catalyzed cross-coupling of amides and aryl mesylates.

Uses

Buchwald Phosphine Ligands for chemical Synthesis

General Description

tBuBrettPhos is a dialkylbiaryl phosphine ligand developed by the Buchwald group. It promotes cross-coupling reactions more efficiently and exhibits improved reactivity compared to other catalytic systems.

reaction suitability

reaction type: Cross Couplings
reagent type: ligand
reaction type: Arylations
reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reagent type: ligand
reaction type: C-X Bond Formation
reagent type: ligand
reaction type: Fluorinations

Synthesis

13716-10-4

21524-34-5

82830-49-7

1160861-53-9

Example 3: Synthesis of Ligand 6; A reflux condenser, glass stopper and rubber septum were assembled to an oven-dried, three-necked, 100 mL round-bottomed flask equipped with a magnetic stir bar. After addition of magnesium chips (360 mg, 15.36 mmol), the flask was evacuated and backfilled with argon (this process was repeated three times). THF (40 mL) and 2,4,6-triisopropylbromobenzene (3.62 g, 12.8 mmol) were added via syringe, heated to reflux and 1,2-dibromomethane (40 μL) was added dropwise. The reaction mixture was stirred at reflux for 1 h and cooled to room temperature. In another oven-dried 500 mL Schlenk flask, a magnetic stir bar and septum were added, evacuated and backfilled with argon (repeated 3 times). THF (160mL) and 1,4-dimethoxy-2-fluorobenzene (2g, 12.8mmol) were added via syringe and cooled to -78°C. n-BuLi (2.5 M hexane solution, 5.12 mL, 12.8 mmol) was added dropwise over 15 min with stirring for 30 min. The previously prepared Grignard reagent was added by cannula transfer and stirred at -78 °C for 1 hour. Slowly warmed to room temperature and continued stirring for 3 hours. Anhydrous CuCl (1.267 g, 12.8 mmol) was added rapidly under argon protection, followed by ClP(t-Bu)2 (2.44 mL, 12.8 mmol) via syringe, and the Schlenk tube was sealed with a PTFE screw cap. The reaction mixture was heated to 75 °C, kept for 48 h and then cooled to room temperature. The reaction was quenched with 30% NH4OH aqueous solution (100 mL) and extracted with EtOAc (200 mL). The organic layer was washed sequentially with 30% aqueous NH4OH (3 x 100 mL) and brine (100 mL), dried over MgSO4, filtered and concentrated to give a yellow oil. The crude product was dissolved in a minimal amount of hot MeOH and crystallized overnight at -25 °C in a refrigerator to give 1.11 g of white crystals (18% yield).

References

[1] Patent: WO2009/76622, 2009, A2. Location in patent: Page/Page column 116

tBuBrettPhos Preparation Products And Raw materials

Raw materials

Preparation Products

More

Less

tBuBrettPhos Suppliers

Americas 1 China 165 Europe 1 India 2 Japan 1 Russia 1 United States 9 Global 180

TOKYO CHEMICAL INDUSTRY CO., LTD.

Tel: 03-36680489
Fax: 03-3668-0520
Email: Sales-JP@TCIchemicals.com
Country: Japan
ProdList: 28387
Advantage: 80

More

Less

View Lastest Price from tBuBrettPhos manufacturers

Speranza Chemical Co., Ltd.

Product: 2-(Di-t-butylphosphino)-3,6-dimethoxy-2'-4'-6'-tri-i-propyl-1,1'-biphenyl, min. 98% t-butylBrettPhos 1160861-53-9
Price: US $0.00-0.00/KG
Min. Order: 5KG
Purity: 98%
Supply Ability: 25KG
Release date: 2024-01-05

Qingdao RENAS Polymer Material Co., Ltd.

Product: 2-(Di-t-butylphosphino)-3,6-dimethoxy-2'-4'-6'-tri-i-propyl-1,1'-biphenyl,t-butylBrettPhos 1160861-53-9
Price: US $0.00/kg
Min. Order: 20kg
Purity: 99%
Supply Ability: 20 tons
Release date: 2024-10-15

Henan Aochuang Chemical Co.,Ltd.

Product: 2-(Di-t-butylphosphino)-3,6-dimethoxy-2'-4'-6'-tri-i-propyl-1,1'-biphenyl, min. 98% t-butylBrettPhos 1160861-53-9
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1ton
Release date: 2022-09-30

1160861-53-9, tBuBrettPhosRelated Search:

2-(Dicyclohexylphosphino)biphenyl 2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl 2-(Dicyclohexylphosphino)-3,6-dimethoxy-2'-4'-6'-tri-i-propyl-1,1'-biphenyl, min. 98% BrettPhos 2-DI-TERT-BUTYLPHOSPHINO-2',4',6'-TRIISOPROPYLBIPHENYL X-PHOS 2-(Di-tert-butylphosphino)biphenyl 2-(Di-t-butylphosphino)-3-methoxy-6-methyl-2',4',6'-tri-i-propyl-1,1'-biphenyl Di-tert-butyl disulfide Butylated Hydroxytoluene 2-DICYCLOHEXYLPHOSPHINO-2',6'-DIISOPROPOXYBIPHENYL

-3,6-dimethoxybiphenyL

2-(Di-tert-butylphosphino)-2',4',6'-triisopropyl-3,6-diMethoxybiphenyl

2-Di-t-butylphosphino-2',4',6'-tri-i-propyl-3,6-diMethoxy-1,1'-biphenyl, 98% (t-BuBrettPhos)

tBuBrettPhos 97%

tBuBrettPhos

tertButylBrettPhos

tert-ButylBrettPhos

t-butylBrettPhos

2-Di-t-butylphosphino-2',4',6'-tri-i-propyl-3,6-dimethoxy-1,1'-biphenyl, (t-BuBrettPhos)

2-(Di-t-butylphosphino)-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl, min. 98% t-BuBrettPhos

2-(Di-t-butylphosphino)-3,6-dimethoxy-2'-4'-6'-tri-i-propyl-1,1'-biphenyl, t-butylBrettPhos

[3,6-Dimethoxy-2',4',6'-tr

[3,6-Dimethoxy-2',4',6'-tris(1-methylethyl)[1,1'-biphenyl]-2-yl]bis(1,1-dimethyleth

2-(Di-t-butylphosphino)-3,6-dimethoxy-2'-4'-6'-tri-i-propyl-1,1'-biphenyl, min. 98% t-butylBrettPhos

2-(Di-tert-butylphosphino)-2′,4′,6′- triisopropyl-3,6-dimethoxy-1,1′-biphenyl

T-BUBRETTPHOS, [3,6-DIMETHOXY-2′,4′,6′-TRIS(1-METHYLETHYL) [1,1′-BIPHENYL]-2-YL]BIS(1,1-DIMETHYLETHYL)PHOSPHINE

[3,6-Dimethoxy-2',4',6'-tris(1-methylethyl)[1,1'-biphenyl]-2-yl]bis(1,1-dimethylethyl)phosphine

Di-tert-butyl(2',4',6'-triisopropyl-3,6-dimethoxybiphenyl-2-yl)phosphine

2-(Di-tert-butylphosphino)-2',4',6'-triisopropyl-3,6-diMethoxybiphenyl, 97+%

Di-tert-butyl(2',4',6'-triisopropyl-3,6-dimethoxy-[1,1'-biphenyl]-2-yl)phosphine

2-( Di-t-butylphosphino)-3,6- dimethoxy-2'-4'-6'-tri-i-propyl-1,1'- biphenyl (tBu-BrettPhos)

tBuBrettPhos / 2-(Di-t-butylphosphino)-3,6-dimethoxy- 2'-4'-6'-tri-i-propyl-1,1'-biphenyl

2-Di-t-butylphosphino-2',4',6'-tri-i-propyl-3,6-dimethoxy-1,1'-biphenyl, 98%

phosphino)-3,6-dimethoxy-2',4',6'-tri-i-propyL

Phosphine, [3,6-dimethoxy-2',4',6'-tris(1-methylethyl)[1,1'-biphenyl]-2-yl]bis(1,1-dimethylethyl)-

2-(Di-t-butyphosphino)-3,6-dimethoxy- 2,4,6'-tripropyl-i,1'-biphenyl

2-(Di-t-butylphosphino)-3,6-dimethoxy-2'-4'-6'-tri-i-propyl-...

di-tert-butyl(2',4',6'-triisopropyl-3,6-dimethoxy-[1,1'-biphenyl]-2-yl)phosphane

2-(Di-t-butylphosphino)-3,6-dimethoxy-2'-4'-6'-tri-i-propyl-1,1'-biphenyl, min.

ditert-butyl-[3,6-dimethoxy-2-(2,4,6-triisopropylphenyl)phenyl]phosphane

2-(Di-tert-butylphosphino)-3,6-dimethoxy-2’,4’,6’-triisopropyl-1,1’-biphenyl (tBuBrettPhos)

2-(Di-t-butylphosphino)-3,6-dimethoxy-2'-4'-6'-tri-i-propyl-1,1'-biphenyl

2-(Di-t-butylphosphino)-3,6-dimethoxy-2'-4'-6'-tri-i-propyl-1,1'-biphenyl,t-butylBrettPhos

2-(Di-t-butylphosphino)-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl (t-BuBrettPhos)

tBuBrettPhos ChemBeads

2-(Di-tert-butylphosphino)-3,6-dimethoxy-2'-4'-6'tri-1-propyl-1,1'-biphenyl

2-(Di-t-butylphosphino)-3,6-dimethoxy- 2'-4'-6'-tri-i-propyl-1,1'-biphenyl

2-(Dibutylphosphine)-3,6-dimethoxy-2',4',6'-tripropyl-1,1'-biphenyl

1160861-53-9

160861-53-9

C31H49O2P

Achiral Phosphine

Aryl Phosphine

Buchwald Ligands Series

Buchwald Ligands&Precatalysts