Reaction
ChemicalBook > CAS DataBase List > tBuBrettPhos

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

  1. Ligand used in the Pd-catalyzed conversion of aryl and vinyl triflates to bromides and chlorides.
  2. Ligand used in the Pd-catalyzed O-arylation of ethyl acetohydroximates.
  3. Ligand used in the Pd-catalyzed conversion of aryl chlorides, triflates, and nonaflates to nitroaromatics.
  4. 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

Puyang Huicheng Electronic Material Co. Ltd.
Tel
0393-0393-0393-8910800 15039333257
Fax
0393-8912775
Email
info@huichengchem.com
Country
China
ProdList
569
Advantage
64
Aikon International Limited
Tel
025-66113011 13155353615
Fax
(7)02557626880
Email
qzhang@aikonchem.com
Country
China
ProdList
15394
Advantage
58
Zhengzhou Kingorgchem Chemical Technology Co., Ltd.gy Co., Ltd.
Tel
0371-65511006 18625597674
Email
sales@kingorgchem.com
Country
China
ProdList
976
Advantage
55
BeiJing Greenchem Technology Co.,Ltd.
Tel
131-21959385 18804271668
Fax
010-62925455
Email
chemrocking@bjgreenchem.com
Country
China
ProdList
273
Advantage
58
xinxiang runyu material co.,Ltd
Tel
15690792173
Fax
0373-7759608
Email
sales@runvmat.com
Country
China
ProdList
265
Advantage
58
J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
Advantage
84
ShangHai DEMO Chemical Co.,Ltd
Tel
400-021-7337 2355568890
Fax
0086-21-50182339
Email
sales@demochem.com
Country
China
ProdList
2572
Advantage
57
Beijing HwrkChemical Technology Co., Ltd
Tel
18515581800 18501085097
Fax
010-89508210
Email
sales.bj@hwrkchemical.com
Country
China
ProdList
9400
Advantage
55
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44801
Advantage
61
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:


  • -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