Tri(o-tolyl)phosphine
- Product Name
- Tri(o-tolyl)phosphine
- CAS No.
- 6163-58-2
- Chemical Name
- Tri(o-tolyl)phosphine
- Synonyms
- P(o-tol)3;TRI-O-TOLYLPHOSPHINE;Tri-o-tolylphosphane;TRIS(2-METHYLPHENYL)PHOSPHINE;TRI-O-TOLYPHOSPHINE;TRIS(O-TOLYL)PHOSPHINE;tris(2-Methylphenyl)phosphane;tri-o-tolyl phopine;Tri-ortho-tolylphosphine;TRI(2-METHYLPHENYL)PHOSPHINE
- CBNumber
- CB8128012
- Molecular Formula
- C21H21P
- Formula Weight
- 304.37
- MOL File
- 6163-58-2.mol
Tri(o-tolyl)phosphine Property
- Melting point:
- 123-125 °C(lit.)
- Boiling point:
- 412.4±44.0 °C(Predicted)
- Density
- 1.16[at 20℃]
- vapor pressure
- 0Pa at 20℃
- Flash point:
- 198°C (388°F)
- storage temp.
- Store below +30°C.
- solubility
- Chloroform, Ethyl Acetate
- form
- Crystalline Powder
- color
- White
- Water Solubility
- Soluble in alcohol. Slightly soluble in cold water. Insoluble in water.
- Sensitive
- air sensitive
- Hydrolytic Sensitivity
- 7: reacts slowly with moisture/water
- BRN
- 661212
- InChIKey
- COIOYMYWGDAQPM-UHFFFAOYSA-N
- LogP
- 7.2
- CAS DataBase Reference
- 6163-58-2(CAS DataBase Reference)
- NIST Chemistry Reference
- Phosphine, tris(2-methylphenyl)-(6163-58-2)
- EPA Substance Registry System
- Phosphine, tris(2-methylphenyl)- (6163-58-2)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36-37/39
- WGK Germany
- 3
- F
- 10-23
- TSCA
- Yes
- HS Code
- 29319090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- 8.41817
- Product name
- Tri(o-tolyl)-phosphine
- Purity
- for synthesis
- Packaging
- 1g
- Price
- $37.5
- Updated
- 2024/03/01
- Product number
- 8.41817
- Product name
- Tri(o-tolyl)-phosphine
- Purity
- for synthesis
- Packaging
- 10g
- Price
- $217
- Updated
- 2024/03/01
- Product number
- 287822
- Product name
- Tri(o-tolyl)phosphine
- Purity
- 97%
- Packaging
- 1g
- Price
- $60.6
- Updated
- 2024/03/01
- Product number
- 287822
- Product name
- Tri(o-tolyl)phosphine
- Purity
- 97%
- Packaging
- 10g
- Price
- $331
- Updated
- 2024/03/01
- Product number
- T1024
- Product name
- Tri(o-tolyl)phosphine
- Purity
- >97.0%(GC)
- Packaging
- 5g
- Price
- $65
- Updated
- 2024/03/01
Tri(o-tolyl)phosphine Chemical Properties,Usage,Production
Description
Tris(o-tolyl)phosphine is an organophosphorus compound. This compound is a white, water-insoluble solid that is soluble in organic solvents. In solution, it slowly converts to the phosphine oxide. As a phosphine ligand, it has a wide cone angle of 194°. Consequently, it tends to cyclometalate when treated with metal halides and metal acetates. Complexes of this ligand are common in homogeneous catalysis.
Chemical Properties
white to light yellow crystal powder.
Uses
Tri(o-tolyl)phosphine is used in a ruthenium-catalyzed direct amination of alcohols. It is also used in Suzuki reaction. Further, it is used in the preparation of tri-ortho-phosphinselenide by reacting with selenium as a reagent. In addition to this, it acts as a ligand in coordination chemistry.
Application
Tris(2-methylphenyl)phosphine (Eletriptan Impurity 13) is a phosphine catalyst. It can be used in the rhodium-catalyzed hydrogenation, Suzuki-Miyaura cross-coupling reactions and Heck reactions.
Preparation
Tri(o-tolyl)phosphine can be obtained by the reduction of tris(o-tolyl)phosphine oxide or prepared by the 2-bromotoluene Grignard reaction.
Procedure: To a solution of magnesuim turnings (3.11 g, 128 mmol, 3.5 equiv) in THF (50 mL) was added a small amount of 2-bromotoluene (1 mL) and 1 iodine crystal. The reaction vessel was heated until initiation occurred, where upon a solution of the remaining 2-bromotoluene (20 g, 117 mmol, 3.2 equiv in total) in THF (100 mL) was added. The reaction was set to reflux for 2 hours (colour change to black solution), after which it was cooled to 0 oC and a solution of phosphorus trichloride (5.01 g, 36.5 mmol, 1 equiv) in THF (30 mL) was added dropwise. Upon addition completion the reaction was set to reflux for 18 hours. The reaction was allowed to cool to room temperature, whereupon NH4Cl solution was added with care. The resulting solution was extracted with ether (3 x 100 mL), dried over MgSO4, filtered and concentrated in vacuo. The resulting white solid was recrystalised from ethanol to yield Tri(o-tolyl)phosphine as a white solid. (6.8 g, 62 %)
Reactivity Profile
Tri(o-tolyl)phosphine is suitable for the following reaction types: Cross Couplings, Silylations, Buchwald-Hartwig Cross Coupling Reaction, Heck Reaction, Negishi Coupling, Stille Coupling, Suzuki-Miyaura Coupling.
Flammability and Explosibility
Not classified
Purification Methods
It crystallises from EtOH [Boert et al. J Am Chem Soc 109 7781 1987]. [Beilstein 16 III 835.]
Tri(o-tolyl)phosphine Preparation Products And Raw materials
Raw materials
Preparation Products
Tri(o-tolyl)phosphine Suppliers
- Tel
- 027-60707801 13628634921
- sunny.w@boronicgroup.com
- Country
- China
- ProdList
- 175
- Advantage
- 56
- Tel
- 0711-3700636 18827410479
- xujin@boronicgroup.com
- Country
- China
- ProdList
- 56
- Advantage
- 58
- Tel
- 10-51765162 13240490036
- Fax
- +86-10-51765262
- marymeng@bdnchem.com
- Country
- China
- ProdList
- 29
- Advantage
- 58
- Tel
- 0393-0393-8910800 18339358320
- Fax
- 0393-8912775
- info@huichengchem.com
- Country
- China
- ProdList
- 549
- Advantage
- 64
- Tel
- 025-66113011 18112977050
- Fax
- (5)02557626880
- cb6@aikonchem.com
- Country
- China
- ProdList
- 15495
- Advantage
- 58
- Tel
- 022-022-83946278 13820372920
- Fax
- 022-83945176
- sales@creasyn.com
- Country
- China
- ProdList
- 994
- Advantage
- 68
- Tel
- 010-82848833 400-666-7788
- Fax
- 86-10-82849933
- jkinfo@jkchemical.com
- Country
- China
- ProdList
- 96815
- Advantage
- 76
- Tel
- 4006608290; 18621169109
- Fax
- 86-21-61259102
- market03@meryer.com
- Country
- China
- ProdList
- 40241
- Advantage
- 62
- Tel
- 010-88425576
- Fax
- (+86)-10-88425546
- sales@dhltchem.com
- Country
- China
- ProdList
- 793
- Advantage
- 59
- Tel
- 400-6106006
- Fax
- 021-67582001/03/05
- saleschina@alfa-asia.com
- Country
- China
- ProdList
- 30132
- Advantage
- 84
- Tel
- 021-67121386
- Fax
- 021-67121385
- Sales-CN@TCIchemicals.com
- Country
- China
- ProdList
- 24539
- Advantage
- 81
- Tel
- 400-021-7337 2355568890
- Fax
- 0086-21-50182339
- sales@demochem.com
- Country
- China
- ProdList
- 2572
- Advantage
- 57
- Tel
- 0757-86329057 18501085097
- Fax
- 010-89508210
- sales3.gd@hwrkchemical.com
- Country
- China
- ProdList
- 7583
- Advantage
- 55
- Tel
- 021-021-58432009 400-005-6266
- Fax
- 021-58436166
- sales8178@energy-chemical.com
- Country
- China
- ProdList
- 44751
- Advantage
- 61
- Tel
- +86 (0) 571 85 58 67 18
- Fax
- 0086-571-85864795
- sales@capotchem.com
- Country
- China
- ProdList
- 18217
- Advantage
- 66
- Tel
- 010-82967028 13552068683
- Fax
- +86-10-82967029
- 2355560935@qq.com
- Country
- China
- ProdList
- 12458
- Advantage
- 60
- Tel
- 13817811078
- Fax
- 86-021-50426522,50426273
- sales@jingyan-chemical.com
- Country
- China
- ProdList
- 9984
- Advantage
- 60
- Tel
- 0573-85285100 18627885956
- Fax
- 0573-85285100
- isenchem@163.com
- Country
- China
- ProdList
- 9551
- Advantage
- 66
- Tel
- 13811761079
- vscichem@163.com
- Country
- China
- ProdList
- 245
- Advantage
- 64
- Tel
- 021-50795510 4000665055
- Fax
- 021-50795055
- sales@accelachem.com
- Country
- China
- ProdList
- 11660
- Advantage
- 64
- Tel
- 021-58099652-8005 13585536065
- Fax
- 021-58099609
- bin.wu@shlschem.com
- Country
- China
- ProdList
- 9816
- Advantage
- 59
- Tel
- 021-54306202 13764082696;
- info@hanhongsci.com
- Country
- China
- ProdList
- 42982
- Advantage
- 64
- Tel
- 021-50135380
- shchemsky@sina.com
- Country
- China
- ProdList
- 32344
- Advantage
- 50
- Tel
- 0311-85461665 13784393231
- Fax
- 0311-85461665
- leichemist@126.com
- Country
- China
- ProdList
- 25
- Advantage
- 64
- Tel
- 86-0571-85151182
- Fax
- 86-0571-85151182
- Country
- China
- ProdList
- 5700
- Advantage
- 66
- Tel
- 15527768850
- 1791901229@qq.com
- Country
- China
- ProdList
- 8849
- Advantage
- 52
- Tel
- 010-82954736 13391601435
- sales@isomersyn.com
- Country
- China
- ProdList
- 3296
- Advantage
- 57
- Tel
- 13355009207 13355009207
- Fax
- 0539-6365991
- 3007715519@qq.com
- Country
- China
- ProdList
- 18739
- Advantage
- 57
- Tel
- Fax
- E-Mail Inquiry
- info@syntechem.com
- Country
- China
- ProdList
- 12990
- Advantage
- 57
- Tel
- 0315-8309571 15633399667
- Fax
- +86-315-7726572
- sales@moneidechem.com
- Country
- China
- ProdList
- 704
- Advantage
- 57
- Tel
- 400-1166-196 18981987031
- Fax
- 028-84555506 800101999
- cdhxsj@163.com
- Country
- China
- ProdList
- 11726
- Advantage
- 57
- Tel
- 0086-21-58956006
- Fax
- 0086-21-58956100
- Country
- China
- ProdList
- 7815
- Advantage
- 57
- Tel
- 400 638 7771
- sales@heowns.com
- Country
- China
- ProdList
- 14443
- Advantage
- 57
- Tel
- 86-21-63210123
- Fax
- 86-21-63290778 86-21-63218885
- sj_scrc@sinopharm.com
- Country
- China
- ProdList
- 9823
- Advantage
- 79
- Tel
- Please Send Email 18652950785
- Fax
- 025-87193546
- chemweiao@163.com
- Country
- China
- ProdList
- 4388
- Advantage
- 65
- Tel
- 0086-755-86198205
- acinfo@aemonchem.com
- Country
- China
- ProdList
- 1937
- Advantage
- 57
- Tel
- 0370-2785118 15343847665
- Fax
- QQ：3470079902
- huawenchem@163.com
- Country
- China
- ProdList
- 3206
- Advantage
- 55
- Tel
- 21-21-56491756 13512199871
- Fax
- 021-5649-1756
- sales@panhongchem.com
- Country
- China
- ProdList
- 4001
- Advantage
- 55
- Tel
- 021-021-52212593 15300879511
- Fax
- +86 (21) 51062076
- sales@nuohey.com
- Country
- China
- ProdList
- 7135
- Advantage
- 60
- Tel
- 027-027-59207852 13308628970
- Fax
- QQ3130921841
- buy@fortunachem.com
- Country
- China
- ProdList
- 2893
- Advantage
- 58
- Tel
- 021-61312847 13636370518
- Fax
- 021-55068248
- shyysw007@163.com
- Country
- China
- ProdList
- 4941
- Advantage
- 60
- Tel
- 027-87680032 18963957250
- Fax
- 027-87680032 -8016
- 355723431@qq.com
- Country
- China
- ProdList
- 108
- Advantage
- 55
- Tel
- 021-61551611 13296011611
- Fax
- ＋86 21-50676805
- contact@trustwe.com
- Country
- China
- ProdList
- 9900
- Advantage
- 58
- Tel
- 86-21-34053660
- Fax
- 86-21-34053661
- sale@labgogo.com
- Country
- China
- ProdList
- 9872
- Advantage
- 52
- Tel
- 0512-65617459 18915409046
- Fax
- 0512-65617459
- sales@sibian-chem.com
- Country
- China
- ProdList
- 1927
- Advantage
- 55
- Tel
- 800-810-5118
- Fax
- +86-10-84193589
- cnchemical@thermofisher.com
- Country
- China
- ProdList
- 17779
- Advantage
- 75
- Tel
- 400-810-7969 010-59572699
- Fax
- 010-59572688
- ningzi.li@inno-chem.com.cn
- Country
- China
- ProdList
- 6139
- Advantage
- 55
- Tel
- 13132578992
- Fax
- 022-83718543-802
- sales@accendatech.com
- Country
- China
- ProdList
- 332
- Advantage
- 58
- Tel
- 13901585132
- Fax
- +86-25-52131256
- 799750417@qq.com
- Country
- China
- ProdList
- 8888
- Advantage
- 55
- Tel
- 18017383231 18017383231
- Fax
- qq：2817624287
- lyh_antaeus@163.com
- Country
- China
- ProdList
- 9352
- Advantage
- 55
View Lastest Price from Tri(o-tolyl)phosphine manufacturers
- Product
- TRI-O-TOLYLPHOSPHINE 6163-58-2
- Price
- US $22.00-259.00/g
- Min. Order
- 25g
- Purity
- 0.98
- Supply Ability
- 25kg
- Release date
- 2023-12-19
- Product
- Tri(o-tolyl)phosphine 6163-58-2
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 98%min
- Supply Ability
- 30tons/month
- Release date
- 2023-01-29
- Product
- Tri(o-tolyl)phosphine 6163-58-2
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 50000KG/month
- Release date
- 2023-08-22