CAS 13716-12-6|tri-tert-butylphosphane|tri-tert-butylphosphane|Tris(tert-butyl)phosphine 95%|Tris(tert-butyl)phosphine, 50% solution in toluene|Tri-tert-butylphosphine|三特丁基膦|P(t-Bu)3|三叔丁基膦...

InChI=1S/C12H27P/c1-10(2,3)13(11(4,5)6)12(7,8)9/h1-9H3

BWHDROKFUHTORW-UHFFFAOYSA-N

CC(P(C(C)(C)C)C(C)(C)C)(C)C

P(C(C)(C)C)(C(C)(C)C)C(C)(C)C

H Acceptors

H Donor

LogD (pH = 5.5)

2.3845654

LogD (pH = 7.4)

2.3847759

Log P

2.5937

Molar Refractivity

68.517

Polarizability

25.590317

Polar Surface Area

0.0

Rotatable Bonds

Lipinski's Rule of Five

true

tri-tert-butylphosphane

Tris(tert-butyl)phosphine, 50% solution in tolueneTris(tert-butyl)phosphine 95%三特丁基膦Tri-tert-butylphosphineP(t-Bu)3三叔丁基膦Tri-tert-butylphosphine solution三叔丁基膦溶液

IUPAC Traditional name

tri-tert-butylphosphane

Highly Flammable/Corrosive/Lachrymatory/Air Sensitive/Moisture Sensitive/Store under Argon

Air & Moisture Sensitive

Flammable (F)

Click here to submit data

655325

Packaging
10, 50 mL in glass bottle

570958

Application
Preferred ligand in the palladium-catalyzed coupling of arylboronic acids with phenyliodonium ylides of hydroxyquinones.1 Also used with Pd2(dba)3 for the α-arylation of trimethylsilyl enol ethers with aryl halides.2
Packaging
1, 5, 10 g in glass bottle

336955

Packaging
1, 5 g in glass bottle

• For a brief feature on uses of the reagent in synthesis, see: Synlett, 709 (2005).

• Ligand which has been used in conjunction with Tris(dibenzylideneacetone)dipalladium(0), 12760 in promoting Suzuki cross-coupling reactions of arylboronic acids with aryl and vinyl halides under mild conditions. The system is particularly recommended for coupling reactions with normally unreactive aryl chlorides: J. Am. Chem. Soc., 4070 (2000). The same catalyst system has been found to be effective in the room-temperature cyanation of aryl bromides using zinc cyanide: Synlett, 2237 (2003).

• Efficient catalyst for the trifluoromethylation of aldehydes, ketones, imides and imines with (Trifluoromethyl)trimethylsilane, B20347: Synlett, 267 (2006).

Names and Identifiers

IUPAC name

tri-tert-butylphosphane

Synonyms

Tris(tert-butyl)phosphine, 50% solution in tolueneTris(tert-butyl)phosphine 95%三特丁基膦Tri-tert-butylphosphineP(t-Bu)3三叔丁基膦Tri-tert-butylphosphine solution三叔丁基膦溶液

IUPAC Traditional name

tri-tert-butylphosphane

Registration numbers

MDL Number

MFCD00015006

EC Number

237-266-4

CAS Number

13716-12-6

PubChem SID

248604442488060016204303024884097

Beilstein Number

1738613

PubChem CID

83681

Molecule Details

Sigma Aldrich

655325

Packaging
10, 50 mL in glass bottle

570958

336955

Packaging
1, 5 g in glass bottle

References

PubChem Literature

From Data Sources

• For a brief feature on uses of the reagent in synthesis, see: Synlett, 709 (2005).

• Efficient catalyst for the trifluoromethylation of aldehydes, ketones, imides and imines with (Trifluoromethyl)trimethylsilane, B20347: Synlett, 267 (2006).

Bioactivity

PubChem BioAssay

Corrosive (C)

MSDS Link

Download link

UN Number

2845

2846

UN2845

Personal Protective Equipment

Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges

GHS Pictograms

Acute toxicity (oral, dermal, inhalation), category 4

Skin irritation, category 2

Eye irritation, category 2

Skin sensitisation, category 1

Specific Target Organ Toxicity – Single exposure, category 3

Respiratory sensitization, category 1

Germ cell mutagenicity, categories 1A,1B,2

Carcinogenicity, categories 1A,1B,2

Reproductive toxicity, categories 1A,1B,2

Specific Target Organ Toxicity – Single exposure, categories 1,2

Specific Target Organ Toxicity – Repeated exposure, categories 1,2

Aspiration Hazard, category 1

Corrosive to metals, category 1

Skin corrosion, categories 1A,1B,1C

Serious eye damage, category 1

Flammable gases, category 1

Flammable aerosols, categories 1,2

Flammable liquids, categories 1,2,3

Self-reactive substances and mixtures, Types B,C,D,E,F

Pyrophoric liquids, category 1

Pyrophoric solids, category 1

Self-heating substances and mixtures

Substances and mixtures, which in contact with water, emit flammable gases, categories 1,2,3

Organic peroxides, Types B,C,D,E,F

Safety Statements

16-26-36/37/39-45-62

16-26-27-36/37/39-43-45

26-36/37/39-45

Packing Group

Hazard Class

4.2

German water hazard class

GHS Signal Word

Danger

GHS Precautionary statements

P210-P222-P231-P261-P280-P422

P222-P231-P280-P305+P351+P338-P310-P422

P210-P303+P361+P353-P305+P351+P338-P405-P422A-P501A

Risk Statements

63-11-17-34-48/20-65-67

17-34

GHS Hazard statements

H225-H250-H304-H314-H336-H361d-H373

H250-H314

H250-H252-H314-H318

RID/ADR

UN 2845 4.2/PG 1

UN 2846 4.2/PG 1

TSCA Listed

否

Grade

technical grade

purum

European Hazard Symbols

Empirical Formula (Hill Notation)

Molecule

ID:78240