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TRIS(1-PYRROLIDINYL)PHOSPHINE 97

CAS No.
5666-12-6
Chemical Name:
TRIS(1-PYRROLIDINYL)PHOSPHINE 97
Synonyms
Tripyrrolidinophsphine;tripyrolidinephosphino;Tripyrrolidinophosphine;Tripyrrolidine phosphine;Tris(pyrrolidino)phosphine;Tri(1-pyrrolidinyl)phosphine;Tri(pyrrolidin-1-yl)phosphine;Tris(N-pyrrolidinyl)phosphine;Tri(pyrrolidin-1-yl)phosphane;phosphorous acid tripyrrolidide
CBNumber:
CB8504337
Molecular Formula:
C12H24N3P
Molecular Weight:
241.31
MDL Number:
MFCD01863555
MOL File:
5666-12-6.mol
MSDS File:
SDS
Last updated:2026-01-13 11:26:24
Product description Number Pack Size Price
Tris(1-pyrrolidinyl)phosphine 97% 775444 500mg $111
Tris(1-pyrrolidinyl)phosphine 97% 775444 2.5g $429
tri(pyrrolidin-1-yl)phosphane 97% CM196875 5g $102
tri(pyrrolidin-1-yl)phosphane 97% CM196875 10g $173
tri(pyrrolidin-1-yl)phosphane 97% CM196875 25g $327
More product size

TRIS(1-PYRROLIDINYL)PHOSPHINE 97 Properties

Boiling point 104 °C/0.1 mmHg (lit.)
Density 1.041 at 25 °C 1.049 g/mL at 25 °C (lit.)
refractive index n20/D 1.53(lit.)
Flash point >230 °F
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
pka 9.74±0.20(Predicted)
form liquid
Appearance Colorless to light yellow Liquid
BRN 1343311
InChI InChI=1S/C12H24N3P/c1-2-8-13(7-1)16(14-9-3-4-10-14)15-11-5-6-12-15/h1-12H2
InChIKey PXFLCAQHOZXYED-UHFFFAOYSA-N
SMILES P(N1CCCC1)(N1CCCC1)N1CCCC1
UNSPSC Code 12352005
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P501-P270-P264-P301+P312+P330
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
Storage Class 10 - Combustible liquids

TRIS(1-PYRROLIDINYL)PHOSPHINE 97 price More Price(22)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 775444 Tris(1-pyrrolidinyl)phosphine 97% 5666-12-6 500mg $111 2026-04-30 Buy
Sigma-Aldrich 775444 Tris(1-pyrrolidinyl)phosphine 97% 5666-12-6 2.5g $429 2026-04-30 Buy
Chemenu CM196875 tri(pyrrolidin-1-yl)phosphane 97% 5666-12-6 5g $102 2026-05-20 Buy
Chemenu CM196875 tri(pyrrolidin-1-yl)phosphane 97% 5666-12-6 10g $173 2026-05-20 Buy
Chemenu CM196875 tri(pyrrolidin-1-yl)phosphane 97% 5666-12-6 25g $327 2026-05-20 Buy
Product number Packaging Price Buy
775444 500mg $111 Buy
775444 2.5g $429 Buy
CM196875 5g $102 Buy
CM196875 10g $173 Buy
CM196875 25g $327 Buy

TRIS(1-PYRROLIDINYL)PHOSPHINE 97 Chemical Properties,Uses,Production

Uses

Monodentate P-donor ligand.

Used as a phosphitylation reagent for oligonucleotide synthesis.

Synthesis Reference(s)

Tetrahedron Letters, 29, p. 5983, 1988 DOI: 10.1016/S0040-4039(00)82246-7

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: ligand

Synthesis

Pyrrolidine

123-75-1

TRIS(1-PYRROLIDINYL)PHOSPHINE  97

5666-12-6

4.3.1. Synthesis of tert-butyliminotris(1-pyrrolidinyl)orthophosphine. All operations were carried out under dry argon protection using freshly distilled dry solvents. In a 1L three-necked round-bottomed flask equipped with a PTFE-coated magnetic stirring bar, thermometer, dropping funnel, and argon inlet, freshly distilled pyrrolidine (85.20 g, 1.198 mol) and THF (300 mL) were added, and the mixture was cooled to -40°C. Subsequently, PCl3 (20.05 g, 0.146 mol) was added slowly and dropwise at -40°C in THF (200 mL) solution. After the dropwise addition, the reaction mixture was slowly warmed to room temperature and stirred at room temperature for 18 hours. Upon completion of the reaction, the solvent was removed under vacuum at room temperature and 50 mbar pressure and the solid residue was washed twice with hexane (2 x 100 mL). The hexane layers were combined and concentrated under vacuum at room temperature and 50 mbar pressure to afford tris(1-pyrrolidinyl)phosphine (29.34 g, 0.122 mol) as a colorless liquid. The resulting phosphine was transferred to a 250 mL three-necked round-bottomed flask equipped with a PTFE-coated magnetic stirring bar, a thermometer, a dropping funnel, and an argon inlet, cooled to 5°C, and tert-butyl azide (14.5 g, 0.146 mol) was added dropwise. The reaction mixture was stirred overnight at room temperature and subsequently heated to 85°C for 1 hour and cooled to room temperature. The volatiles were removed at 50 mbar pressure for 30 min. BaO (1.0 g) was added and the reaction mixture was heated at 140°C for 40 hours. Finally, the target product P1-base (29.1 g, 64% yield) was obtained by vacuum distillation over BaO.

References

[1] Journal of the American Chemical Society, 2003, vol. 125, # 4, p. 940 - 950
[2] European Journal of Organic Chemistry, 2013, # 9, p. 1811 - 1823
[3] Journal of Organic Chemistry, 1994, vol. 59, # 6, p. 1257 - 1263
[4] Journal of the American Chemical Society, 1995, vol. 117, # 29, p. 7696 - 7710
[5] Tetrahedron, 2011, vol. 67, # 30, p. 5382 - 5388

TRIS(1-PYRROLIDINYL)PHOSPHINE 97 Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from TRIS(1-PYRROLIDINYL)PHOSPHINE 97 manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Tri(1-pyrrolidinyl)phosphine pictures 2025-12-23 Tri(1-pyrrolidinyl)phosphine
5666-12-6
US $0.00-0.00 / Kg 1Kg 98% 300Kg XINXIANG RUNYU MATERIAL CO., LTD.

TRIS(1-PYRROLIDINYL)PHOSPHINE 97 Spectrum

Tri(1-pyrrolidinyl)phosphine Tri(pyrrolidin-1-yl)phosphane TRIS(1-PYRROLIDINYL)PHOSPHINE 97 Tris(N-pyrrolidinyl)phosphine Tris(pyrrolidino)phosphine Tripyrrolidinophosphine TRIS(1-PYRROLIDINYL)PHOSPHINE 97% phosphorous acid tripyrrolidide Phosphorous acid tripyrrolidide, Tris(N,N-tetramethylene)phosphorous acid triamide 1,1',1''-Phosphinetriyltripyrrolidine Tri(pyrrolidin-1-yl)phosphine Pyrrolidine, 1,1',1''-phosphinidynetris- Tripyrrolidinophsphine Tripyrrolidine phosphine tripyrolidinephosphino 5666-12-6 C12H24N3P