Phosphine, [(1S,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl]diphenyl-
- CAS Number:43077-29-8
- Molecular Formula:C22H29P
- Molecular Weight:324.446
- Mol File:43077-29-8.mol
Synonyms:(S)-(+)-Neomenthyldiphenylphosphine;
Physicochemical Properties
- Melting Point:95-99oC
- Boiling Point:414.7oC at 760 mmHg
- Density:N/A
- Solubility:N/A
- Flash Point:216.1oC
- Vapor Density:N/A
- Refractive Index:N/A
- Sensitive:air sensitive
- Storage Temp.:N/A
- Appearance/Colour:N/A

Phosphine, [(1S,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl]diphenyl- Safety information and MSDS
·Hazard identification:
Pictogram(s) | no data available |
---|---|
Signal word | no data available |
Hazard statement(s) | no data available |
Precautionary statement(s) | |
Prevention | no data available |
Response | no data available |
Storage | no data available |
Disposal | no data available |
·Composition/information on ingredients:
Chemical name | Common names and synonyms | CAS number | EC number | Concentration |
---|---|---|---|---|
[(1S,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl]-diphenylphosphane | [(1S,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl]-diphenylphosphane | 43077-29-8 | none | 100% |
·First-aid measures:
General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.
·Fire-fighting measures:
Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.
·Accidental release measures:
Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.
Phosphine, [(1S,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl]diphenyl- Relevant articles
All total 4 Articles be found
Synthesis of novel chiral quaternary phosphonium fluorides: Reagents for simple asymmetric nucleophilic fluorination reactions
Beaumont,Kiely,Rooney
, p. 47 - 50 (2007/10/03)
The novel chiral quaternary salt (RP)-benzylmenthylmethylphenylphosphonium fluoride was synthesised. The compound was used in the asymmetric nucleophilic fluorination of 2-bromopropiophenone to give 2-fluoropropiophenone in a 35% yield with [α]D20 = +1.94°.
Ready Approach to Organophosphines from ArCl via Selective Cleavage of C-P Bonds by Sodium
Ye, Jingjing,Zhang, Jian-Qiu,Saga, Yuta,Onozawa, Shunya,Kobayashi, Shu,Sato, Kazuhiko,Fukaya, Norihisa,Han, Li-Biao
supporting information, p. 2682 - 2694 (2020/07/30)
The preparation, application, and reaction mechanism of sodium phosphide R2PNa and other alkali metal phosphides R2PM (M = Li and K) have been studied. R2PNa could be prepared, accurately and selectively, via the reactions of SD (sodium finely dispersed in mineral oil) with phosphinites R2POR′ and chlorophosphines R2PCl. R2PNa could also be prepared from triarylphosphines and diarylphosphines via the selective cleavage of C-P bonds. Na was superior to Li and K for these reactions. R2PNa reacted with a variety of ArCl to efficiently produce R2PAr. ArCl is superior to ArBr and ArI since they only gave low yields of the products. In addition, Ph2PNa is superior to Ph2PLi and Ph2PK since Ph2PLi did not produce the coupling product with PhCl, while Ph2PK only gave a low yield of the product. An electron-withdrawing group on the benzene ring of ArCl greatly accelerated the reactions with R2PNa, while an alkyl group reduced the reactivity. Vinyl chloride and alkyl chlorides RCl also reacted efficiently. While t-BuCl did not produce the corresponding product, admantyl halides could give the corresponding phosphine in high yields. A wide range of phosphines were prepared by this method from the corresponding chlorides. Unsymmetric phosphines could also be conveniently generated in one pot starting from Ph3P. Chiral phosphines were also obtained in good yields from the reactions of menthyl chlorides with R2PNa. Possible mechanistic pathways were given for the reductive cleavage of R3P by sodium generating R2PNa and the substitution reactions of R2PNa with ArCl generating R2PAr.
CsOH-promoted P-alkylation: A convenient and highly efficient synthesis of tertiary phosphines
Honaker, Matthew T.,Sandefur, Benjamin J.,Hargett, James L.,McDaniel, Alicia L.,Salvatore, Ralph Nicholas
, p. 8373 - 7377 (2007/10/03)
A mild and efficient method for the synthesis of tertiary phosphines and ditertiary phosphines has been developed. In the presence of cesium hydroxide, molecular sieves and DMF at room temperature, various secondary phosphines and alkyl bromides were examined, and the results have demonstrated that this methodology offers a general synthetic procedure to produce tertiary phosphines in moderate to high yields. Optically active tertiary phosphine synthesis is also described.
CATALYTIC ASYMMETRIC HYDROSILYLATION OF OLEFINS. III. CHIRAL PHOSPHINE-PALLADIUM(II) COMPLEXES AS HYDROSILYLATION CATALYSTS
Yamamoto, Keiji,Kiso, Yoshihisa,Ito, Ryuichi,Tamao, Kohei,Kumada, Makoto
, p. 9 - 18 (2007/10/02)
A palladium(II) complex of menthyldiphenylphosphine (MDPP) or epimeric neomenthyldiphenylphosphine (NMDPP) was used as an effective catalyst for the asymmetric hydrosilylation of styrene and some cyclic conjugated dienes, such as cyclopentadiene; the reaction giving optically active 1-phenylethyl-silane and 2-cycloalkenylsilane derivatives, respectively.MDPP and NMDPP, as ligands which have configurations opposite to each other only at the chiral C(3) center adjacent to the diphenylphosphino group, gave enantiomeric (S)-(-)- and (R)-(+)-1-phenylethyltrichlorosilane, respectively, in the hydrosilylation of styrene with trichlorosilane.However, this is not the case for 2-cycloalkenylsilane formation.Intervention of a ?-allylic palladium is suggested to account for the observed enantioselectivity as well as regioselectivity in the palladium complex-catalyzed addition of trichlorosilane to these olefins.
Phosphine, [(1S,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl]diphenyl- Synthetic route And Reaction conditions
- 16052-42-9
(1R,2S,5R)-menthyl chloride
- 65567-06-8,4541-02-0
lithium diphenylphosphide
- 43077-29-8,32511-22-1
((1S,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-diphenyl-phosphane

Conditions | Yield |
---|---|
24% |
- 43077-29-8,32511-22-1
((1S,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-diphenyl-phosphane

Conditions | Yield |
---|---|
(-)-Menthylchlorid, Li-diphenylphosphid; |
- 16052-42-9
(1R,2S,5R)-menthyl chloride
- 603-35-0
triphenylphosphine
- 43077-29-8,32511-22-1
((1S,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-diphenyl-phosphane
- 43077-30-1
neomenthyldiphenylphosphine oxide

Conditions | Yield |
---|---|
- 16052-42-9
(1R,2S,5R)-menthyl chloride
- 829-85-6
diphenylphosphane
- 43077-29-8,32511-22-1
((1S,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-diphenyl-phosphane

Conditions | Yield |
---|---|
54% |
- 15475-27-1,4346-39-8
potassium diphenylphosphine
- 43077-29-8,32511-22-1
((1S,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-diphenyl-phosphane

Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran / 74.4 h / 25 - 67 °C 2: sodium / tetrahydrofuran; mineral oil / 25 °C / Inert atmosphere 3: 15-crown-5 / tetrahydrofuran / 16 h / 25 - 67 °C | |
Multi-step reaction with 3 steps 1: N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran / 74.4 h / 25 - 67 °C 2: sodium / tetrahydrofuran; mineral oil / 25 °C / Inert atmosphere 3: 15-crown-5 / tetrahydrofuran / 16 h / 25 - 67 °C |
- 6372-40-3
isopropyldiphenylphosphine
- 43077-29-8,32511-22-1
((1S,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-diphenyl-phosphane

Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium / tetrahydrofuran / 1 h / 25 °C / Inert atmosphere 2: 15-crown-5 / tetrahydrofuran / 16 h / 25 - 67 °C With15-crown-5;
sodium;Intetrahydrofuran; | |
Multi-step reaction with 2 steps 1: sodium / tetrahydrofuran / 1 h / 25 °C / Inert atmosphere 2: 15-crown-5 / tetrahydrofuran / 16 h / 25 - 67 °C With15-crown-5;
sodium;Intetrahydrofuran; |
- 6002-34-2
tert-butyldiphenylphosphine
- 43077-29-8,32511-22-1
((1S,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-diphenyl-phosphane

Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium / tetrahydrofuran / 1 h / 25 °C / Inert atmosphere 2: 15-crown-5 / tetrahydrofuran / 16 h / 25 - 67 °C With15-crown-5;
sodium;Intetrahydrofuran; | |
Multi-step reaction with 2 steps 1: sodium / tetrahydrofuran / 1 h / 25 °C / Inert atmosphere 2: 15-crown-5 / tetrahydrofuran / 16 h / 25 - 67 °C With15-crown-5;
sodium;Intetrahydrofuran; |
- 7650-91-1
benzyldiphenylphosphane
- 43077-29-8,32511-22-1
((1S,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-diphenyl-phosphane

Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium / tetrahydrofuran / 1 h / 25 °C / Inert atmosphere 2: 15-crown-5 / tetrahydrofuran / 16 h / 25 - 67 °C With15-crown-5;
sodium;Intetrahydrofuran; | |
Multi-step reaction with 2 steps 1: sodium / tetrahydrofuran / 1 h / 25 °C / Inert atmosphere 2: 15-crown-5 / tetrahydrofuran / 16 h / 25 - 67 °C With15-crown-5;
sodium;Intetrahydrofuran; |
- 16052-42-9
(1R,2S,5R)-menthyl chloride
- 4376-01-6
sodium diphenylphosphide
- 43077-29-8,32511-22-1
((1S,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-diphenyl-phosphane
- 43077-30-1
neomenthyldiphenylphosphine oxide
- 829-85-6
diphenylphosphane

Conditions | Yield |
---|---|
66% 24% 5% |
- 16052-42-9
(1R,2S,5R)-menthyl chloride
- 4376-01-6
sodium diphenylphosphide
- 43077-29-8,32511-22-1
((1S,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-diphenyl-phosphane
- 829-85-6
diphenylphosphane

Conditions | Yield |
---|---|
15% 53% |
Phosphine, [(1S,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl]diphenyl- Raw materials
- 16052-42-9
(1R,2S,5R)-menthyl chloride
- 65567-06-8
lithium diphenylphosphide
- 603-35-0
triphenylphosphine
- 829-85-6
diphenylphosphane
- 15475-27-1
potassium diphenylphosphine
Phosphine, [(1S,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl]diphenyl- Target Products
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China (Mainland)(13)
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