(1R,2S,5R)-(-)-Menthyldiphenylphosphine

Base Information

• Chemical Name: (1R,2S,5R)-(-)-Menthyldiphenylphosphine
• CAS No.: 43077-31-2
• Molecular Formula: C22H29P
• Molecular Weight: 324.446
• Hs Code.: 2902909090
• DSSTox Substance ID: DTXSID801165968
• Nikkaji Number: J1.998.317J
• Mol file: 43077-31-2.mol

Synonyms:43077-31-2;(1R,2S,5R)-(-)-MENTHYLDIPHENYLPHOSPHINE;SCHEMBL12786200;DTXSID801165968;((1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl)diphenylphosphane;((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl)diphenylphosphine;[(1R,2S,5R)-5-Methyl-2-(1-methylethyl)cyclohexyl]diphenylphosphine

Chemical Property of (1R,2S,5R)-(-)-Menthyldiphenylphosphine

Chemical Property:

• PSA: 13.59000
• LogP: 5.58010
• XLogP3: 6.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 324.200687923
• Heavy Atom Count: 23
• Complexity: 320

Purity/Quality:

99% ^*data from raw suppliers

(1R,2S,5R)-(-)-MENTHYLDIPHENYLPHOSPHINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC(C(C1)P(C2=CC=CC=C2)C3=CC=CC=C3)C(C)C
• Isomeric SMILES: C[C@@H]1CC[C@H]([C@@H](C1)P(C2=CC=CC=C2)C3=CC=CC=C3)C(C)C

Technology Process of (1R,2S,5R)-(-)-Menthyldiphenylphosphine

There total 26 articles about (1R,2S,5R)-(-)-Menthyldiphenylphosphine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 59.0%

neomenthyl chloride (13371-12-5) + sodium diphenylphosphide (4376-01-6) → {1R-(1α,2β,5α)}-diphenylmenthylphosphine (43077-31-2,32511-22-1) + diphenylphosphane (829-85-6)

Guidance literature:

In N,N-dimethyl-formamide; at 25 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.organomet.0c00295

Reference yield: 50.0%

L-menthyldichlorophosphine (83021-21-0) → {1R-(1α,2β,5α)}-diphenylmenthylphosphine (43077-31-2,32511-22-1)

Guidance literature:

In diethyl ether; for 2h; Heating;

DOI:10.1016/S0022-328X(00)86853-9

Reference yield: 23.0%

neomenthyl chloride (13371-12-5) + sodium diphenylphosphide (4376-01-6) → {1R-(1α,2β,5α)}-diphenylmenthylphosphine (43077-31-2,32511-22-1) + (-)-menthyldiphenylphosphine oxide + diphenylphosphane (829-85-6)

Guidance literature:

With tetrahydrofuran; at 67 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.organomet.0c00295

upstream raw materials:

neomenthyl chloride

lithium diphenylphosphide

L-menthyldichlorophosphine

phenylmagnesium bromide