67694-97-7

Basic information

• Product Name: menthylchloro(phenyl)phosphonate
• CAS NO: 67694-97-7
• Molecular Weight: 314.792
• Mol File: 67694-97-7.mol

Chemical Properties

• CAS DataBase Reference: menthylchloro(phenyl)phosphonate(CAS DataBase Reference)
• NIST Chemistry Reference: menthylchloro(phenyl)phosphonate(67694-97-7)
• EPA Substance Registry System: menthylchloro(phenyl)phosphonate(67694-97-7)

Safety Data

• Hazardous Substances Data: 67694-97-7(Hazardous Substances Data)

Upstream product

• 824-72-6 P,P-dichlorophenylphosphine oxide 
• 2216-51-5 (-)-menthol 
• 31352-60-0 (1R,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexyl phenylphosphinate 
• 67694-96-6 (S_P)-menthyl phenylphosphonochloridate 

Downstream Products

• 7630-21-9 Phenyl-phosphonic acid mono-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl) ester 
• 76095-09-5 menthylphenylphosphonic acid 
• 67353-77-9 O-menthylchloro(phenyl)phosphonate 
• 76095-10-8 Phenyl-phosphonic acid mono-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl) ester; compound with dicyclohexyl-amine 
• 76003-53-7 dimenthylphenylpyrophosphonate 
• 35671-02-4 S_P-(-)-menthyl O-methyl phenylphosphate 
• 35671-03-5 mentyl methyl (R)_p-phenylphosphonate 

Relevant articles and documents

SILICON-PHOSPHORUS ANALOGIES. PARTICIPATION OF EXTERNAL NUCLEOPHILES TO ACTIVATED PROCESSES OF RACEMIZATION AND HYDROLYSIS OF CHLOROPHOSPHONO DERIVATIVES

Kinetic and stereochemical studies show nucleophilic assistance by dimethylformamide (DMF), dimethylacetamide (DMA), hexamethylphosphotriamide (HMPT) and N-methylimidazole (NMI) in racemization and solvolysis of menthylchloro(phenyl)phosphonate, 1a, and O-ethylchloro(phenyl)thiophosphonate, 2.Similar orders of nucleophilic reactivity (Nu = NMI >> HMPT > DMF> DMA), and identical rate laws (vrac = k 2 and vH2O = k') are consistent with a common mechanism, governed by entropy (-60 u.e/= -40 u.e.).Analogies between reaction mechanisms at silicon and phosphorus are clearly evidenced.A two step process, involving rate-determining attack on a pentacoordinate complex is discussed.