15930-83-3

Basic information

• Product Name: Methyl 4-nitrophenyl phosphate
• Synonyms: Methyl 4-nitrophenyl phosphate
• CAS NO: 15930-83-3
• Molecular Formula: C₇H₈NO₆P
• Molecular Weight: 233.115281
• Mol File: 15930-83-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 123.5-124.5 °C(Solv: benzene (71-43-2); ligroine (8032-32-4))
• Boiling Point: 379.2±44.0 °C(Predicted)
• Appearance: /
• Density: 1.520±0.06 g/cm3(Predicted)
• PKA: 1.14±0.50(Predicted)
• CAS DataBase Reference: Methyl 4-nitrophenyl phosphate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 4-nitrophenyl phosphate(15930-83-3)
• EPA Substance Registry System: Methyl 4-nitrophenyl phosphate(15930-83-3)

Safety Data

• Hazardous Substances Data: 15930-83-3(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 4043-96-3 sodium bis(4-nitrophenyl) phosphate 
• 950-35-6 methyl paraoxon 
• 100-02-7 4-nitro-phenol 
• 777-52-6 1-dichlorophosphoryloxy-4-nitro-benzene 
• 80-70-6 N,N,N',N'-tetramethylguanidine 
• 645-15-8 Bis(p-nitrophenyl) phosphate 
• 52625-61-3 diphosphoric acid tetrakis-(4-nitro-phenyl ester) 
• 813-77-4 Dimethyl chlorophosphate 
• 824-78-2 4-nitrophenol sodium salt 
• 330-13-2 mono-p-nitrophenyl phosphate 
• 2127-03-9 2,2'-dipyridyldisulphide 
• 75929-37-2 C₁₅H₁₇O₃P 
• 799-87-1 bis(p-nitrophenyl) methyl phosphate 

Downstream Products

• 109044-99-7 diphosphoric acid-1,2-dimethyl ester-1,2-bis-(4-nitro-phenyl ester) 
• 99072-65-8 (4-nitro-phenyl)-phosphonic acid methyl ester-thiazol-2-ylamide 
• 42893-52-7 Methyl-butyl-p-nitrophenyl-phosphat 
• 86119-84-8 phosphoric acid 
• 100-02-7 4-nitro-phenol 
• 813-78-5 dimethylphosphoric acid 

Relevant articles and documents

Balancing Specificity and Promiscuity in Enzyme Evolution: Multidimensional Activity Transitions in the Alkaline Phosphatase Superfamily

Highly proficient, promiscuous enzymes can be springboards for functional evolution, able to avoid loss of function during adaptation by their capacity to promote multiple reactions. We employ a systematic comparative study of structure, sequence, and sub

Effect of Zn...Zn separation on the hydrolytic activity of model dizinc phosphodiesterases

From the study of highly preorganized model systems, experimental support has been obtained for a possible functional role of the Zn-(H)O...HO(H)-Zn motif in oligozinc hydrolases. The mechanistic relevance of such an array, which may be described as a hydrated form of a pseudo-terminal Zn-bound hydroxide, has recently been supported by DFT calculations on various metallohydrolase active sites. In the present targeted approach, the Zn...Zn distance in two related dizinc complexes has been controlled through the use of multifunctional pyrazolate-based ligand scaffolds, giving either a tightly bridged Zn-O(H)-Zn or a more loosely bridged Zn-(H)O...HO(H)-Zn species in the solid state. Zn-bound water has been found to exhibit comparable acidity irrespective of whether the resulting hydroxide is supported by strong hydrogen-bonding in the O2H3 moiety or is in a bridging position between two zinc ions, indicating that water does not necessarily have to adopt a bridging position in order for its pKa to be sufficiently lowered so as to provide a Zn-bound hydroxide at physiological pH. Comparative reactivity studies on the cleavage of bis(4-nitrophenyl)phosphate (BNPP) mediated by the two dizinc complexes have revealed that the system with the larger Zn...Zn separation is hydrolytically more potent, both in the hydrolysis and the transesterification of BNPP. The extent of active site inhibition by the reaction products has also been found to be governed by the Zn...Zn distance, since phosphate diester coordination in a bridging mode within the clamp of two zinc ions is only favored for Zn...Zn distances well above 4 A. Different binding affinities are rationalized in terms of the structural characteristics of the product-inhibited complexes for the two different ligand scaffolds, with dimethyl phosphate found as a bridging ligand within the bimetallic pocket.

Enzymatic preparation of an optically active phosphotriester, asymmetric only at phosphorus.

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