76699-54-2

Basic information

• Product Name: 2-nitro-5-(2'-nitro-4'-trifluoromethylphenoxy)-phenylphosphonic acid diethyl ester
• Synonyms: 2-nitro-5-(2'-nitro-4'-trifluoromethylphenoxy)-phenylphosphonic acid diethyl ester
• CAS NO: 76699-54-2
• Molecular Weight: 464.292
• Mol File: 76699-54-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-nitro-5-(2'-nitro-4'-trifluoromethylphenoxy)-phenylphosphonic acid diethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-nitro-5-(2'-nitro-4'-trifluoromethylphenoxy)-phenylphosphonic acid diethyl ester(76699-54-2)
• EPA Substance Registry System: 2-nitro-5-(2'-nitro-4'-trifluoromethylphenoxy)-phenylphosphonic acid diethyl ester(76699-54-2)

Safety Data

• Hazardous Substances Data: 76699-54-2(Hazardous Substances Data)

Upstream product

• 72144-50-4 1,2-dinitro-5-(2'-nitro-4'-trifluoromethylphenoxy)-benzene 
• 122-52-1 triethyl phosphite 

Downstream Products

• 13598-36-2 phosphonic Acid 

Relevant articles and documents

ORGANIC PHOSPHORUS COMPOUNDS 82. PREPARATION, PROPERTIES AND HERBICIDAL ACTIVITY OF 2-SUBSTITUTED 5-PHENOXY- AND 5-PYRIDYLOXY PHENYL PHOSPHONIC AND PHOSPHINIC ACID DERIVATIVES

In the Cadogan reaction of 1,2-dinitro-4-chlorobenzene with phosphites and phosphonites the 2-nitro group is substituted but in 1,2-dinitro-4-alkoxycarbonylbenzenes the 1-nitro group is replaced exclusively.Extension of the Cadogan reaction to 4-phenoxy and 4-pyridyloxy substituted 1,2-dinitrobenzenes produced mainly 5-phenoxy and 5-pyridyloxy substituted 2-nitrophenylphosphonates and -phosphinates some of which show high herbicidal and plant growth regulating activity. 4- and 6-phenoxy or pyridyloxy substituted 2-nitrophenylphosphonates are herbicidally inactive.The herbicidal activity decreases from the phenoxy-phenylphosphonates to -phosphinates to pyridyloxy-phenylphosphonates when the same substitution pattern is present.The methyl esters 3a, 4a and 5a are the most active compounds in all three series.

2-Substituted 5-phenoxyphenylphosphonic acid derivatives

The present invention relates to novel herbicidal and plant growth-inhibiting 2-substituted 5-phenoxyphenylphosphonic acid derivatives of the formula STR1 wherein each of R1 and R2 independently is hydroxyl, lower alkoxy, lower alkylthio, alkylamino, dialkylamino, chlorine, benzyloxy or benzylthio, X is halogen or a --CF3, --NO2, --CN, --CONH2 or --CSNH2 group, n is 0 to 3, and Y is --OH, halogen, NO2, --CN, NH2, --NHCO--R, --NHCOOR or --NH--SO2 --R, wherein R is an unsubstituted or halogenated lower alkyl radical. Preferred compounds are 2-nitro-5-(2'-chloro-4'-trifluoromethylphenoxy)-phenylphosphonic acid and the lower dialkyl esters thereof. The invention also relates to the production of the novel phosphonic acid derivatives, starting from a 3,4-dinitrodiphenyl ether and reacting it with a trialkylphosphite as first step. The invention further relates to herbicidal and plant growth-regulating compositions which contain one of the novel compounds as active component, and also to the use of these compounds and compositions for controlling weeds (also selectively), for inhibiting plant growth and desiccating parts of plants above the soil, as well as for totally destroying existing plant growth.