1836-75-5 Usage
Chemical Properties
Nitrofen is a crystalline solid.
Uses
Formerly as herbicide.
General Description
Colorless crystals or black solid. Used as a pre- or post-emergence herbicide.
Air & Water Reactions
Insoluble in water.
Reactivity Profile
NITROFEN is a nitrated and halogenated ether derivative.
Health Hazard
Nitrofen is moderately toxic by ingestionand inhalation of dusts. The lethal doses in cats from oral administration and inhalationof dusts are 300 mg/kg and 620 mg/m3/4h,respectively (NIOSH 1986). Bovine calvestreatedorally by 1.5 mL 25% nitrofen/kg produced toxic effects after 36–48 hours. Thesymptoms were increase in body temperature, depression, and progressive decrease inrespiration rate and pulse rate,similar to tribulin (Gupta and Singh 1985). An increase inthe activities of serum glutamic-oxaloacetictransaminase and glutamipyruvictransaminase was noted(Gupta and Singh 1984). Nitrofen has beenfound to cause cancer in animals. There issufficient evidence of its carcinogenicity inanimals (IARC). Oral administration in micecaused liver and lung cancers.
Fire Hazard
Flash point data for NITROFEN are not available; however, NITROFEN is probably combustible.
Safety Profile
Confirmed carcinogen
with experimental carcinogenic data. Poison
by ingestion. Moderately toxic by inhalation
and possibly other routes. Experimental
teratogenic and reproductive effects. A skin
and severe eye irritant. Mutation data
reported. A broad-spectrum herbicide. See
also NITRO COMPOUNDS of
AROMATIC HYDROCARBONS and
ETHERS. When heated to decomposition it
emits very toxic fumes of Cl and NOx.
Potential Exposure
Nitrofen is a contact herbicide used
for pre-and post-emergency control of annual grasses and
broadleaf weeds on a variety of food and ornamental crops.
Occupational exposure to nitrofen, primarily through
inhalation and dermal contact may occur among workers
at production facilities. Field handlers of the herbicide
are subject to inhalation exposure during application
procedures.
Carcinogenicity
Nitrofen is reasonably anticipated to be a human carcinogen based on sufficient evidence of carcinogenicity from studies in experimental animals.
Shipping
UN3345 Phenoxyacetic acid derivative pesticide,
solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.
UN3077 Environmentally hazardous substances, solid,
n.o.s., Hazard Class: 9; Labels: 9-Miscellaneous hazardous
material, Technical Name Required.
Waste Disposal
Small quantities may be landfilled
but large quantities should be incinerated. In
accordance with 40CFR165, follow recommendations for
the disposal of pesticides and pesticide containers. Must be
disposed properly by following package label directions or
by contacting your local or federal environmental control
agency, or by contacting your regional EPA office.
Check Digit Verification of cas no
The CAS Registry Mumber 1836-75-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,8,3 and 6 respectively; the second part has 2 digits, 7 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 1836-75:
(6*1)+(5*8)+(4*3)+(3*6)+(2*7)+(1*5)=95
95 % 10 = 5
So 1836-75-5 is a valid CAS Registry Number.
InChI:InChI=1/C12H7Cl2NO3/c13-8-1-6-12(11(14)7-8)18-10-4-2-9(3-5-10)15(16)17/h1-7H
1836-75-5Relevant articles and documents
Microwave assisted aromatic nucleophilic substitution reaction under solventless condition
Rebeiro, Geeta L.,Khadilkar, Bhushan M.
, p. 1405 - 1410 (2003)
We report here microwave assisted aromatic nucleophilic substitution reaction of 1-chloro-4-nitrobenzene with different phenoxides.
From Anilines to Aryl Ethers: A Facile, Efficient, and Versatile Synthetic Method Employing Mild Conditions
Wang, Dong-Yu,Yang, Ze-Kun,Wang, Chao,Zhang, Ao,Uchiyama, Masanobu
supporting information, p. 3641 - 3645 (2018/03/13)
We have developed a simple and direct method for the synthesis of aryl ethers by reacting alcohols/phenols (ROH) with aryl ammonium salts (ArNMe3+), which are readily prepared from anilines (ArNR′2, R′=H or Me). This reaction proceeds smoothly and rapidly (within a few hours) at room temperature in the presence of a commercially available base, such as KOtBu or KHMDS, and has a broad substrate scope with respect to both ROH and ArNR′2. It is scalable and compatible with a wide range of functional groups.
Structure-based design of N-substituted 1-hydroxy-4-sulfamoyl-2-naphthoates as selective inhibitors of the Mcl-1 oncoprotein
Lanning, Maryanna E.,Yu, Wenbo,Yap, Jeremy L.,Chauhan, Jay,Chen, Lijia,Whiting, Ellis,Pidugu, Lakshmi S.,Atkinson, Tyler,Bailey, Hala,Li, Willy,Roth, Braden M.,Hynicka, Lauren,Chesko, Kirsty,Toth, Eric A.,Shapiro, Paul,MacKerell, Alexander D.,Wilder, Paul T.,Fletcher, Steven
, p. 273 - 292 (2016/03/22)
Structure-based drug design was utilized to develop novel, 1-hydroxy-2-naphthoate-based small-molecule inhibitors of Mcl-1. Ligand design was driven by exploiting a salt bridge with R263 and interactions with the p2 pocket of the protein. Significantly, target molecules were accessed in just two synthetic steps, suggesting further optimization will require minimal synthetic effort. Molecular modeling using the Site-Identification by Ligand Competitive Saturation (SILCS) approach was used to qualitatively direct ligand design as well as develop quantitative models for inhibitor binding affinity to Mcl-1 and the Bcl-2 relative Bcl-xL as well as for the specificity of binding to the two proteins. Results indicated hydrophobic interactions in the p2 pocket dominated affinity of the most favourable binding ligand (3bl: Ki = 31 nM). Compounds were up to 19-fold selective for Mcl-1 over Bcl-xL. Selectivity of the inhibitors was driven by interactions with the deeper p2 pocket in Mcl-1 versus Bcl-xL. The SILCS-based SAR of the present compounds represents the foundation for the development of Mcl-1 specific inhibitors with the potential to treat a wide range of solid tumours and hematological cancers, including acute myeloid leukemia.
