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NITROFEN

Product Name
NITROFEN
CAS No.
1836-75-5
Chemical Name
NITROFEN
Synonyms
NIP;toke;2,4-DICHLORO-1-(4-NITROPHENOXY)BENZENE;benzene,2,4-dichloro-1-(4-nitrophenoxy)-;TOK;fw925;tok-2;FW 925;toke40;TOK(R)
CBNumber
CB9103795
Molecular Formula
C12H7Cl2NO3
Formula Weight
284.09
MOL File
1836-75-5.mol
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NITROFEN Property

Melting point:
69-70°C
Boiling point:
368 ºC
Density 
1.3
refractive index 
1.6140 (estimate)
Flash point:
205℃
storage temp. 
Sealed in dry,Room Temperature
solubility 
soluble in Methanol
form 
Solid
color 
White to Light yellow
biological source
human blood
Water Solubility 
1mg/L(22 ºC)
Merck 
14,6598
BRN 
1887356
Stability:
Stable. Incompatible with strong oxidizing agents.
NIST Chemistry Reference
2,4-Dichloro-4'-nitrodiphenyl ether(1836-75-5)
IARC
2B (Vol. 30, Sup 7) 1987
EPA Substance Registry System
Nitrofen (1836-75-5)
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Safety

Hazard Codes 
T,N
Risk Statements 
45-61-50/53-22
Safety Statements 
45-53-61-60-50/53-22
RIDADR 
3077
WGK Germany 
3
RTECS 
KN8400000
TSCA 
Yes
HazardClass 
9
PackingGroup 
III
HS Code 
29093090
Hazardous Substances Data
1836-75-5(Hazardous Substances Data)
Toxicity
LD50 orally in rats: 3.58 g/kg (Ambrose)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H350May cause cancer

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P273Avoid release to the environment.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
CRM63613
Product name
Nitrofen
Purity
certified reference material, <I>Trace</I><B>CERT</B><SUP>&#174;</SUP>, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland
Packaging
100 mg
Price
$151
Updated
2025/07/31
Sigma-Aldrich
Product number
CB_85102916
Product name
TOKUNAGA human cell line
Purity
IHW Number: 9304, NOTE: Both the cell line and DNA from the cell line may be available for this product. Please choose -1VL or VIAL for cells, or -DNA-5UG for DNA., 85102916
Packaging
1 unit
Price
$402
Updated
2025/07/31
Sigma-Aldrich
Product number
CB_85102916
Product name
TOKUNAGA human cell line
Purity
IHW Number: 9304, NOTE: Both the cell line and DNA from the cell line may be available for this prod
Packaging
1 unit
Price
$402
Updated
2025/07/31
Sigma-Aldrich
Product number
CB_85102916
Product name
TOKUNAGA human cell line
Purity
85102916, IHW Number: 9304
Packaging
1VIAL
Price
$563
Updated
2025/07/31
Sigma-Aldrich
Product number
33374
Product name
Nitrofen
Purity
PESTANAL
Packaging
100mg
Price
$68
Updated
2025/07/31
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NITROFEN Chemical Properties,Usage,Production

Chemical Properties

Nitrofen is a crystalline solid.

Uses

Formerly as herbicide.

Definition

ChEBI: Nitrofen is an organic molecular entity. It has a role as an EC 1.3.3.4 (protoporphyrinogen oxidase) inhibitor and a 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.

Synthesis

350-46-9

120-83-2

1836-75-5

GENERAL METHOD: A dispersion of 0.69 g (17.3 mmol) of 60% NaH in mineral oil was washed with hexane and subsequently suspended in 20 mL of DMF. A solution of 2,4-dichlorophenol (12.9 mmol) in DMF (20 mL) was added slowly and dropwise. After stirring for 1 hour at room temperature, a DMF (4 mL) solution of p-fluoronitrobenzene (1.5 g, 10.3 mmol) was added. Stirring was continued at room temperature for 1 h. The reaction mixture was then warmed up to 50 °C and maintained for 12 h. The reaction mixture was then heated up to 50 °C. Upon completion of the reaction, the reaction was quenched with saturated NH4Cl solution. The mixture was extracted with ether and the organic layer was washed sequentially with 0.2 M NaOH solution until the aqueous layer was colorless, then with 1 M HCl and saturated brine solution. The organic layer was dried over anhydrous MgSO4, concentrated in vacuum and finally purified by column chromatography using hexane-ethyl acetate (5:1) as eluent to afford the target product 2',4'-dichloro-4-nitro-diphenyl ether.

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.

References

[1] Canadian Journal of Chemistry, 2015, vol. 94, # 1, p. 95 - 104
[2] European Journal of Organic Chemistry, 2011, # 8, p. 1587 - 1592
[3] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 7, p. 1588 - 1592
[4] New Journal of Chemistry, 2015, vol. 39, # 9, p. 7281 - 7292
[5] European Journal of Medicinal Chemistry, 2016, vol. 113, p. 273 - 292

NITROFEN Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from NITROFEN manufacturers

Career Henan Chemical Co
Product
NITROFEN 1836-75-5
Price
US $1.00/KG
Min. Order
1KG
Purity
95-99%
Supply Ability
1ton
Release date
2019-12-31

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