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2-(2,4-Dinitrophenoxy)ethanol, commonly known as dinoseb, is a synthetic chemical compound characterized by its potent herbicidal and fungicidal properties. It is a highly toxic substance, posing significant risks to human health and the environment, and is known to cause skin and eye irritation, as well as serious health issues if ingested or inhaled. Due to its harmful effects, it has been banned in many countries and is considered a potential endocrine disruptor, capable of causing hormonal imbalances in living organisms. Its use is strictly regulated and restricted to minimize potential harm.

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  • 2831-60-9 Structure
  • Basic information

    1. Product Name: 2-(2,4-DINITROPHENOXY)ETHANOL
    2. Synonyms: 1-(2-Hydroxyethoxy)-2,4-dinitrobenzene;2,4-Dinitrophenoxyethanol;beta-Hydroxyethyl 2,4-dinitrophenyl ether;2,4-DINITROPHENOXY-2-ETHANOL;2-(2,4-DINITROPHENOXY)ETHANOL;2-(2,4-dinitrophenoxy)ethan-1-ol;dinitrophenoxyethanol;2-(2,4-Dinitrophenoxy)ethanol ,98%
    3. CAS NO:2831-60-9
    4. Molecular Formula: C8H8N2O6
    5. Molecular Weight: 228.16
    6. EINECS: 220-597-3
    7. Product Categories: Aromatic alcohols and diols
    8. Mol File: 2831-60-9.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 439.7 °C at 760 mmHg
    3. Flash Point: 219.7 °C
    4. Appearance: /
    5. Density: 1.509 g/cm3
    6. Vapor Pressure: 1.65E-08mmHg at 25°C
    7. Refractive Index: 1.607
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: 2-(2,4-DINITROPHENOXY)ETHANOL(CAS DataBase Reference)
    11. NIST Chemistry Reference: 2-(2,4-DINITROPHENOXY)ETHANOL(2831-60-9)
    12. EPA Substance Registry System: 2-(2,4-DINITROPHENOXY)ETHANOL(2831-60-9)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: N/A
    3. Safety Statements: N/A
    4. RIDADR: 1325
    5. WGK Germany:
    6. RTECS:
    7. HazardClass: 4.1
    8. PackingGroup: III
    9. Hazardous Substances Data: 2831-60-9(Hazardous Substances Data)

2831-60-9 Usage

Uses

Used in Agricultural Industry:
2-(2,4-Dinitrophenoxy)ethanol is used as a herbicide for controlling a wide range of broadleaf and grassy weeds in various crops, such as cotton, potatoes, and sugar beets. Its effectiveness in controlling unwanted plant growth contributes to increased crop yields and reduced competition for resources.
2-(2,4-Dinitrophenoxy)ethanol is also used as a fungicide to protect crops from fungal infections and diseases, thereby ensuring the health and quality of agricultural produce.
However, it is important to note that due to the high toxicity and potential health risks associated with 2-(2,4-Dinitrophenoxy)ethanol, its use in agriculture has been significantly reduced or banned in many countries. Alternative, safer, and more environmentally friendly herbicides and fungicides have been developed to replace this hazardous compound.

Check Digit Verification of cas no

The CAS Registry Mumber 2831-60-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,8,3 and 1 respectively; the second part has 2 digits, 6 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 2831-60:
(6*2)+(5*8)+(4*3)+(3*1)+(2*6)+(1*0)=79
79 % 10 = 9
So 2831-60-9 is a valid CAS Registry Number.
InChI:InChI=1/C8H8N2O6/c11-3-4-16-8-2-1-6(9(12)13)5-7(8)10(14)15/h1-2,5,11H,3-4H2

2831-60-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-(2,4-DINITROPHENOXY)ETHANOL

1.2 Other means of identification

Product number -
Other names (2-Hydroxy-aethyl)-(2.4-dinitro-phenyl)-aether

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2831-60-9 SDS

2831-60-9Synthetic route

ethylene glycol
107-21-1

ethylene glycol

1-chloro-2,4-dinitro-benzene
97-00-7

1-chloro-2,4-dinitro-benzene

2-(2,4-dinitrophenoxy)ethanol
2831-60-9

2-(2,4-dinitrophenoxy)ethanol

Conditions
ConditionsYield
Stage #1: ethylene glycol; 1-chloro-2,4-dinitro-benzene at 78℃; for 0.5h;
Stage #2: With sodium hydroxide at 85 - 95℃; for 2.66667h;
Stage #3: In water at 90℃; for 1.66667h; Concentration;
97%
With sodium hydroxide at 100℃;
With sodium carbonate at 115℃;
With sodium carbonate at 100℃;
oxirane
75-21-8

oxirane

1-chloro-2,4-dinitro-benzene
97-00-7

1-chloro-2,4-dinitro-benzene

2-(2,4-dinitrophenoxy)ethanol
2831-60-9

2-(2,4-dinitrophenoxy)ethanol

Conditions
ConditionsYield
Stage #1: 1-chloro-2,4-dinitro-benzene With water; potassium hydroxide at 90℃; for 1h;
Stage #2: oxirane for 5h; Reagent/catalyst;
95.6%
2,4-dinitroanisole
119-27-7

2,4-dinitroanisole

ethylene glycol
107-21-1

ethylene glycol

2-(2,4-dinitrophenoxy)ethanol
2831-60-9

2-(2,4-dinitrophenoxy)ethanol

Conditions
ConditionsYield
With potassium hydroxide
2,4-dinitrophenyl phenyl ether
2486-07-9

2,4-dinitrophenyl phenyl ether

ethylene glycol
107-21-1

ethylene glycol

2-(2,4-dinitrophenoxy)ethanol
2831-60-9

2-(2,4-dinitrophenoxy)ethanol

Conditions
ConditionsYield
With potassium hydroxide; benzene
[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

2,4-Dinitrophenol
51-28-5

2,4-Dinitrophenol

2-(2,4-dinitrophenoxy)ethanol
2831-60-9

2-(2,4-dinitrophenoxy)ethanol

Conditions
ConditionsYield
With tetraethylammonium iodide
(2,4-dinitro-phenyl)-(4-nitro-phenyl)-ether
2363-36-2

(2,4-dinitro-phenyl)-(4-nitro-phenyl)-ether

ethylene glycol
107-21-1

ethylene glycol

KOH

KOH

A

4-nitro-phenol
100-02-7

4-nitro-phenol

B

2-(2,4-dinitrophenoxy)ethanol
2831-60-9

2-(2,4-dinitrophenoxy)ethanol

Conditions
ConditionsYield
Kinetics;
1-(4-chlorophenoxy)-2,4-dinitrobenzene
2548-96-1

1-(4-chlorophenoxy)-2,4-dinitrobenzene

ethylene glycol
107-21-1

ethylene glycol

KOH

KOH

A

2-(2,4-dinitrophenoxy)ethanol
2831-60-9

2-(2,4-dinitrophenoxy)ethanol

B

4-chloro-phenol
106-48-9

4-chloro-phenol

Conditions
ConditionsYield
mono-sodium ethylene glycolate

mono-sodium ethylene glycolate

1-chloro-2,4-dinitro-benzene
97-00-7

1-chloro-2,4-dinitro-benzene

2-(2,4-dinitrophenoxy)ethanol
2831-60-9

2-(2,4-dinitrophenoxy)ethanol

Conditions
ConditionsYield
In water; ethylene glycol
mono-potassium ethylene glycolate

mono-potassium ethylene glycolate

1-chloro-2,4-dinitro-benzene
97-00-7

1-chloro-2,4-dinitro-benzene

2-(2,4-dinitrophenoxy)ethanol
2831-60-9

2-(2,4-dinitrophenoxy)ethanol

Conditions
ConditionsYield
In water; ethylene glycol

2831-60-9Relevant articles and documents

Ligand-Free Copper-Catalyzed Ullmann-Type C?O Bond Formation in Non-Innocent Deep Eutectic Solvents under Aerobic Conditions

Capriati, Vito,García-álvarez, Joaquín,Marinò, Manuela,Perna, Filippo M.,Quivelli, Andrea Francesca,Vitale, Paola

, (2021/12/09)

An efficient and novel protocol was developed for a Cu-catalyzed Ullmann-type aryl alkyl ether synthesis by reacting various (hetero)aryl halides (Cl, Br, I) with alcohols as active components of environmentally benign choline chloride-based eutectic mixtures. Under optimized conditions, the reaction proceeded under mild conditions (80 °C) in air, in the absence of additional ligands, with a catalyst [CuI or CuII species] loading up to 5 mol% and K2CO3 as the base, providing the desired aryloxy derivatives in up to 98 % yield. The potential application of the methodology was demonstrated in the valorization of cheap, easily available, and naturally occurring polyols (e. g., glycerol) for the synthesis of some pharmacologically active aryloxypropanediols (Guaiphenesin, Mephenesin, and Chlorphenesin) on a 2 g scale in 70–96 % yield. Catalyst, base, and deep eutectic solvent could easily and successfully be recycled up to seven times with an E-factor as low as 5.76.

Preparation method of 2,4-dinitrophenoxyethanol

-

Paragraph 0029; 0030, (2017/08/28)

The invention relates to a preparation method of 2,4-dinitrophenoxyethanol. The preparation method comprises the following steps that 1, condensation reaction is conducted, specifically, 2,4-dinitrochlorobene serves as a raw material, is hydrolyzed in an alkaline aqueous solution with the certain concentration and then is condensed with ethylene oxide to obtain condensation reaction liquid; 2, extraction is conducted, specifically, the reaction liquid is dropwise added into a certain organic solvent, layered, concentrated, cooled and crystallized to obtain a crude 2,4-dinitrophenoxyethanol product; and 3, purification is conducted, specifically, the crude 2,4-dinitrophenoxyethanol product is recrystallized to obtain a refined 2,4-dinitrophenoxyethanol product. The preparation method improves the product quality, and also reduces environmental pollution, thereby making product production to be clean and environmentally friendly and enabling products to be more suitable for mass production

2, 4-dinitrophenoxyethanol synthesizing method

-

Paragraph 0032; 0033; 0034; 0035; 0036, (2016/10/08)

The invention relates to a 2, 4-dinitrophenoxyethanol synthesizing method, and a product is mainly used for missile servo propellant, a missile servo mechanism, an automobile safe air bag and the like. The synthesizing method includes the steps that 2,4-dinitrochlorobenzene, glycol and strong base are adopted as reactors, deionized water serves as a dispersing agent, a two-step method is adopted to synthesize 2,4-dinitrophenoxyethanol , in the first step, the 2,4-dinitrochlorobenzene is heated and melted and evenly mixed with the glycol to form a system similar to the homogeneous phase, in the second step, a strong base solution is dropwise added to a reaction system for a reaction, then the deionized water is added, the system is further dispersed, and a synthesis reaction is completed. By means of the synthesizing method, the problem that the content change of unitary substituendums and binary substituendums in DNE synthesized in different batches is solved radically, reaction efficiency is high, the yield is high, by-products are harmless, the contents of the unitary substituendums and the binary substituendums are controllable, and the content of the unitary substituendums is controllable within the range from 10% to 95%.

Coupling compounds and hair dyeing compositions containing them

-

Page/Page column 10, (2008/06/13)

The present invention refers to compounds of the formula (I) wherein R1 is (C1-C4)-alkyl, (C1-C4)-alkyl which is substituted by hydroxy, (C1-C4)-alkoxy, hydroxy-(C1-C4)-alkoxy, CN, -COOR5, -CON(R5)2 or -N(R5)2 or is phenyl; R2 is hydrogen, methyl or ethyl; R3 is (C1-C4)-alkylsulfonyl, (C1-C4)-alkylsulfonyl which is substituted by hydroxy, halogen, cyano, (C1-C4)-alkoxy or -N(R5)2 or is -SO2-CH=CH2, -SO2N(R5)2 or -PO(OR5)2; R4 is hydrogen, (C2-C4)-alkyl which is substituted by hydroxy, (C1-C4)-alkoxy or hydroxy-(C1-C4)-alkoxy; each of R5, independently is hydrogen, (C1-C4)-alkyl or hydroxy-(C2-C4)-alkyl; whereas R3 is not -NHSO2CH3 if R2 and R4 are both hydrogen and R1 is methyl, as well as hair dye compostions containing them.

Process for the preparation of 1-substituted 2,4-dinitrobenzenes

-

, (2008/06/13)

Provided is a process for the preparation of specific 1-substituted 2,4-dinitrobenzenes by reaction of 1-halogeno-2,4-dinitrobenzenes with mono-alkali metal salts of specific diols, in which the 1-halogeno-2,4-dinitrobenzene and the mono-alkali metal salt of the diol are simultaneously added and reacted.

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