2,4-Dinitrofluorobenzene Property

Melting point:

25-27 °C (lit.)

Boiling point:

178 °C/25 mmHg (lit.)

Density 

1.482 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.569(lit.)

Flash point:

>230 °F

storage temp. 

2-8°C

solubility 

chloroform: 0.1 g/mL, clear

form 

Liquid or Low Melting Crystals

color 

Yellow to brownish

Specific Gravity

1.482

Water Solubility 

400 mg/L (25 ºC)

Merck 

14,4172

BRN 

398632

Stability:

Stable. Combustible. Incompatible with strong oxidizing agents, strong bases.

CAS DataBase Reference

70-34-8(CAS DataBase Reference)

NIST Chemistry Reference

Benzene, 1-fluoro-2,4-dinitro-(70-34-8)

EPA Substance Registry System

2,4-Dinitrofluorobenzene (70-34-8)

Safety

Hazard Codes 

C,T,Xn

Risk Statements 

22-33-34-42/43-40-23/24/25-43-36/38-36/37/38

Safety Statements 

22-26-36/37/39-45-28A-23-7/9-36/37

RIDADR 

UN 3261 8/PG 2

WGK Germany 

3

RTECS 

CZ7800000

Hazard Note 

Toxic

TSCA 

Yes

HazardClass 

6.1

PackingGroup 

III

HS Code 

29049085

Hazardous Substances Data

70-34-8(Hazardous Substances Data)

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H317May cause an allergic skin reaction

H319Causes serious eye irritation

H335May cause respiratory irritation

H373May cause damage to organs through prolonged or repeated exposure

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P314Get medical advice/attention if you feel unwell.

2,4-Dinitrofluorobenzene Chemical Properties,Usage,Production

Chemical Properties

Yellow solid

Uses

A substituted benzene use in polypeptide sequencing (also referred to as Sanger’s reagent). Used in the derivitization of primary amines. Shown to inhibit the reductase activity of mitochondrial b-c1 complex isolated from beef heart mitochondria.

Uses

1-Fluoro-2,4-dinitrobenzene is used to identify the amino acid sequence. It reacts with amino group of amino acids to yield dinitrophenyl-amino acids. It is also used in chromatographic methods. Further, it acts as an alkylating agent used in elucidating amino acid sequence in proteins.

Definition

ChEBI: The organofluorine compound that is benzene with a fluoro substituent at the 1-position and two nitro substituents in the 2- and 4-positions.

General Description

Clear yellow crystals or yellow crystalline solid.

Air & Water Reactions

Slightly soluble in water.

Reactivity Profile

Reacts with oxidizing agents . When air was admitted after vacuum evaporation of an ether peroxide solution, a violent explosion occurred. A halogenated aromatic nitro compound. Aromatic nitro compounds range from slight to strong oxidizing agents. If mixed with reducing agents, including hydrides, sulfides and nitrides, they may begin a vigorous reaction that culminates in a detonation. The aromatic nitro compounds may explode in the presence of a base such as sodium hydroxide or potassium hydroxide even in the presence of water or organic solvents. The explosive tendencies of aromatic nitro compounds are increased by the presence of multiple nitro groups.

Fire Hazard

2,4-Dinitrofluorobenzene is probably combustible.

Contact allergens

DNFB is a strong skin irritant and a universal contact allergen. It is used as an intermediate in the synthesis of pesticides and pharmaceuticals such as flurbiprofen, a chemical reagent, and as a topical sensitizer for the treatment of alopecia areata

Biochem/physiol Actions

1-Fluoro-2,4-dinitrobenzene is a contact-sensitizing hapten, commonly used in experimental studies on contact hypersensitivity, inducing itch model, and atopic dermatitis. Mast cell activation is a key step in the DNFB induced sensitivity. DNFB covalently binds to the N-terminal amino acid of the protein and aids in Sanger sequencing.

Safety Profile

Poison by ingestion,skin contact, and subcutaneous routes. A powerful irritant and vesicant. Mutation data reported. Solutions in ether may explode when evaporated* When heated to decomposition it emits highly toxic fumes of NOx and F-. See also NITRO E COMPOUNDS of AROMATIC HYDROCARBONS and FLUORIDES.

Purification Methods

Crystallise the reagent from Et2O or EtOH. Distil it in a vacuum through a Todd Column (p 11). If it is to be purified by distillation in vacuo, the distillation unit must be allowed to cool before air is allowed into the apparatus; otherwise the residue carbonises spontaneously and an EXPLOSION may occur. The material is a skin irritant and may cause serious dermatitis. [Beilstein 5 IV 742.]