6-Chloro-2,4-Dinitroaniline 2-Chloro-4,6-dinitroaniline · CAS 3531-19-9

What is 6-Chloro-2,4-Dinitroaniline?

6-Chloro-2,4-Dinitroaniline, formally 2-chloro-4,6-dinitroaniline, is a benzene ring carrying a free amine, two nitro groups and one chlorine, formula C₆H₄ClN₃O₄. At room temperature it is a yellow crystalline powder, melting in the range of 157–159 °C, and is known to exist in more than one polymorphic form.

Its value as a building block comes from carrying three reactive handles on one electron-poor ring. The free amine is the diazotisable group used to build azo chromophores; the two nitro groups give the finished colour strong electron-withdrawing character, which shifts the shade and improves fastness in many azo dye families; and the chlorine, activated by the flanking nitro groups, is itself a leaving group for nucleophilic aromatic substitution, giving a second route to further-functionalised intermediates.

Commercially, it is produced by nitrating a chloroaniline precursor under controlled conditions, or by related chlorination/nitration sequences on simpler aniline feedstocks, giving a high-purity dinitroaniline suitable for direct use in dye and pigment synthesis.

It ships as a toxic solid (Class 6.1) rather than under the flammable-liquid classifications common to many liquid aromatic intermediates — meaning dust control, skin exposure and aquatic-toxicity precautions are the priority, rather than ignition control.

Why 6-Chloro-2,4-Dinitroaniline specifically

• A reliable diazo component. The free amine diazotises and couples cleanly to build strongly electron-withdrawing azo chromophores used across several dye classes.
• An activated chlorine leaving group. Flanked by two nitro groups, the chlorine is reactive toward nucleophilic aromatic substitution, opening a second synthetic route independent of the amine.
• The specific substitution pattern dyestuff design needs. The 2,4-dinitro, 6-chloro pattern relative to the amine gives a defined electronic profile and shade that a different isomer will not reproduce.
• Broader fine-chemical utility. Also used as a general aromatic building block in specialty and fine-chemical synthesis beyond colourants.

How 6-Chloro-2,4-Dinitroaniline is Manufactured

6-Chloro-2,4-Dinitroaniline is made on purpose through a dedicated nitration sequence, so supply tracks installed nitro-chloro-benzene and nitration capacity rather than a generic aromatics feedstock stream.

• Starting material. A chloroaniline precursor from the chloro-nitrobenzene value chain is the common starting point.
• Controlled dinitration. The precursor is nitrated under carefully controlled temperature and acid-strength conditions to introduce the two nitro groups at the target positions without over-nitration.
• Quench and isolation. The reaction mass is quenched, and the crude solid is filtered and washed to remove spent nitrating acid.
• Purification. The crude product is purified by recrystallisation to the target purity, typically 97–99% or better.
• Quality release. Assay, isomer purity and moisture are confirmed against specification before the batch is released.

Typical Commercial Specification

Figures below are representative of commercial-grade 6-Chloro-2,4-Dinitroaniline. Tell us your downstream route and the grade you need, and we will advise on the specification to order against.

Physical & Chemical Properties

Behaviour in the process

6-Chloro-2,4-Dinitroaniline's reactivity pattern is what synthetic and dye chemists are buying:

• Diazotisation and coupling. The free amine diazotises under standard conditions and couples to build strongly electron-withdrawing azo chromophores.
• Activated nucleophilic substitution. The chlorine, flanked by two nitro groups, is displaced readily by amine, alkoxide and thiolate nucleophiles — a second synthetic handle independent of the amine.
• Electron-poor ring. The two nitro groups make the ring strongly electron-poor, shifting shade and improving certain fastness properties relative to mono-nitro analogues.
• Solid handling. As a crystalline solid rather than a liquid, it is weighed, milled and charged using standard solids-handling practice rather than liquid-transfer equipment.

6-Chloro-2,4-Dinitroaniline and Related Chloronitroaniline Building Blocks

6-Chloro-2,4-Dinitroaniline is one of several chloro- and nitro-substituted aniline building blocks, and the choice between them depends on the substitution pattern and the reactive handle the target synthesis needs.

Stated plainly: the choice of chloronitroaniline building block is dictated by the target molecule's exact substitution pattern and which handle — the amine, the chlorine, or both — the downstream route needs to react.

Industries We Supply 6-Chloro-2,4-Dinitroaniline To

The same chloro-dinitroaniline feeds an azo dye manufacturer, a pigment producer and a fine-chemical custom-synthesis house. What changes is the downstream coupling or substitution chemistry and the documentation each requires.

Where 6-Chloro-2,4-Dinitroaniline is Used

6-Chloro-2,4-Dinitroaniline is bought mainly as a building block for azo colourants and as a general-purpose nitroaromatic intermediate. These are the downstream chemistries our customers use it for.

In dye and pigment synthesis

The amine is diazotised under standard cold conditions and coupled to a second aromatic component to build a strongly electron-withdrawing azo chromophore. Isomer purity matters because a positional impurity can couple to give an off-shade by-product, which complicates purification and shade-matching of the final dye.

In substitution and fine-chemical synthesis

Independently of the amine, the chlorine — activated by the two flanking nitro groups — undergoes nucleophilic aromatic substitution with a range of nucleophiles, giving a second synthetic route into further-functionalised aromatics for agrochemical, pharmaceutical and specialty-chemical applications.

Quality Control & Testing

Every lot is released against a batch-specific Certificate of Analysis, with isomer purity and moisture reported alongside assay because both affect downstream shade and coupling yield.

• 6-Chloro-2,4-dinitroaniline content — by GC or HPLC, the primary grade measure.
• Isomeric chlorodinitroanilines — reported because positional isomer carry-over couples to a different shade.
• Moisture content — measured because excess moisture affects weighing accuracy and downstream reaction stoichiometry.
• Melting point and appearance — fast purity and identity checks.

Common Process Problems & Likely Causes

When this building block causes trouble, it is usually isomer carry-over or moisture. This table is the shortcut our technical desk works through before anyone opens a complaint file.

Packaging, Storage & Shipping

• Standard packing. Fibre drums or HDPE/PP woven bags with liner, typically 25 – 50 kg net, with larger bulk formats on contract supply.
• Moisture exclusion. Keep sealed and dry; excess moisture affects weighing accuracy and the strength of downstream reactions.
• Temperature control. Store at room temperature, away from direct sun and heat sources.
• Material compatibility. Standard dry-chemical storage practice; avoid contact with strong reducing agents and strong bases.
• Shelf life. Stable in sealed, dry containers under normal storage conditions.
• Transport classification. Typically shipped under UN 2811 (toxic solid, organic, n.o.s.), Class 6.1, Packing Group III — ADR, IMDG, IATA and DOT requirements apply to packing, labelling and routing; confirm the current classification with your freight forwarder.

Hazards & Safe Handling

6-Chloro-2,4-Dinitroaniline is classified as harmful (toxic solid) by inhalation, skin contact and if swallowed, and is irritating to the eyes, respiratory system and skin. Standard toxic-solid handling precautions and good laboratory and plant practice apply.

• Dust control. Use local exhaust ventilation or dust extraction when handling the powder in bulk, particularly during milling, weighing and charging.
• Skin and eye contact. Chemical-resistant gloves and goggles required; rinse immediately with plenty of water on contact and seek medical advice per the SDS.
• Inhalation. Use adequate ventilation when handling in open systems; respiratory protection is recommended for bulk transfer.
• PPE. Chemical-resistant gloves, safety goggles or face protection, and suitable protective clothing as a baseline for routine handling.
• Environment. Avoid uncontrolled release to water; the substance has documented aquatic toxicity, so follow local effluent and waste-disposal rules closely.

Regulatory & Compliance Notes

6-Chloro-2,4-Dinitroaniline is a registered specialty nitroaromatic shipped as a Class 6.1 toxic solid. Because obligations differ by territory and use, the notes below are orientation rather than legal advice — confirm your own position with your regulatory adviser.

• GHS classification. Typically classified Xn (harmful) with acute toxicity and irritation hazard statements; the SDS carries the full statements for your grade.
• REACH and chemical inventories. Registered under EU REACH and listed on major chemical inventories.
• Dangerous goods transport. UN 2811, toxic solid organic n.o.s., Class 6.1, Packing Group III. ADR, IMDG, IATA and DOT requirements apply to packing, labelling and routing.
• HS code. Commonly declared under the aromatic amine derivatives heading; confirm the exact tariff line with your customs broker for your jurisdiction.
• Quality agreements. Dye, pigment and fine-chemical producers commonly expect documented isomer purity and moisture limits and change control. Tell us what your agreement requires.

We Supply 6-Chloro-2,4-Dinitroaniline Worldwide

Chelora Chemicals is a supplier and export partner, not a single-plant trader. We ship 6-Chloro-2,4-Dinitroaniline from India and from partner sources to customers across Asia, Europe, the Middle East, Africa, and North and South America, handling the export documentation and freight so the material arrives ready to use.

• Incoterms. EXW, FOB, CIF, CFR and DAP quoted to suit your purchasing terms and freight arrangements.
• Ports. Regular shipments through Nhava Sheva (JNPT) and Mundra, with other ports arranged as routing allows.
• Documentation. Commercial invoice, packing list, certificate of origin, COA and SDS issued as a complete set.
• Flexible volumes. From drum trial quantities up to repeat bulk shipments on a supply contract.
• Supply continuity. Because we are independent of any one producer, a plant turnaround or a shipping disruption at one source does not have to become your stock-out.

Buying 6-Chloro-2,4-Dinitroaniline from Chelora

We are an independent sourcing and supply partner. For this product that means settling three things at enquiry: the purity and isomer tolerance your coupling chemistry needs, the packing format, and the quantity you are buying.

• Documentation on every lot. Batch-specific COA with assay, isomer content and moisture, plus the current SDS.
• Analysis before commitment. Representative analysis shared ahead of a commercial order so your lab can qualify the material.
• Quantities. Drum trial quantities through to larger bulk shipments on contract supply.
• Inspection. Independent third-party inspection available at loading when the contract requires it.
• Related dye-intermediate building blocks. Ortho Nitro Aniline Para Sulphonic Acid and other nitroaromatic and fluorinated intermediates alongside this product from one supplier.

How ordering works

• Send the enquiry. Purity, quantity, destination port and the Incoterm you buy on. If you have a spec sheet, attach it — it saves a round trip.
• We quote. Price, lead time, packing format and a sample COA, normally within one working day.
• Qualify the supply. For first orders or shade-critical applications, we share the analysis so your technical team can sign off before you commit.
• Confirm the order. Proforma invoice issued; payment terms agreed against the volume and the relationship.
• Allocation and QC. Material allocated and released against a batch-specific COA, with an independent inspection where the contract calls for it.
• Ship and document. Packed, labelled and loaded with the full export document set, and tracked through to arrival.

Related Chloronitroaniline & Dye Intermediates

Buyers of 6-Chloro-2,4-Dinitroaniline often source other chloro- and nitro-substituted aniline building blocks alongside it. Consolidating them cuts freight cost and gives you a single point of contact for documentation.