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Chloroaniline · CAS 95-51-2

Ortho Chloroaniline

C6H6ClN Molar mass 127.57 g/mol

A liquid monochloroaniline intermediate supplied by Chelora Chemicals for sulfonylurea herbicide, azo dye and polyurethane chain-extender chemistry — exported from Indonesia in bulk and drum quantities, with full batch documentation on every shipment.

Identification Sheet REP.
IUPAC name2-Chloroaniline
CAS number95-51-2
EC / EINECS number202-426-4
Molecular formulaC₆H₆ClN
Molar mass127.57 g/mol
AppearanceColourless to pale yellow liquid
Common synonyms2-Chloroaniline, OCA, o-chloraniline
Melting Point−2 to 3 °Cfreezes near 0 °C
Boiling Point207 – 210 °Cat 1 atm
Density1.213 g/cm³at 25 °C
Flash Point≈ 105 °Cclosed cup
Log P (o/w)≈ 1.9moderately lipophilic
Purity Offered99% / 99.5%+technical & high-purity
01 / PRODUCT DOSSIER

What Ortho Chloroaniline is, and why buyers source it

A working overview of the compound's chemistry, its place in the aniline-derivative family, and the grades Chelora Chemicals keeps in regular supply.

Ortho Chloroaniline — 2-chloroaniline in systematic naming — carries a single chlorine on the ring position directly beside the amino group. That one substituent sits close enough to influence the nitrogen without blocking it, so the amine stays reactive while the ring's electronics shift, and the molecule reads as a mild steric nudge rather than the full hindrance seen in a 2,6-disubstituted aniline.

Unlike the dichloroanilines, this is a liquid at ambient temperature: colourless to pale yellow when fresh, darkening on exposure to air and light. Its freezing point of roughly −2 to 3 °C is the practical catch — in a temperate winter or a chilled store it will solidify, so lines and drums need trace heating or a heated store that the lower-freezing meta isomer does not. Commercial material is commonly stabilised with about 0.1% hydrazine hydrate and must be kept out of light. It is sparingly soluble in water at about 5.1 g/L at 20 °C.

Where it fits in the synthesis chain

Ortho Chloroaniline is used as a synthesis intermediate across several sectors at once. Its documented downstream chain runs to o-chlorobenzenesulfonamide and 2-chlorobenzenesulfonyl chloride, feeding sulfonylurea herbicides including chlorsulfuron; to the herbicide benazolin and the fungicide anilazine; to 2-chlorophenyl isocyanate; to MOCA, the polyurethane chain extender; and into azo dye manufacture through azoic diazo bases, Reactive Red 24 and acid dye chemistry.

Grades we supply

Chelora Chemicals offers Ortho Chloroaniline in technical grade (99%) for standard industrial synthesis and high-purity grade (99.5%+) where isomeric chloroaniline carryover matters. Both ship with a batch-wise certificate of analysis reporting assay by GC, isomer content, moisture and colour. Because this product is a liquid, drum and ISO-tank options differ in lead time — confirm your preference at the enquiry stage.

02 / MANUFACTURING ROUTE

How Ortho Chloroaniline is made

An overview of the production route for orientation purposes. Our manufacturing partners' own process parameters and in-process controls are proprietary and are not disclosed beyond what is needed to interpret the certificate of analysis.

Ortho Chloroaniline is made by reducing 2-nitrochlorobenzene, either by catalytic hydrogenation or by the older iron and hydrochloric acid Béchamp reduction. The nitro precursor comes from the nitration of chlorobenzene, a reaction that distributes roughly 34–36% to the ortho position alongside the dominant para fraction.

That co-product relationship is the commercial foundation of this grade. Because ortho- and para-nitrochlorobenzene come out of the same nitration, the feedstock for Ortho Chloroaniline is produced at scale whether or not the ortho stream is the plant's primary target, which keeps availability good and pricing stable relative to the meta isomer.

Direct chlorination of aniline is not used industrially. It gives poor positional selectivity and runs on to over-chlorinated products, so the nitrate-then-reduce sequence is universal. After reduction the crude amine is washed, dried and distilled; the distillation cut is where technical and high-purity grades separate.

Why stabiliser and light protection are part of the specification

Like other liquid anilines, this material oxidises slowly in air and darkens under light, and the colour drift is accompanied by trace degradation products. Commercial grades are therefore commonly supplied stabilised with around 0.1% hydrazine hydrate and packed in opaque or lined containers. If your process is sensitive to the stabiliser, say so at the enquiry stage — it is a specification decision, not a default to be discovered later.

03 / APPLICATIONS

Industries and processes that use it

Ortho Chloroaniline is consumed almost entirely as a synthesis intermediate. The four fields below account for most of the demand we see through our export desk.

Field 01

Sulfonylurea Herbicides

Through o-chlorobenzenesulfonamide and 2-chlorobenzenesulfonyl chloride to sulfonylurea actives including chlorsulfuron; also the herbicide benazolin and the fungicide anilazine.

Field 02

Azo & Reactive Dyes

A diazo base for azoic dyeing and a building block for Reactive Red 24 and acid black and acid blue azo dyes.

Field 03

Polyurethane Chemistry

The precursor to MOCA (4,4′-methylenebis(2-chloroaniline)), a chain extender for cast polyurethane elastomers.

Field 04

Fine Chemical Intermediates

2-Chlorophenyl isocyanate, 8-chloroquinoline, 2-chloroacetoacetanilide for arylide pigments, o-phenetidine and fluorescent whitening agents.

04 / REACTION CHEMISTRY

How the molecule is typically carried forward

The primary amine is the reactive handle, and with only one ortho substituent it remains available for the full range of aniline chemistry — diazotization, acylation, condensation and sulfonation-derived routes.

Diazotization

Nitrous acid generated in situ from sodium nitrite and mineral acid below 5 °C converts the amine to the 2-chlorobenzenediazonium salt, the entry to azo coupling and Sandmeyer chemistry.

Azo Coupling

The diazonium salt is coupled with an electron-rich partner to build the azo linkage of a dye, either in the vessel or on the fibre in azoic dyeing.

Condensation to MOCA

Condensation with formaldehyde links two molecules through a methylene bridge to give the diamine chain extender used in cast polyurethane systems.

Isocyanate Formation

Phosgenation gives 2-chlorophenyl isocyanate, used to build ureas and carbamates.

Ring Closure

Skraup and related cyclisations use the amine to construct quinoline cores such as 8-chloroquinoline.

05 / FAMILY COMPARISON

Ortho Chloroaniline against its near relatives

The three monochloroaniline isomers share a formula and differ sharply in route economics, physical handling and regulatory standing. The table below is the quick orientation; each has its own product page.

ProductCAS NumberTypically Used InNotes
Ortho Chloroaniline95-51-2Sulfonylurea herbicides, azo dyes, MOCAThe product on this page — liquid, freezes near 0 °C.
Meta Chloroaniline108-42-9Hydrochlorothiazide, miconazole, azoic dyesLowest freezing point; the easiest of the three to handle.
Para Chloroaniline106-47-8Chlorhexidine, phenylurea and benzoylurea activesSolid, and classified as a Category 1B carcinogen in the EU.
2,4-Dichloroaniline554-00-7Crop protection, azo dyes, pharmaceutical intermediatesThe dichlorinated family — see its page for the full set.

Exact physical constants and purity specifications are confirmed per batch on the certificate of analysis — treat the notes above as a sourcing guide rather than a specification sheet.

06 / HAZARD & HANDLING

Safety classification at a glance

Based on GHS classification as commonly listed for this substance. This is a summary for orientation only — always work from the current safety data sheet supplied with your specific batch.

H301

Toxic if swallowed.

H311

Toxic in contact with skin.

H331

Toxic if inhaled.

H373

May cause damage to organs through prolonged or repeated exposure.

H400

Very toxic to aquatic life.

H410

Very toxic to aquatic life with long-lasting effects.

Signal word

Danger — GHS06 toxic, GHS08 health hazard and GHS09 environment pictograms apply.

This classification is harmonised in Annex VI to CLP under the group entry for chloroanilines, Index number 612-010-00-8, with an M-factor of 10 for aquatic toxicity. Beyond the harmonised entry, some registrants additionally self-classify eye irritation and suspected germ-cell mutagenicity (H341); that is supplier self-classification and not harmonised. The substance is absorbed through intact skin and causes methaemoglobinaemia, with onset that may be delayed — skin protection matters as much as respiratory protection, and medical observation is indicated after significant exposure. Transport is UN 2019, Class 6.1, Packing Group II.

07 / STORAGE & SHELF LIFE

Keeping it on spec between delivery and use

General storage guidance for this grade. Site-specific storage rules, segregation requirements and re-test intervals should follow your own EHS procedures and the MSDS issued with your batch.

Storage Temperature5 – 30 °C, protected from light
ContainerSealed drum or ISO tank
Typical Shelf Life24 months, unopened
Keep Away FromOxidizers, strong acids, direct light
Freezing PointSolidifies near 0 °C

Store in a cool, dry, well-ventilated area, protected from light, in tightly closed original containers away from oxidizers and strong acids. Because the freezing point is close to 0 °C, storage below about 5 °C will solidify the product; this does no harm but requires melting and homogenising before use or sampling. Commercial grades are normally stabilised against oxidation, and the stabiliser is part of the specification rather than an additive to be ignored. Expect gradual darkening in storage; it is a colour change rather than an assay change.

08 / PACKING & EXPORT

How it ships from Indonesia

Standard packing and export terms for this product. Confirm exact figures against your order — they vary slightly by destination and quantity.

Standard Packing220 kg drums
Bulk PackingIBC / ISO tank
Min. OrderFrom 1 drum
Lead Time2 – 4 weeks
Export TermsFOB · CFR · CIF
09 / QUALITY & DOCUMENTATION

What travels with every batch

Specification is agreed before the purchase order, not discovered on arrival. Every shipment of Ortho Chloroaniline leaves with a documented, checkable paper trail.

Doc 01

Certificate of Analysis

Batch-wise assay (by GC), isomer purity, melting point range and moisture, issued against the agreed specification so your QC team can check it, not just file it.

Doc 02

Safety Data Sheet

GHS-format SDS in English covering hazard classification, handling, storage, first-aid and spill response for the exact grade shipped.

Doc 03

Technical Data Sheet

Reference physical and chemical properties, recommended storage and typical applications, for internal circulation to your process or R&D teams.

Doc 04

Certificate of Origin

Confirms Indonesian origin for customs clearance and any preferential-duty claim at your destination port.

Doc 05

Dangerous Goods Declaration

UN packing group, classification and shipper's declaration prepared ahead of loading so documentation never holds up customs.

Doc 06

Third-Party Inspection

Independent pre-shipment inspection and re-sampling can be arranged on request, at your cost, for buyers who require it as a matter of policy.

10 / FAQ

Frequently asked questions

What buyers most often ask our sales desk about this grade.

01What is Ortho Chloroaniline used for?+
It is used as a chemical intermediate. Documented outlets include sulfonylurea herbicide chemistry through o-chlorobenzenesulfonamide, the herbicide benazolin and fungicide anilazine, MOCA for cast polyurethane elastomers, 2-chlorophenyl isocyanate, azoic and reactive dye manufacture, and fine chemicals such as 8-chloroquinoline and o-phenetidine.
02What is the CAS number of Ortho Chloroaniline?+
Its CAS Registry Number is 95-51-2, with EC number 202-426-4, molecular formula C₆H₆ClN and a molar mass of 127.57 g/mol.
03What purity grades does Chelora Chemicals supply?+
We supply technical grade and high-purity grade — the exact figures are shown in the specification rail at the top of this page. Each batch ships with a certificate of analysis stating assay, isomer purity and moisture against the agreed specification.
04Is Ortho Chloroaniline hazardous?+
Yes. It carries the GHS signal word Danger with the hazard statements listed in the hazard section of this page. It should be handled with appropriate PPE and in line with the safety data sheet supplied with each shipment.
05Is Ortho Chloroaniline a liquid or a solid?+
A liquid at normal ambient temperature, but only just. The freezing point is around −2 to 3 °C, so it will solidify in a chilled store or a temperate winter. Plan for trace heating on lines and pumps, and melt and homogenise any part-frozen drum before drawing a sample, or your assay will not be representative.
06Is this product a carcinogen?+
It carries no harmonised carcinogen classification. Its harmonised entry in Annex VI to CLP covers acute toxicity, organ damage on repeated exposure and aquatic toxicity, but not carcinogenicity. Note that some suppliers self-classify suspected germ-cell mutagenicity (H341) — that is not harmonised and differs between SDSs. The para isomer is the one in this family with a harmonised carcinogen classification.
07What packing options are available?+
Standard packing is 220 kg drums, with ibc / iso tank available for bulk orders. Trial quantities from a single drum can usually be arranged before you commit to larger volumes.
08How long does delivery take?+
Typical lead time is two to four weeks plus transit, depending on whether the grade is ex-stock or made to order and your destination port. A firm date is confirmed in the written quotation.
09Can I get a sample before placing a bulk order?+
Yes. Pre-shipment samples and a batch certificate of analysis can be arranged so your QC team can verify the specification before committing to volume.
10How is Ortho Chloroaniline manufactured?+
2-Nitrochlorobenzene (ONCB), from the nitration of chlorobenzene. Catalytic hydrogenation (Pd/C or Raney nickel, H₂) is the usual industrial reduction, followed by washing and distillation or recrystallisation before packing.
11What is the shelf life, and how should it be stored?+
Typical shelf life is around 24 months in original, unopened packaging stored as described in the storage section of this page. If a batch is held beyond its shelf life, we recommend re-checking assay and moisture before use.
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