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2,4-Dimethylaniline

HCID 7250
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Basic information

CAS
95-68-1
Standard SMILES
Cc1ccc(N)c(C)c1
InChIKey
CZZZABOKJQXEBO-UHFFFAOYSA-N
Molecular formula
C8H11N
Average molar mass
121.18 g/mol
Monoisotopic mass
121.08914936

Overview

2,4-xylidine is a dark brown liquid. (NTP, 1992)

Names & identifiers

Preferred name
2,4-Dimethylaniline
IUPAC
2,4-dimethylaniline
English name
2,4-Dimethyl aniline
Molecular formula
C8H11N
Molecular weight
121.18

Names & synonyms

2,4-Dimethylaniline95-68-12,4-XYLIDINEm-Xylidine1-Amino-2,4-dimethylbenzenem-4-Xylidine2,4-DimethylbenzenamineBenzenamine, 2,4-dimethyl-2,4-Dimethylphenylamine2-Methyl-p-toluidine4-Methyl-o-toluidine4-Amino-1,3-xylene
Show more names
2,4-dimethyl-anilin2.4-DiMethylan
4-Amino-3-methyltoluene4-Amino-1,3-dimethylbenzenemeta-XylidineAniline, 2,4-dimethyl-2,4-Xylylamine2,4-Dimethylbenzeneamine4-Amino-m-xyleneDTXSID8026305

Database identifiers

CAS
95-68-1
PubChem CID
7250
DTXSID
DTXSID8026305
ChEMBL
CHEMBL1490826
ChEBI
CHEBI:27840
UNII
367R1L22C9
EC Number
202-440-0
Nikkaji
J358A

Properties

Computed structural properties

XLogP
1.7
Topological polar surface area
26 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
1
Rotatable bonds
0
Heavy atoms
9
Formal charge
0
Complexity
90.6

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Amines, Aromatic
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
PesticidesPesticide (2,4-dimethyl aniline (2,4 DMA)) -> USDA PDB
LogP · 3 items

log Kow = 1.68 at pH of 7.5

1.68

2.13

Density · 3 items

0.978 at 68 °F (NTP, 1992) - Less dense than water; will float

0.9723 @ 20 °C/4 °C

Relative density (water = 1): 0.97

Color/FormColorless to tan, oily liquid
Solubility · 4 items

1 to 5 mg/mL at 63 °F (NTP, 1992)

Sol in alcohol, ether, benzene; slightly soluble in water

Soluble in organic solvents.

Solubility in water, g/100ml at 20 °C: 0.5

Flash Point · 2 items

205 °F (NTP, 1992)

90 °C

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 6 items

Danger

H301+H311+H331 (18.3%): Toxic if swallowed, in contact with skin or if inhaled [Danger Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation]

P260, P261, P262, P264, P264+P265, P270, P271, P273, P280, P284, P301+P316, P302+P352, P304+P340, P305+P351+P338, P316, P319, P320, P321, P330, P337+P317, P361+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 208 reports by companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H227: Combustible liquid [Warning Flammable liquids]

Hazard information

Regulatory Information · 3 items

Chemical: Benzenamine, 2,4-dimethyl-

REACH registered substance: 2,4-xylidine (EC: 202-440-0)

2,4-Dimethylaniline: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Benzenamine, 2,4-dimethyl-: Environment tier I assessment
DOT LabelPoison
Fire Hazards · 2 items

This chemical is combustible. (NTP, 1992)

Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Above 90 °C explosive vapour/air mixtures may be formed.

Health Hazards · 1 item

SYMPTOMS: Symptoms of exposure to this compound may include headaches, drowsiness, cyanosis, mental confusion, convulsions, nervous system and blood effects, fatigue, anorexia, loss of appetite, dizziness, and damage to the lungs, liver and kidneys.

Chemistry & industry

Pharmacology

Biological Half-LifeHALF-LIFE OF 2,4-XYLIDINE ABSORPTION BY SMALL INTESTINE IN VIVO IN RAT WAS 15.7 MIN.
Metabolism/Metabolites · 5 items

YIELDS IN RABBITS 4-AMINO-3-METHYLBENZOIC ACID & 2,4-DIMETHYLPHENYLSULFAMATE. /FROM TABLE/

2,4-Xylidine is oxidized mainly to 3-methyl-4-aminobenzoic acid.

2,4-Xylidine is absorbed through the GI tract, the skin and the respiratory tract. It is metabolized and excreted in the urine. In the urine of rats, 2,4-xylidine appears mainly unchanged or as 4-amino-3-methylbenzoic acid or N-acetyl-4-amino-3-methylbenzoic acid and their sulfate or glucuronide conjugates. These compounds are formed after oxidation at the p- methyl group. In addition, 6-hydroxy-2,4-xylidine has been identified as a major metabolite in the urine or dogs. Traces of N-methyl-2,4-dimethyl-aniline are also detectable in the urine of both species. The quantity of metabolites in the urine does not incr after repeated admin of 2,4-xylidine.

The xylidine 2,4-dimethylaniline produces hepatic cholangiofibrosis, bile duct proliferation, and foci of cellular hyperplasia and degeneration in the rat. The same cmpd is relatively innocuous in the dog. ... The major urinary metabolite of 2,4-dimethylaniline in the rat was N-acetyl-4-amino-3-methylbenzoic acid while in the dog it was 6-hydroxy-2,4-dimethylaniline. The dog also produced a smaller amt of unacetylated 4-amino-3-methylbenzoic acid and its glycine conjugate. ... In rats, repeated admin of either xylidine /2,4-dimethylaniline or 2,6-dimethylaniline/ for 10 days failed to incr the appearance of metabolites, but 3-methylcholanthrene did incr the urinary concn of N-acetyl-4-amino-3-methylbenzoic acid in 2,4-dimethylaniline dose rats.

2,4-dimethylaniline has known human metabolites that include N-(2,4-Dimethylphenyl)acetamide.

Uses & manufacturing

Uses · 6 items

Used to make pharmaceuticals, pesticides, dyes, and photographic chemicals; [HSDB] Also used to make wood preservatives, wetting agents for textiles, frothing agents for ore dressing, metal complexes, and special lacquers; [EPA PPRTV]

Pesticide and pharmaceutical intermediate

Used as a chemical intermediate for the synthesis of acetoacet-2,4-xylidide; Acid Orange 24; Acid Red 26; amitraz; 3-hydroxy-2-naphth-2'l,4'-xylidide; mefluidide; Solvent Orange 7.

Related reactions

987 records
New reaction record
HRID 139399 reaction equation
HRID 139399As reactantTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 142181 reaction equation
HRID 142181As reactantTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 181862 reaction equation
HRID 181862As reactantTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 228019 reaction equation
HRID 228019As reactantuspto-grants-2009_07
HRID 252676 reaction equation
HRID 252676As reactantuspto-grants-2011_01
HRID 252680 reaction equation
HRID 252680As reactantuspto-grants-2011_01
HRID 259964 reaction equation
HRID 259964As reactantuspto-grants-1996_06
HRID 277216 reaction equation
HRID 277216As reactantuspto-grants-2002_03
Page 1 of 124

Compound notes

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Boiling Point · 3 items

417 °F at 760 mmHg (NTP, 1992)

214 °C @ 760 mm Hg

214 °C

DecompositionWhen heated to decomp, xylidines emit highly toxic fumes. /Xylidines/
Melting Point · 4 items

61 °F (NTP, 1992)

-14.3 °C

Prisms; boiling-point 255.1 °C at 760 mm Hg; melting point 235 °C; practically insoluble in cold water /2,4-xylidine hydrochloride/

-16 °C

Vapor DensityRelative vapor density (air = 1): 4.19

Physicochemical properties

Melting point
16 °C · 16 °C
Boiling point
218 °C · 218 °C(lit.)
Density
0.98 g/mL · 0.98 g/mL at 25 °C(lit.)
vapor density
4.2 · 4.2 (vs air)
vapor pressure
0.16 mm · 0.16 mm Hg ( 25 °C)
refractive index
20 · n20/D 1.558(lit.)
Flash point
195 °F · 195 °F
storage temp.
room temp
solubility
5 g/l · 5g/l
form
Liquid
pka
1 · pK1:4.89(+1) (25°C)
color
Clear yellow to red-brown
PH
7 · 7 (22g/l, H2O, 20℃)
Odor
Amine like
explosive limit
1.1 · 1.1-7.0%(V)
Water Solubility
5 g/L · 5 g/L (20 ºC)
Merck
14 · 14,10084
BRN
636243 · 636243
Henry's Law Constant
2.8 · 2.8×100 mol/(m3Pa) at 25℃, Brockbank (2013)
Dielectric constant
4.9 · 4.9000000000000004
Stability
Stable. Combustible. Incompatible with strong oxidizing agents, acids, acid anhydrides, acid chlorides, chloroformates, halogens.
Major Application
environmental
InChI
1S/C8H11N/c1-6-3-4-8(9)7(2)5-6/h3-5H,9H2,1-2H3
InChIKey
CZZZABOKJQXEBO-UHFFFAOYSA-N
SMILES
Cc1ccc(N)c(C)c1
LogP
2.02 at · 2.02 at 23℃ and pH8
CAS DataBase Reference
95 · 95-68-1(CAS DataBase Reference)
EWG's Food Scores
1 · 1
FDA UNII
367 R1L22C9 · 367R1L22C9
IARC
3 · 3 (Vol. 16, Sup 7) 1987
NIST Chemistry Reference
2 · Benzenamine, 2,4-dimethyl-(95-68-1)
EPA Substance Registry System
2 · 2,4-Dimethylaniline (95-68-1)
UNSPSC Code
41116107 · 41116107
NACRES
24 · NA.24
Symbol(GHS)
7 · GHS07,GHS08,GHS09
Signal word
Danger
Hazard statements
302 · H302+H332-H319-H372-H370-H341-H411-H227
Precautionary statements
501 · P501-P273-P270-P202-P260-P210-P201-P271-P264-P280-P370+P378-P391-P337+P313-P305+P351+P338-P308+P311-P301+P312+P330-P304+P340+P312-P403+P235-P405
PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes
T,N
Risk Statements
23 · 23/24/25-33-51/53
Safety Statements
28 · 28-36/37-45-61-28A
RIDADR
1711 · UN 1711 6.1/PG 2
WGK Germany
2 · 2
RTECS
8925000 · ZE8925000
F
8 · 8
Autoignition Temperature
860 °F · 860 °F
TSCA
TSCA listed
HazardClass
6.1 · 6.1
PackingGroup
II
HS Code
29214910 · 29214910
Storage Class
6.1 A · 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
Hazard Classifications
3 DermalAcute · Acute Tox. 3 DermalAcute Tox. 3 InhalationAcute Tox. 3 OralAquatic Chronic 2STOT RE 2
Hazardous Substances Data
95 · 95-68-1(Hazardous Substances Data)
REACH Registrations
Active
Limited Quantities
100 ml · 100ml (liquid) or 0.5 Kg (solid)
Excepted Quantities
Max Inner Pack (1g or 1ml) and Max Outer Pack (500g or 500ml)
Hazards Summary · 2 items

An eye and mild skin irritant; Can be absorbed through skin; Inhalation of high concentrations can cause methemoglobinemia and lowering of consciousness; Repeated or chronic exposure may have effects on the blood (anemia), liver, and kidney; High dose animal studies have produced liver necrosis, inhibition of DNA synthesis in the testes, and evidence of mutagenicity; [ICSC] A severe eye irritant in rabbits, with corneal opacity and conjunctival irritation persisting in some animals until study termination (21 days); Produced skin sensitization in 50% of guinea pigs using a modified Buehler method; [EPA TSCATS] An irritant; Toxic by ingestion, inhalation, and skin absorption; May have cumulative adverse effects to organs; [Alfa Aesar MSDS] See Xylidine, mixed isomers.

The major hazards encountered in the use and handling of 2,4-xylidine stem from its toxicologic properties. Toxic by all routes (ie, inhalation, ingestion, and dermal absorption), exposure to this colorless liquid may occur from its use as a chemical intermediate for dyes, pesticides, and pharmaceuticals. Contact with 2,4-xylidine may cause burns to the skin and eyes. Death is also a possible outcome from exposure. While the OSHA PEL is set at a TWA of 5 ppm, the ACGIH lists xylidine (mixed isomers) on its 1988-1989 Notice of Intended Changes with a proposed TLV of 0.5 ppm, and a designation of "suspected human carcinogen". In activities or situations where over-exposure may occur, wear a self-contained breathing apparatus, and full chemical protective clothing which is specifically recommended by the shipper or manufacturer to prevent skin contact with xylidine. If contact should occur, immediatly flush the affected skin or eyes with running water for at least 15 minutes. Remove contaminated clothing and shoes at the site. Do not eat or smoke in xylidine work areas. While xylidine does not ignite easily, it can burn with the production of irritating or poisonous gases. Also, containers may explode violently in the heat of a fire. Fires involving xylidine may be extinguished with dry chemical, CO2, Halon, or standard foam. Water spray if used, should be applied with caution because it may cause frothing. Fight the fire from a maximum distance and dike runoff from fire control water. Xylidine should be stored away from heat, strong oxidizers, and hypochlorite bleaches. Shipping regulations and other DOT regulatory requirements should be consulted before transport. If xylidine should spill, dike far ahead, then take up with sand or other noncombustible absorbent and place into containers for later disposal. Incineration is a possible form of disposal for xylidine. Before implementing land disposal of waste 2,4-xylidine, consult with environmental regulatory agencies for guidance.

Reactive GroupAmines, Aromatic
EC ClassificationSymbol: T, N; R: 23/24/25-33-51/53; S: (1/2)-28-36/37-45-61; Note: C
UN ClassificationUN Hazard Class: 6.1; UN Pack Group: II
Special Reports · 2 items

USEPA/ECAO. 1987. Health and Environmental Effects Profile for 2,4-Dimethylaniline and 2,4-dimethylaniline hydrochloride. ECAO-CIN-P206. (EPA-600/X-87/038)

USEPA/ECAO. 1986. Health and Environmental Effects Profile for N,N-Dimethylaniline. ECAO-CIN-P204. (EPA-600/X-87/052)

OSHA Standards · 2 items

Permissible Exposure Limit: Table Z-1 8-hr Time-Weighted Avg: 5 ppm (25 mg/cu m). Skin Designation. /Xylidine/

Vacated 1989 OSHA PEL TWA 2 ppm (10 mg/cu m), skin designation, is still enforced in some states. /Xylidine/

Reactivity Profile · 1 item

2,4-XYLIDINE ignites on contact with fuming nitric acid (NTP, 1992). Neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

Safety & protection

Fire Fighting · 2 items

Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)

Use water spray, carbon dioxide, foam, powder.

First Aid Measures · 4 items

Fresh air, rest. Refer for medical attention.

Remove contaminated clothes. Rinse and then wash skin with water and soap. Refer for medical attention .

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Refer for medical attention .

First Aid · 1 item

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Safe StorageSeparated from strong oxidants, acids, acid anhydrides, acid chlorides, hypochlorites, halogens and food and feedstuffs. Well closed. Provision to contain effluent from fire extinguishing. Store in an area without drain or sewer access.
Fire Fighting Procedures · 2 items

Use water spray, dry chemical, foam, or CO2. Wear full protective clothing. /Xylidines/

If material on fire or involved in fire: Extinguish fire using agent suitable for type of surrounding fire. (Material itself does not burn or burns with difficulty.) Use water in flooding quantities as fog. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. /Xylidines/

Cleanup Methods · 2 items

Environmental considerations - land spill: Dig a pit, pond, lagoon, holding area to contain liquid or solid material. /SRP: If time permits, pits, ponds, lagoons, soak holes, or holding areas should be sealed with an impermeable flexible membrane liner./ Dike surface flow using soil, sand bags, foamed polyurethane, or foamed concrete. Absorb bulk liquid with fly ash, cement powder, or commercial sorbents. /Xylidines/

Environmental considerations - water spill: Use natural barriers or oil spill control booms to limit spill travel. Remove trapped material with suction hoses. /Xylidines/

Nonfire Spill Response · 1 item

SMALL SPILLS AND LEAKAGE: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION. Then, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Disposal Methods · 2 items

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Disposal methods: incineration. A). Dissolve in such combustible solvent as alcohols, benzene, etc. Spray solvent into the furnace with afterburner and scrubber. B). Pour into a mixture of sand and soda ash (9:1). After mixing, put into a paper carton stuffed full with packing paper to serve as fuel. Burn in the furnace. /Xylidines/

Spillage Disposal · 1 item

Personal protection: chemical protection suit and filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations.

Preventive Measures · 5 items

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

Non-impervious clothing which becomes contaminated with xylidine should be removed immediately and not reworn until the xylidine is removed from the clothing. /Xylidines/

Eating and smoking should not be permitted in areas where liquid xylidine is handled, processed, or stored. /Xylidines/

Employees who handle liquid xylidine should wash their hands thoroughly with soap or mild detergent and water before eating, smoking, or using toilet facilities. /Xylidines/

For more Preventive Measures (Complete) data for 2,4-XYLIDINE (7 total), please visit the HSDB record page.

Isolation and EvacuationExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Eye PreventionWear safety goggles or eye protection in combination with breathing protection.

Toxicology

Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 200(SRC), determined from a measured log Kow of 1.68(2) and a recommended regression-derived equation(3), indicates that 2,4-xylidine will have moderate mobility in soil(SRC). However, anilines are expected to bind strongly to humus or soil organic matter in soils due to the high reactivity of the aromatic amino group(4,5), suggesting that mobility may be much lower in some soils with high organic carbon contents(SRC). Volatilization of 2,4-xylidine may be important from moist soil surfaces(SRC) given an estimated Henry's Law constant of 2.5X10-6 atm-cu m/mole(SRC), using a fragment constant estimation method(6). Based on limited data, 2,4-xylidine may biodegrade under aerobic conditions in soil(SRC); 2,4-xylidine was completely biodegraded in soil cultures within 2 days(7), and reached 36% degradation in 6 hours in an aqueous screening study using an activated sludge inoculum(8). However, it was classified as slow to biodegrade in the Japanese MITI test(9).

AQUATIC FATE: Based on a recommended classification scheme for soil(1), an estimated Koc value of 200(SRC), determined from a measured log Kow of 1.68(2) and a recommended regression-derived equation(3), suggests that 2,4-xylidine should not adsorb to suspended solids and sediment in water(SRC). However, aromatic amine groups are recognized as having a strong affinity to organic carbon, suggesting that this compound may bind strongly to suspended organic material in water(4,5). 2,4-Xylidine may volatilize from water surfaces(3,SRC) based on an estimated Henry's Law constant of 2.5X10-6 atm-cu m/mole(SRC), developed using a fragment constant estimation method(6). Estimated volatilization half-lives for a model river and model lake are 16 and 120 days, respectively(3,SRC), although adsorption to organic material may attenuate this process(SRC). According to a classification scheme(7), an estimated BCF value of 11(3,SRC), from a measured log Kow(2), suggests that bioconcentration in aquatic organisms is low(SRC). Based on limited data, 2,4-xylidine may rapidly biodegrade under aerobic conditions in water(SRC); 2,4-xylidine was completely biodegraded in soil cultures within 2 days(8) and reached 36% degradation in 6 hours in an aqueous screening study using an activated sludge inoculum(9). However, it was classified as slow to biodegrade in the Japanese MITI test(10). As a class, aromatic amines react relatively rapidly in sunlit natural water via reaction with photochemically-produced hydroxyl radicals and peroxy radicals(11); typical half-lives for peroxy and hydroxy radical reactions are on the order of 19 and 30 sunlight hours, respectively(11).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2,4-xylidine, which has a measured vapor pressure of 0.133 mm Hg at 25 °C(2), should exist solely as a vapor in the ambient atmosphere. Vapor-phase 2,4-xylidine is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be about 2 hours(3,SRC).

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Exposure RoutesThe substance can be absorbed into the body in hazardous amounts by inhalation, through the skin and by ingestion.
Signs and Symptoms · 4 items

Dizziness. Drowsiness. Headache. Nausea.

MAY BE ABSORBED! Redness. See Ingestion.

Redness. Pain.

Blue lips, fingernails and skin. Dizziness. Drowsiness. Headache. Nausea. Unconsciousness.

Effluent Concentrations2,4-Xylidine was reported as a contaminant in water from energy technology activities(1). Dimethylanilines, unspecified isomers, was detected in coal-derived liquids, mainly from liquification and hydrocarbonization processes(2).
ICSC Environmental DataThe substance is toxic to aquatic organisms. It is strongly advised not to let the chemical enter into the environment.
Medical Surveillance · 1 item

Initial medical examination: a complete history & physical examination. The purpose is to detect existing conditions that might place the exposed employee at increased risk, and to establish a baseline for future health monitoring. Exam of the blood, lungs, liver, kidneys, and cardiovascular system should be stressed. ... Periodic medical exam ... should be repeated on an annual basis. /Xylidine/

Soil Adsorption/Mobility · 1 item

The Koc of 2,4-xylidine is estimated as approximately 200(SRC), using a measured log Kow of 1.68(1) and a regression-derived equation(2,SRC). According to a recommended classification scheme(3), this estimated Koc value suggests that 2,4-xylidine has moderate mobility in soil(SRC). However, adsorption to soil due to the high reactivity of the aromatic amino group to humus or soil organic matter rather than to clay particles may cause decreased mobility of this compound(4,5). Low adsorption is observed at a neutral pH with pure clay minerals or soils for substituted anilines(5).

Artificial Pollution Sources2,4-Xylidine's production and use as an intermediate for photographic chemicals, pesticides, and dyes(1) may result in its release to the environment through various waste streams(SRC).
Environmental Biodegradation · 1 item

2,4-Xylidine, incubated in chernozem soil at 500 ppm/kg, was biodegraded within 2 days; its transformation product was stable for >90 days(1). 2,4-Xylidine, initially present at 20 mg/l, was degraded by 36% in 6 hours using an activated sludge inoculum under aerobic conditions(2). In the Japanese MITI test, 2,4-xylidine (present at 100 mg/l) was classified as slow to biodegrade indicating that only 0-29% of the theoretical BOD was reached in 2 weeks using an activated sludge inoculum(3).

Carcinogen Classification · 5 items

2,4-Xylidine

Group 3: Not classifiable as to its carcinogenicity to humans

Volume 16: (1978) Some Aromatic Amines and Related Nitro Compounds – Hair Dyes, Colouring Agents and Miscellaneous Industrial Chemicals

1987

1987

Environmental Bioconcentration · 1 item

An estimated BCF value of 11 was calculated for 2,4-xylidine(SRC), using a measured log Kow of 1.68(1) and a recommended regression-derived equation(2). According to a classification scheme(3), this BCF value suggests that bioconcentration in aquatic organisms is low(SRC).

Safety data

F
8
PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
2
tsca
TSCA listed
rtecs
ZE8925000
ridadr
UN 1711 6.1/PG 2
hs_code
29214910
risk_code
23/24/25-33-51/53
Signal word
Danger
Symbol(GHS)
GHS07,GHS08,GHS09
hazard_code
T,N
safety_code
28-36/37-45-61-28A
hazard_class
6.1
Storage Class
6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
packing_group
II
Hazard statements
H302+H332-H319-H372-H370-H341-H411-H227
Limited Quantities
100ml (liquid) or 0.5 Kg (solid)
Excepted Quantities
Max Inner Pack (1g or 1ml) and Max Outer Pack (500g or 500ml)
REACH Registrations
Active
Hazard Classifications
Acute Tox. 3 DermalAcute Tox. 3 InhalationAcute Tox. 3 OralAquatic Chronic 2STOT RE 2
Autoignition Temperature
860 °F
Precautionary statements
P501-P273-P270-P202-P260-P210-P201-P271-P264-P280-P370+P378-P391-P337+P313-P305+P351+P338-P308+P311-P301+P312+P330-P304+P340+P312-P403+P235-P405
Hazardous Substances Data
95-68-1(Hazardous Substances Data)

Chemical intermediate for Direct Violet 14.

Used as an intermediate for photographic chemicals, pesticides, and dyes.

Substance listed with specific concentration in tattoo ink and/or permanent make up according to EU Commission Regulation 2020/2081. The concentration limit (by weight) is 0.0005%.

U.S. Imports(1972) 2.74X10+7 GRAMS (PRINCPL CUSTMS DISTS)
U.S. Production · 2 items

(1972) PROBABLY GREATER THAN 4.54X10+5 GRAMS

(1975) PROBABLY GREATER THAN 4.54X10+5 GRAMS

Methods of Manufacturing · 4 items

... By reduction of asymmetrical 2,4-dimethylnitrobenzene with iron & acetic acid. ... Commercially by nitrating & reducing commercial xylene & is separated from resulting isomeric mixt of xylidines by formation of the acetate salt.

m-Xylene (nitration/nitro reduction; coproduced with 2,6-xylidine)

... Usually obtained by iron reduction of the corresponding nitroxylene.

Produced by the catalytic hydrogenation of the corresponding nitro derivative.

Formulations/PreparationsAn impure form, containing 20% of the 2,6-isomer, is used for some applications.
General Manufacturing InformationBenzenamine, 2,4-dimethyl-: ACTIVE

Applications

Uses2,4-Xylidine, as part of the commercial mixture, has the same uses as xylidine.

General DescriptionDark brown liquid.

Upstream & downstream products

Upstream raw materials

4-Nitro-1,3-dimethylbenzene2,6-Dimethyl-1-nitrobenzenem-Xylene

Downstream products

Amitraz metabolite hydrochlorideSOLVENT YELLOW 852,6-DimethylanilineSolvent Yellow 18Amitraz2,4-Dimethylbromobenzene1,4-Dicyanonaphthalene2,4-Dimethyl-3-nitroaniline4-Chloro-m-xylene5,7-Dimethylisatin2,4-Dimethyl-5-nitroaniline2,4-Dimethylphenylhydrazine hydrochlorideNaphtho[2,1-d]thiazole-8-sulfonic acid, 2-(3-aminophenyl)-7-[(2,4-dimethylphenyl)azo]-6-hydroxy-, monosodium saltdisodium 5-(acetylamino)-3-[(dimethylphenyl)azo]-4-hydroxynaphthalene-2,7-disulphonate2,4-bis(2,4-xylylazo)resorcinolDirect Red 264Jute Scarlet R

Additional notes

DefinitionChEBI: A primary arylamine that is aniline in which the hydrogens at the 2- and 4-positions are replaced by methyl groups. A clear to yellow liquid, it is used in production of certain dyes, pesticides and other chemicals.