Basic information
- Standard SMILES
CCc1cccc(C)c1N- InChIKey
JJVKJJNCIILLRP-UHFFFAOYSA-N- Molecular formula
- C9H13N
- Average molar mass
- 135.21 g/mol
- Monoisotopic mass
- 135.10479942
Names & identifiers
- Preferred name
- 2-Ethyl-6-methylaniline
- IUPAC
- 2-ethyl-6-methylaniline
- English name
- 6-Ethyl-o-toluidine
- Molecular formula
- C9H13N
- Molecular weight
- 135.21
Names & synonyms
2-ETHYL-6-METHYLANILINE24549-06-26-Ethyl-o-toluidineBenzenamine, 2-ethyl-6-methyl-2-Methyl-6-ethylanilineo-Toluidine, 6-ethyl-6-Ethyl-2-methylanilineDTXSID7027833C 25702DTXCID40783332Y3271G51RefChem:471877
Show more names
MEA3-ethyl-2-methylaniline2-ethyl-6-methyl-benzenaminMEA1c25702
246-309-62-ethyl-6-methyl-aniline2-Ethyl-6-methylbenzenamineMFCD00007752Aniline, 2-methyl-6-ethyl-6-ethyl-2-methylphenylamine6-Ethyl-2-toluidine2-Methyl-6-ethyl aniline
Database identifiers
- CAS
24549-06-2- PubChem CID
- 32485
- DTXSID
DTXSID7027833- ChEMBL
CHEMBL3187754- UNII
- 32Y3271G51
- EC Number
- 246-309-6
- Nikkaji
- J3.796F
Properties
Computed structural properties
- XLogP
- 2.4
- Topological polar surface area
- 26 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 1
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 101
Experimental & physicochemical properties
Density0.969 at 68 °F (USCG, 1999) - Less dense than water; will float
Flash Point215 °F (USCG, 1999)
Boiling Point447.8 °F at 760 mmHg (USCG, 1999)
Melting Point-27.4 °F (USCG, 1999)
Physical Description
2-methyl-6-ethyl aniline appears as a clear liquid with a pungent odor. Water insoluble and less dense than water. Hence floats on water. (USCG, 1999)
Liquid
Kovats Retention Index1217.7
Physicochemical properties
- Melting point
- -33 °C · -33 °C (lit.)
- Boiling point
- 231 °C · 231 °C (lit.)
- Density
- 0.968 g/mL · 0.968 g/mL at 25 °C (lit.)
- vapor pressure
- 0.06 mm · 0.06 mm Hg ( 20 °C)
- refractive index
- 20 · n20/D 1.552(lit.)
- Flash point
- 193 °F · 193 °F
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- solubility
- 2.66 g/l · 2.66g/l
- pka
- 4.22 · 4.22±0.10(Predicted)
- form
- clear liquid
- color
- Colorless to Light red to Green
- Sensitive
- Air & Light Sensitive
- BRN
- 2079468 · 2079468
- Henry's Law Constant
- 3.2 · 3.2×100 mol/(m3Pa) at 25℃, Zhang et al. (2010)
- InChI
- 1S/C9H13N/c1-3-8-6-4-5-7(2)9(8)10/h4-6H,3,10H2,1-2H3
- InChIKey
- JJVKJJNCIILLRP-UHFFFAOYSA-N
- SMILES
- CCc1cccc(C)c1N
- LogP
- 2.66 · 2.66
- CAS DataBase Reference
- 24549 · 24549-06-2(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 32 Y3271G51 · 32Y3271G51
- NIST Chemistry Reference
- 2 · Benzenamine, 2-ethyl-6-methyl-(24549-06-2)
- EPA Substance Registry System
- 2 · 2-Ethyl-6-methylaniline (24549-06-2)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302+H312+H332-H412
- Precautionary statements
- 261 · P261-P273-P280-P301+P312-P302+P352+P312-P304+P340+P312
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- Hazard Codes
- Xn
- Risk Statements
- 22 · 22-20/21/22-26-22/23-10
- Safety Statements
- 24 · 24/25-23-3/14
- RIDADR
- 2810 · 2810
- WGK Germany
- 2 · 2
- RTECS
- 5600000 · BY5600000
- F
- 8 · 8-23
- TSCA
- TSCA listed
- HS Code
- 29214980 · 29214980
- Storage Class
- 10 · 10 - Combustible liquids
- Hazard Classifications
- 4 DermalAcute · Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralAquatic Chronic 3
- Toxicity
- 50 · mouse,LD50,oral,930mg/kg (930mg/kg),BEHAVIORAL: MUSCLE WEAKNESSAUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETICBEHAVIORAL: ATAXIA,Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 52(6), Pg. 85, 1987.
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
Danger
H302+H312+H332 (27.4%): Harmful if swallowed, in contact with skin or if inhaled [Warning Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation]；H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]；H312 (59.4%): Harmful in contact with skin [Warning Acute toxicity, dermal]；H331 (36.8%): Toxic if inhaled [Danger Acute toxicity, inhalation]；H332 (55.7%): Harmful if inhaled [Warning Acute toxicity, inhalation]；H412 (59.4%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]
P261, P264, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P316, P317, P321, P330, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 106 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Regulatory Information
Chemical: Benzenamine, 2-ethyl-6-methyl-
Benzenamine, 2-ethyl-6-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzenamine, 2-ethyl-6-methyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Status: Active Update: 14-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/12644
Fire HazardsSpecial Hazards of Combustion Products: Contain poisonous oxides of nitrogen and carbon dioxide.；Behavior in Fire: Produces poisonous gases. (USCG, 1999)
Health HazardsInhalation causes weakness, reduction in respiratory rate, coma, gradual respiratory failure, and mild cyanosis (high concentrations). Causes severe irritation of the eyes. Ingestion may produce cyanosis. (USCG, 1999)
Reactive GroupAmines, Aromatic
Reactivity Profile
2-METHYL-6-ETHYL ANILINE 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. May generate hydrogen, a flammable gas, in combination with strong reducing agents such as hydrides.
Air and Water ReactionsInsoluble in water.
Hazard Classes and CategoriesAcute Tox. 4 (100%)；Acute Tox. 4 (59.4%)；Acute Tox. 3 (36.8%)；Acute Tox. 4 (55.7%)；Aquatic Chronic 3 (59.4%)
Safety & protection
Fire FightingFire Extinguishing Agents: Water, dry chemical, foam, carbon dioxide. (USCG, 1999)
First Aid
INHALATION: Remove to fresh air; call a physician.；EYES: Flush eyes with plenty of running water for at least 15 minutes. Call a physician.；SKIN: Wash thoroughly with soap and water. Flush with running water for at least 15 minutes.；INGESTION: If victim is conscious, have victim drink water or milk and induce vomiting. (USCG, 1999)
Personal Protective Equipment (PPE)Chemical goggles - face shield, protective gloves, organic vapor canister mask. (USCG, 1999)
Toxicology
USGS Health-Based Screening Levels for Evaluating Water-Quality
2-Ethyl-6-methylaniline
Pesticide degradation product
Smith, C.D. and Nowell, L.H., 2024. Health-Based Screening Levels for evaluating water-quality data (3rd ed.). DOI:10.5066/F71C1TWP
Regulatory information
Regulatory Information
Chemical: Benzenamine, 2-ethyl-6-methyl-
Benzenamine, 2-ethyl-6-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzenamine, 2-ethyl-6-methyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Status: Active Update: 14-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/12644
Safety data
- F
- 8-23
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- BY5600000
- ridadr
- 2810
- hs_code
- 29214980
- Toxicity
- mouse,LD50,oral,930mg/kg (930mg/kg),BEHAVIORAL: MUSCLE WEAKNESSAUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETICBEHAVIORAL: ATAXIA,Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 52(6), Pg. 85, 1987.
- risk_code
- 22-20/21/22-26-22/23-10
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 24/25-23-3/14
- Storage Class
- 10 - Combustible liquids
- Hazard statements
- H302+H312+H332-H412
- REACH Registrations
- Active
- Hazard Classifications
- Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralAquatic Chronic 3
- Precautionary statements
- P261-P273-P280-P301+P312-P302+P352+P312-P304+P340+P312
Chemistry & industry
Uses & manufacturing
U.S. Production2023: 40,000,000 - <55,000,000 lb；2022: 40,000,000 - <55,000,000 lb；2021: 25,000,000 - <40,000,000 lb；2020: 40,000,000 - <55,000,000 lb
Industry UsesIntermediate；Processing aids not otherwise specified
General Manufacturing Information
Pesticide, Fertilizer, and Other Agricultural Chemical Manufacturing
Benzenamine, 2-ethyl-6-methyl-: ACTIVE
Applications
Uses2-Ethyl-6-methylaniline is an intermediate for the production of alachlor, butachlor, metolachlor-herbicides, tiafentiurone-insecticide, carbodiimide and RIM-PUR Product Data Sheet
Uses2-Ethyl-6-methylaniline is used for the oral toxicity and lipophilicity studies of alkylanilines on rats.
Uses2-Ethyl-6-methylaniline was used in the preparation of racemic esters of N-(2-ethyl-6-methylphenyl)alanine (NEMPA).
General DescriptionA clear liquid with a pungent odor. Water insoluble and less dense than water. Hence floats on water.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
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