N-Ethyl-N-benzylaniline (HCID 7098)

Overview

N-ethyl-n-benzylaniline appears as a colorless to light colored liquid. Insoluble in water and denser than water. Hence sinks in water. Contact may irritate skin, eyes and mucous membranes. May be toxic by ingestion, inhalation and skin absorption.

Names & identifiers

Preferred name: N-Ethyl-N-benzylaniline
IUPAC: N-benzyl-N-ethylaniline
English name: N-Benzyl-N-ethylaniline
Molecular formula: C15H17N
Molecular weight: 211.3

Names & synonyms

N-Benzyl-N-ethylaniline92-59-1EthylbenzylanilineN-ETHYL-N-BENZYLANILINEN-Ethyl-N-phenylbenzylamineBenzenemethanamine, N-ethyl-N-phenyl-BenzylethylphenylaminePhenylethylbenzylamineBenzylamine, N-ethyl-N-phenyl-N-Ethyl-N-phenylbenzenemethanamineAmine, benzyl ethyl phenylNSC 1805

Show more names

BenzylethylanilineN-Benzyl-N-ethylaniln-ethylbenzylanilineN-Ethyl-N-benzylanilinETHYLPHENYLBENZYLAMINEN,N-Benzylethylaniline

CCRIS 4649HSDB 6120EINECS 202-169-8UN2274AI3-100399E1613V4RONSC-1805ETHYLBENZYLANILINE [MI]

Database identifiers

CAS: 92-59-1
PubChem CID: 7098
DTXSID: DTXSID0025315
ChEMBL: CHEMBL1479610
UNII: 9E1613V4RO
EC Number: 202-169-8
Nikkaji: J4.657D

Properties

Computed structural properties

XLogP: 4.6
Topological polar surface area: 3.2 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 4
Heavy atoms: 16
Formal charge: 0
Complexity: 178

Experimental & physicochemical properties

PolymersNitrogen Compounds -> Amines, Polyaromatic

SpringerMaterials PropertiesOptical coefficient

LogP4.5

Density · 3 items

1.034 at 66 °F (NTP, 1992) - Denser than water; will sink

1.034 AT 19 °C/4 °C

Relative density (water = 1): 1.03

Color/Form · 3 items

LIGHT YELLOW, OILY LIQUID

COLORLESS OIL

PALE YELLOW CRYSTALS

Solubility · 4 items

less than 1 mg/mL at 72 °F (NTP, 1992)

PRACTICALLY INSOL IN WATER; SOL IN USUAL ORG SOLVENTS; 1 ML DISSOLVES IN 5.5 ML ALCOHOL

SOL IN ETHER

Solubility in water at 20 °C: none

Physicochemical properties

Melting point: 34 · 34-36°C
Boiling point: 163 · 163-164 °C6 mm Hg(lit.)
Density: 1.029 g/mL · 1.029 g/mL at 25 °C(lit.)
vapor pressure: 0.013 Pa · 0.013Pa at 20℃
refractive index: 20 · n20/D 1.595(lit.)
Flash point: 230 °F · >230 °F
storage temp.: 30 °C · Store below +30°C.
solubility: 1 ml · alcohol: soluble1ml in 5.5ml
pka: 5.24 · 5.24±0.50(Predicted)
Viscosity: 150.077 mm2/s · 150.077mm2/s
Water Solubility: 0.1 g/100 · <0.1 g/100 mL at 22 ºC
Merck: 14 · 14,3769
BRN: 2099852 · 2099852
Henry's Law Constant: 1.1 · 1.1×100 mol/(m3Pa) at 25℃, Zhang et al. (2010)
Stability: Stable. Combustible. Incompatible with strong oxidizing agents, acids.
InChI: 1S/C15H17N/c1-2-16(15-11-7-4-8-12-15)13-14-9-5-3-6-10-14/h3-12H,2,13H2,1H3
InChIKey: HSZCJVZRHXPCIA-UHFFFAOYSA-N
SMILES: CCN(Cc1ccccc1)c2ccccc2
LogP: 4.38 at · 4.38 at 25℃
CAS DataBase Reference: 92 · 92-59-1(CAS DataBase Reference)
FDA UNII: 9 E1613V4RO · 9E1613V4RO
NIST Chemistry Reference: Benzenemethanamine, N-ethyl-N-phenyl-(92-59-1)
EPA Substance Registry System: N-Ethyl-N-phenylbenzylamine (92-59-1)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H412
Precautionary statements: 264 · P264-P270-P273-P301+P312-P330-P501
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes: Xn
Risk Statements: 21 · 21/22-20/21/22
Safety Statements: 36 · 36/37
RIDADR: 2274 · UN 2274
WGK Germany: 2 · 2
F: 8 · 8-23
TSCA: TSCA listed
HazardClass: 6.1 · 6.1
PackingGroup: III
HS Code: 29214990 · 29214990
Storage Class: 6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard Classifications: 4 DermalAcute · Acute Tox. 4 DermalAcute Tox. 4 Oral
Hazardous Substances Data: 92 · 92-59-1(Hazardous Substances Data)
REACH Registrations: Inactive

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (97.8%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P280, P301+P317, P302+P352, P317, P321, P330, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 46 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 5 items

Chemical: Benzenemethanamine, N-ethyl-N-phenyl-

Benzenemethanamine, N-ethyl-N-phenyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzenemethanamine, N-ethyl-N-phenyl- 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: Cease Manufacture Update: 23-11-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/19697

Ethylbenzylaniline: Does not have an individual approval but may be used under an appropriate group standard

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT LabelPoison

Fire Hazards · 3 items

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:

· Combustible material: may burn but does not ignite readily.

Combustible. Gives off irritating or toxic fumes (or gases) in a fire.

Health Hazards · 2 items

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:

· TOXIC and/or CORROSIVE; inhalation, ingestion or skin contact with material may cause severe injury or death.

Hazards SummaryA mild skin irritant; [ICSC] An irritant; May be harmful after ingestion or skin contact; [Alfa Aesar MSDS]

DOT ID and Guide2274 153

DOT Emergency Guidelines · 5 items

/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Health: TOXIC; inhalation, ingestion, or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.

/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Fire or Explosion: Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors, and sewers explosion hazards. Those substances designated with a "P" may polymerize explosively when heated or involved in a fire. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form.

/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Public Safety: CALL Emergency Response Telephone Number ... . As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate enclosed areas.

/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible.

For more DOT Emergency Guidelines (Complete) data for N-ETHYL-N-BENZYLANILINE (8 total), please visit the HSDB record page.

Safety & protection

Fire Fighting · 2 items

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:

Use water spray, carbon dioxide, powder.

First Aid Measures · 4 items

Fresh air, rest.

Remove contaminated clothes. Rinse and then wash skin with water and soap.

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

Rinse mouth. Give one or two glasses of water to drink.

Accidental Release Measures · 2 items

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 2 items

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.

General First Aid:

Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).

Fire Fighting ProceduresALCOHOL FOAM. WATER OR FOAM MAY CAUSE FROTHING.

Toxicology

Signs and SymptomsRedness.

ICSC Environmental DataThe substance is toxic to aquatic organisms. The substance may cause long-term effects in the aquatic environment.

Safety data

F: 8-23
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 2
tsca: TSCA listed
ridadr: UN 2274
hs_code: 29214990
risk_code: 21/22-20/21/22
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn
safety_code: 36/37
hazard_class: 6.1
Storage Class: 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
packing_group: III
Hazard statements: H302-H412
REACH Registrations: Inactive
Hazard Classifications: Acute Tox. 4 DermalAcute Tox. 4 Oral
Precautionary statements: P264-P270-P273-P301+P312-P330-P501
Hazardous Substances Data: 92-59-1(Hazardous Substances Data)

Chemistry & industry

Uses & manufacturing

Uses · 3 items

Used to make dyes and other organic chemicals; [Merck Index] Used as photographic intermediate; [NTP]

Photographic Processing [Category: Other]

MFR OF DYES; IN ORG SYNTHESES

U.S. Production2023: 26,455 lb

Industry UsesIntermediate

Methods of Manufacturing · 2 items

MARTIN, MACQUEEN, US PATENT 1,887,772 (1933 TO DOW); BURGSTAHLER, J AM CHEM SOC 73: 3021 (1951).

BY HEATING ETHYL ANILINE, BENZYL CHLORIDE, & AQUEOUS CAUSTIC SODA, WITH SUBSEQUENT DISTILLATION.

General Manufacturing Information · 2 items

Synthetic Dye and Pigment Manufacturing

Benzenemethanamine, N-ethyl-N-phenyl-: ACTIVE

Applications · 3 items

UsesN-Benzyl-N-ethylaniline was used in a study to investigate the electron transfer quenching dynamics of excited perylene and cyanoperylene in various donating solvents.

Usesmanufacture of dyes; in organic syntheses.

General DescriptionA colorless to light colored liquid. Insoluble in water and denser than water. Hence sinks in water. Contact may irritate skin, eyes and mucous membranes. May be toxic by ingestion, inhalation and skin absorption.