Basic information
- Standard SMILES
CCOc1ccc(N)cc1- InChIKey
IMPPGHMHELILKG-UHFFFAOYSA-N- Molecular formula
- C8H11NO
- Average molar mass
- 137.18 g/mol
- Monoisotopic mass
- 137.08406397
Overview
P-phenetidine is a colorless to dark red liquid. (NTP, 1992)
Names & identifiers
- Preferred name
- 4-Ethoxyaniline
- IUPAC
- 4-ethoxyaniline
- English name
- Phenetidine
- Molecular formula
- C8H11NO
- Molecular weight
- 137.18
Names & synonyms
Show more names
Database identifiers
- CAS
156-43-4- PubChem CID
- 9076
- DTXSID
DTXSID0025864- ChEMBL
CHEMBL250969- ChEBI
CHEBI:85505- UNII
- 9TSL224ZSE
- EC Number
- 205-855-5
- Nikkaji
- J2.032J
Properties
Computed structural properties
- XLogP
- 1.2
- Topological polar surface area
- 35.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 87.3
Experimental & physicochemical properties
LogP
1.24
1.24
Density
1.0652 at 61 °F (NTP, 1992) - Denser than water; will sink
1.1 g/cm³
Relative density of the vapour/air-mixture at 20 °C (air = 1): 1.0
Solubility
5 to 10 mg/mL at 68 °F (NTP, 1992)
Solubility in water, g/100ml at 20 °C: 2 (moderate)
Flash Point
240 °F (NTP, 1992)
120 °C c.c.
Boiling Point
482 °F at 760 mmHg (NTP, 1992)
253-255 °C
Melting Point
36 to 39 °F (NTP, 1992)
2.4 °C
Vapor Density
4.73 (NTP, 1992) - Heavier than air; will sink (Relative to Air)
Relative vapor density (air = 1): 4.7
Vapor Pressure
3.48 mmHg at 77 °F (NTP, 1992)
0.01 [mmHg]
Vapor pressure, Pa at 50 °C: 10
Physical Description
P-phenetidine is a colorless to dark red liquid. (NTP, 1992)
CBI
Colorless liquid; Turns red to brown on air and light exposure; [Merck Index] Brown liquid with an unpleasant odor; [Alfa Aesar MSDS]
COLOURLESS LIQUID. TURNS DARK RED ON EXPOSURE TO AIR AND LIGHT.
Physicochemical properties
- Melting point
- 2 · 2-5 °C(lit.)
- Boiling point
- 250 °C · 250 °C(lit.)
- Density
- 1.065 g/mL · 1.065 g/mL at 25 °C(lit.)
- vapor pressure
- 2.93 Pa · 2.93Pa at 25℃
- refractive index
- 20 · n20/D 1.559(lit.)
- Flash point
- 240 °F · 240 °F
- storage temp.
- 2 · 2-8°C
- solubility
- 20 g/l · 20g/l
- pka
- 5.2 · 5.2(at 28℃)
- form
- A liquid
- color
- Clear Yellow
- PH
- 8 · 8 (1g/l, H2O, 20℃)
- Water Solubility
- practically insoluble
- Sensitive
- Air Sensitive
- Merck
- 14 · 14,7228
- BRN
- 606666 · 606666
- Dielectric constant
- 7.3 · 7.3(21℃)
- Stability
- Stable, but light and air sensitive. Combustible. Incompatible with strong oxidizing agents.
- Cosmetics Ingredients Functions
- HAIR DYEING
- InChI
- 1S/C8H11NO/c1-2-10-8-5-3-7(9)4-6-8/h3-6H,2,9H2,1H3
- InChIKey
- IMPPGHMHELILKG-UHFFFAOYSA-N
- SMILES
- CCOc1ccc(N)cc1
- CAS DataBase Reference
- 156 · 156-43-4(CAS DataBase Reference)
- EWG's Food Scores
- 2 · 2-6
- FDA UNII
- 9 TSL224ZSE · 9TSL224ZSE
- NIST Chemistry Reference
- 4 · 4-Ethoxyaniline(156-43-4)
- EPA Substance Registry System
- p-Phenetidine (156-43-4)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 6 · GHS06,GHS08,GHS09
- Signal word
- Danger
- Hazard statements
- 331 · H331-H302-H313-H316-H319-H361-H372-H317-H341-H411
- Precautionary statements
- 501 · P501-P273-P272-P260-P270-P202-P201-P271-P264-P280-P302+P352-P312-P391-P337+P313-P305+P351+P338-P362+P364-P333+P313-P301+P312+P330-P304+P340+P311-P403+P233-P405
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- Hazard Codes
- T,Xi,Xn
- Risk Statements
- 23 · 23/24/25-33-68-43-36-20/21/22
- Safety Statements
- 28 · 28-36/37-45-46
- RIDADR
- 2311 · UN 2311 (PHENETIDINES)
- WGK Germany
- 1 · 1
- RTECS
- 6465500 · SI6465500
- F
- 8 · 8-10
- Hazard Note
- Irritant
- TSCA
- TSCA listed
- HazardClass
- 6.1 · 6.1
- PackingGroup
- III
- HS Code
- 29222200 · 29222200
- 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 InhalationAcute Tox. 4 OralEye Irrit. 2Muta. 2Skin Sens. 1
- Toxicity
- 50 orl-rat: · LD50 orl-rat: 580 mg/kg GISAAA 35(8),28,70
- REACH Registrations
- Active
- Limited Quantities
- 5 L · 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
Safety & regulation
GHS classification
GHS Classification
Warning
H302: Harmful if swallowed [Warning Acute toxicity, oral]
P203, P261, P264, P264+P265, P270, P271, P272, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P318, P321, P330, P333+P317, P337+P317, P362+P364, P405, and P501 (click each P-code to see the statement)
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P203, P261, P264, P264+P265, P270, P271, P272, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P318, P321, P330, P333+P317, P337+P317, P362+P364, P405, and P501 (click each P-code to see the statement)
Hazard information
Regulatory Information
Chemical: Benzenamine, 4-ethoxy-
Benzenamine, 4-ethoxy- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzenamine, 4-ethoxy- 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: 08-05-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/10853
Phenetidine: Does not have an individual approval but may be used under an appropriate group standard
Fire Hazards
This compound is combustible. (NTP, 1992)
Combustible.
Hazards Summary
An eye irritant; May induce methemoglobinemia; [ICSC] Causes methemoglobinemia in repeated-dose oral studies of rats; [RTECS] Toxic by ingestion, inhalation, and skin absorption; May cause contact irritation, cyanosis, hypothermia, headache, drowsiness, vomiting, nephritis, and alimentary tract irritation; [NTP] Case report of methemoglobinemia from occupational exposure; Sensitizing in 2 of 3 maximization tests of guinea pigs; Not a lung sensitizer in guinea pigs; Some evidence of skin sensitization in humans; [IUCLID] A strong eye irritant; May cause skin sensitization; Harmful by ingestion, inhalation, and skin absorption; Suspected mutagen; [Alfa Aesar MSDS] See m-Phenetidine. See p-Anisidine.
Safety & protection
Fire Fighting
Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
Use powder, alcohol-resistant foam, water spray, carbon dioxide.
First Aid Measures
Fresh air, rest.
Remove contaminated clothes. Rinse and then wash skin with water and soap.
Rinse with plenty of water (remove contact lenses if easily possible).
Rinse mouth. Seek medical attention if you feel unwell.
First Aid
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.
Nonfire Spill Response
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.
Spillage Disposal
Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Collect leaking liquid in sealable containers. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations.
Toxicology
Safety data
- F
- 8-10
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 1
- tsca
- TSCA listed
- rtecs
- SI6465500
- ridadr
- UN 2311 (PHENETIDINES)
- hs_code
- 29222200
- Toxicity
- LD50 orl-rat: 580 mg/kg GISAAA 35(8),28,70
- risk_code
- 23/24/25-33-68-43-36-20/21/22
- Signal word
- Danger
- Symbol(GHS)
- GHS06,GHS08,GHS09
- hazard_code
- T,Xi,Xn
- hazard_note
- Irritant
- safety_code
- 28-36/37-45-46
- 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
- H331-H302-H313-H316-H319-H361-H372-H317-H341-H411
- Limited Quantities
- 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
- REACH Registrations
- Active
- Hazard Classifications
- Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralEye Irrit. 2Muta. 2Skin Sens. 1
- Precautionary statements
- P501-P273-P272-P260-P270-P202-P201-P271-P264-P280-P302+P352-P312-P391-P337+P313-P305+P351+P338-P362+P364-P333+P313-P301+P312+P330-P304+P340+P311-P403+P233-P405
Chemistry & industry
Uses & manufacturing
General Manufacturing Information
Explosives Manufacturing
Benzenamine, 4-ethoxy-: ACTIVE
Applications
UsesA toxic metabolite of Phenacetin (P294580) which exhibits high renal toxicity. p-Phenetidine also reduced COX-1 and COX-2 expression in neutrophils.
General DescriptionColorless to dark red liquid.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
Additional notes
DefinitionChEBI: An aromatic ether that is aniline in which the hydrogen at position 4 is replaced by an ethoxy group. It is a hydrolysis metabolite of phenacetin.
Related reactions
Linked notes
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