Basic information
- CAS
94-71-3- Standard SMILES
CCOc1ccccc1O- InChIKey
MOEFFSWKSMRFRQ-UHFFFAOYSA-N- Molecular formula
- C8H10O2
- Average molar mass
- 138.16 g/mol
- Monoisotopic mass
- 138.06807956
Overview
2-ethoxyphenol is an aromatic ether that is catechol in which one of the hydroxy groups has been alkylated to give the corresponding ethyl ether. A low-melting (20-25 C), high-boiling (216-217 C) smoke flavour compound. It has a role as a flavouring agent. It is a volatile organic compound, a member of phenols and an aromatic ether. It is functionally related to a catechol.
Names & identifiers
- Preferred name
- 2-Ethoxyphenol
- IUPAC
- 2-ethoxyphenol
- English name
- 2-Ethoxyphenol
- Molecular formula
- C8H10O2
- Molecular weight
- 138.16
Names & synonyms
2-Ethoxyphenol94-71-3GuaetholPhenol, 2-ethoxy-Guethol2-EthyloxyphenolCatechol monoethyl ether1-hydroxy-2-ethoxybenzene878IW8P9PWNSC-1809CHEBI:141701RefChem:86848
Show more names
2-ethoxy-phenoO-ETHYLCATECHOLCompound PDK0411
202-358-5o-EthoxyphenolPyrocatechol monoethyl etherPhenol, o-ethoxy-GuaietholMFCD00002187DTXSID20422762-ethoxylphenol
Database identifiers
- CAS
94-71-3- PubChem CID
- 66755
- DTXSID
DTXSID2042276- ChEMBL
CHEMBL225436- ChEBI
CHEBI:141701- UNII
- 878IW8P9PW
- EC Number
- 202-358-5
- Nikkaji
- J38.175F
Properties
Computed structural properties
- XLogP
- 1.7
- Topological polar surface area
- 29.5 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 93.3
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Phenols
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
LogP1.91
Vapor Pressure0.02 [mmHg]
Physical Description
Other Solid
Liquid; mp = 20-25 deg C; [Sigma-Aldrich MSDS]
Physicochemical properties
- Melting point
- 20 · 20-25 °C (lit.)
- Boiling point
- 216 · 216-217 °C (lit.)
- Density
- 1.09 g/mL · 1.09 g/mL at 25 °C (lit.)
- vapor pressure
- 1 hPa · 1 hPa (45 °C)
- refractive index
- 20 · n20/D 1.529(lit.)
- Flash point
- 91 °C · 91 °C
- storage temp.
- 30 °C · Store below +30°C.
Safety & regulation
GHS classification
GHS Classification
Danger
H302 (85.5%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 55 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Phenol, 2-ethoxy-
Phenol, 2-ethoxy- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Phenol, 2-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: 14-06-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/11550
Pyrocatechol monoethyl ether: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
May cause serious eye injury and skin sensitization (positive murine Local Lymph Node Assay); [ECHA REACH Registrations] An irritant that may cause serious eye injury; Harmful by ingestion; [Sigma-Aldrich MSDS] Search for (94-71-3[EC/RN Number]) AND (allergic OR dermatitis OR sensitizer OR sensitization): no results; [PubMed]
Hazard Classes and CategoriesAcute Tox. 4 (85.5%)
Toxicology
Adverse EffectsSkin Sensitizer - An agent that can induce an allergic reaction in the skin.
Safety data
Chemistry & industry
Uses & manufacturing
UsesUsed as an intermediate; [ECHA REACH Registrations]
U.S. Production2023: 1,000,000 - <5,000,000 lb
Industry UsesIntermediate
General Manufacturing Information
All Other Basic Organic Chemical Manufacturing
Phenol, 2-ethoxy-: ACTIVE
Applications
Uses2-Ethoxyphenol is used in the studies on the inhibition of oral bacteria by phenolic compounds. Studies on the prostagladins cyclooxygenase inhibition by phenolic compounds. Reagent for the stereoselective preparation of (arylthiomethyl)morpholines as selective norepinephrine reuptake inhibitors and dual serotonin/norepinephrine reuptake inhibitors.
Uses2-Ethoxyphenol has been used as carbon and energy supplement in the growth medium of red-pigmented coryneform bacterium, Rhodococcus rhodochrous strain 116.
General Description2-Ethoxyphenol is a smoke flavour compound and forms complexes with iron (III).
Upstream & downstream products
Upstream raw materials
Related reactions
58 records
Compound notes
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