Basic information
- CAS
122-59-8- Standard SMILES
O=C(O)COc1ccccc1- InChIKey
LCPDWSOZIOUXRV-UHFFFAOYSA-N- Molecular formula
- C8H8O3
- Average molar mass
- 152.15 g/mol
- Monoisotopic mass
- 152.04734412
Overview
Phenoxyacetic acid appears as light tan powder or white solid. (NTP, 1992)
Names & identifiers
- Preferred name
- Phenoxyacetic Acid
- IUPAC
- 2-phenoxyacetic acid
- English name
- Phenoxyacetic acid
- Molecular formula
- C8H8O3
- Molecular weight
- 152.15
Names & synonyms
PHENOXYACETIC ACID2-phenoxyacetic acid122-59-8Phenoxyethanoic acidGlycolic acid phenyl ethero-Phenylglycolic acidPhenyl ether glycolic acidGlycol acid phenyl etherGlycollic acid phenyl etherFEMA No. 2872DTXSID9025873CHEBI:8075
Show more names
phenoxyaceticPhenyliumPHENYLOXYL ACETIC ACID2-cyclohexyloxyacetate2-(2-((4-aminophenyl)amino)ethoxy)acetic acidPHENYLIUM(R)PHENYLIUM(TM)AKOS BBS-00003724
YRC253429QNSC-9810DTXCID405873POA cpdRefChem:929029204-556-7Acetic acid, phenoxy-Phenoxy acetic acid
Database identifiers
- CAS
122-59-8- PubChem CID
- 19188
- DTXSID
DTXSID9025873- ChEMBL
CHEMBL173521- ChEBI
CHEBI:8075- UNII
- YRC253429Q
- EC Number
- 204-556-7
- Nikkaji
- J5.358I
Properties
Computed structural properties
- XLogP
- 1.3
- Topological polar surface area
- 46.5 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 3
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 127
Experimental & physicochemical properties
LogP1.34
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Flavoring AgentsEU Flavoring substances
Solubility
1 to 5 mg/mL at 63 °F (NTP, 1992)
12 mg/mL at 10 °C
Slightly soluble in water; soluble in oils
Soluble at room temperature (in ethanol)
Boiling Point
545 °F at 760 mmHg (Decomposes) (NTP, 1992)
285.00 °C. @ 760.00 mm Hg
285 °C
Melting Point
208 to 212 °F (NTP, 1992)
98 - 99 °C
Physical Description
Phenoxyacetic acid appears as light tan powder or white solid. (NTP, 1992)
Solid
Colourless needle-like crystals; sour sweet odour
Physicochemical properties
- Melting point
- 98 · 98-100 °C (lit.)
- Boiling point
- 285 °C · 285 °C
- Density
- 1.2143 · 1.2143 (rough estimate)
- bulk density
- 500 kg/m3 · 500kg/m3
- FLAVIS Number
- 8.049 · 08.049 | Phenoxyacetic acid
- refractive index
- 1.4447 · 1.4447 (estimate)
- FEMA
- 2872 · 2872 | PHENOXYACETIC ACID
- Flash point
- 165 °C · 165 °C
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- 10 %, · ethanol: soluble10%, clear, colorless
- form
- Granular Powder, Granules, or Prills
- pka
- 3.17 · 3.17(at 25℃)
- color
- White
- Odor
- 1 % · at 1.00 % in propylene glycol. sour sweet
- Odor Type
- honey
- Water Solubility
- 0.1 · 0.1-0.5 g/100 mL at 17 ºC
- Merck
- 14 · 14,7254
- JECFA Number
- 1026 · 1026
- BRN
- 907949 · 907949
- Stability
- Stable. Substances to be avoided include strong bases, strong oxidizing agents. Combustible.
- Major Application
- agriculturecleaning productscosmeticsenvironmentalflavors and fragrancesfood and beveragespersonal care
- Cosmetics Ingredients Functions
- PERFUMING
- InChI
- 1S/C8H8O3/c9-8(10)6-11-7-4-2-1-3-5-7/h1-5H,6H2,(H,9,10)
- InChIKey
- LCPDWSOZIOUXRV-UHFFFAOYSA-N
- SMILES
- OC(=O)COc1ccccc1
- LogP
- 1.34 · 1.34
- CAS DataBase Reference
- 122 · 122-59-8(CAS DataBase Reference)
- Substances Added to Food (formerly EAFUS)
- PHENOXYACETIC ACID
- FDA 21 CFR
- 172.515 · 172.515
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 253429 Q · YRC253429Q
- NIST Chemistry Reference
- Acetic acid, phenoxy-(122-59-8)
- EPA Substance Registry System
- Phenoxyacetic acid (122-59-8)
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 261 · P261-P264-P270-P301+P312-P302+P352-P305+P351+P338
- target organs
- Respiratory system
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Gloves
- Hazard Codes
- Xn
- Risk Statements
- 22 · 22-36/37/38
- Safety Statements
- 26 · 26-36-37/39
- RIDADR
- 3345 · UN 3345 6.1/ PGIII
- WGK Germany
- 3 · 3
- RTECS
- 2230000 · AJ2230000
- TSCA
- TSCA listed
- HazardClass
- 6.1 · 6.1
- PackingGroup
- III
- HS Code
- 29189090 · 29189090
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 4 OralEye · Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
- Toxicity
- 50 orally · LD50 orally in Rabbit: 1500 mg/kg LD50 dermal Rabbit > 5000 mg/kg
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 2.5% (5 of 198) of reports.
Warning
H302 (93.4%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 198 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Acetic acid, phenoxy-
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Phenoxyacetic acid: Does not have an individual approval but may be used under an appropriate group standard
DOT LabelPoison Flammable Liquid
Fire HazardsFlash point data for this chemical are not available; however it is probably combustible. (NTP, 1992)
Health HazardsACUTE/CHRONIC HAZARDS: This compound is a mild skin irritant. (NTP, 1992)
Reactive GroupAcids, Carboxylic
Reactivity ProfilePHENOXYACETIC ACID reacts exothermically with all bases, both organic (for example, the amines) and inorganic.
Air and Water ReactionsSlightly soluble in water.
Hazard Classes and CategoriesAcute Tox. 4 (93.4%)
Safety & protection
Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
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, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces 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.
Isolation and EvacuationExcerpt from ERG Guide 131 [Flammable Liquids - Toxic]:
Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- AJ2230000
- ridadr
- UN 3345 6.1/ PGIII
- hs_code
- 29189090
- Toxicity
- LD50 orally in Rabbit: 1500 mg/kg LD50 dermal Rabbit > 5000 mg/kg
- risk_code
- 22-36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 26-36-37/39
- hazard_class
- 6.1
- Storage Class
- 11 - Combustible Solids
- packing_group
- III
- target organs
- Respiratory system
- Hazard statements
- H302-H315-H319-H335
- Hazard Classifications
- Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P264-P270-P301+P312-P302+P352-P305+P351+P338
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Metabolite PathwaysRosiglitazone Metabolism Pathway
Uses & manufacturing
Use Classification
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
General Manufacturing InformationAcetic acid, 2-phenoxy-: ACTIVE
Applications
OccurrenceReported found in cocoa beans
UsesFungicide; keratin exfoliative (to relieve and to soften calluses, corns, and other hard skin surfaces; applied as plasters, pads or in liquids).
UsesPhenoxyacetic acid is a flavoring ingredient.Its photodegradation using titanium dioxide as photocatalyst has been studied. Selective separation of penicillin V from phenoxyacetic acid using liquid membranes consisting of 1,2-dichloroethane and Amberlite LA-2 as carrier has been studied.
General DescriptionLight tan powder or white solid.
Upstream & downstream products
Upstream raw materials
Downstream products
Additional notes
DefinitionChEBI: Phenoxyacetic acid is a monocarboxylic acid that is the O-phenyl derivative of glycolic acid. A metabolite of 2-phenoxyethanol, it is used in the manufacture of pharmaceuticals, pesticides, fungicides and dyes. It has a role as a human xenobiotic metabolite, an Aspergillus metabolite, a plant growth retardant and an allergen. It is a monocarboxylic acid and an aromatic ether. It is functionally related to a glycolic acid. It is a conjugate acid of a phenoxyacetate.
Related reactions
1,884 records
Compound notes
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