Encyclopedia / Herbicide / Pharmaceutical Intermediates / Organic Intermediate

Phenoxyacetic acid

CAS：122-59-8
MW:152.14732
MF：C8H8O3

Light tan powder or white solid.

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Names and ldentifier
Properties
Use and Manufacturing
Safety and Handling
Msds
NMR Spectrum
Other Information
Computational chemical data
Related Questions
Realated Product Infomation

1. Names and Identifiers

1.1 Name: Phenoxyacetic acid

1.2 Synonyms: 2-Phenoxyacetic acid; 2-Phenyloxyacetic acid; Acetic acid, 2-phenoxy-; Acetic acid, phenoxy-; Glycolic acid phenyl ether; NSC 9810; o-Phenylglycolic acid; Phenoxyethanoic acid; POA;

1.3 CAS No.: 122-59-8

1.4 CID: 19188

1.5 EINECS: 204-556-7

1.6 Molecular Formula: C8H8O3

1.7 Inchi: InChI=1S/C8H8O3/c9-8(10)6-11-7-4-2-1-3-5-7/h1-5H,6H2,(H,9,10)

1.8 InChkey: LCPDWSOZIOUXRV-UHFFFAOYSA-N

1.9 Canonical Smiles: C1=CC=C(C=C1)OCC(=O)O

1.10 Isomers Smiles: C1=CC=C(C=C1)OCC(=O)O

2. Properties

2.1 Solubility: ethanol: soluble10%, clear, colorless

2.2 Appearance: White Granular Powder, Granules, or Prills

2.3 Storage: Ambient temperatures.

2.4 Chemical Properties: off-white powder

2.5 Color/Form: White

2.6 pKa: 3.17(at 25℃)

2.7 Water Solubility: H2O: 0.1-0.5 g/100 mL at 17 oC;ethanol: soluble 10%, clear, colorless

2.8 Stability: Stable. Substances to be avoided include strong bases, strong oxidizing agents. Combustible.

2.9 StorageTemp: Store in a cool, dry, well-ventilated area away from incompatible substances. Keep containers tightly closed.

3. Use and Manufacturing

3.1 Definition: ChEBI: 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.

3.2 Description

Phenoxyacetic acid is an endogenous metabolite.

Phenoxyacetic acid appears as light tan powder or white solid. (NTP, 1992)|Solid|Colourless needle-like crystals; sour sweet odour

Phenoxyacetic acid appears as light tan powder or white solid. (NTP, 1992)|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 derives from a glycolic acid. It is a conjugate acid of a phenoxyacetate.

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3.3 General Description: Light tan powder or white solid.

3.4 Methods of Manufacturing: The preparation method is to add phenol to the reaction kettle, add an equimolar aqueous solution of sodium hydroxide, dropwise add chloroacetic acid and aqueous sodium hydroxide solution at 100～110℃, and maintain the pH of the reaction solution=10～11. React at 110°C for 30min, add hydrochloric acid to neutralize to pH = 1-2, precipitate phenoxyacetic acid, cool and filter to obtain white solid product.

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3.5 Purification Methods: Crystallise the acid from water or aqueous EtOH. [Beilstein 6 IV 634.] Phenoxyacetic acid Preparation Products And Raw materials Raw materials

3.6 Usage: Fungicide; keratin exfoliative (to relieve and to soften calluses, corns, and other hard skin surfaces; applied as plasters, pads or in liquids).

4. Safety and Handling

4.1 Fire Hazard: Flash point data for Phenoxyacetic acid are not available; however Phenoxyacetic acid is probably combustible.

4.2 Safety: Hazard Codes:Xn
Risk Statements:22-36/37/38
22:Harmful if swallowed
36/37/38:Irritating to eyes, respiratory system and skin
Safety Statements:26-36-37/39
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36:Wear suitable protective clothing
37/39:Wear suitable protective clothing, gloves and eye/face protection
WGK Germany:3
HS Code:29189090

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4.3 Specification: off-white powder
Safety Statements:26-36-37/39
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36:Wear suitable protective clothing
37/39:Wear suitable protective clothing, gloves and eye/face protection

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4.4 Toxicity: ACUTE/CHRONIC HAZARDS: Phenoxyacetic acid is a mild skin irritant.

5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Acute toxicity - Oral, Category 4

Skin irritation, Category 2

Eye irritation, Category 2

Specific target organ toxicity \u2013 single exposure, Category 3

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word	Warning
Hazard statement(s)	H302 Harmful if swallowed H315 Causes skin irritation H319 Causes serious eye irritation H335 May cause respiratory irritation
Precautionary statement(s)
Prevention	P264 Wash ... thoroughly after handling. P270 Do not eat, drink or smoke when using this product. P280 Wear protective gloves/protective clothing/eye protection/face protection. P261 Avoid breathing dust/fume/gas/mist/vapours/spray. P271 Use only outdoors or in a well-ventilated area.
Response	P301+P312 IF SWALLOWED: Call a POISON CENTER/doctor/\u2026if you feel unwell. P330 Rinse mouth. P302+P352 IF ON SKIN: Wash with plenty of water/... P321 Specific treatment (see ... on this label). P332+P313 If skin irritation occurs: Get medical advice/attention. P362+P364 Take off contaminated clothing and wash it before reuse. P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P337+P313 If eye irritation persists: Get medical advice/attention. P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing. P312 Call a POISON CENTER/doctor/\u2026if you feel unwell.
Storage	P403+P233 Store in a well-ventilated place. Keep container tightly closed. P405 Store locked up.
Disposal	P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

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6. NMR Spectrum

13C NMR : in CDCl3

13C NMR : in D2O

1H NMR : 90 MHz in CDCl3

gas

IR : CCl4 solution

IR : KBr disc

IR : nujol mull

Mass

Mass spectrum (electron ionization)

7. Synthesis Route

122-59-8Total: 49 Synthesis Route

94-75-7 298 Suppliers

122-59-8 174 Suppliers

93-76-5 15 Suppliers

122-59-8 174 Suppliers

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8. Precursor and Product

precursor:

87-08-1

93-76-5

598-16-3

621-88-5

94-75-7

122-99-6

139-02-6

product:

701-99-5

104-66-5

122-88-3

721-04-0

621-88-5

94-75-7

121-44-8

575-89-3

122-98-5

122-99-6

9. Computed Properties

Molecular Weight：152.14732g/mol
Molecular Formula：C₈H₈O₃
Compound Is Canonicalized：True
XLogP3-AA：152.047344113
Monoisotopic Mass：152.047344113
Complexity：127
Rotatable Bond Count：3
Hydrogen Bond Donor Count：1
Hydrogen Bond Acceptor Count：3
Topological Polar Surface Area：46.5
Heavy Atom Count：：11
Defined Atom Stereocenter Count：0
Undefined Atom Stereocenter Count：0
Defined Bond Stereocenter Count：0
Undefined Bond Stereocenter Count：0
Isotope Atom Count：0
Covalently-Bonded Unit Count：1
CACTVS Substructure Key Fingerprint：AAADccBwMAAAAAAAAAAAAAAAAAAAAAAAAAAwAAAAAAAAAAABAAAAGgAACAAACASgkAIwDoAABgCIACDSCAICCAAgIAAIiABGCIgNJiKEMR6COCCkwBELqAeAQAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA==

10.Other Information

Usage: Phenoxyacetic 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.

Storage Conditions: The preparation method is to add phenol to the reaction kettle, add an equimolar aqueous solution of sodium hydroxide, dropwise add chloroacetic acid and aqueous sodium hydroxide solution at 100～110℃, and maintain the pH of the reaction solution=10～11. React at 110°C for 30min, add hydrochloric acid to neutralize to pH = 1-2, precipitate phenoxyacetic acid, cool and filter to obtain white solid product.

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Reactive Group: Acids, Carboxylic

Reactivity Profile: PHENOXYACETIC ACID reacts exothermically with all bases, both organic (for example, the amines) and inorganic.

Fire Hazards: Flash point data for this chemical are not available; however it is probably combustible. (NTP, 1992)

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. STORAGE PRECAUTIONS: You should store this material in a refrigerator. (NTP, 1992)

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Personal Protective Equipment: 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)

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. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

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Manufacturing Info: Acetic acid, 2-phenoxy-: ACTIVE

Use Classification: Food additives -> Flavoring Agents

11. Toltal 155 Suppliers View more

Factory Supply phenoxyacetic acid CAS 122-59-8

Hebei Crovell Biotech Co. Ltd

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Wuhan Fortuna Chemical Co., Ltd.

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Tianjin Furun Tongda International Trade Co., LTD

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12. Related Questions

: What makes Phenoxyacetic acid a versatile herbicide and plant growth regulator?Phenoxyacetic acid, a monocarboxylic acid, is an endogenous metabolite that acts as a plant growth regulator and is widely used as a herbicide. It is highly selective, broad-spectrum, low-dose, low-co..; What are the applications of Phenoxyacetic acid and its derivatives?Phenoxyacetic acid and its derivatives are primarily used as plant growth regulators, promoting plant germination, fruit setting, yield increase, and protein content enhancement. Additionally, they ca..; What are the applications of Phenoxyacetic acid?Background and overview[1][2] Phenoxyacetic acid is a very important chemical. It and its downstream products are widely used pesticides and pharmaceutical products. It has a long history of use. Year..

13. Realated Product Infomation