Methyl phenoxyacetate

HCID 16365

Notes Reactions

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Basic information

CAS: 2065-23-8
Standard SMILES: COC(=O)COc1ccccc1
InChIKey: BZCKRPHEZOHHBK-UHFFFAOYSA-N
Molecular formula: C9H10O3
Average molar mass: 166.17 g/mol
Monoisotopic mass: 166.06299418

Names & identifiers

Preferred name: Methyl phenoxyacetate
IUPAC: methyl 2-phenoxyacetate
English name: Methyl phenoxyacetate
Molecular formula: C9H10O3
Molecular weight: 166.17

Names & synonyms

methyl 2-phenoxyacetateMETHYL PHENOXYACETATE2065-23-8Phenoxyacetic acid methyl esterAcetic acid, phenoxy-, methyl esterAcetic acid, 2-phenoxy-, methyl esterJD9OF3328OEINECS 218-176-4NSC 32414NSC-32414AI3-04318DTXSID2062161

Show more names

Methyl phenoxylateMethyl phenoxyacetatPHENOXY METHYL ACETATEMethylPhenoxyacetate>Methyl phenoxyacetate,99%Phenoxyacetic acid methylMethyl（ethyl）phenoxyacetatephenoxy-aceticacimethylester

RefChem:818034DTXCID9036359218-176-4InChI=1/C9H10O3/c1-11-9(10)7-12-8-5-3-2-4-6-8/h2-6H,7H2,1HMFCD00010227METHYLPHENOXYACETATEUNII-JD9OF3328OMethyl phenoxy acetate

Database identifiers

CAS: 2065-23-8
PubChem CID: 16365
DTXSID: DTXSID2062161
UNII: JD9OF3328O
EC Number: 218-176-4
Nikkaji: J80.384G

Properties

Computed structural properties

XLogP: 1.4
Topological polar surface area: 35.5 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 4
Heavy atoms: 12
Formal charge: 0
Complexity: 139

Experimental & physicochemical properties

SpringerMaterials PropertiesChemical shift

LogP1.41

Physicochemical properties

Melting point: 245 °C · 245 °C
Boiling point: 243 °C · 243 °C (lit.)
Density: 1.149 g/mL · 1.149 g/mL at 25 °C (lit.)
refractive index: 20 · n20/D 1.514(lit.)
Flash point: 230 °F · >230 °F
storage temp.: Sealed in dry,Room Temperature
form: clear liquid
color: Colorless to Light orange to Yellow
Specific Gravity: 1.149 · 1.149
InChI: InChI=1S/C9H10O3/c1-11-9(10)7-12-8-5-3-2-4-6-8/h2-6H,7H2,1H3
InChIKey: BZCKRPHEZOHHBK-UHFFFAOYSA-N
SMILES: C(OC)(=O)COC1=CC=CC=C1
LogP: 1.41 · 1.410
CAS DataBase Reference: 2065 · 2065-23-8(CAS DataBase Reference)
FDA UNII: 9 OF3328O · JD9OF3328O
NIST Chemistry Reference: Acetic acid, phenoxy-, methyl ester(2065-23-8)
EPA Substance Registry System: Acetic acid, phenoxy-, methyl ester (2065-23-8)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338
PPE: Eyeshields, Gloves
Safety Statements: 24 · 24/25
WGK Germany: 3 · 3
TSCA: TSCA listed
HS Code: 29189900 · 29189900
Storage Class: 12 · 12 - Non Combustible Liquids
REACH Registrations: Active

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Warning

H315 (98.9%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 95 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 3 items

Chemical: Acetic acid, phenoxy-, methyl ester

Status: Active Update: 13-03-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/19264

Acetic acid, phenoxy-, methyl ester: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesSkin Irrit. 2 (98.9%)

Safety data

PPE: Eyeshields, Gloves
wgk: 3
tsca: TSCA listed
hs_code: 29189900
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 24/25
Storage Class: 12 - Non Combustible Liquids
Hazard statements: H315-H319-H335
REACH Registrations: Active
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationAcetic acid, 2-phenoxy-, methyl ester: INACTIVE

Applications

UsesMethyl phenoxyacetate (MPOA) was used as an acylating agent in the synthesis of loracarbef, a carbacephalosporin antibiotic.

Preparation methods · 1 item

Preparationsynthesis of methyl phenoxyacetate: methyl bromoacetate (10 mL, 105.6 mmol) and phenol (9.9380 g, 105.6 mmol) were dissolved in 250 mL of acetone; K2CO3 (21.89 g, 158 mmol) and KI (5 g, 30 mmol) were added and the mixture heated to reflux with stirring overnight. The mixture was filtered and the resultant solution concentrated in vacuo. Deionized water (200 mL) was added. The reaction mixture was extracted with 50 mL ethyl acetate three times. The combined ethyl acetate layers were washed with brine, dried over MgSO4, and filtered. All ethyl acetate was removed in vacuo, resulting in a slightly yellow liquid (80% yield).

Upstream & downstream products

Upstream raw materials

Downstream products

DIMETHYL(3-PHENOXY-2-OXOPROPYL)PHOSPHONATE N-Methylmethanamine 2,4-dichlorophenoxyacetate CORTEX ALDEHYDE 50 BENZYL ALCOHOL Isobutyl 2,4-dichlorophenoxyacetate Butyl 2,4-dichlorophenoxyacetate ?4-Chlorophenoxyacetic acid sodium salt 2-PHENOXYETHYL-1,1-D2 ALCOHOL 2-(4-sulfamoylphenoxy)acetamide

Suppliers100 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

湖北永阔科技有限公司027-59223108 15972152991 · [email protected]

山东旭晨化工科技有限公司0533-15715337262 15715337262 · [email protected]

湖北万得化工有限公司15377098680 15377098680 · [email protected]

毕佳索（上海毕得医药科技股份有限公司）400-6005915 · [email protected]

Related reactions

20 records

New reaction record

HRID 2203As reactantuspto-grants-1998_03

HRID 65312As productuspto-grants-1986_09

HRID 65313As productuspto-grants-1986_09

HRID 156638As reactantTraining data from https://doi.org/10.1039/C8SC04228D (9/10)

HRID 266724As reactantuspto-grants-1997_07

HRID 312475As reactantTraining data from https://doi.org/10.1039/C8SC04228D (8/10)

HRID 345631As reactantuspto-grants-1991_10

HRID 646215As reactantuspto-grants-2010_04

Compound notes

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