Benzenepropanoic acid, 4-hydroxy-, methyl ester
Basic information
- CAS
5597-50-2- Standard SMILES
COC(=O)CCc1ccc(O)cc1- InChIKey
XRAMJHXWXCMGJM-UHFFFAOYSA-N- Molecular formula
- C10H12O3
- Average molar mass
- 180.2 g/mol
- Monoisotopic mass
- 180.07864424
Overview
Methyl 3-(4-hydroxyphenyl)propionate is a methyl ester resulting from the formal condensation of the carboxy group of phloretic acid with methanol. It is a nitrification inhibitor and a plant growth regulator. It has a role as a nitrification inhibitor and a plant growth regulator. It is a methyl ester and a member of phenols. It is functionally related to a phloretic acid.
Names & identifiers
- Preferred name
- Benzenepropanoic acid, 4-hydroxy-, methyl ester
- IUPAC
- methyl 3-(4-hydroxyphenyl)propanoate
- English name
- Methyl 3-(4-hydroxyphenyl)propionate
- Molecular formula
- C10H12O3
- Molecular weight
- 180.2
Names & synonyms
Methyl 3-(4-hydroxyphenyl)propionate5597-50-2Methyl 3-(4-hydroxyphenyl)propanoateBenzenepropanoic acid, 4-hydroxy-, methyl esterWAT13AU7XB4-Hydroxybenzenepropanoic acid methyl esterCHEBI:176565DTXSID90204550methyl 3-[4-hydroxyphenyl)propionateRefChem:814889DTXCID20127041623-567-1
Show more names
4-hydroxy-benzenepropanoic acid methyl esterMethyl p-hydroxyphenylpropionateEsmolol Impurity 11 HClMethyl 4-hydroxyphenylpropionateMethyl 3-(4-hydroxyphenyl)propiotep-Dihydrocoumaric acid methyl ester
Methyl3-(4-hydroxyphenyl)propionateMFCD000715773-(4-Hydroxyphenyl)propionic Acid Methyl EsterMethyl phloretateMethyl p-hydroxyhydrocinnamateHydrocinnamic acid, p-hydroxy-, methyl esterMethyl 3-(p-hydroxyphenyl)propionateMethyl 4-hydroxyhydrocinnamate
Database identifiers
Properties
Computed structural properties
- XLogP
- 2
- Topological polar surface area
- 46.5 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 4
- Heavy atoms
- 13
- Formal charge
- 0
- Complexity
- 160
Physicochemical properties
- Melting point
- 39 · 39-41 °C (lit.)
- Boiling point
- 108 °C/11 · 108 °C/11 mmHg (lit.)
- Density
- 1.1272 · 1.1272 (rough estimate)
- refractive index
- 1.516 · 1.5160 (estimate)
- Flash point
- 230 °F · >230 °F
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- Soluble in chloroform and methanol.
- form
- Powder
- pka
- 9.89 · 9.89±0.15(Predicted)
- color
- White transparent
- InChI
- 1S/C10H12O3/c1-13-10(12)7-4-8-2-5-9(11)6-3-8/h2-3,5-6,11H,4,7H2,1H3
- InChIKey
- XRAMJHXWXCMGJM-UHFFFAOYSA-N
- SMILES
- COC(=O)CCc1ccc(O)cc1
- CAS DataBase Reference
- 5597 · 5597-50-2(CAS DataBase Reference)
- FDA UNII
- 13 AU7XB · WAT13AU7XB
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
Warning
H315 (100%): 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 42 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- hs_code
- 2918290000
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-37/39
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P264-P271-P280-P302+P352-P305+P351+P338
Chemistry & industry
Applications
UsesMethyl 3-(4-hydroxyphenyl)propionate may be used in the enzymatic coupling of saccharides to protein.
General DescriptionMethyl 3-(4-hydroxyphenyl)propionate is reported to be responsible for biological nitrification inhibition in sorghum (Sorghum bicolor).
Upstream & downstream products
Upstream raw materials
Downstream products
Additional notes
ChEBI: Methyl 3-(4-hydroxyphenyl)propionate is a methyl ester resulting from the formal condensation of the carboxy group of phloretic acid with methanol. It is a nitrification inhibitor and a plant growth regulator. It has a role as a nitrification inhibitor and a plant growth regulator. It is a member of phenols and a methyl ester. It is functionally related to a phloretic acid.
Related reactions
141 records
Compound notes
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