Dimethyl (p-methoxybenzylidene)malonate
Basic information
- CAS
7443-25-6- Standard SMILES
COC(=O)C(=Cc1ccc(OC)cc1)C(=O)OC- InChIKey
JMFYZMAVUHNCPW-UHFFFAOYSA-N- Molecular formula
- C13H14O5
- Average molar mass
- 250.25 g/mol
- Monoisotopic mass
- 250.08412355
Names & identifiers
- Preferred name
- Dimethyl (p-methoxybenzylidene)malonate
- IUPAC
- dimethyl 2-[(4-methoxyphenyl)methylidene]propanedioate
- English name
- dimethyl (p-methoxybenzylidene)malonate
- Molecular formula
- C13H14O5
- Molecular weight
- 250.25
Names & synonyms
7443-25-6Dimethyl (p-methoxybenzylidene)malonatePropanedioic acid, [(4-methoxyphenyl)methylene]-, dimethyl esterdimethyl 4-methoxybenzylidenemalonateSANDUVOR PR 25VXO4D73WEHDTXSID5042328EINECS 231-185-8NSC 306435NSC-306435Malonic acid, (p-methoxybenzylidene)-, dimethyl esterPropanedioic acid, ((4-methoxyphenyl)methylene)-, dimethyl ester
Show more names
UV-1988UV41UV PR-25PR 25HRstab-1988HOSTAVINPR-25Hostavin BRE 25Cyasorb UV 1988
Propanedioic acid, 2-((4-methoxyphenyl)methylene)-, 1,3-dimethyl ester((4-METHOXYPHENYL)METHYLENE)MALONIC ACID DIMETHYL ESTERPropanedioic acid, 2-[(4-methoxyphenyl)methylene]-, 1,3-dimethyl esterRefChem:588099DTXCID3022328Malonic acid, (p-methoxybenzylidene)-, dimethyl ester (8CI)231-185-8Dimethyl 2-(4-Methoxybenzylidene)Malonate
Database identifiers
- CAS
7443-25-6- PubChem CID
- 100478
- DTXSID
DTXSID5042328- ChEMBL
CHEMBL2148174- UNII
- VXO4D73WEH
- EC Number
- 231-185-8
- Nikkaji
- J76.672K
Properties
Computed structural properties
- XLogP
- 2.5
- Topological polar surface area
- 61.8 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 6
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 308
Physicochemical properties
- Melting point
- 56 · 56-57℃
- Boiling point
- 144 · 144-145 °C(Press: 0.17 Torr)
- Density
- 1.187 · 1.187
- vapor pressure
- 0 Pa · 0Pa at 20℃
- storage temp.
- 2 · Storage temp. 2-8°C
- solubility
- soluble in Methanol
- form
- powder to crystal
- color
- White to Almost white
- Water Solubility
- 91 mg/L · 91mg/L at 20℃
- InChI
- InChI=1S/C13H14O5/c1-16-10-6-4-9(5-7-10)8-11(12(14)17-2)13(15)18-3/h4-8H,1-3H3
- InChIKey
- JMFYZMAVUHNCPW-UHFFFAOYSA-N
- SMILES
- C(OC)(=O)/C(=C\C1=CC=C(OC)C=C1)/C(OC)=O
- LogP
- 2.4 at · 2.4 at 20℃
- FDA UNII
- 4 D73WEH · VXO4D73WEH
- EPA Substance Registry System
- Propanedioic acid, [(4-methoxyphenyl)methylene]-, dimethyl ester (7443-25-6)
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
H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
P264+P265, P273, P280, P305+P351+P338, P337+P317, P391, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Status: Active Update: 29-04-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/25520
Dimethyl (p-methoxybenzylidene)malonate: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesEye Irrit. 2 (100%)
Safety data
- tsca
- TSCA listed
- hs_code
- 2918.99.4700
- Signal word
- Warning
- Symbol(GHS)
- GHS07,GHS09
- Hazard statements
- H319-H411
- REACH Registrations
- Active
- Precautionary statements
- P264-P280-P305+P351+P338-P337+P313P
Chemistry & industry
Uses & manufacturing
General Manufacturing InformationPropanedioic acid, 2-[(4-methoxyphenyl)methylene]-, 1,3-dimethyl ester: ACTIVE
Applications
DescriptionDimethyl (p-methoxybenzylidene)malonate (UV absorber PR25; Dimethyl 4-methoxy benzylidene malonate; Dimethyl 2-(4-methoxybenzylidene)malonate) is an unique UV absorber with excellent absorbtion especially in the UVB-range. It is colourless and, even in high concentration in the resin, does not lead to any discolouration and will not form coloured complexes with metal ions as many other UV absorbers do. Dimethyl (p-methoxybenzylidene)malonate can be used in solvent-borne coatings and general industrial coatings, particularly recommended for UV-cured systems and clear coats where colour neutrality is essential. It is recommended for use in PVC, polyesters, PC, polyamides, styrene plastics, EVA copolymers, and cellulosics, particular in Rigid PVC materials.
UsesDimethyl 4-methoxybenzylidene malonate is an organic carboxylic acid ester, mainly used as an ultraviolet absorber.
Related reactions
1 records
Compound notes
Loading…