Basic information
- CAS
10538-51-9- Standard SMILES
COc1ccc(OC)c(/C=C/C(=O)O)c1- InChIKey
JPQWWJZORKTMIZ-ZZXKWVIFSA-N- Molecular formula
- C11H12O4
- Average molar mass
- 208.21 g/mol
- Monoisotopic mass
- 208.07355886
Overview
2,5-Dimethoxycinnamic acid is a hydroxycinnamic acid.
Names & identifiers
- Preferred name
- 2',5'-Dimethoxycinnamic acid
- IUPAC
- (E)-3-(2,5-dimethoxyphenyl)prop-2-enoic acid
- English name
- 2,5-Dimethoxycinnamic acid
- Molecular formula
- C11H12O4
- Molecular weight
- 208.21
Names & synonyms
2',5'-Dimethoxycinnamic acidEINECS 234-114-9RefChem:439471234-114-92,5-Dimethoxycinnamic acid10538-51-93-(2,5-Dimethoxyphenyl)acrylic acid38489-74-6(E)-3-(2,5-Dimethoxyphenyl)acrylic acid(2E)-3-(2,5-dimethoxyphenyl)prop-2-enoic acid(E)-3-(2,5-dimethoxyphenyl)prop-2-enoic acid2,5-Dimethoxycinnamic acid, predominantly trans
Show more names
AKOS BBS-00007757TIMTEC-BB SBB000471RARECHEM BK HC T324OTAVA-BB BB01097707742,5-Dimethoxycynnamic acid2,5-DimethoxycinnamicAcid>2,5-DIMETHOXYCINNAMIC ACID 99%TRANS-2,5-DIMETHOXYCINNAMIC ACID
(2E)-3-(2,5-dimethoxyphenyl)acrylic acid161282-95-7MFCD000043782-Propenoic acid, 3-(2,5-dimethoxyphenyl)-, (2E)-3-(1,4-dimethoxybenzen-2-yl)prop-2E-enoic acidBRD-K27830747-001-01-0(2E)-3-(2,5-Dimethoxyphenyl)-2-propenoic acidAMY3766
Database identifiers
- CAS
Properties
Computed structural properties
- XLogP
- 1.8
- Topological polar surface area
- 55.8 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 4
- Heavy atoms
- 15
- Formal charge
- 0
- Complexity
- 237
Physicochemical properties
- Melting point
- 147 · 147-150°C
- Boiling point
- 267.4 °C · 267.4°C (rough estimate)
- Density
- 1.0627 · 1.0627 (rough estimate)
- refractive index
- 1.4389 · 1.4389 (estimate)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- form
- powder to crystal
- pka
- 4.4 · 4.40±0.10(Predicted)
- color
- Light orange to Yellow to Green
- InChI
- InChI=1S/C11H12O4/c1-14-9-4-5-10(15-2)8(7-9)3-6-11(12)13/h3-7H,1-2H3,(H,12,13)
- InChIKey
- JPQWWJZORKTMIZ-UHFFFAOYSA-N
- SMILES
- C(O)(=O)C=CC1=CC(OC)=CC=C1OC
- CAS DataBase Reference
- 10538 · 10538-51-9(CAS DataBase Reference)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
Safety & regulation
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 5 reports by companies from 2 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
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- hs_code
- 29189900
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-37/39-37
- hazard_class
- IRRITANT
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H335-H315-H319
- Precautionary statements
- P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Chemistry & industry
Applications
Uses2,5-Dimethoxycinnamic acid can be used as a pharmaceutical intermediate, and can be used in the synthesis of vasodilators such as cinnepazide.
General Description2,5-Dimethoxycinnamic acid forms 1:1 molecular complex with 3,5-dinitrocinnamic acid.
Preparation methods
PreparationSynthesis of 2,5-dimethoxycinnamic acid: 2,5-dimethoxybenzaldehyde, malonic acid and pyridine were added to 100ml three necks, piperidine was added at 90°C, refluxed for 2h, cooled to room temperature, and added 3mol/L hydrochloric acid, resulting in a large amount of white precipitate, suction filtration, the filter cake is washed with water, reconstituted with ethanol, after drying, 2,5-dimethoxycinnamic acid was obtained as pale yellow needle crystals.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
10 records
Compound notes
Loading…