Methyl 3,5-dihydroxybenzoate
- Product Name
- Methyl 3,5-dihydroxybenzoate
- CAS No.
- 2150-44-9
- Chemical Name
- Methyl 3,5-dihydroxybenzoate
- Synonyms
- AKOS 227-38;Myvaplex 600;RARECHEM AL BF 0252;METHYL-A-RESORCYLATE;3,5-dihydroxybenzoate;Methyl 3,5-dihydroxyben;Methyl alpha-resorcylate;α-Resorcylic acid methyl;METHYL 3,5-DIHYDROXYBENZOATE;3,5-Dihydroxy Methyl Benzoate
- CBNumber
- CB8192187
- Molecular Formula
- C8H8O4
- Formula Weight
- 168.15
- MOL File
- 2150-44-9.mol
Methyl 3,5-dihydroxybenzoate Property
- Melting point:
- 167-170 °C (lit.)
- Boiling point:
- 257.07°C (rough estimate)
- Density
- 1.3037 (rough estimate)
- refractive index
- 1.5090 (estimate)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Acetone (Slightly), Methanol (Slightly)
- form
- Fine Crystalline Powder
- pka
- 8.63±0.10(Predicted)
- color
- Slightly yellow to beige
- Water Solubility
- Slightly soluble in water.
- BRN
- 2091651
- InChI
- InChI=1S/C8H8O4/c1-12-8(11)5-2-6(9)4-7(10)3-5/h2-4,9-10H,1H3
- InChIKey
- RNVFYQUEEMZKLR-UHFFFAOYSA-N
- SMILES
- C(OC)(=O)C1=CC(O)=CC(O)=C1
- CAS DataBase Reference
- 2150-44-9(CAS DataBase Reference)
- EPA Substance Registry System
- Benzoic acid, 3,5-dihydroxy-, methyl ester (2150-44-9)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-37/39-24/25
- WGK Germany
- 3
- Hazard Note
- Irritant
- TSCA
- Yes
- HS Code
- 29182900
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 159603
- Product name
- Methyl 3,5-dihydroxybenzoate
- Purity
- 97%
- Packaging
- 25g
- Price
- $59.6
- Updated
- 2025/07/31
- Product number
- 159603
- Product name
- Methyl 3,5-dihydroxybenzoate
- Purity
- 97%
- Packaging
- 100g
- Price
- $221
- Updated
- 2025/07/31
- Product number
- D2215
- Product name
- Methyl 3,5-Dihydroxybenzoate
- Purity
- >98.0%(GC)
- Packaging
- 25g
- Price
- $64
- Updated
- 2025/07/31
- Product number
- D2215
- Product name
- Methyl 3,5-Dihydroxybenzoate
- Purity
- >98.0%(GC)
- Packaging
- 250g
- Price
- $367
- Updated
- 2025/07/31
- Product number
- D451715
- Product name
- 3,5-DihydroxybenzoicAcidMethylEster
- Packaging
- 10g
- Price
- $50
- Updated
- 2021/12/16
Methyl 3,5-dihydroxybenzoate Chemical Properties,Usage,Production
Chemical Properties
slightly yellow to beige fine crystalline powder
Uses
The methyl ester of 3,5-Dihydroxybenzoic Acid (D451700) with potential antifeedant activity for pine weevil, Hylobius abietis.
Uses
Methyl 3,5-dihydroxybenzoate was used in the synthesis of cored dendrimers. It was also used in the preparation of bis(5-carbomethoxy-1,3-phenylene)-32-crown-10, a semi-rigid 32-membered ring diester crown ether.
General Description
Ribonucleotide reductase inhibiton and antiumor activity of methyl 3,5-dihydroxybenzoate has been studied.
Synthesis
67-56-1
99-10-5
2150-44-9
Methyl 3,5-dihydroxybenzoate was synthesized from methanol and 3,5-dihydroxybenzoic acid using the method described by Brouwer et al. The method was adapted for the metathesis synthesis of amino acid-based dendritic polymers, aiming at obtaining dendritic macromolecules with alkyne groups on the surface for 1,3-dipolar cycloaddition ("click") reactions with amino acid/peptide-derived azides. This was done as follows: first, 3,5-dihydroxymethylbenzoate (21.4 g, 130 mmol) was dissolved in anhydrous DMF (250 mL), followed by the addition of anhydrous K2CO3 (45 g, 330 mmol, 2.5 eq.). A toluene solution of propargyl bromide (35 mL, 314 mmol, 2.5 eq.) was added slowly and dropwise to this suspension. The reaction mixture was stirred continuously for 48 hours at room temperature. Upon completion of the reaction, DMF was removed by evaporation and the residue was redissolved in EtOAc (400 mL). The organic phase was washed sequentially with H2O (3 × 100 mL), KHSO4 (3 × 100 mL) and brine (3 × 100 mL), after which it was dried with Na2SO4 and evaporated under vacuum. The residue was recrystallized by EtOAc/hexane to afford the target product 1 as off-white crystals in 81% yield (25.2 g). The product was characterized by thin layer chromatography (TLC) and nuclear magnetic resonance (NMR): Rf (EtOAc/hexane 4:1 v/v): 0.76; Rf (DMC/MeOH 98:2 v/v): 0.87; Rf (CHCl3/MeOH/AcOH 95:20:3 v/v): 0.83; 1H-NMR (CDCl3) δ 2.55 (t, J=2.47Hz, 2H), 3.91 (s, 3H), 4.72 (d, J=2.47Hz, 4H), 6.81 (t, J=2.20Hz, 1H), 7.29 (d, J=2.20Hz, 2H); 13C-NMR (CDCl3) δ 52.4, 56.0, 76.0, 77.9, 107.5, 108.8, 132.0, 157.8, 158.4; elemental analysis results: C14H12O4, calculated value C 68.83, H 4.95, measured value C 68.76, H 4.95.
References
[1] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1981, p. 2825 - 2829
[2] Chemistry Letters, 1999, # 11, p. 1193 - 1194
[3] Chemical Communications, 2005, # 36, p. 4581 - 4583
[4] Patent: EP1733742, 2006, A1. Location in patent: Page/Page column 5-6; 12
[5] Journal of the American Chemical Society, 2007, vol. 129, # 10, p. 2774 - 2776
Methyl 3,5-dihydroxybenzoate Preparation Products And Raw materials
Raw materials
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View Lastest Price from Methyl 3,5-dihydroxybenzoate manufacturers
- Product
- Methyl 3,5-dihydroxybenzoate 2150-44-9
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1ton
- Release date
- 2022-10-10
- Product
- Methyl 3,5-dihydroxybenzoate 2150-44-9
- Price
- US $30.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 1000t/year
- Release date
- 2023-09-07
- Product
- Methyl 3,5-dihydroxybenzoate 2150-44-9
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- kgs
- Release date
- 2023-02-17