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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
Molecular Weight:
168.15
MDL Number:
MFCD00002289
MOL File:
2150-44-9.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 03:04:49

Methyl 3,5-dihydroxybenzoate Properties

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)
FDA UNII 41U1BRD8AX
EPA Substance Registry System Benzoic acid, 3,5-dihydroxy-, methyl ester (2150-44-9)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs Respiratory system
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-37/39-24/25
WGK Germany  3
Hazard Note  Irritant
TSCA  TSCA listed
HS Code  29182900
Storage Class 11 - Combustible Solids
Hazard Classifications Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
NFPA 704
1
2 0

Methyl 3,5-dihydroxybenzoate price More Price(67)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 159603 Methyl 3,5-dihydroxybenzoate 97% 2150-44-9 25g $63.5 2026-04-30 Buy
Sigma-Aldrich 159603 Methyl 3,5-dihydroxybenzoate 97% 2150-44-9 100g $235 2026-04-30 Buy
TCI Chemical D2215 Methyl 3,5-Dihydroxybenzoate >98.0%(GC) 2150-44-9 25g $56 2026-04-30 Buy
TCI Chemical D2215 Methyl 3,5-Dihydroxybenzoate >98.0%(GC) 2150-44-9 250g $320 2026-04-30 Buy
TRC TRC-D451715-2G 3,5-Dihydroxybenzoic Acid Methyl Ester 2150-44-9 2g $59 2026-06-03 Buy
Product number Packaging Price Buy
159603 25g $63.5 Buy
159603 100g $235 Buy
D2215 25g $56 Buy
D2215 250g $320 Buy
TRC-D451715-2G 2g $59 Buy

Methyl 3,5-dihydroxybenzoate Chemical Properties,Uses,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

Methanol

67-56-1

3,5-Dihydroxybenzoic acid

99-10-5

Methyl 3,5-dihydroxybenzoate

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

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View Lastest Price from Methyl 3,5-dihydroxybenzoate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Methyl 3,5-dihydroxybenzoate pictures 2025-04-04 Methyl 3,5-dihydroxybenzoate
2150-44-9
1KG 98% 1ton Henan Aochuang Chemical Co.,Ltd.
Methyl 3,5-dihydroxybenzoate pictures 2023-09-07 Methyl 3,5-dihydroxybenzoate
2150-44-9
$30.00 1KG 99% 1000t/year Anhui Ruihan Technology Co., Ltd
Methyl 3,5-dihydroxybenzoate pictures 2023-02-18 Methyl 3,5-dihydroxybenzoate
2150-44-9
1kg 98% Aromsyn Co., Ltd.
METHYL-A-RESORCYLATE METHYL 3,5-DIHYDROXYBENZOATE 3,5-Dihydroxy Methyl Benzoate α-Resorcinol Carboxylic Acid Methyl Ester 3,5-Dihydroxybenzoic Acid Methyl Ester alpha-Resorcylic Acid Methyl Ester 3,5- twohydroxybenzoic acid Methyl ester 3,5-DIHYDROXYBENZOIC ACID METHYL ESTER ALPHA-RESORCYLIC ACID METHYL ESTER AKOS 227-38 5-(Methoxycarbonyl)resorcinol, 5-(Methoxycarbonyl)benzene-1,3-diol Methyl 3,5-dihydroxyben Methyl 3,5-dihydroxybenzoate 97% RARECHEM AL BF 0252 3,5-dihydroxy-2-methylbenzoate 1-carbomethoxy-3,5-dihydroxybenzene Benzoic acid, 3,5-dihydroxy-, methyl ester Methyl alpha-resorcylate 3,5-Dihydroxybenzoic acid methyl α-Resorcylic acid methyl Methyl 3,5-dihydroxybenzoate,97% 3,5-dihydroxybenzoate Methyl 3,5-dihydroxybenzoate, 97% 25GR 3,5-dihydroxy-benzoicacimethylester Resorcinol-5-carboxylicacidmethylester Methyl3,5-Dihydroxybenzoate> Myvaplex 600 Methyl 3,5-dihydroxybenzoate, 10 mM in DMSO 2150-44-9 Organic Building Blocks Esters Building Blocks C8 to C9 Carbonyl Compounds Building Blocks for Dendrimers Building Blocks for Dendrimers Functional Materials C8 to C9 Carbonyl Compounds Esters Aromatics, Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals bc0001