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Methyl 2,5-dihydroxybenzoate

CAS No.
2150-46-1
Chemical Name:
Methyl 2,5-dihydroxybenzoate
Synonyms
METHYL GENTISATE;RARECHEM AL BF 0043;TIMTEC-BB SBB007711;2,5-hydroxybenzoate;Gentisic acid methyl;Methyl 2,5-Dihydroxyben;METHYL DIHYDROXYBENZOATE;GENTISIC ACID METHYL ESTER;METHYL 3,6-DIHYDROXYBENZOATE;METHYL 2,5-DIHYDROXYBENZOATE
CBNumber:
CB4444024
Molecular Formula:
C8H8O4
Molecular Weight:
168.15
MDL Number:
MFCD00016464
MOL File:
2150-46-1.mol
MSDS File:
SDS
Last updated:2026-01-13 11:21:54
Product description Number Pack Size Price
Methyl 2,5-dihydroxybenzoate 99% 426091 25g $256
Methyl 2,5-Dihydroxybenzoate >98.0%(GC)(T) M2006 5g $38
Methyl 2,5-Dihydroxybenzoate >98.0%(GC)(T) M2006 25g $149
Methyl 2,5-dihydroxybenzoate M301900 5g $55
Methyl 2,5-dihydroxybenzoate J50585 100g $74
More product size

Methyl 2,5-dihydroxybenzoate Properties

Melting point 86-88 °C (lit.)
Boiling point 136 °C / 1mmHg
Density 1.354±0.06 g/cm3(Predicted)
storage temp. Inert atmosphere,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly)
pka 9.87±0.18(Predicted)
form Solid
color Off-White to Pale Beige
Stability Hygroscopic
Cosmetics Ingredients Functions CHELATING
InChI InChI=1S/C8H8O4/c1-12-8(11)6-4-5(9)2-3-7(6)10/h2-4,9-10H,1H3
InChIKey XGDPKUKRQHHZTH-UHFFFAOYSA-N
SMILES C(OC)(=O)C1=CC(O)=CC=C1O
LogP 1.830 (est)
CAS DataBase Reference 2150-46-1(CAS DataBase Reference)
FDA UNII LS28B004KM
NIST Chemistry Reference Benzoic acid, 2,5-dihydroxy-, methyl ester(2150-46-1)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
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  26-36
WGK Germany  3
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 2,5-dihydroxybenzoate price More Price(33)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 426091 Methyl 2,5-dihydroxybenzoate 99% 2150-46-1 25g $256 2025-07-31 Buy
TCI Chemical M2006 Methyl 2,5-Dihydroxybenzoate >98.0%(GC)(T) 2150-46-1 5g $38 2025-07-31 Buy
TCI Chemical M2006 Methyl 2,5-Dihydroxybenzoate >98.0%(GC)(T) 2150-46-1 25g $149 2025-07-31 Buy
TRC M301900 Methyl 2,5-dihydroxybenzoate 2150-46-1 5g $55 2021-12-16 Buy
AK Scientific J50585 Methyl 2,5-dihydroxybenzoate 2150-46-1 100g $74 2021-12-16 Buy
Product number Packaging Price Buy
426091 25g $256 Buy
M2006 5g $38 Buy
M2006 25g $149 Buy
M301900 5g $55 Buy
J50585 100g $74 Buy

Methyl 2,5-dihydroxybenzoate Chemical Properties,Uses,Production

Uses

methyl gentisate is also known as methyl dihydroxybenzoate. It is a skin-lightening ingredient that acts by inhibiting the melanocyte’s production of tyrosinase. It can be naturally obtained from gentian root.

Uses

Methyl 2,5-dihydroxybenzoate (methyl gentisate) may be used as a starting material in the synthesis of euonyminol.

Definition

ChEBI: Methyl 2,5-dihydroxybenzoate is a member of phenols and a benzoate ester.

General Description

Methyl 2,5-dihydroxybenzoate (methyl gentisate) is an alkyl ester of gentisic acid. It is reported to show less cytotoxic and mutagenic activity than hydroquinone with a potential to inhibit melanogenesis. It has been synthesized from 2,5-dihydroxybenzoic acid. The crystal structure of the molecule was found to be planar.

Synthesis

Methanol

67-56-1

2,5-Dihydroxybenzoic acid

490-79-9

Methyl 2,5-dihydroxybenzoate

2150-46-1

2,5-Dihydroxybenzoic acid (5.00 g, 32.5 mmol) was dissolved in methanol (33 mL) and concentrated sulfuric acid (5 mL) was added slowly and dropwise. The reaction mixture was heated under reflux conditions for 16 hours. Upon completion of the reaction, the mixture was cooled to room temperature and the solvent was removed under vacuum. The residue was neutralized with saturated aqueous NaHCO3 to pH 7. Subsequently, the product was extracted with ethyl acetate (50 mL x 3), the organic layers were combined, washed with brine (20 mL), dried over anhydrous MgSO4, filtered and the filtrate was evaporated to give the light brown powdery product methyl 2,5-dihydroxybenzoate (5.13 g, 94% yield). The structure of the product was analyzed by 1H NMR (CDCl3) δ 10.35 (s,1H), 7.29 (d, J = 3.2 Hz, 1H), 7.02 (dd, J = 8.7,3.2 Hz, 1H), 6.89 (d, J = 8.7 Hz, 1H), 4.69 (s,1H), 3.95 (s,1H); 13C NMR (CDCl3) δ 170.1,155.8,147.6,124.0,118.5,114.7,112.1,52.4; HRMS (ESI):[M-H]- Calculated value of C8H7O4 167.0344, confirmed by measured value of 167.0359.

References

[1] Organic Letters, 2009, vol. 11, # 6, p. 1201 - 1204
[2] Journal of the American Chemical Society, 2010, vol. 132, # 16, p. 5869 - 5879
[3] Journal of Organic Chemistry, 2018, vol. 83, # 3, p. 1116 - 1133
[4] European Journal of Organic Chemistry, 2003, # 15, p. 2840 - 2844
[5] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 22, p. 6321 - 6325

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View Lastest Price from Methyl 2,5-dihydroxybenzoate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Methyl 2,5-dihydroxybenzoate pictures 2026-02-07 Methyl 2,5-dihydroxybenzoate
2150-46-1
US $0.00-0.00 / kg 1kg 98% 100 Xi an Biohorlden Industry Trade Co Ltd
METHYL DIHYDROXYBENZOATE pictures 2025-05-26 METHYL DIHYDROXYBENZOATE
2150-46-1
US $30.00 / kg 1kg 0.99 100 tons Hebei Fengjia New Material Co., Ltd
Methyl 2,5-dihydroxybenzoate pictures 2021-11-02 Methyl 2,5-dihydroxybenzoate
2150-46-1
US $191.00 / KG 1KG 99 10T Baoji Guokang Healthchem co.,ltd
METHYL GENTISATE METHYL 2,5-DIHYDROXYBENZOATE METHYL 3,6-DIHYDROXYBENZOATE GENTISIC ACID METHYL ESTER dihydroxybenzoic acid methyl ester TIMTEC-BB SBB007711 RARECHEM AL BF 0043 2,5-Dihydroxybenzoic acid methyl ester METHYL DIHYDROXYBENZOATE 2-(Methoxycarbonyl)hydroquinone (2E)-3-diphenylphosphoryl-5-methyl-2-(phenylmethylene)-1,3,4-oxadiazole 2,5-Dihydroxybenzoic acid methyl Gentisic acid methyl Dihydroxybenzoic acid methyl 2,5-Dihydroxybenzoic Acid Methyl Ester Methyl Gentisate Gentisic Acid Methyl Ester 2,5-hydroxybenzoate Methyl 2,5-Dihydroxyben Benzoic acid, 2,5-dihydroxy-, methyl ester Methyl 2,5-dihydroxybenzoate 99% Methyl2,5-Dihydroxybenzoate> METHYL 2,5-DIHYDROXYBENZOATE CAS 2150-46-1 2150-46-1 Esters Organic Building Blocks Building Blocks Carbonyl Compounds C8 to C9 Aromatic Esters Acids & Esters Phenols