ChemicalBook > CAS DataBase List > METHYL 3-HYDROXY-2-METHYLBENZOATE

METHYL 3-HYDROXY-2-METHYLBENZOATE

Product Name: METHYL 3-HYDROXY-2-METHYLBENZOATE
CAS No.: 55289-05-9
Chemical Name: METHYL 3-HYDROXY-2-METHYLBENZOATE
Synonyms: RSYY(Apremilast)-38;METHYL 3-HYDROXY-2-METHYLBENZOATE;Methyl 2-methyl-3-hydroxybenzoate;3-Hydroxy-2-methylbenzoic acid methyl ester;Benzoic acid, 3-hydroxy-2-methyl-, methyl ester
CBNumber: CB71484916
Molecular Formula: C9H10O3
Formula Weight: 166.17
MOL File: 55289-05-9.mol

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METHYL 3-HYDROXY-2-METHYLBENZOATE Property

Melting point:: 66-67 °C(Solv: hexane (110-54-3))
Boiling point:: 282.2±20.0 °C(Predicted)
Density: 1.169±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
pka: 9.50±0.10(Predicted)
Appearance: Off-white to light brown Solid

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Safety

HS Code: 2918290090

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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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

TRC

Product number: M323498
Product name: Methyl3-hydroxy-2-methylbenzoate
Packaging: 100mg
Price: $55
Updated: 2021/12/16

TRC

Product number: M323498
Product name: Methyl3-hydroxy-2-methylbenzoate
Packaging: 1g
Price: $230
Updated: 2021/12/16

ChemScene

Product number: CS-0029811
Product name: Methyl3-hydroxy-2-methylbenzoate
Purity: 99.10%
Packaging: 5g
Price: $68
Updated: 2021/12/16

Matrix Scientific

Product number: 132231
Product name: Methyl3-hydroxy-2-methylbenzoate
Purity: 97%
Packaging: 5g
Price: $468
Updated: 2021/12/16

AK Scientific

Product number: B302
Product name: Methyl3-hydroxy-2-methylbenzoate
Packaging: 250mg
Price: $18
Updated: 2021/12/16

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METHYL 3-HYDROXY-2-METHYLBENZOATE Chemical Properties,Usage,Production

Synthesis

67-56-1

603-80-5

55289-05-9

Step 1: 3-hydroxy-2-methylbenzoic acid (5 g, 33 mmol) and concentrated sulfuric acid (500 μl) were dissolved in methanol (20 mL) and heated to reflux for 15 hours. Upon completion of the reaction, the mixture was cooled to room temperature and subsequently partitioned between water and ethyl acetate. The aqueous phase was extracted with ethyl acetate, the organic phases were combined, washed sequentially with saturated sodium bicarbonate solution and brine, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure to give methyl 3-hydroxy-2-methylbenzoate (5.46 g, 100% yield). The product was confirmed by 1H NMR (400 MHz, DMSO-d6): δ 9.71 (s, 1H), 7.20-7.17 (m, 1H), 7.11-7.07 (m, 1H), 7.01-6.97 (m, 1H), 3.79 (s, 3H), 2.28 (s, 3H). Mass spectrometry (EI) analysis showed the molecular ion peak m/z 166 (MH+, C9H10O3). Step 2: 3-Hydroxy-2-methylbenzoic acid (5 g, 33 mmol) and concentrated sulfuric acid (3 mL) were dissolved in methanol (300 mL) and heated with reflux stirring for 48 hours. After completion of the reaction, it was cooled to room temperature and the pH was adjusted with solid sodium bicarbonate to 7. After partial evaporation of methanol, the residue was partitioned between saturated aqueous sodium bicarbonate and ethyl acetate. The organic phase was washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated to give methyl 3-hydroxy-2-methylbenzoate (5.3 g, 32 mmol, 97% yield). The product was confirmed by 1H NMR (400 MHz, CDCl3): δ 7.41 (d, 1H), 7.13-7.09 (m, 1H), 6.94 (d, 1H), 3.89 (s, 3H), 2.46 (s, 3H). Mass spectrometry (EI) analysis showed the molecular ion peak m/z 167 (MH+, C9H10O3).

References

[1] Tetrahedron Letters, 2000, vol. 41, # 11, p. 1741 - 1745
[2] Patent: WO2018/85247, 2018, A1. Location in patent: Paragraph 00338
[3] Patent: WO2016/34673, 2016, A1. Location in patent: Page/Page column 108
[4] Patent: WO2009/55077, 2009, A1. Location in patent: Page/Page column 385; 401
[5] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 13, p. 3141 - 3147

METHYL 3-HYDROXY-2-METHYLBENZOATE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from METHYL 3-HYDROXY-2-METHYLBENZOATE manufacturers

Career Henan Chemical Co

Product: methyl 3-hydroxy-2-methylbenzoate 55289-05-9
Price: US $1.00/g
Min. Order: 1g
Purity: 95-99%
Supply Ability: 1ton
Release date: 2020-01-09

55289-05-9, METHYL 3-HYDROXY-2-METHYLBENZOATERelated Search:

Chlorotrimethylsilane p-Toluic acid 3-CYANOMETHYLBENZOIC ACID METHYL ESTER Tosyl chloride

Methyl 2-methyl-3-hydroxybenzoate

3-Hydroxy-2-methylbenzoic acid methyl ester

Benzoic acid, 3-hydroxy-2-methyl-, methyl ester

METHYL 3-HYDROXY-2-METHYLBENZOATE

RSYY(Apremilast)-38

55289-05-9

Aromatic Esters