ChemicalBook--->CAS DataBase List--->6555-40-4

6555-40-4

6555-40-4 Structure

6555-40-4 Structure
IdentificationMore
[Name]

6-METHYLSALICYLIC ACID ETHYL ESTER
[CAS]

6555-40-4
[Synonyms]

ETHYL 6-METHYLSALICYLATE
Ethyl6-Methylsalicylate>
Methylsalicylicacidethylester
6-Methylsalicylsureethylester
ETHYL 2-HYDROXY-6-METHYLBENZOATE
6-METHYLSALICYLIC ACID ETHYL ESTER
3-ethyl-2-hydroxy-6-Methylbenzoate
6-Methylsalicylic acid ethyl ester ,98%
6-METHYLSALICYLIC ACID ETHYL ESTER 95+%
2-HYDROXY-6-METHYLBENZOIC ACID ETHYL ESTER
Benzoic acid, 2-hydroxy-6-Methyl-, ethyl ester
Ethyl 2-Hydroxy-6-methylbenzoate 2-Hydroxy-6-methylbenzoic Acid Ethyl Ester 6-Methylsalicylic Acid Ethyl Ester
[EINECS(EC#)]

613-820-4
[Molecular Formula]

C10H12O3
[MDL Number]

MFCD01194299
[Molecular Weight]

180.2
[MOL File]

6555-40-4.mol
Chemical PropertiesBack Directory
[Melting point ]

45°C
[Boiling point ]

85-95 °C(Press: 0.5 Torr)
[density ]

1.136±0.06 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,Room Temperature
[form ]

powder to crystal
[pka]

10.04±0.10(Predicted)
[color ]

White to Light yellow
[InChI]

InChI=1S/C10H12O3/c1-3-13-10(12)9-7(2)5-4-6-8(9)11/h4-6,11H,3H2,1-2H3
[InChIKey]

KWXBNUYCDMPLEQ-UHFFFAOYSA-N
[SMILES]

C(OCC)(=O)C1=C(C)C=CC=C1O
[CAS DataBase Reference]

6555-40-4(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

22
[Safety Statements ]

S24/25:Avoid contact with skin and eyes .
[WGK Germany ]

WGK 3
[HS Code ]

29182300
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Eye Irrit. 2
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethanol-->Hydrochloric acid-->Sulfuric acid-->Thionyl chloride-->Sodium nitrite-->Potassium hydroxide-->Urea-->2-Amino-6-methylbenzoic acid-->Crotonaldehyde (trans predominantly)-->Ethyl 2-chloroacetoacetate
[Preparation Products]

2-Methoxy-6-methylbenzoic acid ethyl ester-->2-(Hydroxymethyl)-3-methylphenol
Spectrum DetailBack Directory
[Spectrum Detail]

6-METHYLSALICYLIC ACID ETHYL ESTER(6555-40-4)MS
6-METHYLSALICYLIC ACID ETHYL ESTER(6555-40-4)1HNMR
6-METHYLSALICYLIC ACID ETHYL ESTER(6555-40-4)13CNMR
6-METHYLSALICYLIC ACID ETHYL ESTER(6555-40-4)IR1
6-METHYLSALICYLIC ACID ETHYL ESTER(6555-40-4)IR2
Well-known Reagent Company Product InformationBack Directory
[TCI AMERICA]

Ethyl 6-Methylsalicylate,>95.0%(GC)(6555-40-4)
Hazard InformationBack Directory
[Synthesis]

Crotonaldehyde

123-73-9

Ethyl 2-chloroacetoacetate

609-15-4

6-METHYLSALICYLIC ACID ETHYL ESTER

6555-40-4

Example 1 Preparation of ethyl 2-hydroxy-6-methylbenzoate: a stirred mixture of trans-2-butenal (21.0 g, 0.30 mol) and anhydrous sodium acetate (25.0 g, 0.30 mol) in glacial acetic acid was heated to reflux temperature under nitrogen protection. Ethyl 2-chloroacetoacetate (41.1 g, 95%, 0.25 mol) was added dropwise over 2.25 hours. The reaction mixture was continued to be heated at reflux temperature for 16 h. Subsequently, it was cooled to room temperature and concentrated in vacuum to give the crude product. The crude product was partitioned between ethyl acetate and water. The organic phase was diluted with hexane and washed sequentially with water and aqueous sodium bicarbonate, and finally concentrated in vacuum to afford the target product ethyl 2-hydroxy-6-methylbenzoate as an oil in a yield of 41.0 g with a purity of 71.4% (65% yield), and the product structure was confirmed by nuclear magnetic resonance (NMR) analysis.

[References]

[1] Patent: US6441219, 2002, B1
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