ChemicalBook > CAS DataBase List > 2-Chloro-6-methyl-benzoic acid methyl ester

2-Chloro-6-methyl-benzoic acid methyl ester

Product Name
2-Chloro-6-methyl-benzoic acid methyl ester
CAS No.
99585-14-5
Chemical Name
2-Chloro-6-methyl-benzoic acid methyl ester
Synonyms
Methyl 6-Chloro-2-methylbenzoate;2-Chloro-6-methyl-benzoic acid methyl ester;Benzoic acid, 2-chloro-6-methyl-, methyl ester
CBNumber
CB61117604
Molecular Formula
C9H9ClO2
Formula Weight
184.62
MOL File
99585-14-5.mol
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2-Chloro-6-methyl-benzoic acid methyl ester Property

Boiling point:
241.3±20.0 °C(Predicted)
Density 
1.186±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
Appearance
Colorless to light yellow Liquid
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Safety

HS Code 
2916399090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
M330213
Product name
Methyl2-Chloro-6-Methylbenzoate
Packaging
100mg
Price
$60
Updated
2021/12/16
AK Scientific
Product number
1670AJ
Product name
2-Chloro-6-methyl-benzoicacidmethylester
Packaging
1g
Price
$117
Updated
2021/12/16
Apolloscientific
Product number
OR955603
Product name
2-Chloro-6-methyl-benzoicacidmethylester
Purity
95%
Packaging
1g
Price
$182
Updated
2021/12/16
Apolloscientific
Product number
OR955603
Product name
2-Chloro-6-methyl-benzoicacidmethylester
Purity
95%
Packaging
5g
Price
$435
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0295678
Product name
METHYL-2-CHLORO-6-METHYLBENZOATE
Purity
98.00%
Packaging
5MG
Price
$500.34
Updated
2021/12/16
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2-Chloro-6-methyl-benzoic acid methyl ester Chemical Properties,Usage,Production

Synthesis

67-56-1

89894-44-0

99585-14-5

A. 2-Chloro-6-methylbenzoic acid (7.82 g, 45.8 mmol) was suspended in thionyl chloride (20.0 mL, 275 mmol) and refluxed in an oil bath at 85 °C for 16 hours. After the reaction was completed, the resulting light brown solution was concentrated under reduced pressure to obtain 2-chloro-6-methylbenzoyl chloride as a light brown oil, which could be used in the next reaction without further purification. The above prepared chloroyl chloride (45.8 mmol) was dissolved in dichloromethane (20 mL) and cooled in an ice bath. Methanol (10 mL, 247 mmol) was added slowly and the ice bath was subsequently removed. After 45 minutes of reaction, HPLC analysis showed that the ratio of starting acid to product ester was 4:1. Subsequently, triethylamine (15 mL, 108 mmol) was added dropwise over a few minutes, which was exothermic and accompanied by smoke generation. After stirring at room temperature overnight, HPLC confirmed the complete conversion of the reaction to the target product. The reaction mixture was poured into a mixture of ether (200 mL) and saturated aqueous sodium bicarbonate (100 mL) and partitioned. The aqueous layer was extracted with ether (3 x 50 mL), the organic layers were combined, washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give a yellow oil. Purification by fast chromatography with 0-10% ethyl acetate/hexane gradient elution gave methyl 2-chloro-6-methylbenzoate (7.38 g, 87% yield) as a clear colorless liquid.1H-NMR (400 MHz, CDCl3) δ: 7.24-7.19 (2H, m), 7.14-7.08 (1H, m), 3.95 (3H, s) , 2.32 (3H, s) ppm.

References

[1] Patent: WO2004/58717, 2004, A1. Location in patent: Page 76
[2] Patent: WO2006/77414, 2006, A1. Location in patent: Page/Page column 149-150

2-Chloro-6-methyl-benzoic acid methyl ester Preparation Products And Raw materials

Raw materials

Preparation Products

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2-Chloro-6-methyl-benzoic acid methyl ester Suppliers

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99585-14-5, 2-Chloro-6-methyl-benzoic acid methyl esterRelated Search:


  • 2-Chloro-6-methyl-benzoic acid methyl ester
  • Benzoic acid, 2-chloro-6-methyl-, methyl ester
  • Methyl 6-Chloro-2-methylbenzoate
  • 99585-14-5