ChemicalBook > CAS DataBase List > 4-CHLORO-3-HYDROXY-BENZOIC ACID METHYL ESTER

4-CHLORO-3-HYDROXY-BENZOIC ACID METHYL ESTER

Product Name
4-CHLORO-3-HYDROXY-BENZOIC ACID METHYL ESTER
CAS No.
166272-81-7
Chemical Name
4-CHLORO-3-HYDROXY-BENZOIC ACID METHYL ESTER
Synonyms
4-CHLORO-3-HYDROXY-BENZOIC ACID METHYL ESTER;Benzoic acid, 4-chloro-3-hydroxy-, methyl ester
CBNumber
CB12458352
Molecular Formula
C8H7ClO3
Formula Weight
186.59
MOL File
166272-81-7.mol
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4-CHLORO-3-HYDROXY-BENZOIC ACID METHYL ESTER Property

Melting point:
100-101 °C
Boiling point:
288.3±20.0 °C(Predicted)
Density 
1.354±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
pka
7.68±0.10(Predicted)
Appearance
Light brown to 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

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

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
C366705
Product name
4-Chloro-3-hydroxybenzoicAcidMethylEster
Packaging
250mg
Price
$165
Updated
2021/12/16
Biosynth Carbosynth
Product number
FC76172
Product name
4-Chloro-3-hydroxybenzoic acid methyl ester
Packaging
2g
Price
$60
Updated
2021/12/16
Biosynth Carbosynth
Product number
FC76172
Product name
4-Chloro-3-hydroxybenzoic acid methyl ester
Packaging
5G
Price
$112.5
Updated
2021/12/16
Matrix Scientific
Product number
083305
Product name
Methyl 4-chloro-3-hydroxybenzoate
Purity
97%
Packaging
1g
Price
$122
Updated
2021/12/16
AK Scientific
Product number
Z4261
Product name
Methyl4-chloro-3-hydroxybenzoate
Packaging
2g
Price
$131
Updated
2021/12/16
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4-CHLORO-3-HYDROXY-BENZOIC ACID METHYL ESTER Chemical Properties,Usage,Production

Uses

4-Chloro-3-hydroxybenzoic Acid Methyl Ester id used in the synthesis of antidepressants.

Synthesis

67-56-1

34113-69-4

166272-81-7

The general procedure for the synthesis of methyl 3-hydroxy-4-chlorobenzoate from methanol and 4-chloro-3-hydroxybenzoic acid was as follows: thionyl chloride (6 g) was added slowly and dropwise to a methanol (100 mL) solution of 4-chloro-3-hydroxybenzoic acid (4.4 g, 25.50 mmol). The reaction mixture was stirred at 70 °C for 2 hours. Upon completion of the reaction, the reaction solution was concentrated under reduced pressure to remove the solvent. The concentrated residue was diluted by adding hexane (50 mL) to the concentrated residue. The precipitated solid product was collected by filtration and dried in an oven under reduced pressure to afford methyl 3-hydroxy-4-chlorobenzoate as a light yellow solid (4 g, 84% yield). The product was analyzed by LC/MS (electrospray ionization, m/z): [M+H]+ 187.0. 1H NMR (300 MHz, DMSO-d6) δ 10.69 (s, 1H, OH), 7.55 (d, J=2.10 Hz, 1H, ArH), 7.49 (d, J=8.40 Hz, 1H, ArH), 7.36-7.40 ( m, 1H, ArH), 3.83-3.85 (d, J=8.40Hz, 3H, OCH3).

References

[1] Chemical and Pharmaceutical Bulletin, 1994, vol. 42, # 11, p. 2365 - 2369
[2] Patent: WO2014/66795, 2014, A1. Location in patent: Paragraph 0175
[3] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 13, p. 3141 - 3147
[4] Journal of Medicinal Chemistry, 2005, vol. 48, # 9, p. 3290 - 3312
[5] Patent: EP2048140, 2009, A1. Location in patent: Page/Page column 25

4-CHLORO-3-HYDROXY-BENZOIC ACID METHYL ESTER Preparation Products And Raw materials

Raw materials

Preparation Products

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4-CHLORO-3-HYDROXY-BENZOIC ACID METHYL ESTER Suppliers

China 45 India 1 United Kingdom 1 United States 8 Global 55
Accela ChemBio Inc.
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Matrix Scientific
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166272-81-7, 4-CHLORO-3-HYDROXY-BENZOIC ACID METHYL ESTERRelated Search:

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  • 4-CHLORO-3-HYDROXY-BENZOIC ACID METHYL ESTER
  • Benzoic acid, 4-chloro-3-hydroxy-, methyl ester
  • 166272-81-7