Methyl 6-bromo-2-naphthoate
- CAS No.
- 33626-98-1
- Chemical Name:
- Methyl 6-bromo-2-naphthoate
- Synonyms
- methyl 6-bromonaphthalene-2-carboxylate;Adap-int B;ADAPALENE RC A;Adapalene IMpurity G;Methyl 6-bromo-2-nap;Adapalene Impurity 4;6-BROMO-2-NAPHTHOIC AICD;Methyl-6-Bromo-2-Naphtoat;Methyl 6-bromo-2-phthoate;Methyl-6-bromo-2-naphtoate
- CBNumber:
- CB5426069
- Molecular Formula:
- C12H9BrO2
- Molecular Weight:
- 265.1
- MDL Number:
- MFCD00100408
- MOL File:
- 33626-98-1.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 123-126 °C (lit.) |
|---|---|
| Boiling point | 357.0±15.0 °C(Predicted) |
| Density | 1.492±0.06 g/cm3(Predicted) |
| storage temp. | Sealed in dry,Room Temperature |
| solubility | Chloroform (Slightly), DMSO (Slightly) |
| form | Crystalline Powder |
| color | Off-white to cream or light brown |
| BRN | 2578943 |
| InChI | InChI=1S/C12H9BrO2/c1-15-12(14)10-3-2-9-7-11(13)5-4-8(9)6-10/h2-7H,1H3 |
| InChIKey | JEUBRLPXJZOGPX-UHFFFAOYSA-N |
| SMILES | C1=C2C(C=C(Br)C=C2)=CC=C1C(OC)=O |
| CAS DataBase Reference | 33626-98-1(CAS DataBase Reference) |
| FDA UNII | 47YX2K4GR3 |
| UNSPSC Code | 41116107 |
| NACRES | NA.24 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS02,GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H225-H315-H319-H335 | |||||||||
| Precautionary statements | P210-P233-P240-P241-P242-P243-P260-P261-P264-P271-P280-P302+P352-P303+P361+P353-P304-P304+P340-P305+P351+P338-P312-P321-P332+P313-P337+P313-P340-P362-P370+P378-P403-P403+P233-P403+P235-P405-P501 | |||||||||
| PPE | Eyeshields, Gloves, type N95 (US) | |||||||||
| Hazard Codes | C | |||||||||
| Risk Statements | 20/21/22-34 | |||||||||
| Safety Statements | 24/25-45-36/37/39-27-26 | |||||||||
| WGK Germany | 3 | |||||||||
| HS Code | 29163990 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| REACH Registrations | Active | |||||||||
| NFPA 704 |
|
Methyl 6-bromo-2-naphthoate price More Price(67)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | PHR2827 | Adapalene Related Compound A certified reference material, pharmaceutical secondary standard | 33626-98-1 | 100MG | $675 | 2026-04-30 | Buy |
| Sigma-Aldrich | 539406 | Methyl 6-bromo-2-naphthoate 98% | 33626-98-1 | 5g | $81 | 2026-04-30 | Buy |
| Sigma-Aldrich | 1011710 | Adapalene Related Compound A United States Pharmacopeia (USP) Reference Standard | 33626-98-1 | 50mg | $1390 | 2026-04-30 | Buy |
| TCI Chemical | B2202 | Methyl 6-Bromo-2-naphthoate >98.0%(GC) | 33626-98-1 | 5g | $49 | 2026-04-30 | Buy |
| TCI Chemical | B2202 | Methyl 6-Bromo-2-naphthoate >98.0%(GC) | 33626-98-1 | 25g | $195 | 2026-04-30 | Buy |
Methyl 6-bromo-2-naphthoate Chemical Properties, Uses, Production
Chemical Properties
Pale yellow or light brown powder
Uses
Methyl 6-Bromo-2-napthoate is used in the synthesis of Adapalene, a retinoid specific for RARβ and RARγ receptors.
Uses
Methyl 6-Bromo-2-napthoate (Adapalene USP Related Compound A) is used in the synthesis of Adapalene, a retinoid specific for RARβ and RARγ receptors.
Uses
Methyl 6-bromo-2-naphthoate may be used to synthesize:
- 6-vinyl-2-naphthalencarbaldehyde
- methyl 6-(3-tert-butyl-4-methoxyphenyl)-2-naphthoate
- methyl 6-[3-tert-butyl-4-[(tert-butyldiethylsilyl)oxy]-phenyl]-2-naphthoate
- methyl 6-[3-(1-adamantyl)-4-[(tert-butyldimethylsilyl)-oxy]phenyl]-2-naphthoate
- methyl 6-[3-(1-adamantyl)-4-[[(2,3-dimethyl-1,3-dioxolan-4-yl)methylloxy]phenyl]-2-naphthoate
- 2-bromo-6-(bromomethyl)naphthalene
General Description
Methyl 6-bromo-2-naphthoate undergoes aromatic Finkelstein reaction followed by hydrolysis to afford 6-iodo-2-naphthoic acid.
Synthesis
67-56-1
5773-80-8
33626-98-1
To a 60 mL dry egg-shaped flask was added 6-bromo-2-naphthalenecarboxylic acid (2.4996 g, 10.0 mmol) followed by 20 mL of anhydrous methanol to dissolve it. Slowly 1 mL of concentrated sulfuric acid was added dropwise to the reaction system and then the mixture was refluxed overnight. The progress of the reaction was monitored by TLC until complete conversion of the feedstock. After completion of the reaction, the heating was stopped and the system was allowed to cool to room temperature. The reaction was quenched with saturated aqueous sodium carbonate and the reaction system was adjusted to neutral. The reaction mixture was extracted with ethyl acetate and the organic phase was washed with saturated aqueous sodium carbonate, water and saturated aqueous sodium chloride, respectively. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to give methyl 6-bromo-2-naphthalenecarboxylate (S7, 2.63 g, 100% yield) as a white solid.
References
[1] Tetrahedron, 2009, vol. 65, # 7, p. 1349 - 1360
[2] Journal of the American Chemical Society, 2008, vol. 130, # 50, p. 16836 - 16837
[3] Patent: CN107286150, 2017, A. Location in patent: Paragraph 0153; 0154; 0155; 0156; 0157
[4] European Journal of Medicinal Chemistry, 2015, vol. 102, p. 277 - 287
[5] Patent: JP2016/37458, 2016, A. Location in patent: Paragraph 0172; 0173
Methyl 6-bromo-2-naphthoate Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Nanjing Henghua Pharmaceutical Technology Co., Ltd | 15862800858 | 173990752@qq.com | China | 25 | 58 |
| Shandong Xingshun New Material Co., Ltd. | 0519-86464994 13382824994 | gxy@xingshengtech.com | China | 100 | 65 |
| Nantong Xiaochang Pharmaceutical Trading Co., Ltd. | 0513-82104991 18862997351 | sales11@btcpharm.com | China | 859 | 58 |
| Suzhou Junch Pharmaceutical Co., Ltd | 18625279558; 18625279558 | sales01@junchpharm.com | China | 12 | 58 |
| Hangzhou Yaoruiyicheng Biological Medicine Co., Ltd | 18317105404 | marketing002@witofly.com | China | 1600 | 58 |
| LEWOO PHARMATECH (SHANGHAI) CO.,LTD | 15800805830 | miao@lewoopharma.com.cn | China | 982 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| PharmaBlock Sciences (Nanjing),Inc. | 025-86918202 4000255188 | sales@pharmablock.com | China | 5000 | 55 |
| INTATRADE GmbH | +49 3493/605464 | sales@intatrade.de | Germany | 3563 | 66 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
View Latest Price from Methyl 6-bromo-2-naphthoate manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2025-05-23 | Methyl 6-bromo-2-naphthoate
33626-98-1
|
$10.00 | 1kg | 99% | 20 ton | Hebei Zhuanglai Chemical Trading Co Ltd | |
 |
2025-04-04 | Methyl 6-bromo-2-naphthoate
33626-98-1
|
1kg | 98% | 1Ton | Henan Aochuang Chemical Co.,Ltd. | ||
 |
2024-08-14 | Methyl 6-bromo-2-naphthoate
33626-98-1
|
$1.00 | 1KG | 99% | 20T | Shaanxi Dideu Medichem Co. Ltd |
-
- Methyl 6-bromo-2-naphthoate
33626-98-1
- $10.00
- 99%
- Hebei Zhuanglai Chemical Trading Co Ltd
-
- Methyl 6-bromo-2-naphthoate
33626-98-1
- 98%
- Henan Aochuang Chemical Co.,Ltd.
-
- Methyl 6-bromo-2-naphthoate
33626-98-1
- $1.00
- 99%
- Shaanxi Dideu Medichem Co. Ltd
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