Methyl 6-bromo-2-naphthoate
- Product Name
- 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
- Formula Weight
- 265.1
- MOL File
- 33626-98-1.mol
Methyl 6-bromo-2-naphthoate Property
- 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)
Safety
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H225Highly Flammable liquid and vapour
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P233Keep container tightly closed.
P240Ground/bond container and receiving equipment.
P241Use explosion-proof electrical/ventilating/lighting/…/equipment.
P242Use only non-sparking tools.
P243Take precautionary measures against static discharge.
P260Do not breathe dust/fume/gas/mist/vapours/spray.
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304IF INHALED:
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.
P312Call a POISON CENTER or doctor/physician if you feel unwell.
P321Specific treatment (see … on this label).
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
P340Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P362Take off contaminated clothing and wash before reuse.
P370+P378In case of fire: Use … for extinction.
P403Store in a well-ventilated place.
P403+P233Store in a well-ventilated place. Keep container tightly closed.
P403+P235Store in a well-ventilated place. Keep cool.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- PHR2827
- Product name
- Adapalene Related Compound A
- Purity
- certified reference material, pharmaceutical secondary standard
- Packaging
- 100MG
- Price
- $625
- Updated
- 2025/07/31
- Product number
- 539406
- Product name
- Methyl 6-bromo-2-naphthoate
- Purity
- 98%
- Packaging
- 5g
- Price
- $72.29
- Updated
- 2025/07/31
- Product number
- 1011710
- Product name
- Adapalene Related Compound A
- Purity
- United States Pharmacopeia (USP) Reference Standard
- Packaging
- 50mg
- Price
- $1300
- Updated
- 2025/07/31
- Product number
- B2202
- Product name
- Methyl 6-Bromo-2-naphthoate
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $51
- Updated
- 2025/07/31
- Product number
- B2202
- Product name
- Methyl 6-Bromo-2-naphthoate
- Purity
- >98.0%(GC)
- Packaging
- 25g
- Price
- $201
- Updated
- 2025/07/31
Methyl 6-bromo-2-naphthoate Chemical Properties,Usage,Production
Chemical Properties
Pale yellow or light brown powder
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
Uses
Methyl 6-Bromo-2-napthoate is used in the synthesis of Adapalene, a retinoid specific for RARβ and RARγ receptors.
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
Raw materials
Preparation Products
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View Lastest Price from Methyl 6-bromo-2-naphthoate manufacturers
- Product
- Methyl 6-bromo-2-naphthoate 33626-98-1
- Price
- US $10.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20 ton
- Release date
- 2024-11-26
- Product
- Methyl 6-bromo-2-naphthoate 33626-98-1
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 20T
- Release date
- 2024-08-14
- Product
- Methyl 6-bromo-2-naphthoate 33626-98-1
- Price
- US $1.00/KG
- Min. Order
- 1G
- Purity
- 98%
- Supply Ability
- 100KG
- Release date
- 2018-08-20