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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
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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)
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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
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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..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHR2827
Product name
Adapalene Related Compound A
Purity
certified reference material, pharmaceutical secondary standard
Packaging
100MG
Price
$625
Updated
2025/07/31
Sigma-Aldrich
Product number
539406
Product name
Methyl 6-bromo-2-naphthoate
Purity
98%
Packaging
5g
Price
$72.29
Updated
2025/07/31
Sigma-Aldrich
Product number
1011710
Product name
Adapalene Related Compound A
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
50mg
Price
$1300
Updated
2025/07/31
TCI Chemical
Product number
B2202
Product name
Methyl 6-Bromo-2-naphthoate
Purity
>98.0%(GC)
Packaging
5g
Price
$51
Updated
2025/07/31
TCI Chemical
Product number
B2202
Product name
Methyl 6-Bromo-2-naphthoate
Purity
>98.0%(GC)
Packaging
25g
Price
$201
Updated
2025/07/31
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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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Methyl 6-bromo-2-naphthoate Suppliers

Shandong Xingshun New Material Co., Ltd.
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0519-86464994 13382824994;
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86-519-86463703
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gxy@xingshengtech.com
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China
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Nantong Xiaochang Pharmaceutical Trading Co., Ltd.
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0513-82104991 15716298942
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Suzhou Junch Pharmaceutical Co., Ltd
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China
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Hangzhou Yaoruiyicheng Biological Medicine Co., Ltd
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18072846723 18072846723
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China
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J & K SCIENTIFIC LTD.
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PharmaBlock Sciences (Nanjing),Inc.
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025-86918202 4000255188
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sales@pharmablock.com
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China
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INTATRADE GmbH
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+49 3493/605470
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Alfa Aesar
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saleschina@alfa-asia.com
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TCI (Shanghai) Development Co., Ltd.
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021-67121386
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021-67121385
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Sales-CN@TCIchemicals.com
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Beijing HwrkChemical Technology Co., Ltd
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18515581800 18501085097
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010-89508210
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sales.bj@hwrkchemical.com
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View Lastest Price from Methyl 6-bromo-2-naphthoate manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd
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
Shaanxi Dideu Medichem Co. Ltd
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
Career Henan Chemical Co
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

33626-98-1, Methyl 6-bromo-2-naphthoateRelated Search:


  • 6-Bromo-2-Naphtoic Acid Methyl Ester
  • 2-Bromo-6-naphthoic acid methylester
  • 6-BROMO-2-NAPHTHALENECARBOXYLIC ACID METHYL ESTER
  • 6-BROMO-2-NAPHTHOIC ACID METHYL ESTER
  • METHYL 6-BROMO-2-NAPHTHALENECARBOXYLATE
  • METHYL 6-BROMO-2-NAPHTHOATE
  • 2-Naphthoic acid, 6-bromo, methyl ester
  • Methyl-6-bromo-2-naphtoate
  • 6-BROMO-2-NAPHTHOIC AICD
  • 6-BROMO-2-NAPHTHOIC AICD, METHYL ESTER
  • Adapalene Impurity G (USP RC A)
  • 6-Bromo-2-methyl napthoate
  • Adapalene USP Related Compound A
  • 6-Bromonaphthalene-2-carboxylic acid methyl ester
  • Methyl 6-bromo-2-naphthoate,98%
  • Adapalene Related CoMpound A
  • Methyl-6-Bromo-2-Naphtoat
  • 6-Bromo-2-naphthalenecarboxylic Acid Methyl Ester 6-Bromo-2-naphthoic Acid Methyl Ester Methyl 6-Bromo-2-naphthalenecarboxylate
  • Adapalene IMpurity G
  • Methyl 6-bromo-2-nap
  • Adapalene Related Compound A (50 mg) (Methyl 6-bromo-2-naphthoate)
  • Methyl 6-broMo -2- napthoate
  • Methyl 6-broMo-2-naphthoate, 98% 5GR
  • Methyl 6-BroMo-2-naphthoate, 98.0%(GC)
  • methyl 6-bromonaphthalene-2-carboxylate
  • Adapalene Impurity 4
  • Adap-int B
  • Methyl 6-Bromo-2-naphthoate &gt
  • 2-Naphthalenecarboxylic acid, 6-bromo-, methyl ester
  • Adapalene Impurity 12(Adapalene Related Compound A)
  • Methyl 6-bromo-2-naphthoate CAS:33626-98-1
  • Adapalene Related Compound A (Methyl 6-bromo-2-naphthoate) (1011710)
  • 2-Naphthalenecarboxylic acid, 6-bromo-, methyl ester (9CI, ACI)
  • 6-bromo-2-Naphthalenecarboxylic acid methyl ester (9CI ACI)
  • Methyl 6-bromo-2-naphthote
  • ADAPALENE RC A
  • Methyl 6-bromo-2-phthoate
  • 33626-98-1
  • 3626-98-1
  • BrC10H6CO2CH3
  • C12H9BrO2
  • Naphthalene series
  • Building Blocks
  • C12 to C63
  • Carbonyl Compounds
  • Chemical Synthesis
  • Organic Building Blocks
  • Others chemical reagents
  • C12 to C63
  • Carbonyl Compounds
  • Esters
  • API
  • Intermediates of Adapalene
  • Aromatic Esters
  • Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
  • ADAPALENE
  • blocks
  • Bromides