2-Bromo-5-methoxybenzaldehyde
- Product Name
- 2-Bromo-5-methoxybenzaldehyde
- CAS No.
- 7507-86-0
- Chemical Name
- 2-Bromo-5-methoxybenzaldehyde
- Synonyms
- EOS-60499;AKOS B004279;4-Bromo-3-formylanisole;2-Bromo-5-methoxybenzaL;2-Bromo-5-methoxybenzalde;2-BROMO-4-METHOXYBENZALDEHYDE;2-BROMO-5-METHOXYBENZALDEHYDE;3-Methoxy-6-bromobenzaldehyde;Benzaldehyde, 2-bromo-5-methoxy-;2-Bromo-5-methoxybenzaldehyde 97%
- CBNumber
- CB8418364
- Molecular Formula
- C8H7BrO2
- Formula Weight
- 215.04
- MOL File
- 7507-86-0.mol
2-Bromo-5-methoxybenzaldehyde Property
- Melting point:
- 71-76 °C
- Boiling point:
- 284.3±20.0 °C(Predicted)
- Density
- 1.522±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- Acetonitrile (Slightly), Chloroform (Slightly)
- form
- Solid
- color
- White to Off-White
- InChI
- InChI=1S/C8H7BrO2/c1-11-7-2-3-8(9)6(4-7)5-10/h2-5H,1H3
- InChIKey
- XNHKTMIWQCNZST-UHFFFAOYSA-N
- SMILES
- C(=O)C1=CC(OC)=CC=C1Br
- CAS DataBase Reference
- 7507-86-0(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi,Xn
- Risk Statements
- 36/37/38-22
- Safety Statements
- 26-36/37/39
- WGK Germany
- 3
- HazardClass
- IRRITANT
- HS Code
- 2913000090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- 702390
- Product name
- 2-Bromo-5-methoxybenzaldehyde
- Purity
- 97%
- Packaging
- 1g
- Price
- $29.8
- Updated
- 2025/07/31
- Product number
- 702390
- Product name
- 2-Bromo-5-methoxybenzaldehyde
- Purity
- 97%
- Packaging
- 5g
- Price
- $92.4
- Updated
- 2025/07/31
- Product number
- 777544
- Product name
- 2-Bromo-4-methoxybenzaldehyde
- Purity
- 97%
- Packaging
- 1g
- Price
- $47.02
- Updated
- 2025/07/31
- Product number
- B6657
- Product name
- 2-Bromo-5-methoxybenzaldehyde
- Purity
- min. 98.0 %
- Packaging
- 5G
- Price
- $153
- Updated
- 2025/07/31
- Product number
- B6657
- Product name
- 2-Bromo-5-methoxybenzaldehyde
- Purity
- min. 98.0 %
- Packaging
- 25G
- Price
- $459
- Updated
- 2025/07/31
2-Bromo-5-methoxybenzaldehyde Chemical Properties,Usage,Production
Chemical Properties
White powder
Uses
2-Bromo-5-methoxybenzaldehyde is used in preparation of Benzimidazole Quinolines. Also, used in preparation of Cyclopentenes, Polycycles, Benzocarbocycles/N-Heterocycle derivatives.
Synthesis
591-31-1
7507-86-0
3-Methoxybenzaldehyde (6.06 g, 44.6 mmol, 1.0 eq.) was used as a starting material, which was dissolved in acetic acid (10 mL), followed by slow dropwise addition of bromine (2.75 mL, 53.6 mmol, 1.2 eq.). The reaction mixture was stirred at 25°C for 36 hours. Upon completion of the reaction, the reaction was quenched with saturated sodium sulfite solution (50 mL), the mixture was poured into water (20 mL) and extracted with ether (5 x 30 mL). The organic layers were combined, washed sequentially with water (3 x 25 mL) and brine (30 mL), dried over anhydrous magnesium sulfate and concentrated to give the target product 2-bromo-5-methoxybenzaldehyde (9.49 g, 99% yield) as a dark yellow solid. Alternatively, the aldehyde was commercially available. Next, 2-bromo-5-methoxybenzaldehyde (9.49 g, 44.2 mmol, 1.0 eq.) was dissolved in acetonitrile (200 mL), and this solution was added to stirring phosphonate (14.9 g, 44.2 mmol, 1.0 eq.), lithium chloride (2.44 g, 57.4 mmol, 1.3 eq.), and 1,8-diazabicyclo[5.4. 0]undec-7-ene (DBU, 6.59 mL, 44.2 mmol, 1.0 equiv) in a mixture. The resulting dark yellow solution was stirred at 25°C for 12 hours. Upon completion of the reaction, the reaction was quenched by addition of saturated ammonium chloride solution (100 mL) and concentrated to remove the organic solvent. The residue was redissolved in ethyl acetate (50 mL), poured into water (50 mL) and extracted with ethyl acetate (3 x 50 mL). The organic extracts were combined, washed sequentially with water (50 mL) and brine (50 mL), dried over anhydrous magnesium sulfate and concentrated to give the diester product (17.5 g, 99% yield) as a yellow oil. The product was characterized as follows: rf = 0.57 (silica gel plate, hexane/ethyl acetate, 4:1); IR (thin film) 2979, 2936, 1724, 1643, 1590, 1569, 1465, 1285, 1238, 1194, 1156, 1097, 1019 cm^-1; ^1H NMR (400 MHz, CDCl3) δ 7.80 (s, 1H), 7.47 (d, J = 8.8 Hz, 1H), 6.94 (d, J = 2.8 Hz, 1H), 6.77 (dd, J = 8.8, 2.8 Hz, 1H), 4.29 (q, J = 7.2 Hz, 2H), 3.76 (s, 3H), 3.33 (s, 2H), 1.45 (s, 9H), 1.35 (t, J = 7.2 Hz, 3H); ^13C NMR (75 MHz, CDCl3) δ 170.2, 166.9, 158.7, 140.6, 136.3, 133.3, 128.3, 116.5, 115.0, 114.3, 81.1, 61.2, 55.5, 35.2, 28.0, 14.2; HRMS (MALDI-FTMS) calculated value C18H23BrO5 [M+] 398.0729, measured value 398.0746.
References
[1] Angewandte Chemie - International Edition, 2010, vol. 49, # 30, p. 5146 - 5150
[2] Patent: WO2011/103442, 2011, A2. Location in patent: Page/Page column 62-63
[3] Patent: KR2015/107357, 2015, A. Location in patent: Paragraph 0063-0065
[4] Tetrahedron Letters, 2010, vol. 51, # 10, p. 1383 - 1385
[5] Heterocycles, 1986, vol. 24, # 2, p. 297 - 302
2-Bromo-5-methoxybenzaldehyde Preparation Products And Raw materials
Raw materials
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View Lastest Price from 2-Bromo-5-methoxybenzaldehyde manufacturers
- Product
- 2-Bromo-5-methoxybenzaldehyde 7507-86-0
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 97.0%
- Supply Ability
- 10000KGS
- Release date
- 2025-02-28
- Product
- 2-Bromo-5-methoxybenzaldehyde 7507-86-0
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 100
- Release date
- 2024-01-02
- Product
- 2-Bromo-5-methoxybenzaldehyde 7507-86-0
- Price
- US $1.00/g
- Min. Order
- 1g
- Purity
- 99%
- Supply Ability
- 10000KGS
- Release date
- 2020-01-10