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2-Bromo-4-methoxy-5-(benzyloxy)benzaldehyde

CAS No.
6451-86-1
Chemical Name:
2-Bromo-4-methoxy-5-(benzyloxy)benzaldehyde
Synonyms
2-Bromo-4-methoxy-5-;6-BROMOBENZYL ISOVANILLIN;Benzaldehyde,2-broMo-4-Methoxy-5-(;Valproic Acid Impurity 46 Sodium salt;2-broMo-4-Methoxy-benzyloxybenzaldehyde;5-Benzyl-2-bromo-4-methoxylbenzaldehyde;5-BENZYLOXY-2-BROMO-4-METHOXY-BENZALDEHYDE;2-BROMO-4-METHOXY-5-(BENZYLOXY)BENZALDEHYDE;Benzaldehyde, 2-bromo-4-methoxy-5-(phenylmethoxy)-
CBNumber:
CB3197910
Molecular Formula:
C15H13BrO3
Molecular Weight:
321.17
MDL Number:
MFCD00666893
MOL File:
6451-86-1.mol
MSDS File:
SDS
Last updated:2026-05-28 01:02:21
Product description Number Pack Size Price
2-Bromo-4-methoxy-5-benzyloxybenzaldehyde 121505 5.00g $1120
2-Bromo-4-methoxy-5-benzyloxybenzaldehyde 121505 25.00g $1920
5-Benzyloxy-2-bromo-4-methoxybenzaldehyde 97% B58212 250mg $44
5-Benzyloxy-2-bromo-4-methoxybenzaldehyde 97% B58212 1g $50
5-Benzyloxy-2-bromo-4-methoxybenzaldehyde 97% B58212 5g $150
More product size

2-Bromo-4-methoxy-5-(benzyloxy)benzaldehyde Properties

Melting point 142.4-143.3 °C(Solv: hexane (110-54-3); ethyl acetate (141-78-6))
Boiling point 427.5±40.0 °C(Predicted)
Density 1.421±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
Appearance White to off-white Solid
CAS DataBase Reference 6451-86-1(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338

2-Bromo-4-methoxy-5-(benzyloxy)benzaldehyde price More Price(41)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Matrix Scientific 121505 2-Bromo-4-methoxy-5-benzyloxybenzaldehyde 6451-86-1 5.00g $1120 2026-05-18 Buy
Matrix Scientific 121505 2-Bromo-4-methoxy-5-benzyloxybenzaldehyde 6451-86-1 25.00g $1920 2026-05-18 Buy
Synthonix B58212 5-Benzyloxy-2-bromo-4-methoxybenzaldehyde 97% 6451-86-1 250mg $44 2026-05-06 Buy
Synthonix B58212 5-Benzyloxy-2-bromo-4-methoxybenzaldehyde 97% 6451-86-1 1g $50 2026-05-06 Buy
Synthonix B58212 5-Benzyloxy-2-bromo-4-methoxybenzaldehyde 97% 6451-86-1 5g $150 2026-05-06 Buy
Product number Packaging Price Buy
121505 5.00g $1120 Buy
121505 25.00g $1920 Buy
B58212 250mg $44 Buy
B58212 1g $50 Buy
B58212 5g $150 Buy

2-Bromo-4-methoxy-5-(benzyloxy)benzaldehyde Chemical Properties,Uses,Production

Uses

6-Bromobenzylisovanillin is an intermediate in the synthesis of 3,8-Dihydroxy-9-methoxy-6H-Dibenzo[b,d]pyran-6-one (D455545) which has been used in anti-wrinkle agents and is known as a collagen production promoter, MMP-1 production inhibitor and elastase activity inhibitor containing urolithin.

Synthesis

2-Bromoisovanillin

2973-59-3

Benzyl bromide

100-39-0

2-Bromo-4-methoxy-5-(benzyloxy)benzaldehyde

6451-86-1

Under nitrogen protection, 2-bromo-5-hydroxy-4-methoxybenzaldehyde (8.70 mmol) was dissolved in 87 mL (0.1 M) of N,N-dimethylformamide (DMF) and cooled to 0 °C. Potassium carbonate (13.1 mmol, 1.8 g) and benzyl bromide (10.4 mmol, 1.77 g) were then added sequentially. The reaction mixture was slowly warmed to 25 °C and the reaction was stirred at this temperature for 5 hours. Upon completion of the reaction, the mixture was poured into 100 mL of aqueous ammonium chloride solution to quench the reaction. The reaction mixture was extracted with ethyl acetate (3 x 30 mL) and the organic layers were combined. The organic layer was washed with saturated saline (10 mL × 2), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography to afford 2-bromo-4-methoxy-5-benzyloxybenzaldehyde (5-(benzyloxy)-2-bromo-4-methoxybenzaldehyde) 2.73 g (8.53 mmol, 98% yield).

References

[1] Patent: KR101492960, 2015, B1. Location in patent: Paragraph 0092-0094
[2] Tetrahedron, 2006, vol. 62, # 51, p. 12098 - 12107
[3] Journal of Medicinal Chemistry, 2003, vol. 46, # 8, p. 1289 - 1292
[4] Patent: US2006/257337, 2006, A1. Location in patent: Page/Page column 16-17
[5] Patent: WO2016/29214, 2016, A1. Location in patent: Page/Page column 145

2-Bromo-4-methoxy-5-(benzyloxy)benzaldehyde Preparation Products And Raw materials

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2-Bromo-4-methoxy-5-(benzyloxy)benzaldehyde Spectrum

2-Bromo-4-methoxy-5- Benzaldehyde,2-broMo-4-Methoxy-5-( 2-broMo-4-Methoxy-benzyloxybenzaldehyde 2-BROMO-4-METHOXY-5-(BENZYLOXY)BENZALDEHYDE 6-BROMOBENZYL ISOVANILLIN 5-BENZYLOXY-2-BROMO-4-METHOXY-BENZALDEHYDE 5-Benzyl-2-bromo-4-methoxylbenzaldehyde Benzaldehyde, 2-bromo-4-methoxy-5-(phenylmethoxy)- Valproic Acid Impurity 46 Sodium salt 6451-86-1 C15H13BrO3 C14H11O3Br Fluorobenzene Multisubstituted Benzene Aromatic Aldehydes & Derivatives (substituted)