4-hydroxy-5-methoxy-2-nitrobenzaldehyde
- Product Name
- 4-hydroxy-5-methoxy-2-nitrobenzaldehyde
- CAS No.
- 2454-72-0
- Chemical Name
- 4-hydroxy-5-methoxy-2-nitrobenzaldehyde
- Synonyms
- 6-nitrovanillin;Entacapone Impurity 29;Entacapone Impurity 15;Entacapone Impurity 68;Benzaldehyde,4-hydroxy-5-Methoxy-2-nitro-;2,2':6',2''-Terpyridine,4,4',6''-trimethyl-
- CBNumber
- CB11243164
- Molecular Formula
- C8H7NO5
- Formula Weight
- 197.14
- MOL File
- 2454-72-0.mol
4-hydroxy-5-methoxy-2-nitrobenzaldehyde Property
- Melting point:
- 207 °C
- Boiling point:
- 399.3±42.0 °C(Predicted)
- Density
- 1.456±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- pka
- 6.20±0.24(Predicted)
- Appearance
- Off-white to yellow Solid
- InChI
- InChI=1S/C8H7NO5/c1-14-8-2-5(4-10)6(9(12)13)3-7(8)11/h2-4,11H,1H3
- InChIKey
- INFACQKUQJGVFF-UHFFFAOYSA-N
- SMILES
- C(=O)C1=CC(OC)=C(O)C=C1[N+]([O-])=O
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P321Specific treatment (see … on this label).
P330Rinse mouth.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- H950068
- Product name
- 4-Hydroxy-5-methoxy-2-nitrobenzaldehyde
- Packaging
- 250mg
- Price
- $140
- Updated
- 2021/12/16
- Product number
- H950068
- Product name
- 4-Hydroxy-5-methoxy-2-nitrobenzaldehyde
- Packaging
- 500mg
- Price
- $230
- Updated
- 2021/12/16
- Product number
- CHM0097712
- Product name
- 4-HYDROXY-5-METHOXY-2-NITROBENZALDEHYDE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $852.55
- Updated
- 2021/12/16
- Product number
- 5459BA
- Product name
- 4-Hydroxy-5-methoxy-2-nitrobenzaldehyde
- Packaging
- 5g
- Price
- $919
- Updated
- 2021/12/16
- Product number
- CHM0097712
- Product name
- 4-HYDROXY-5-METHOXY-2-NITROBENZALDEHYDE
- Purity
- 95.00%
- Packaging
- 2.5G
- Price
- $1227.82
- Updated
- 2021/12/16
4-hydroxy-5-methoxy-2-nitrobenzaldehyde Chemical Properties,Usage,Production
Uses
4-Hydroxy-5-methoxy-2-nitrobenzaldehyde is used in preparation of pyrrolobenzodiazepines and antibody conjugates.
Synthesis
2426-84-8
2454-72-0
General steps for the synthesis of 4-hydroxy-5-methoxy-2-nitrobenzaldehyde from 4-(benzyloxy)-5-methoxy-2-nitrobenzaldehyde: 4-(benzyloxy)-5-methoxy-2-nitrobenzaldehyde (10g, 0.03mol) was placed in a 500mL round-bottomed flask, and 200mL of trifluoroacetic acid was added to dissolve it, and if dissolution was incomplete, dichloromethane was added to the solution to aid in solvency. Dichloromethane can be added in appropriate amount to aid solubilization. The reaction was carried out at room temperature with continuous stirring overnight. The progress of the reaction was monitored by thin-layer chromatography (TLC with dichloromethane as the unfolding agent). Upon completion of the reaction, the solvent was removed by rotary evaporation and the residue was dissolved in ethyl acetate. Subsequently, the pH was adjusted to 1-10 with 1 mol/L NaOH solution to neutralize the residual trifluoroacetic acid, and then the pH was adjusted to about 5 with 6 mol/L HCl solution to convert sodium phenol to phenol hydroxyl. The reaction solution was extracted with ethyl acetate, the organic phases were combined, dried over anhydrous sodium sulfate, and then concentrated to dryness. Since the product was poorly soluble in hexane and impurities were better soluble, the product was washed with hexane and dried to give 5 g of a yellow solid, 4-hydroxy-5-methoxy-2-nitrobenzaldehyde, in 72.9% yield.
References
[1] Organic Process Research and Development, 2018, vol. 22, # 3, p. 391 - 398
[2] Organic Process Research and Development, 2018, vol. 22, # 9, p. 1241 - 1256
[3] New Journal of Chemistry, 2016, vol. 40, # 3, p. 2601 - 2608
[4] Chemical Communications, 2015, vol. 51, # 52, p. 10431 - 10434
[5] Patent: CN108727177, 2018, A. Location in patent: Paragraph 0082; 0097; 0098
4-hydroxy-5-methoxy-2-nitrobenzaldehyde Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 4-hydroxy-5-methoxy-2-nitrobenzaldehyde manufacturers
- Product
- 4-hydroxy-5-methoxy-2-nitrobenzaldehyde 2454-72-0
- Price
- US $5.00/g
- Min. Order
- 1g
- Purity
- 97%
- Supply Ability
- 100kg
- Release date
- 2025-03-31