3-Hydroxy-4-nitrobenzaldehyde

Product Name: 3-Hydroxy-4-nitrobenzaldehyde
CAS No.: 704-13-2
Chemical Name: 3-Hydroxy-4-nitrobenzaldehyde
Synonyms: 5-ForMyl-2-nitrophenol;3-ForMyl-6-nitrophenol;3-HYDROXY-4-NITROBENZALDEHYDE;Benzaldehyde, 3-hydroxy-4-nitro-;3-Hydroxy-4-nitrobenzaldehyde>3-Hydroxy-4-nitrobenzaldehyde 97%;3-Hydroxy-4-nitrobenzaldehyde ISO 9001：2015 REACH
CBNumber: CB3385597
Molecular Formula: C7H5NO4
Formula Weight: 167.12
MOL File: 704-13-2.mol

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3-Hydroxy-4-nitrobenzaldehyde Property

Melting point:: 127-131 °C (lit.)
Boiling point:: 303.3±27.0 °C(Predicted)
Density: 1.500±0.06 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: soluble in Methanol
pka: 6.14±0.13(Predicted)
form: Crystalline Powder
color: yellow
BRN: 2556882
CAS DataBase Reference: 704-13-2(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
WGK Germany: 3
HS Code: 29130000

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 156167
Product name: 3-Hydroxy-4-nitrobenzaldehyde
Purity: 97%
Packaging: 1g
Price: $31.1
Updated: 2025/07/31

Sigma-Aldrich

Product number: 156167
Product name: 3-Hydroxy-4-nitrobenzaldehyde
Purity: 97%
Packaging: 10g
Price: $299
Updated: 2025/07/31

TCI Chemical

Product number: H1334
Product name: 3-Hydroxy-4-nitrobenzaldehyde
Purity: >97.0%(GC)(T)
Packaging: 1g
Price: $32
Updated: 2025/07/31

TCI Chemical

Product number: H1334
Product name: 3-Hydroxy-4-nitrobenzaldehyde
Purity: >97.0%(GC)(T)
Packaging: 5g
Price: $101
Updated: 2025/07/31

TRC

Product number: B446765
Product name: 3-Hydroxy-4-nitrobenzaldehyde
Packaging: 100mg
Price: $75
Updated: 2021/12/16

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3-Hydroxy-4-nitrobenzaldehyde Chemical Properties,Usage,Production

Uses

3-Hydroxy-4-nitrobenzaldehyde is the aldehyde component in a study of an enantioselective thioester aldol reaction. This reaction has been catalyzed by copper(II) triflate in the presence of a chiral bisoxazoline ligand. The product has been used as a chromophoric substrate for probing the catalytic mechanism of horse liver alcohol dehydrogenase.

Synthesis

100-83-4

42123-33-1

704-13-2

General procedure for the synthesis of 3-hydroxy-2-nitrobenzaldehyde and 3-hydroxy-4-nitrobenzaldehyde from m-hydroxybenzaldehyde: To a stirred solution of m-hydroxybenzaldehyde (618 mg, 5.0 mmol) in methylene chloride (10 mL) was added tetrabutylammonium hydrogensulfate (85.0 mg, 0.25 mmol) and isopropyl nitrate (1.27 mL, 12.5 mmol). Concentrated sulfuric acid (610 μL) was added slowly dropwise and the reaction mixture was stirred for 15 min at room temperature. Upon completion of the reaction, the mixture was transferred to a split funnel containing 50 mL of saturated aqueous sodium bicarbonate solution and the crude product was extracted with dichloromethane. The organic layers were combined, dried with anhydrous sodium sulfate, filtered and concentrated in vacuum. The resulting solid was adsorbed on silica gel and purified by fast column chromatography with an eluent ratio of 99:1 to 4:1 hexane:ethyl acetate, which first gave 3-hydroxy-4-nitrobenzaldehyde (Rf = 0.44, eluent ratio 3:1 hexane:ethyl acetate) as a yellow solid (201 mg, 24% yield); followed by 3-hydroxy-2-nitrobenzaldehyde (Rf = 0.19, eluent ratio 3:1 hexane:ethyl acetate) as a light yellow solid (411 mg, 47% yield). This method is referenced from D.A. Learmonth et al. (GB-2377934, 2003). In this study, the yield of 3-hydroxy-2-nitrobenzaldehyde was increased to 63% (CAS No. 42123-33-1). Compound 28 (3-hydroxy-2-nitrobenzaldehyde) was characterized by the following data: 1H NMR (400 MHz, CDCl3): δ 10.40 (s, 1H), 10.30 (s, 1H), 7.67 (dd, J = 8.3, 7.4, 0.7 Hz, 1H), 7.37 (dd, J = 8.3, 1.4 Hz, 1H), 7.31 ( dd, J = 7.4, 1.4 Hz, 1H). HRMS (DART): calculated value C7H9N2O4 [M + NH4]+: 185.0557, measured value: 185.0559. melting point: 155-158°C, literature value: 157°C (W.S. Saari et al., J. Med. Chem. 1974, 17, 1086 -1090). Compound 30 (3-hydroxy-4-nitrobenzaldehyde) was characterized by the following data: 1H NMR (400 MHz, CDCl3): δ 10.58 (s, 1H), 10.06 (d, J = 0.6 Hz, 1H), 8.28 (d, J = 8.7 Hz, 1H), 7.66 (d, J = 1.7 Hz, 1H), 7.51 (dd, J = 8.7, 1.7 Hz, 1H), in agreement with 1H NMR data reported in the literature (A. Tsoukala et al., Tet. Lett. 2009, 50, 831-833). Melting point: 129-131°C, literature value: 127°C (J. Cologne et al., Bull. Soc. Chim. Fr. 1964, 12, 3090-3096).

References

[1] ChemMedChem, 2015, vol. 10, # 7, p. 1157 - 1162
[2] Patent: WO2016/154051, 2016, A1. Location in patent: Paragraph 00245
[3] MedChemComm, 2017, vol. 8, # 4, p. 720 - 724

3-Hydroxy-4-nitrobenzaldehyde Preparation Products And Raw materials

Raw materials

Preparation Products

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3-Hydroxy-4-nitrobenzaldehyde Suppliers

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View Lastest Price from 3-Hydroxy-4-nitrobenzaldehyde manufacturers

Henan Fengda Chemical Co., Ltd

Product: 3-Hydroxy-4-nitrobenzaldehyde 704-13-2
Price: US $100.00-1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: g-kg-tons, free sample is available
Release date: 2023-12-25

Zhuozhou Wenxi import and Export Co., Ltd

Product: 3-Hydroxy-4-nitrobenzaldehyde 704-13-2
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-10

Zhuozhou Wenxi import and Export Co., Ltd

Product: 3-Hydroxy-4-nitrobenzaldehyde 704-13-2
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-09

704-13-2, 3-Hydroxy-4-nitrobenzaldehydeRelated Search:

3-Hydroxybenzaldehyde 3-Hydroxy-4-nitrobenzoic acid 4-Nitrobenzaldehyde CHLOROPHOSPHONAZO III 4-Hydroxybenzaldehyde 3,4-Difluoronitrobenzene 3-Nitrobenzaldehyde 3-Hydroxy-4-methylbenzoic acid Nitrobenzene Methyl 3-hydroxy-4-nitrobenzoate 3-Methoxy-4-nitrobenzoic acid Methyl 3-methoxy-4-nitrobenzoate 4-BROMO-3-HYDROXYBENZOIC ACID 3-BROMO-2-HYDROXY-5-NITROBENZALDEHYDE 3-HYDROXY-6-NITROBENZALDEHYDE,5-HYDROXY-2-NITROBENZALDEHYDE,5-HYDROXY-2-NITROBENZALDEHYDE 98+% 2-HYDROXY-3-NITROBENZALDEHYDE 4-HYDROXY-3-NITROBENZALDEHYDE,4-HYDROXY-3-NITROBENZALDEHYDE 99%,4-HYDROXY-3-NITROBENZALDEHYDE4-HYDROXY-3-NITROBENZALDEHYDE 2-HYDROXY 5-NITROBENZALDEHYDE/5-NITROSALICYLALDEHYDE,2-HYDROXY-5-NITROBENZALDEHYDE

3-ForMyl-6-nitrophenol

5-ForMyl-2-nitrophenol

3-Hydroxy-4-nitrobenzaldehyde 97%

3-HYDROXY-4-NITROBENZALDEHYDE

3-Hydroxy-4-nitrobenzaldehyde&gt

Benzaldehyde, 3-hydroxy-4-nitro-

3-Hydroxy-4-nitrobenzaldehyde ISO 9001：2015 REACH

704-13-2

Aldehydes

Organic Building Blocks

Building Blocks

Carbonyl Compounds

C7

ALDEHYDE

Aldehydes

C7

Carbonyl Compounds

Aromatic Aldehydes & Derivatives (substituted)

Aromatic compound