3-Amino-4-hydroxybenzoic acid
- Product Name
- 3-Amino-4-hydroxybenzoic acid
- CAS No.
- 1571-72-8
- Chemical Name
- 3-Amino-4-hydroxybenzoic acid
- Synonyms
- TIMTEC-BB SBB006740;Mesalazine Impurity 12;2-amino-4-carboxyphenol;3-amino-4-hydroxybenzoate;4-HYDROXY-3-AMINOBENZOIC ACID;3-AMINO-4-HYDROXYBENZOIC ACID;BENZOIC ACID, 3-AMINO-4-HYDROXY-;3-Amino-4-hydroxybenzoic acid 97%;3-Amino-4-hydroxybenzoic acid,98%;3-AMINO-4-HYDROXYBENZOIC ACID USP
- CBNumber
- CB8148119
- Molecular Formula
- C7H7NO3
- Formula Weight
- 153.14
- MOL File
- 1571-72-8.mol
3-Amino-4-hydroxybenzoic acid Property
- Melting point:
- 208 °C (dec.) (lit.)
- Boiling point:
- 276.03°C (rough estimate)
- Density
- 1.3585 (rough estimate)
- refractive index
- 1.5500 (estimate)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- solubility
- Soluble in solvents.
- form
- Crystalline Powder
- pka
- 9.06±0.18(Predicted)
- color
- Beige-gray to brown
- λmax
- 308nm(H2O (pH 11))(lit.)
- Sensitive
- Light Sensitive
- BRN
- 972238
- InChI
- InChI=1S/C7H7NO3/c8-5-3-4(7(10)11)1-2-6(5)9/h1-3,9H,8H2,(H,10,11)
- InChIKey
- MRBKRZAPGUCWOS-UHFFFAOYSA-N
- SMILES
- C(O)(=O)C1=CC=C(O)C(N)=C1
- CAS DataBase Reference
- 1571-72-8(CAS DataBase Reference)
Safety
- Hazard Codes
- Xn,Xi
- Risk Statements
- 22-36/37/38
- Safety Statements
- 26-36
- WGK Germany
- 3
- Hazard Note
- Irritant
- HazardClass
- IRRITANT, AIR SENSITIVE, LIGHT SENSITIVE
- HS Code
- 29225090
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
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
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.
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.
N-Bromosuccinimide Price
- Product number
- 289647
- Product name
- 3-Amino-4-hydroxybenzoic acid
- Purity
- 97%
- Packaging
- 5g
- Price
- $35.14
- Updated
- 2025/07/31
- Product number
- 289647
- Product name
- 3-Amino-4-hydroxybenzoic acid
- Purity
- 97%
- Packaging
- 25g
- Price
- $95.6
- Updated
- 2025/07/31
- Product number
- A0859
- Product name
- 3-Amino-4-hydroxybenzoic Acid
- Purity
- >97.0%(HPLC)(T)
- Packaging
- 5g
- Price
- $113
- Updated
- 2025/07/31
- Product number
- A0859
- Product name
- 3-Amino-4-hydroxybenzoic Acid
- Purity
- >97.0%(HPLC)(T)
- Packaging
- 25g
- Price
- $444
- Updated
- 2025/07/31
- Product number
- A634815
- Product name
- 3-Amino-4-hydroxybenzoic acid
- Packaging
- 100mg
- Price
- $60
- Updated
- 2021/12/16
3-Amino-4-hydroxybenzoic acid Chemical Properties,Usage,Production
Chemical Properties
beige-grey to brown crystalline powder
Uses
3-Amino-4-hydroxybenzoic acid is used to produce 4-acetoxy-3-acetylamino-benzoic acid with acetic acid anhydride at temperature of 0 - 20°C. This reaction will need reagents aq. HCl and NaOAc.
Application
3-Amino-4-hydroxybenzoic acid is the first matrix to be used specifically for carbohydrates. The other most commonly used matrices are α-cyano-4-hydroxycinnamic acid, 2,5-dihydroxybenzoic acid, and sinapinic acid. Matrix and sample solutions are mixed prior to laser exposure, spotted on a solid metallic surface, and allowed to dry before submitting them to MALDI. These matrices are characterized by high absorptivity of the laser radiation and the capability of forming fine crystalline solids during sample/matrix drying. In general, the more fine-grained and homogeneous the morphology of crystals formed with the analyte/matrix mixture, the more intense the MALDI mass spectrum of the analyte. 3-Amino-4-hydroxybenzoic acid produced [M+Na]+ ions from as little as 1 pmol of dextran hydrolysate and N-linked glycans released from glycoproteins.
Definition
ChEBI: A monohydroxybenzoic acid that is 4-hydroxybenzoic acid carrying an additional amino substitutent at position 3.
Synthesis Reference(s)
The Journal of Organic Chemistry, 54, p. 3740, 1989 DOI: 10.1021/jo00276a044
reaction suitability
reaction type: solution phase peptide synthesis
Synthesis
616-82-0
1571-72-8
The general procedure for the synthesis of 3-amino-4-hydroxybenzoic acid from 4-hydroxy-3-nitrobenzoic acid was as follows: tin(II) chloride (207 mg, 1.09 mmol), 12 N hydrochloric acid (1.5 mL), and 4-hydroxy-3-nitrobenzoic acid (100 mg, 0.55 mmol) were sequentially added to the reaction system at 0 °C. The reaction mixture was heated to reflux for 1 hour. After completion of the reaction, water was added to the mixture and the pH was adjusted to 1 with 2 N sodium hydroxide solution. the precipitate was collected by filtration and washed with distilled water. The filtrate was concentrated under vacuum and methanol was added to the residue. The precipitate formed was filtered again and the filtrate was concentrated under vacuum. Finally, the residue was purified by silica gel column chromatography using dichloromethane and methanol (5:1, v/v) as eluent to afford the target compound 3-amino-4-hydroxybenzoic acid (82 mg, 98% yield) as a brown solid. Its 1H NMR (500 MHz, DMSO-d6) data were as follows: δ 11.30 (brs, 1H), 9.42 (brs, 3H), 7.79 (s, 1H), 7.60 (d, 1H, J = 8.0 Hz), 7.07 (d, 1H, J = 8.0 Hz).
References
[1] Bioorganic and Medicinal Chemistry Letters, 2018, vol. 28, # 4, p. 684 - 688
[2] Patent: KR2018/117068, 2018, A. Location in patent: Paragraph 0084; 0283; 0286; 0288; 0289
[3] Patent: WO2013/97773, 2013, A1. Location in patent: Paragraph 0267
[4] Chemische Berichte, 1896, vol. 29, p. 1758
[5] Zeitschrift fuer Chemie, 1866, p. 648
3-Amino-4-hydroxybenzoic acid Preparation Products And Raw materials
Raw materials
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View Lastest Price from 3-Amino-4-hydroxybenzoic acid manufacturers
- Product
- 3-Amino-4-hydroxybenzoic acid 1571-72-8
- Price
- US $0.00/g
- Min. Order
- 1g
- Purity
- 98%min
- Supply Ability
- 20kgs/month
- Release date
- 2019-11-01
- Product
- 3-Amino-4-hydroxybenzoic acid 1571-72-8
- Price
- US $0.00/g
- Min. Order
- 1g
- Purity
- 98%min
- Supply Ability
- 20kg/month
- Release date
- 2019-11-04
- Product
- 3-Amino-4-hydroxybenzoic acid 1571-72-8
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 100KG
- Release date
- 2018-08-20