ChemicalBook > CAS DataBase List > 3-Amino-4-hydroxybenzoic acid

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

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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)

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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

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 289647
Product name: 3-Amino-4-hydroxybenzoic acid
Purity: 97%
Packaging: 5g
Price: $35.14
Updated: 2025/07/31

Sigma-Aldrich

Product number: 289647
Product name: 3-Amino-4-hydroxybenzoic acid
Purity: 97%
Packaging: 25g
Price: $95.6
Updated: 2025/07/31

TCI Chemical

Product number: A0859
Product name: 3-Amino-4-hydroxybenzoic Acid
Purity: >97.0%(HPLC)(T)
Packaging: 5g
Price: $113
Updated: 2025/07/31

TCI Chemical

Product number: A0859
Product name: 3-Amino-4-hydroxybenzoic Acid
Purity: >97.0%(HPLC)(T)
Packaging: 25g
Price: $444
Updated: 2025/07/31

TRC

Product number: A634815
Product name: 3-Amino-4-hydroxybenzoic acid
Packaging: 100mg
Price: $60
Updated: 2021/12/16

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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

Preparation Products

LCP polybenzoxazole liquid crystal 2-OXO-2,3-DIHYDRO-BENZOOXAZOLE-5-CARBOXYLIC ACID

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View Lastest Price from 3-Amino-4-hydroxybenzoic acid manufacturers

Nanjing jinheyou Trading Co., Ltd.

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

Nanjing jinheyou Trading Co., Ltd.

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

Career Henan Chemical Co

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

1571-72-8, 3-Amino-4-hydroxybenzoic acidRelated Search:

Salicylic acid Methylparaben 6-Aminocaproic acid 4-Aminobenzoic acid Glycine 3-Hydroxybenzoic acid 3-Aminobenzoic acid 4-Hydroxybenzoic acid 4-HYDROXY-3-IODO-5-NITROBENZOIC ACID 4-Methoxy-3-nitrobenzoic acid METHYL 4-METHOXY-3-NITROBENZOATE Methyl 3-amino-4-methoxybenzoate Methyl 3-amino-4-hydroxybenzoate 4-Hydroxy-3-nitrobenzoic acid Methyl 3-nitro-4-hydroxybenzoate 3,4-DIMETHOXY-5-NITRO-BENZOIC ACID ETHYL 4-HYDROXY-3-NITROBENZOATE Anthranilic acid

2-amino-4-carboxyphenol

TIMTEC-BB SBB006740

3-amino-4-hydroxybenzenecarboxylic acid

3-Amino-4-hydroxybenzoic acid,98%

2-Amino-4-carboxyphenol, 5-Carboxy-2-hydroxyaniline

3-AMino-4-hydroxybenzoic acid, 98% 25GR

3-AMino-4-hydroxybenzoic acid, 98% 5GR

BENZOIC ACID, 3-AMINO-4-HYDROXY-

3-AMINO-4-HYDROXYBENZOIC ACID

4-HYDROXY-3-AMINOBENZOIC ACID

3-Amino-4-hydroxybenzoic acid 97%

3-Amino-4-hydroxybenzoic acid, HPLC 98%

3-AMINO-4-HYDROXYBENZOIC ACID USP

3-amino-4-hydroxybenzoate

3-Amino-4-hydroxybenzoic Acid &gt

3-Amino-4-hydroxybenzoic acid USP/EP/BP

Mesalazine Impurity 12

1571-72-8

571-72-8

171-72-8

Mass Spectrometry

Matrix Materials (MALDI-TOF-MS)

Aromatic Amino Acids

AMINE

Specialty Synthesis

Peptide Synthesis

Unnatural Amino Acid Derivatives

Mass Spectrometry

Matrix Materials (MALDI-TOF-MS)

Analytical Chemistry

Carboxylic Acids

Phenyls & Phenyl-Het

API intermediates

Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts

Alcohols and Derivatives

Amino Acids and Derivatives

Carboxylic Acids

Phenyls & Phenyl-Het

Aromatic Amino Acids

Peptide Synthesis

Unnatural Amino Acid Derivatives