3-Bromoisonicotinic acid
- Product Name
- 3-Bromoisonicotinic acid
- CAS No.
- 13959-02-9
- Chemical Name
- 3-Bromoisonicotinic acid
- Synonyms
- IFLAB-BB F1957-0038;Dry Vitamin E Acetate;3-Bromoisonicotinicaci;-Bromoisonicotinic acid;3-BROMOISONICOTINIC ACID;(2-azanylphenyl)methanol;3-BroMo-4-carboxy-pyridine;3-Bromopyridine-4-carboxyL;3-Bromopyridine-4-carboxylic a;3-broMopyridin-4-carboxylic acid
- CBNumber
- CB4312082
- Molecular Formula
- C6H4BrNO2
- Formula Weight
- 202.01
- MOL File
- 13959-02-9.mol
3-Bromoisonicotinic acid Property
- Melting point:
- 237-238
- Boiling point:
- 403.1±30.0 °C(Predicted)
- Density
- 1.813±0.06 g/cm3(Predicted)
- Flash point:
- 197.
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- pka
- 0.60±0.10(Predicted)
- form
- solid
- color
- Off-white
- InChI
- InChI=1S/C6H4BrNO2/c7-5-3-8-2-1-4(5)6(9)10/h1-3H,(H,9,10)
- InChIKey
- AVXWWBFBRTXBRM-UHFFFAOYSA-N
- SMILES
- C1=NC=CC(C(O)=O)=C1Br
- CAS DataBase Reference
- 13959-02-9(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi,Xn
- Risk Statements
- 36/37/38-22
- Safety Statements
- 26-36/37/39-22
- WGK Germany
- 3
- HazardClass
- IRRITANT
- HS Code
- 2933399990
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
- 714658
- Product name
- 3-Bromopyridine-4-carboxylic acid
- Purity
- 97%
- Packaging
- 1g
- Price
- $76.05
- Updated
- 2025/07/31
- Product number
- B677818
- Product name
- 3-BromoisonicotinicAcid
- Packaging
- 50mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- P000110466
- Product name
- 3-Bromoisonicotinic acid
- Purity
- 98%
- Packaging
- 1g
- Price
- $5
- Updated
- 2021/12/16
- Product number
- 045000
- Product name
- 3-Bromopyridine-4-carboxylic acid
- Packaging
- 1g
- Price
- $10
- Updated
- 2021/12/16
- Product number
- 016033
- Product name
- 3-Bromoisonicotinic acid
- Purity
- 97%
- Packaging
- 5g
- Price
- $11
- Updated
- 2021/12/16
3-Bromoisonicotinic acid Chemical Properties,Usage,Production
Chemical Properties
Crystal structure of 3-bromoisonicotinic acid (C6H4BrNO2): triclinic, Pˉ1 (no. 2), a = 7.2512(6) ?, b = 7.3916(6) ?, c = 7.4920(7) ?, α = 65.065(4)°, β = 68.858(4)°, γ = 64.919(4)°, V = 321.60(5) ?3 , Z = 2, Rgt(F) = 0.0369, wRref(F 2 ) = 0.1017, T = 150(2) K.
Uses
3-Bromoisonicotinic acid, as the most important intermediate in isonicotinic acid derivatives, is mainly used in the manufacture of anti-tuberculosis drugs, but also in the synthesis of amides, hydrazides, esters and other derivatives.
Synthesis
626-55-1
124-38-9
13959-02-9
The general procedure for the synthesis of 3-bromoisonicotinic acid from 3-bromopyridine and carbon dioxide was as follows: 3-bromopyridine (164 mg, 1.0 mmol) was added to a solution of lithium diisopropylammonium (LiNPri2) in anhydrous tetrahydrofuran (THF, 1.0 M, 15 mL, 1.5 mmol) under the protection of argon (Ar), and the reaction mixture was stirred at -78 °C for 30 minutes. Subsequently, crushed solid carbon dioxide (CO2) was added under Ar protection and the cooling device was removed. The reaction mixture was allowed to warm up naturally to 20 °C with continuous stirring. After addition of water (10 mL), the organic solvent was removed by evaporation. The resulting aqueous phase was washed three times with ether (Et2O). Next, the pH was adjusted to 3 by adding 9 M hydrochloric acid (HCl) to the aqueous phase, and the mixture was stirred for 1 h. The mixture was then extracted three times with ethyl acetate (EtOAc). The organic phases were combined, washed with saturated saline (brine), dried and the solvent was evaporated to give the target product 3-bromoisonicotinic acid (20 mg, 10% yield) as white needle-like crystals. Its physical properties were as follows: melting point 175-176 °C (decomposition); 1H NMR (δ, ppm): 7.71 (1H, d, J = 4.8 Hz, 6-H), 8.70 (1H, d, J = 4.9 Hz, 5-H), 8.91 (1H, s, 2-H), 12.56 (1H, br, OH); 13C NMR (CDCl3, δ, ppm): 117.26 ppm): 117.26 (4-C), 123.77 (6-C), 148.94 (5-C), 152.61 (2-C), 165.00 (C=O), 166.07 (3-C); MS m/z: 202/200 (M-H)-.
References
[1] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 13, p. 3013 - 3032
[2] Patent: EP2274983, 2011, A1. Location in patent: Page/Page column 126
[3] Patent: US2011/39843, 2011, A1. Location in patent: Page/Page column 79
[4] Patent: WO2011/40629, 2011, A1. Location in patent: Page/Page column 210
[5] Patent: WO2011/49220, 2011, A1. Location in patent: Page/Page column 209
3-Bromoisonicotinic acid Preparation Products And Raw materials
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View Lastest Price from 3-Bromoisonicotinic acid manufacturers
- Product
- 3-Bromoisonicotinic acid 13959-02-9
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98.0%
- Supply Ability
- 10000KGS
- Release date
- 2025-06-03
- Product
- 3-Bromoisonicotinic acid 13959-02-9
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 98%min
- Supply Ability
- 30tons/month
- Release date
- 2023-02-06
- Product
- 3-Bromoisonicotinic acid 13959-02-9
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10 mt
- Release date
- 2024-11-11