3-Bromopyridine-2-carboxylic Acid

HCID 2050129CAS 30683-23-9

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Basic information

Standard SMILES: O=C(O)c1ncccc1Br
InChIKey: KBDIRPOTVAODSA-UHFFFAOYSA-N
Molecular formula: C6H4BrNO2
Average molar mass: 202.01 g/mol
Monoisotopic mass: 200.94254047

Names & identifiers

Preferred name: 3-Bromopyridine-2-carboxylic Acid
IUPAC: 3-bromopyridine-2-carboxylic acid
English name: 3-Bromopyridine-2-carboxylic acid
Molecular formula: C6H4BrNO2
Molecular weight: 202.01

Names & synonyms

3-Bromopyridine-2-carboxylic Acid30683-23-9DTXSID10365990RefChem:277801DTXCID10317030639-403-73-bromopicolinic acid3-bromo-2-pyridinecarboxylic acid2-Pyridinecarboxylic acid, 3-bromo-MFCD013203803-Bromo-pyridine-2-carboxylic acid3-BROMOPYRIDINE-2-CARBOXYLICACID

Show more names

IFLAB-BB F1926-00363-Bromopicolinicaci3-BROMOPYRIDINE-2-CA3-Bromo-2-picolinic acid3-Bromopyridine-2-carboxyL3-bromopyridine-2-carboxyli3-Bromopyridine-2-carboxylic2-Formic acid-3-bromopyridine3-bromo-2-pyridine carboxlic acid

SCHEMBL3989233-Bromo-2-pyridine carboxylic acidAF-399/40963066F1926-0036SB40495SY004667BCP22115bromopyridine carboxylic

Database identifiers

CAS: 30683-23-9
PubChem CID: 2050129
DTXSID: DTXSID10365990
EC Number: 639-403-7
Nikkaji: J2.226.673J

Properties

Computed structural properties

XLogP: 1.4
Topological polar surface area: 50.2 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 1
Heavy atoms: 10
Formal charge: 0
Complexity: 140

Physicochemical properties

Melting point: 141 · 141-1440C
Boiling point: 315.7 · 315.7±27.0 °C(Predicted)
Density: 1.813 · 1.813
storage temp.: 2 · Inert atmosphere,2-8°C
form: Solid
pka: 2.29 · 2.29±0.10(Predicted)
color: Off-White
InChI: InChI=1S/C6H4BrNO2/c7-4-2-1-3-8-5(4)6(9)10/h1-3H,(H,9,10)
InChIKey: KBDIRPOTVAODSA-UHFFFAOYSA-N
SMILES: C1(C(O)=O)=NC=CC=C1Br
CAS DataBase Reference: 30683 · 30683-23-9(CAS DataBase Reference)
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Hazard Codes: Xi,Xn
Risk Statements: 22 · 22
HazardClass: IRRITANT
HS Code: 2933399990 · 2933399990

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

hs_code: 2933399990
risk_code: 22
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi,Xn
hazard_class: IRRITANT
Hazard statements: H315-H319-H335
Precautionary statements: P261-P280a-P304+P340-P305+P351+P338-P405-P501a

Chemistry & industry

Preparation methods · 1 item

PreparationMercuric pyridine-2,3-dicarboxylate was decarboxylated in hot Me₂SO₄ or HMPA to give a mixture of I (major product) and II ( ). I and II (RR1= bond) react with Cl⁻ or I⁻ to give a mixture. (R = Cl, iodo; R1 = h). Tribromide ions I and II (RR1= bond) give I, II (R = Br, R1 = H), and then iodide ions in hot HOAc, I and II (RR1= bond) give bis(carboxypyridyl)mercuric III (X = H + HgI₃⁻). The solution of III (X = electron pair) is deposited in Me₂SO₄. The pyridine-2,3-dicarboxylate ions react with Hg(OAc)₂ in boiling aq. HOAc solution at pH 5.0–5.8 to give MeCO₂HgCH₂CO₂H as the sole organometallic product, which is purified by silica gel column chromatography to give 3-BROMOPYRIDINE-2-CARBOXYLIC ACID.