Methyl4,6-dichloronicotinate

HCID 2764083

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Basic information

CAS: 65973-52-6
Standard SMILES: COC(=O)c1cnc(Cl)cc1Cl
InChIKey: JEJMDUMJSZTJTI-UHFFFAOYSA-N
Molecular formula: C7H5Cl2NO2
Average molar mass: 206.02 g/mol
Monoisotopic mass: 204.96973376

Names & identifiers

Preferred name: Methyl4,6-dichloronicotinate
IUPAC: methyl 4,6-dichloropyridine-3-carboxylate
English name: Methyl 4,6-dichloronicotinate
Molecular formula: C7H5Cl2NO2
Molecular weight: 206.03

Names & synonyms

Methyl4,6-dichloronicotinateRefChem:818496689-863-8methyl 4,6-dichloronicotinate65973-52-6methyl 4,6-dichloropyridine-3-carboxylateMFCD041257324,6-Dichloronicotinic acid methyl esterBionet2_001679SCHEMBL474122CL0171SY007499

Show more names

4,6-dichloronicotinate1005596-dichloronicotinateMethyl 4,6-dichloronicotiteMethyl 4,6-dichloronitinateMethyl 4,6-dichloronicotinteMethy14,6-dichloronicotinateMethyl 4,6-dichloronicotinate 95+%

5X-08014,6-Dichloro-nicotinic acid methyl esterBCP057783-PYRIDINECARBOXYLIC ACID, 4,6-DICHLORO-, METHYL ESTERA8921METHYL 4,6-DICHLORO-3-PYRIDINECARBOXYLATEmethyl-4,6-dichloronicotinateMethyl 4,6-dichloro-nicotinate

Database identifiers

CAS: 65973-52-6
PubChem CID: 2764083
DTXSID: DTXSID30377292
EC Number: 689-863-8

Properties

Computed structural properties

XLogP: 2.3
Topological polar surface area: 39.2 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 2
Heavy atoms: 12
Formal charge: 0
Complexity: 177

Physicochemical properties

Melting point: 41 · 41-43°
Boiling point: 260 · 260.0±35.0 °C(Predicted)
Density: 1.426 · 1.426±0.06 g/cm3(Predicted)
storage temp.: 2 · under inert gas (nitrogen or Argon) at 2-8°C
form: Solid
pka: -1.24 · -1.24±0.10(Predicted)
color: White to Almost white
InChI: InChI=1S/C7H5Cl2NO2/c1-12-7(11)4-3-10-6(9)2-5(4)8/h2-3H,1H3
InChIKey: JEJMDUMJSZTJTI-UHFFFAOYSA-N
SMILES: C1=NC(Cl)=CC(Cl)=C1C(OC)=O
CAS DataBase Reference: 65973 · 65973-52-6
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Hazard Codes: Xn
Risk Statements: 22 · 22
Safety Statements: 24 · 24/25
HazardClass: IRRITANT
HS Code: 29339900 · 29339900

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (40%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 5 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (40%)

Safety data

hs_code: 29339900
risk_code: 22
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn
safety_code: 24/25
hazard_class: IRRITANT
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P280a-P304+P340-P305+P351+P338-P405-P501a

Chemistry & industry

Applications · 1 item

UsesMethyl 4,6-dichloronicotinate could be used to synthesize 4,6-dichloronicotinic acid. Specifically, to a solution of methyl 4,6-dichloronicotinate in a mixture of THF (400 mL), MeOH (100 mL), and H2O (100 mL), a solution of NaOH (10 g) in 40 mL H2O was added. The mixture was stirred for 40 min at room temperature. Then, the solvents were reduced and acidified with concentrated HCl to a pH of about 2. It was extracted using a mixture of Et2O/EtOAc, and the organic layer was dried with Na2SO4. The solvents were removed, and the residue was dried in vacuo to obtain 4,6-dichloronicotinic acid as a white solid (12.3 g, 69% yield).