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2-Bromo-5-chloropyridine

2-Bromo-5-chloropyridine structure

CAS No:
40473-01-6
Formula:
C5H3BrClN
Chemical Name:
2-Bromo-5-chloropyridine
Synonyms:
IFLAB-BBF2124-0201;2-broMo-5-chloropyridin;2-Brome-5-chloropyridine;2-BROMO-5-CHLOROPYRIDINE;2-BroMoo-5-chloropyridine;Pyridine,2-bromo-5-chloro-;2-broMo-5-chlorinepyridine;2-Bromo-5-chloropyridine,98%;2-BROMO-5-CHLOROPYRIDINE,98.5%;2-BroMo-5-chloropyridine,98%5GR
Categories:
Specialty Chemicals

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Description

white to light yellow crystal powder

2-Bromo-5-chloropyridine Basic Attributes

Molecular Weight：

192.44

Exact Mass：

190.913727

DSSTox ID：

DTXSID60355740

HScode：

2933399090

Characteristics

PSA：

12.9

XLogP3：

2.5

Appearance：

light brown to yellow crystalline powder

Density：

1.7±0.1 g/cm3

Melting Point：

65-69 °C

Boiling Point：

212°C at 760 mmHg

Flash Point：

82.0±21.8 °C

Refractive Index：

1.581

Water Solubility：

Slightly soluble in water.

Safety Information

Transport codes：

Cool, dry,tightly closed

hazard class code：

R20/22;R36/37/38

safety instructions：

S36/37/39-S26-S22-S22 26 36/37/39

Marks：

Xn:Harmful

Precautionary statement(s)：

P261, P264, P270, P271, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P310, P312, P321, P330, P332+P313, P362, P403+P233, P405, P501

Hazard Statements：

H301

GHS Classification：

|Danger|H301 (95%): Toxic if swallowed [Danger Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P310, P312, P321, P330, P332+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 40 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

2-Bromo-5-chloropyridine Use and Manufacturing

Bromine (26 ml, 0.52 mol)was added to a solution of 2-amino-5-chloropyridine (2)(25.6 g, 0.2 mol) in 48percent HBr solution (100 ml, 1.2 mol), while maintaining the temperature at solution of sodium nitrite (32.4 g, 0.47 mol) in water(50 ml) was added over 1 h at the same temperature. Afterthe addition was complete, the reaction mixture was stirredfor additional 30 min and then treated with a solution ofNaOH (74.6 g, 1.86 mol) in water (100 ml) at such a ratethat the temperature did not exceed 20–25°C. The obtainedprecipitate was filtered off, washed with a saturatedsolution of NaHSO3 (~5 ml), several times with ice water(3×30 ml), and air-dried. Yield 35.6 g (93percent), beige powder, mp 67–68° (hexane) (mp 68–69°10). Rf -0.4 (CHCl3).1H NMR spectrum (CDCl3), δ, ppm (J, Hz): 7.44 (1H, d, J = 8.4, H-3); 7.54 (1, dd, J = 8.4, J = 2.6, H-4); 8.35(1H, d, J = 2.6, H-6). 13C NMR spectrum (CDCl3), δ, ppm:128.7; 131.5; 138.1; 139.2; 148.6.[Referential Example 25] 5-(5-Chloro-2-pyridyl)-1-(3-pyridyl)-1H-pyrazole-3-carboxylic acid; [Show Image] 1) 2-Bromo-5-chloropyridine Bromine (12 ml) was added to a solution of 2-amino-5-chloropyridine (5g) in 47percent hydrobromic acid (50 ml) at 0°C, and a solution of sodium nitrite (15 g) in water (20 ml) was added dropwise to this reaction liquid. After stirring the mixture for 1 hour, a solution of sodium hydroxide (32 g) in water (80 ml) and ethyl acetate to the reaction liquid, and the phases were separated. The organic layer was dried over anhydrous sodium sulfate. After filtration, the solvent was evaporated under reduced pressure to give 2-bromo-5-chloropyridine (6.8 g, 91percent) as a solid. 1) (1) 2-Amino-5-chloropyridine (3.86 g, 30.0 mmol) was dissolved in 48percent HBr (50 mL). To this solution was added bromine (4.61 mL), while the inside temperature was kept from -5 °C to 0 °C. After water (25 mL) containing sodium nitrite (5.18 g, 75.0 mmol) was slowly added to the mixture, inside temperature was slowly raised to 15 °C while stirring the mixture for 3 h. To the solution were added 5 M NaOH aqueous solution (150 mL), sodium thiosulfate aqueous solution (10 mL) and Et

Computed Properties

Molecular Weight:192.44
XLogP3:2.5
Hydrogen Bond Acceptor Count:1
Exact Mass:190.91374
Monoisotopic Mass:190.91374
Topological Polar Surface Area:12.9
Heavy Atom Count:8
Complexity:78.8
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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