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6-Bromonicotinic acid

6-Bromonicotinic acid structure

CAS No:
6311-35-9
Formula:
C6H4BrNO2
Chemical Name:
6-Bromonicotinic acid
Synonyms:
6-BrNA;NSC 43545;AURORA 23320;AKOS BBS-00001340;IFLAB-BB F1926-0006;IFLAB-BB F1921-0015;6-BROMONICOTIC ACID;6-BROMONICOTINC ACID;6-bromonicotine acid;6-BROMONICOTINIC ACID
Categories:
Pharmaceutical Intermediates > Heterocyclic Compound

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Description

Off-white Plates

6-Bromonicotinic acid Basic Attributes

Molecular Weight：

202.01

Exact Mass：

200.942535

EC Number：

1312995-182-4

NSC Number：

43545

DSSTox ID：

DTXSID30286037

HScode：

2933399090

Characteristics

PSA：

50.2

XLogP3：

2.7

Appearance：

White Crystalline Powder

Density：

1.8±0.1 g/cm3

Melting Point：

200-203 °C(lit.)

Boiling Point：

343.2°C at 760 mmHg

Flash Point：

161.4±23.7 °C

Refractive Index：

1.617

Safety Information

Hazard category：

IRRITANT

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

22-36/37/38

safety instructions：

26-36

Marks：

Xn,Xi

Hazard note：

Irritant

Precautionary statement(s)：

P261-P305 + P351 + P338

Hazard Statements：

H302-H315-H319-H335

GHS Classification：

|Warning|H302 (89.8%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 49 companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

6-Bromonicotinic acid Use and Manufacturing

Methods of Manufacturing

After dissolving 2-bromo-5-picoline (100 g, 0.291 mol) in 1000 ml of water, Aliquat336 (2 ml) was added, and then potassium permanganate (251 g, 0.797 mol) was gradually added over a period of 1 hour and 30 minutes while stirring at 110°C. This mixture was further stirred for an hour, the reaction mixture was filtered through celite without cooling and washed with water, and the filtrate was concentrated to approximately half volume under reduced pressure. After adding 48percent hydrobromic acid (.similar.300 ml), the precipitated crystals were filtered, washed with water and dried to yield the title compound (white crystals 52 g, 44percent).1H-NMR(CDCl3)δ(ppm) 7.64(1H, d, J=8.0Hz), 8.08(1H, d, J=8.0Hz), 9.03(1H, s).

Uses

A potential hypolipidemic agent; a nicotinic acid analog

Computed Properties

Molecular Weight:202.01
XLogP3:2.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:200.94254
Monoisotopic Mass:200.94254
Topological Polar Surface Area:50.2
Heavy Atom Count:10
Complexity:140
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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