| Identification | More | [Name]
3-Bromoquinoline | [CAS]
5332-24-1 | [Synonyms]
3-BROMOQUINLIINE
3-BROMOQUINOLINE
3-bromo-quinolin
3-Bromoquinoline98%Or99%
3-Bromoquinoline 98 %
Bromoquinoline
Quinoline, 3-bromo-
3-Bromoquinoline ,98% [HPLC 98%] | [EINECS(EC#)]
226-237-1 | [Molecular Formula]
C9H6BrN | [MDL Number]
MFCD00006767 | [Molecular Weight]
208.05 | [MOL File]
5332-24-1.mol |
| Chemical Properties | Back Directory | [Appearance]
colorless to light yellow liquid | [Melting point ]
13-15 °C (lit.) | [Boiling point ]
274-276 °C (lit.) | [density ]
1.533 g/mL at 25 °C(lit.)
| [vapor pressure ]
0.196Pa at 25℃ | [refractive index ]
n20/D 1.664(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
Keep Cold | [form ]
Liquid | [pka]
2.69(at 25℃) | [color ]
Clear colorless to yellow | [Water Solubility ]
103mg/L at 25℃ | [Detection Methods]
GC,NMR | [BRN ]
112939 | [InChI]
1S/C9H6BrN/c10-8-5-7-3-1-2-4-9(7)11-6-8/h1-6H | [InChIKey]
ZGIKWINFUGEQEO-UHFFFAOYSA-N | [SMILES]
Brc1cnc2ccccc2c1 | [LogP]
3.03 | [CAS DataBase Reference]
5332-24-1(CAS DataBase Reference) | [NIST Chemistry Reference]
Quinoline, 3-bromo-(5332-24-1) | [EPA Substance Registry System]
5332-24-1(EPA Substance) |
| Questions And Answer | Back Directory | [Preparation]
3-Bromoquinoline reacts with mixed acids to form 3-bromo-5-nitroquinoline, which is then oxidized to 5-bromo-2,3-pyridinedicarboxylic acid upon heating with potassium permanganate. 6-Bromoquinoline reacts with nitric acid upon heating to form 6-bromo-8-nitroquinoline, which is then oxidized to 2,3-pyridinedicarboxylic acid upon reaction with potassium permanganate. 2-Bromoquinoline is prepared by reacting 2-hydroxyquinoline with phosphorus pentabromide. 3-Bromoquinoline is prepared by heating quinoline perbromide at 180°C. 4-Bromoquinoline is prepared by heating 4-hydroxyquinoline with phosphorus pentabromide, or by diazotizing 4-aminoquinoline. 5-Bromoquinoline is prepared by heating m-bromoaniline, glycerol, m-bromonitrobenzene, and concentrated sulfuric acid, or by diazotizing 5-aminoquinoline. 6-Bromoquinoline is prepared by heating p-bromoaniline with glycerol, concentrated sulfuric acid, and p-bromonitrobenzene. 7-Bromoquinoline is prepared by diazotization of 7-aminoquinoline. 8-Bromoquinoline is prepared by heating o-bromoaniline, glycerol, concentrated sulfuric acid, and o-bromonitrobenzene. Uses: As a reagent in organic synthesis. | [Bromoquinoline]
There are seven position isomers with the main properties are as follows:
Name
Melting point(℃)
Boiling point(℃)
Solubility
2-bromoquinoline
48～49
It is soluble in diethyl ether, chloroform and benzene
3-bromoquinoline
12～15
274～276,
95(66.66Pa)
4-bromoquinoline
29～30
270(decomposition)
Easily soluble in dilute acid
5-bromoquinoline
52 (needle crystal)
280
7-bromoquinoline
52 (needle crystal)
290
8-bromoquinoline
80
165～166
(2399.79Pa)
| [Application and synthesis method]
3-Bromoquinoline can have action with mixed acid to generate 3-bromo-5-nitroquinoline, followed by heating with potassium permanganate to be oxidized to 5-bromo-2, 3-pyridine dicarboxylic acid.
6-bromo-quinoline can be heated together nitric acid to generate 6-bromo-8-nitro-quinoline, followed by reaction with potassium permanganate to be oxidized into 2, 3-pyridinedicarboxylic acid.
2-bromo-quinoline can be manufactured through the reaction between 2-hydroxyquinoline and phosphorus pentabromide
3-bromo-quinoline can be obtained through heating the quinoline perbromide at 180 ° C.
4-bromoquinoline can be obtained through either the heating reaction between 4-hydroxyquinoline and phosphorus pentabromide or by the diazotization reaction of 4-aminoquinoline.
5-bromo-quinoline can be obtained from the heating reaction between m-bromo aniline, glycerol, m-bromonitrobenzene and concentrated sulfuric acid, or through the diazotization reaction of 5-amino-quinoline.
6-bromo-quinoline can be obtained through the heating reaction between p-bromoaniline, glycerol, concentrated sulfuric acid and p-bromo-nitrobenzene.
7-bromoquinoline can be obtained through the diazotization of 7-aminoquinoline.
8-bromo-quinoline can be obtained through the heating of o-bromo aniline, glycerol, concentrated sulfuric acid and o-bromo-nitrobenzene in the heating system.
Purposes: as organic synthesis reagents. | [Uses]
For pharmaceuticals
Medicine, pesticide intermediates |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P264-P271-P280-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [RIDADR ]
UN2810 | [WGK Germany ]
3
| [TSCA ]
Yes | [REACH Registrations]
Inactive | [HS Code ]
29334900 | [Storage Class]
10 - Combustible liquids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2 |
| Hazard Information | Back Directory | [Chemical Properties]
colorless to light yellow liquid | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 27, p. 1318, 1962 DOI: 10.1021/jo01051a047 | [General Description]
3-Bromoquinoline undergoes bromine-magnesium exchange reaction with lithium tributylmagnesate in toluene at -10°C, which is quenched by various electrophiles to yield functionalized quinolines. | [Flammability and Explosibility]
Notclassified | [References]
[1] Patent: US3956301, 1976, A
[2] Patent: US5266700, 1993, A |
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J & K SCIENTIFIC LTD.
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Alfa Aesar
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Energy Chemical
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