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 | [InChIKey]
ZGIKWINFUGEQEO-UHFFFAOYSA-N | [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) |
Safety Data | Back Directory | [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 | [HS Code ]
29334900 |
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 |
Questions And Answer | Back Directory | [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 |
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