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4-Bromoquinoline

Product Name
4-Bromoquinoline
CAS No.
3964-04-3
Chemical Name
4-Bromoquinoline
Synonyms
4-BromoquinoL;4-Bromopuinoline;4-BROMOQUINOLINE;Quinoline, 4-bromo-;4-BROMOQUINOLINE,97%;4-Bromoquinoline ,98%;4-BroMoquinoline, 95+%;4-Bromoquinoline 3964-4-3;4-Bromoquinoline ISO 9001：2015 REACH
CBNumber
CB8479369
Molecular Formula
C9H6BrN
Formula Weight
208.05
MOL File
3964-04-3.mol
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4-Bromoquinoline Property

Melting point:
29-34 °C
Boiling point:
270 C
Density 
1.564±0.06 g/cm3(Predicted)
Flash point:
>110℃
storage temp. 
2-8°C
pka
3.39±0.13(Predicted)
form 
solid
color 
Light brown
InChI
InChI=1S/C9H6BrN/c10-8-5-6-11-9-4-2-1-3-7(8)9/h1-6H
InChIKey
SUXIPCHEUMEUSV-UHFFFAOYSA-N
SMILES
N1C2C(=CC=CC=2)C(Br)=CC=1
CAS DataBase Reference
3964-04-3(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-20/21/22
Safety Statements 
26-36
WGK Germany 
3
Hazard Note 
Irritant
HS Code 
29334900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
693944
Product name
4-Bromoquinoline
Purity
95%
Packaging
1g
Price
$28.3
Updated
2025/07/31
TRC
Product number
B688065
Product name
4-Bromoquinoline
Packaging
1g
Price
$95
Updated
2021/12/16
TRC
Product number
B688065
Product name
4-Bromoquinoline
Packaging
5g
Price
$375
Updated
2021/12/16
AK Scientific
Product number
J99511
Product name
4-Bromoquinoline
Packaging
5g
Price
$30
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB16133
Product name
4-Bromoquinoline
Packaging
2g
Price
$60
Updated
2021/12/16
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4-Bromoquinoline Chemical Properties,Usage,Production

Chemical Properties

Light yellow solid

Uses

4-Bromoquinoline is used to prepare bone morphogenetic protein (BMP) signaling inhibitors. It is also used to synthesize novel azalides derived from 16-membered macrolides.

Synthesis Reference(s)

The Journal of Organic Chemistry, 72, p. 2232, 2007 DOI: 10.1021/jo062168u

Synthesis

611-36-9

3964-04-3

Step 1: Phosphorus tribromide (7.61 g, 28.2 mmol) was slowly added dropwise to a stirred solution of anhydrous N,N-dimethylformamide (DMF, 30 mL) of 4-hydroxyquinoline (4.00 g, 27.6 mmol) for 10 min under nitrogen protection. The reaction mixture formed a red suspension and continued to stir under nitrogen atmosphere for 30 min. The reaction was monitored by thin layer chromatography (TLC) and after confirming the complete consumption of the raw material, the reaction mixture was quenched in an ice bath and stirred for 30 minutes. Subsequently, the pH of the reaction mixture was adjusted with saturated sodium bicarbonate solution (20 mL) to about 10. The reaction mixture was extracted with ethyl acetate (2 x 100 mL), the organic phases were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography eluting with a gradient of dichloromethane/methanol (0% to 10%) to give 4-bromoquinoline (5.04 g, 88% yield) as a yellow solid. The product was detected by liquid chromatography-mass spectrometry (LCMS, ESI) and showed [M+H]+ peak of 208; 1H NMR (400 MHz, chloroform-d) δ ppm: 8.69 (d, J = 4.69 Hz, 1H), 8.20 (ddd, J = 8.39, 0.88 Hz, 1H), 8.08-8.16 (m, 1H), 7.78 ( ddd, J = 8.39, 6.98, 1.37 Hz, 1H), 7.71 (d, J = 4.69 Hz, 1H), 7.66 (ddd, J = 8.31, 7.04, 1.15 Hz, 1H).

References

[1] Journal of the American Chemical Society, 2012, vol. 134, # 12, p. 5652 - 5661
[2] Journal of Organic Chemistry, 2007, vol. 72, # 6, p. 2232 - 2235
[3] Patent: WO2014/121883, 2014, A1. Location in patent: Page/Page column 51
[4] Angewandte Chemie - International Edition, 2012, vol. 51, # 37, p. 9311 - 9316
[5] Angew. Chem., 2012, vol. 124, # 37, p. 9445 - 9450,6

4-Bromoquinoline Preparation Products And Raw materials

Raw materials

Quinoline N,N-Dimethylformamide Hydrogen peroxide Triethyl orthoformate Diphenyl ether Chloroform Diethyl ether Aniline Ethyl acetate Nitric acid Acetic acid Phosphorus tribromide 2,2-Dimethyl-1,3-dioxane-4,6-dione PETROLEUM ETHER Sulfuric acid

Preparation Products

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4-Bromoquinoline Suppliers

China 179 Germany 3 India 4 Switzerland 2 The Netherlands 1 United Kingdom 7 United States 18 Global 214
Changzhou Anchor Biological Technology Co., Ltd
Tel
0519-85519868 18915088878
Fax
0519-85512868
Email
sales@ankerbio.com
Country
China
ProdList
261
Advantage
58
Suzhou Victorypharm Co.,Ltd.
Tel
512-68242903 13916956214
Email
sales@victory-pharm.com
Country
China
ProdList
1551
Advantage
58
J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44801
Advantage
61
Wuhan Chemwish Technology Co., Ltd
Tel
86-027-67849912
Fax
86-027-87531808
Email
sales@chemwish.com
Country
China
ProdList
35896
Advantage
56
Capot Chemical Co., Ltd
Tel
+86 (0) 571 85 58 67 18
Fax
0086-571-85864795
Country
China
ProdList
18207
Advantage
66
JinYan Chemicals(ShangHai) Co.,Ltd.
Tel
13817811078
Fax
86-021-50426522,50426273
Email
sales@jingyan-chemical.com
Country
China
ProdList
9976
Advantage
60
Shanghai Longsheng chemical Co.,Ltd.
Tel
021-58099652-8005 13585536065
Fax
021-58099609
Email
bin.wu@shlschem.com
Country
China
ProdList
9883
Advantage
59
ZEROSCHEM.CO.,LTD.
Tel
10-61256048 13810278579
Fax
+86 10 61256049
Email
sales@zeroschem.com
Country
China
ProdList
1370
Advantage
59
Nanjing Chemlin Chemical Co., Ltd
Tel
025-83697070
Fax
+86-25-83453306
Email
info@chemlin.com.cn
Country
China
ProdList
15883
Advantage
64
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View Lastest Price from 4-Bromoquinoline manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
Product
4-Bromoquinoline 3964-04-3
Price
US $1.10-9.90/kg
Min. Order
1kg
Purity
99%min
Supply Ability
100kg
Release date
2025-08-18
Zhuozhou Wenxi import and Export Co., Ltd
Product
4-Bromoquinoline 3964-04-3
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10
Zhuozhou Wenxi import and Export Co., Ltd
Product
4-Bromoquinoline 3964-04-3
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-08

3964-04-3, 4-BromoquinolineRelated Search:

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