4-Bromoindole

Suppliers

Names

[ Name ]:
4-Bromoindole

[Synonym ]:
5-Br-indole
4-bromo-indole
5-Bromo-1H-indole
5-bromo-indole
4-bromindole
MFCD00671502
5-BI
1H-INDOLE,4-BROMO
4-Bromo-1H-indole
5-broMo-2H-indole
1H-Indole, 4-bromo-
1H-Indole, 5-bromo-
5-bromonindole
5-Bromide indole
5-indolyl bromide
4-Brom-indol
5-Bromindole
4-Bromoindole
5-Bromoindole
Bromoindole

Chemical & Physical Properties

[ Density]:
1.7±0.1 g/cm3

[ Boiling Point ]:
316.9±15.0 °C at 760 mmHg

[ Melting Point ]:
17 °C

[ Molecular Formula ]:
C₈H₆BrN

[ Molecular Weight ]:
196.044

[ Flash Point ]:
145.5±20.4 °C

[ Exact Mass ]:
194.968353

[ PSA ]:
15.79000

[ LogP ]:
2.91

[ Vapour Pressure ]:
0.0±0.7 mmHg at 25°C

[ Index of Refraction ]:
1.712

[ Storage condition ]:
0-6°C

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi:Irritant

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2933990090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

4-bromo-1-(trifluoromethylsulfonyl)indole
N-pivaloyl-4-bromoindole
4-Fluorobenzeneboronic acid
Benzene, 1-bromo-2-ethenyl-3-nitro
1-Bromo-2-methyl-3-nitrobenzene
Benzenamine, 3-bromo-2-ethenyl
Methyl 4-bromo-1H-indole-3-carboxylate
4-bromo-1-tosylindole

DownStream

Indole-4-boronic acid pinacol ester
Indole
Ethyl 1H-indole-4-carboxylate
4-bromo-1H-indole-3-carbonitrile
4-Bromo-3-[4-(chloromethyl)-3-fluorobenzoyl]-N,N-dimethyl-1H-indo le-1-carboxamide
3-[4-(aminomethyl)-3-fluorobenzoyl]-4-bromo-N,N-dimethylindole-1-carboxamide
4-bromo-3-[3-fluoro-4-[[(3-nitropyridin-4-yl)amino]methyl]benzoyl]-N,N-dimethylindole-1-carboxamide
L(-)-Tryptophan
4-Bromoindoline
4-Bromoindole-3-carboxaldehyde

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

A concise and scalable strategy for the total synthesis of dictyodendrin B based on sequential C-H functionalization.

Angew. Chem. Int. Ed. Engl. 54(18) , 5451-5, (2015)

A sequential CH functionalization strategy for the synthesis of the marine alkaloid dictyodendrin B is reported. Our synthesis begins from commercially available 4-bromoindole and involves six direct...

Applications of vinylogous Mannich reactions. Total syntheses of the Ergot alkaloids rugulovasines A and B and setoclavine.

J. Am. Chem. Soc. 123(25) , 5918-24, (2001)

Concise syntheses of the Ergot alkaloids rugulovasine A (3a), rugulovasine B (3b), and setoclavine (2) have been completed by strategies that feature inter- and intramolecular vinylogous Mannich react...

Optically active total synthesis of clavicipitic acid. Yokoyama Y, et al.

J. Org. Chem. 60(6) , 1486-1487, (1995)