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(6-BROMO-1H-INDOL-2-YL)METHANOL

Product Name
(6-BROMO-1H-INDOL-2-YL)METHANOL
CAS No.
923197-75-5
Chemical Name
(6-BROMO-1H-INDOL-2-YL)METHANOL
Synonyms
6-bromo-1H-Indole-2-methanol;1H-Indole-2-methanol, 6-bromo-;(6-BROMO-1H-INDOL-2-YL)METHANOL;6-Bromo-2-(hydroxymethyl)-1H-indole
CBNumber
CB3699166
Molecular Formula
C9H8BrNO
Formula Weight
226.07
MOL File
Mol file
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(6-BROMO-1H-INDOL-2-YL)METHANOL Property

Melting point:
111-113°
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
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Safety

Safety Statements 
24/25
HazardClass 
IRRITANT
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

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

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC
Product number
B336468
Product name
(6-bromo-1H-indol-2-yl)methanol
Packaging
50mg
Price
$65
Updated
2021/12/16
AK Scientific
Product number
Z3027
Product name
6-Bromindol-2-methanol
Packaging
100mg
Price
$112
Updated
2021/12/16
SynQuest Laboratories
Product number
4H01-9-21
Product name
6-Bromo-2-(hydroxymethyl)-1H-indole
Packaging
500mg
Price
$260
Updated
2021/12/16
Frontier Specialty Chemicals
Product number
JK233744
Product name
(6-Bromo-1H-indol-2-yl)methanol
Purity
98%
Packaging
1g
Price
$335
Updated
2021/12/16
Matrix Scientific
Product number
046983
Product name
(6-Bromo-1H-indol-2-yl)methanol
Purity
>95%
Packaging
500mg
Price
$362
Updated
2021/12/16
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(6-BROMO-1H-INDOL-2-YL)METHANOL Chemical Properties,Usage,Production

Chemical Properties

White to light yellow powder or solid

Synthesis

16732-65-3

923197-75-5

General procedure for the synthesis of (6-bromo-1H-indol-2-yl)methanol from 6-bromoindole-2-carboxylic acid: to a solution of 6-bromo-1H-indole-2-carboxylic acid (1.00 g, 4.20 mmol) in tetrahydrofuran (THF, 20.0 mL) was added slowly and dropwise at 0 °C lithium aluminium hydroxide (LiAlH4, 1.0 M solution in THF, 4.20 mL. 4.20 mmol). The reaction mixture was gradually warmed to room temperature with stirring for 4 hours. Upon completion of the reaction, the reaction was quenched by sequential addition of water and 15% aqueous sodium hydroxide (NaOH) solution at 0°C, at which time a precipitate was generated. The reaction mixture was filtered through a diatomaceous earth pad and the filtrate was extracted with ethyl acetate (EtOAc, 3 x 20 mL). The organic phases were combined, dried over anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure to afford the target product (6-bromo-1H-indol-2-yl)methanol (696 mg, 73% yield) as a yellow solid. The product was characterized by 1H NMR (500 MHz, CDCl3): δ 7.51 (s, 1H), 7.43 (d, J=8.0 Hz, 1H), 7.20 (dd, J=8.0,1.6 Hz, 1H), 6.38 (s, 1H), 4.83 (d, J=5.6 Hz, 2H).

References

[1] Liebigs Annalen der Chemie, 1986, # 3, p. 438 - 455
[2] Patent: US2012/157469, 2012, A1. Location in patent: Page/Page column 28-29
[3] Journal of Medicinal Chemistry, 2014, vol. 57, # 2, p. 364 - 377

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923197-75-5, (6-BROMO-1H-INDOL-2-YL)METHANOLRelated Search:


  • 6-Bromo-2-(hydroxymethyl)-1H-indole
  • (6-BROMO-1H-INDOL-2-YL)METHANOL
  • 6-bromo-1H-Indole-2-methanol
  • 1H-Indole-2-methanol, 6-bromo-
  • 923197-75-5