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6-Bromonaphthalen-2-amine

6-Bromonaphthalen-2-amine Structure
CAS No.
7499-66-3
Chemical Name:
6-Bromonaphthalen-2-amine
Synonyms
F0701-0046;NSC 407685;2-Amino-6-bromophthalene;6-Bromonaphthalen-2-amine;6-BroMo-2-naphthalenaMine;2-Amino-6-bromonaphthalene;6-broMo-2-aMinonaphthalene;6-Bromonaphthalene-2-amine;2-Naphthalenamine, 6-bromo-;6-Bromonaphthalen-2-ylamine
CBNumber:
CB9958050
Molecular Formula:
C10H8BrN
Molecular Weight:
222.08
MOL File:
7499-66-3.mol
MSDS File:
SDS
Modify Date:
2024/8/21 22:41:43

6-Bromonaphthalen-2-amine Properties

Melting point 128 °C
Boiling point 155-160 °C(Press: 1 Torr)
Density 1.563±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly)
form solid
pka 3.66±0.10(Predicted)
color grey
InChI InChI=1S/C10H8BrN/c11-9-3-1-8-6-10(12)4-2-7(8)5-9/h1-6H,12H2
InChIKey UBLKHAWYJFEPDX-UHFFFAOYSA-N
SMILES C1=C2C(C=C(Br)C=C2)=CC=C1N

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P305+P351+P338
Hazard Note  Irritant
HS Code  2921450090

6-Bromonaphthalen-2-amine Chemical Properties,Uses,Production

Uses

6-Bromonaphthalen-2-amine is used in the new synthesis of alkylsulphanylnaphthalenes and the synthesis and mesomorphic properties of novel naphthylisothiocyanates.

Application

6-Bromonaphthalen-2-amine can be used to prepare light-emitting diode materials, amine compounds, deuterated aromatic compounds and deuterated compositions thereof.

Synthesis

6-Bromo-2-naphthoic acid (5.07g, 20.19mmol) and triethylamine (4.22mL, 3.07g, 30.3mmol) in dry DMF (155mL) were treated with the diphenylphosphoroyl azide (6.55mL, 8.34g, 30.3mmol) followed by stirring at room temperature for 3h. The solution was then treated with water (2OmL) and warming at 1000C for Ih. The solution was cooled in the flask fitted with a short-path distillation head, and the DMF was removed by distillation under a high vacuum. The solid residue was dissolved in EtOAc and washed with a saturated sodium bicarbonate solution. Filtered through celite, the filtrate was washed with water (3x) and brine. Dried over, filtered, and concentrated under vacuum to give 6-Bromonaphthalen-2-amine as a beige solid (4.48g, 100 percent).

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6-Bromo-2-naphthylamine, 6-Bromonaphthalen-2-amine 6-BroMo-2-naphthalenaMine NSC 407685 6-broMo-2-aMinonaphthalene 2-Amino-6-bromophthalene 2-Amino-6-bromonaphthalene 6-Bromonaphthalen-2-ylamine 6-Bromonaphthalen-2-amine 2-Naphthalenamine, 6-bromo- F0701-0046 3-(2,5-dioxopyrrolidin-4-yl)propanoicacid 6-Bromonaphthalene-2-amine 7499-66-3 Aromatics Amines 7499-66-3