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765-39-9

765-39-9 Structure

765-39-9 Structure
IdentificationBack Directory
[Name]

1-AMINOPYRROLE
[CAS]

765-39-9
[Synonyms]

LHTE
-1-amine
1-pyrrolamine
1-AMINOPYRROLE
pyrrol-1-amine
pyrrol-1-ylamine
1H-Pyrrol-1-amine
1-Aminopyrrole >
1-Amino-1H-pyrrole
1-AMINOPYRROLE(freebase)
[Molecular Formula]

C4H6N2
[MDL Number]

MFCD00059931
[MOL File]

765-39-9.mol
[Molecular Weight]

82.1
Chemical PropertiesBack Directory
[Melting point ]

77-78 °C
[Boiling point ]

174
[density ]

1,06 g/cm3
[refractive index ]

1.538
[Fp ]

36 °C
[storage temp. ]

Refrigerator
[form ]

clear liquid
[pka]

-2.35±0.70(Predicted)
[color ]

Colorless to Orange to Green
[InChI]

InChI=1S/C4H6N2/c5-6-3-1-2-4-6/h1-4H,5H2
[InChIKey]

YNZAFFFENDLJQG-UHFFFAOYSA-N
[SMILES]

N1(N)C=CC=C1
Safety DataBack Directory
[Hazard Codes ]

C
[Risk Statements ]

10-34-22
[Safety Statements ]

16-26-36-45-36/37/39
[RIDADR ]

2734
[WGK Germany ]

WGK 3
[HS Code ]

2933.99.9701
[HazardClass ]

8
[PackingGroup ]

[Storage Class]

3 - Flammable liquids
[Hazard Classifications]

Acute Tox. 4 Oral
Eye Dam. 1
Flam. Liq. 3
Skin Corr. 1B
Hazard InformationBack Directory
[Uses]

1H-Pyrrol-1-amine is used in preparation of reproducible and high-temp. thermosetting flame-retardant resin.
[Synthesis]

2-(1H-pyrrol-1-yl)isoindoline-1,3-dione

885-12-1

1-AMINOPYRROLE

765-39-9

Step 2: Synthesis of 1H-pyrrol-1-amine To a solution of 2-(1H-pyrrol-1-yl)isoindoline-1,3-dione (3.5 g, 0.016 mmol) in methanol (35 mL) was added hydrazine monohydrate (1 mL, 0.021 mmol). The reaction mixture was heated to 65 °C and kept for 1 hour. Upon completion of the reaction, the mixture was cooled to room temperature and filtered. The collected solid was washed with methanol, the filtrate was combined and concentrated to give a light yellow solid. The solid was ground with ether and then the organic solution was concentrated to give 1-aminopyrrole as a brown oil (1 g, 74% yield). The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 5.84 (t, J = 2.0 Hz, 2H), 5.86 (d, exchangeable with D2O, 2H), 6.62 (t, J = 2.0 Hz, 2H).

[References]

[1] Journal of Organic Chemistry, 2007, vol. 72, # 24, p. 9395 - 9397
[2] Patent: WO2012/125887, 2012, A1. Location in patent: Page/Page column 63
[3] Patent: WO2012/125886, 2012, A1. Location in patent: Page/Page column 73; 74
[4] Journal of Organic Chemistry, 1997, vol. 62, # 9, p. 2894 - 2906
[5] Patent: US2011/183983, 2011, A1. Location in patent: Page/Page column 24
Spectrum DetailBack Directory
[Spectrum Detail]

1-AMINOPYRROLE(765-39-9)1HNMR
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