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54340

Sigma-Aldrich

2-Hydroxyethylhydrazine

≥95% (GC)

Synonym(s):

2-Hydrazinoethanol

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About This Item

Linear Formula:
HOCH2CH2NHNH2
CAS Number:
109-84-2
Molecular Weight:
76.10
Beilstein/REAXYS Number:
1731669
EC Number:
203-711-6
MDL number:
MFCD00007623
UNSPSC Code:
12352100
PubChem Substance ID:
57651467
NACRES:
NA.22

Quality Level

100

assay

≥95% (GC)

refractive index

n20/D 1.493 (lit.)
n20/D 1.493

bp

155-160 °C/32 mmHg (lit.)

mp

−70 °C (lit.)

density

1.123 g/mL at 25 °C (lit.)

functional group

amine
hydrazine
hydroxyl

SMILES string

NNCCO

InChI

1S/C2H8N2O/c3-4-1-2-5/h4-5H,1-3H2

InChI key

GBHCABUWWQUMAJ-UHFFFAOYSA-N

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General description

2-Hydroxyethylhydrazine reacts with β-diketones having strong electron-withdrawing substituents to yield 5-hydroxy-4,5-dihydropyrazoles.

Other Notes

Sales restrictions may apply

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

170.6 °F - closed cup

flash_point_c

77 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
BCCC7679
BCBW3137
BCBW0389
BCBW0436
BCBV7739

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Phenylhydrazine 97%

Sigma-Aldrich

P26252

Phenylhydrazine

Hydrazine monohydrate N2H4 64-65 %, reagent grade, ≥97%

Sigma-Aldrich

207942

Hydrazine monohydrate

A new method for the synthesis of 1, 4, 5-oxadiazocines and its application in the structure modification of natural products.
Liu W, et al.
Tetrahedron Letters, 46(46), 8009-8012 (2005)
Solvent-free synthesis of 3, 5-di-tert-butylpyrazole and 3, 5-di-substituted-butylpyrazol-1-ylethanol.
Van Wyk JL, et al.
J. Chem. Res. (M), 26(8), 474-477 (2012)
Reaction of 2-hydroxyethylhydrazine with a trifluoromethyl-?-diketone: Study and structural characterization of a new 5-hydroxy-5-trifluoromethyl-4, 5-dihydropyrazole intermediate.
Montoya V, et al.
Journal of Fluorine Chemistry, 128(9), 1007-1011 (2007)
Smaail Radi et al.
Molecules (Basel, Switzerland), 21(8), doi:10-doi:10 (2016-08-17)
A pyridylpyrazole bearing a hydroxyethyl substituent group has been synthesized by condensation of (Z)-4-hydroxy-4-(pyridin-2-yl)but-3-en-2-one with 2-hydroxyethylhydrazine. The compound was well characterized and its structure confirmed by single crystal X-ray diffraction. Density functional calculations have been performed using DFT method with
V Bandarian et al.
Biochemistry, 38(38), 12394-12402 (1999-09-24)
A study has been made of the mechanism of inactivation of the adenosylcobalamin-dependent enzyme, ethanolamine ammonia-lyase (EAL), by hydroxyethylhydrazine. Incubation of EAL with adenosylcobalamin and hydroxyethylhydrazine, an analogue of ethanolamine, leads to rapid and complete loss of enzymic activity. Equimolar
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