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146633

Sigma-Aldrich

2-Nitroethanol

97%

Synonym(s):

β-Nitroethanol, 2-Nitroethan-1-ol

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About This Item

Linear Formula:
NO2CH2CH2OH
CAS Number:
625-48-9
Molecular Weight:
91.07
Beilstein:
1633753
EC Number:
210-895-1
MDL number:
MFCD00007405
UNSPSC Code:
12352100
PubChem Substance ID:
24848789
NACRES:
NA.22
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Quality Level

100

Assay

97%

form

liquid

refractive index

n20/D 1.445 (lit.)

bp

194 °C/765 mmHg (lit.)

mp

−80 °C (lit.)

density

1.27 g/mL at 25 °C (lit.)

functional group

amine
hydroxyl
nitro

SMILES string

OCC[N+]([O-])=O

InChI

1S/C2H5NO3/c4-2-1-3(5)6/h4H,1-2H2

InChI key

KIPMDPDAFINLIV-UHFFFAOYSA-N

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General description

2-Nitroethanol is an effective crosslinking reagent for inducing scleral tissue cross-linking[1].It inhibits methane production during in vitro ruminal fermentation[2].

Application


  • Unsuccessful synthesis of individual 1, 1-dinitroethene: Describes an attempted synthesis involving 2-nitroethanol, detailing the challenges faced in the process (Kras et al., 2024).

  • Inhibitory Effect of Select Nitrocompounds and Chlorate against Yersinia: Examines the bactericidal effects of 2-nitroethanol and other compounds, comparing their antimicrobial activity (Latham et al., 2022).

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

>235.4 °F - closed cup

Flash Point(C)

> 113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBL3520
SDBB0405
SDBB0492
STBL3023
STBL1318

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David C Paik et al.
Experimental eye research, 87(3), 279-285 (2008-07-12)
The success of riboflavin photochemical cross-linking of the cornea in treating keratoconus and post-surgical keratectasia has prompted interest in cross-linking scleral tissue with a potential application to stabilize myopic progression. Applying an UVA light source to the sclera is difficult
Robin C Anderson et al.
Bioresource technology, 99(18), 8655-8661 (2008-06-10)
Ruminal methane (CH(4)) production results in the loss of up to 12% of gross energy intake and contributes nearly 20% of the United States' annual emission of this greenhouse gas. We report the effects of select nitrocompounds on ruminal fermentation
MiJung Kim et al.
Investigative ophthalmology & visual science, 55(5), 3247-3257 (2014-04-12)
The efficacy of therapeutic cross-linking of the cornea using riboflavin photochemistry (commonly abbreviated as CXL) has caused its use to become widespread. Because there are known chemical agents that cross-link collagenous tissues, it may be possible to cross-link tissue pharmacologically.

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