109-84-2

Basic information

• Product Name: 2-Hydroxyethylhydrazine
• Synonyms: 1-(2-Hydroxyethyl)hydrazine;2-Hydrazineethanol;2-hydrazino-ethano;2-Hydrazinoethyl alcohol;BOH;Brombloom;Ethanol, 2-hydrazino-;Ethanolhydrazine
• CAS NO: 109-84-2
• Molecular Formula: C₂H₈N₂O
• Molecular Weight: 76.1
• EINECS: 203-711-6
• Product Categories: pharmacetical;Aliphatics;Pharmaceutical Intermediate
• Mol File: 109-84-2.mol
• Article Data: 7

Chemical Properties

• Melting Point: −70 °C(lit.)
• Boiling Point: 155-160 °C32 mm Hg(lit.)
• Flash Point: 165 °F
• Appearance: /Liquid
• Density: 1.123 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.015mmHg at 25°C
• Refractive Index: n20/D 1.493(lit.)
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• PKA: 14.79±0.10(Predicted)
• Water Solubility: Soluble in water, alcohols and glycols.
• Merck: 13,4794
• BRN: 1731669
• CAS DataBase Reference: 2-Hydroxyethylhydrazine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Hydroxyethylhydrazine(109-84-2)
• EPA Substance Registry System: 2-Hydroxyethylhydrazine(109-84-2)

Safety Data

• Hazard Codes: T
• Statements: 23/24/25-36/37/38-40-25
• Safety Statements: 23-26-36/37/39-45-60-20
• RIDADR: UN 2810 6.1/PG 3
• WGK Germany: 3
• RTECS: KL2800000
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: II
• Hazardous Substances Data: 109-84-2(Hazardous Substances Data)

Usage

Description

2-Hydroxyethylhydrazine, also known as (2-Hydroxyethyl)hydrazine, is a clear colorless oily liquid that is highly reactive due to its hydrazine functional group. It is known for its ability to react with β-diketones having strong electron-withdrawing substituents to yield 5-hydroxy-4,5-dihydropyrazoles.

Uses

Used in Chemical Synthesis:
2-Hydroxyethylhydrazine is used as an intermediate for organic synthesis, particularly for the production of heterocycles used in various applications such as agrochemicals, pharmaceuticals, stabilizers, and polymerizations. Its reactivity with β-diketones makes it a valuable component in the synthesis of complex organic molecules.
Used in Plant Growth Regulation:
2-Hydroxyethylhydrazine is used as a plant growth regulant, specifically as a flowering inducer for pineapples. It helps in promoting growth and enhancing the yield of the fruit.
Used in Jet Fuels:
2-Hydroxyethylhydrazine is used as a component in jet fuels, where it contributes to the overall performance and efficiency of the fuel.
Used in Chain Extension for Urethane Formulations:
2-Hydroxyethylhydrazine is used as a chain extender for urethane formulations, which are widely used in the production of polyurethane plastics, foams, and elastomers.
Used in Corrosion Inhibition:
2-Hydroxyethylhydrazine is also used as a corrosion inhibitor, helping to protect metals from degradation and extending the lifespan of various industrial equipment and structures.

Hazard

Moderate fire risk. Irritant.

InChI:InChI=1/C2H8N2O/c1-2(5)4-3/h2,4-5H,3H2,1H3

Upstream product

• 540-51-2 2-bromoethanol 
• 107-07-3 2-chloro-ethanol 
• 1517-05-1 2-azidoethanol 
• 141-43-5 ethanolamine 
• 75-21-8 oxirane 
• 67-56-1 methanol 
• 7803-57-8 hydrazine hydrate 

Downstream Products

• 405-22-1 5-nitro-furfural-[2-(2-hydroxy-ethyl)-semicarbazone] 
• 67-45-8 furazolidone 
• 28127-20-0 2-(2-(propan-2-ylidene)hydrazinyl)ethanol 
• 34173-38-1 2-(N-benzothiazol-2-yl-hydrazino)-ethanol 
• 56224-21-6 2-[N'-(5-Chloro-2,4-dinitro-phenyl)-hydrazino]-ethanol 
• 89937-55-3 α-(2-Hydroxy-ethylhydrazino)-isobuttersaeure 
• 5771-07-3 2,4-Dinitro-benzaldehyd-<β-hydroxyaethylhydrazon> 
• 52752-02-0 2-hydroxyethylhydrazone of p-nitrobenzaldehyde 
• 35407-09-1 3-(2-chloro-5-nitro-benzylideneamino)-oxazolidin-2-one 
• 35407-08-0 2-Chlor-5-nitrobenzaldehyd-β-hydroxyethylhydrazon 
• 3306-76-1 4-phenyl-2-(2-hydroxyethyl)phthalazin-1-one 
• 131882-24-1 2-[N-(1H-Benzoimidazol-2-yl)-hydrazino]-ethanol 
• 20000-80-0 N-(2-hydroxyethyl)-3,5-dimethylpyrazole 

Related news

Reaction of 2-Hydroxyethylhydrazine (cas 109-84-2) with a trifluoromethyl-β-diketone: Study and structural characterization of a new 5-hydroxy-5-trifluoromethyl-4,5-dihydropyrazole intermediate08/20/2019

The reaction of the β-diketone 4,4,4-trifluoro-1-pyridin-2-yl-butane-1,3-dione and the monosubstituted hydrazine 2-hydroxyethylhydrazine has been investigated. Two products have been identified, 2-(2-hydroxyethyl)-3-pyridin-2-yl-5-trifluoromethyl-4,5-dihydropyrazole (P) and 2-(3-pyridin-2-yl-5-...detailed

2-Hydroxyethylhydrazine (cas 109-84-2) as a potent inhibitor of phospholipid methylation in yeast08/19/2019

The effect of 2-hydroxyethylhydrazine on the phosphatidylethanolamine methylation pathway in yeast was studied. 2-Hydroxyethylhydrazine inhibited the growth of cells. The concentration required for 50% inhibition was 66 μM. The growth rate decreased by 2-hydroxyethylhydrazine was restored by th...detailed

Relevant articles and documents

Synthesis of hydroxyethylhydrazine by the Raschig process and comparison with synthesis by the alkylation process

The Raschig synthesis of hydroxyethylhydrazine (HEH) is studied, that is, the reaction of monochloramine on ethanolamine. The formation of HEH is monitored by UV spectrometry, and the influence of temperature and pH is studied. The primary reaction is an SN2-type mechanism, whereas the main secondary reaction is the oxidation of HEH by monochloramine. This reaction is also monitored by UV spectrometry, and the oxidation product is identified by GC-MS analysis, showing the formation of hydroxyethylhydrazone. The reaction mechanisms and the rate constants were determined, and the results permit establishing the main reactions occurring during HEH synthesis. These reactions were validated in a concentrated medium, with the systematic study of the influence of the molar ratio p ([HEH]0/[NH2Cl] 0) and the final sodium hydroxide concentration and temperature. A comparison is made with the other synthesis process already published, that is, the alkylation of hydrazine by either chloroethanol or epoxide.

Comparative Study on the Multielectron Reduction of HOC2H4N3 catalyzed by n4>42- and n4>2-modified Glassy Carbon Electrodes

Both N4>42- and n4>2-modified glassy carbon electrodes (/GC and /GC, respectively) can catalyse the multielectron reduction of HOC2H4N3 to afford not only HOC2H4NH2 and N2 but

Production of 2-hydroxy [...] of the micro-reactor apparatus and process for preparing

The invention discloses a microreactor device for producing 2-hydroxyethylhydrazine and preparation process. The device comprises a feeding system, a mixing system, a reaction system, a backpressure valve, a cooling receiving system, a washing system and an external circulating bathing system, wherein the feeding system comprises a hydrazine hydrate storing tank, an oxirane storing tank and a feeding pump; the mixing system comprises a CPMM or SIMM or Starlam serial micro mixer; the reaction system comprises a rimule reactor section; the pressure of the backpressure valve ranges from 0 to 15MPa; the cooling receiving system comprises a CRMH serial micro heat exchanger and a receiving storing tank; the washing system comprises a washing storing tank and a washing pump which are connected in series; the hydrazine hydrate storing tank or oxirane storing tank, the feeding pump, the micro mixer, the rimule reactor, the backpressure valve, the micro heat exchanger and the receiving storing tank are connected in series; the mixing system, the reaction system and the cooling receiving system are respectively arranged at the circulating bathing system.