O-Benzylhydroxylamine hydrochloride Chemical Properties

Melting point:

238 °C (subl.)(lit.)

storage temp. 

Inert atmosphere,2-8°C

solubility 

Soluble in DMSO and methanol.

form 

Crystalline Powder or Flakes

color 

White to almost white

PH

2.2～3.2 (10g/l, 25℃)

Sensitive 

Hygroscopic

BRN 

3595440

InChI

InChI=1S/C7H9NO.ClH/c8-9-6-7-4-2-1-3-5-7;/h1-5H,6,8H2;1H

InChIKey

HYDZPXNVHXJHBG-UHFFFAOYSA-N

SMILES

C1(CON)=CC=CC=C1.Cl

CAS DataBase Reference

2687-43-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-20/21/22

Safety Statements 

22-24/25-8-36-26

WGK Germany 

3

RTECS 

NC3040000

F 

3

TSCA 

Yes

HS Code 

29280000

MSDS

• Language:English Provider:Benzylhydroxylamine hydrochloride
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

O-Benzylhydroxylamine hydrochloride Usage And Synthesis

Chemical Properties

white to light yellow crystal powde

Uses

For use in the formation of nitrones from carbonyl compounds and their use in cycloaddition reactions. Used as a reagent used in the synthesis of hydroxylamines and hydroxyamates. Effective reagent used to prepare α-hydroxybenzylamines from α-hydroxyketones.

Uses

O-Benzylhydroxylamine hydrochloride is a reagent used for the synthesis of hydroxylamines and hydroxyamates.

Synthesis

Add the O-benzylacetoxime to a mixed solution of 17 g of methanol and 200 g of a 38% mass concentration hydrochloric acid solution; react for 210 minutes at a temperature of 36°C and a stirring speed of 90 rpm; then distill under reduced pressure at a temperature of 65°C until a solid precipitate out, and cool to room temperature. The solid was washed with petroleum ether (100mL×3) and dried under vacuum at 80°C for 8 hours to obtain 95.18g of the target product O-Benzylhydroxylamine hydrochloride, with a purity of 99.87%; the yield is 98.72%.

Purification Methods

Recrystallise the hydrochloride from H2O or EtOH. [Beilstein 6 IV 2562.]

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