55699-10-0

Basic information

• Product Name: 4-tert-butyl-3-hydroxy-2,6-xylylacetonitrile
• Synonyms: 4-tert-butyl-3-hydroxy-2,6-xylylacetonitrile;4-TERT-BUTYL-2,6-DIMETHYL-3-HYDROXY PHENYLACETONITRILE;3-Hydroxy-4-(1,1-dimethylethyl)-2,6-dimethyl benzeneacetonitrile;4-(1,1-Dimethylethyl)-3-hydroxy-2,6-dimethylbenzeneacetonitrile;Einecs 259-766-1;Benzeneacetonitrile, 4-(1,1-diMethylethyl)-3-hydroxy-2,6-diMethyl-;2-(4-tert-Butyl-3-hydroxy-2,6-dimethylphenyl)acetonitrile;Oxymetazoline hydrochloride EP impurity E
• CAS NO: 55699-10-0
• Molecular Formula: C₁₄H₁₉NO
• Molecular Weight: 217.30676
• EINECS: 259-766-1
• Mol File: 55699-10-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 125 °C(Solv: ethanol (64-17-5))
• Boiling Point: 341.3°C at 760 mmHg
• Flash Point: 160.2°C
• Appearance: /
• Density: 1.018g/cm³
• Vapor Pressure: 4.1E-05mmHg at 25°C
• Refractive Index: 1.527
• PKA: 11.56±0.28(Predicted)
• CAS DataBase Reference: 4-tert-butyl-3-hydroxy-2,6-xylylacetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-tert-butyl-3-hydroxy-2,6-xylylacetonitrile(55699-10-0)
• EPA Substance Registry System: 4-tert-butyl-3-hydroxy-2,6-xylylacetonitrile(55699-10-0)

Safety Data

• Hazardous Substances Data: 55699-10-0(Hazardous Substances Data)

Usage

Description

4-tert-butyl-3-hydroxy-2,6-xylylacetonitrile is an organic compound that serves as an impurity in the synthesis of Oxymetazoline, a vasoconstrictor commonly used as a nasal decongestant.

Uses

Used in Pharmaceutical Industry:
4-tert-butyl-3-hydroxy-2,6-xylylacetonitrile is used as an impurity in the production of Oxymetazoline, a vasoconstrictor for nasal decongestant applications. Its presence, although as an impurity, is significant in the synthesis process of the active pharmaceutical ingredient.

InChI:InChI=1/C14H19NO/c1-9-8-12(14(3,4)5)13(16)10(2)11(9)6-7-15/h8,16H,6H2,1-5H3

Upstream product

• 23500-79-0 2,6-di-methyl-4-tert-butyl-3-hydroxybenzyl chloride 
• 151-50-8 potassium cyanide 
• 93982-04-8 3-(bromomethyl)-6-tert-butyl-2,4-dimethylphenol 

Downstream Products

• 803636-94-4 6-tert-Butyl-3-(2-ethylamino-ethyl)-2,4-dimethyl-phenol 
• 115376-67-5 (3-Hydroxy-2,6-dimethyl-phenyl)-acetonitrile 
• 115376-66-4 3-hydroxy-2,6-dimethyl-1-phenylacetic acid 
• 115376-68-6 4-carboxymethyl-3,5-dimethyl-1,2-benzoquinone 
• 115376-70-0 3,4-dihydroxy-2,6-dimethyl-1-phenylacetic acid 
• 115376-69-7 3,4-diacetoxy-2,6-dimethyl-1-phenylacetic acid 
• 803651-37-8 6-tert-Butyl-3-[2-(3,3-diphenyl-propylamino)-propyl]-2,4-dimethyl-phenol 
• 93811-80-4 6-tert-Butyl-3-[2-(ethyl-methyl-amino)-ethyl]-2,4-dimethyl-phenol 
• 55699-12-2 4-t-butyl-2,6-dimethyl-3-hydroxyphenyl acetic acid 
• 1262053-60-0 ⁽²⁾H₄-oxymethazoline 
• 55699-17-7 4-tert.-butyl-2,6-dimethyl-3-hydroxyphenylacetyl chloride 

Relevant articles and documents

Synthesis of [2H4]oxymetazoline and [ 14C]oxymetazoline

An efficient synthesis of [2H4] and [ 14C]oxymetazoline has been developed. Both compounds follow the same synthetic route with the introduction of the label occurring at different synthetic steps. The synthesis of [2H4]oxymetazoline from [2H4]ethylene diamine was achieved in one step with a 40% yield. The synthesis of [14C]oxymetazoline from potassium [ 14C]cyanide was achieved in two steps with an overall radiochemical yield of 67%. Copyright

2,4,6-Trialkyl L-3-hydroxyphenylalkanoates

Ester and amides having the formula SPC1 Wherein R, R1 and R2 are independently lower alkyl or cycloalkyl groups, R3 is hydrogen, alkyl, cycloalkyl, alkylene, phenyl, phenyl substituted by alkyl groups, alkylthioethyl, thiobis-alkylene, alkyleneoxyalkylene, polyoxyalkylene or a polyvalent cyclic or acyclic hydrocarbon radical, R4 is hydrogen, lower alkyl, cycloalkyl, R5 is hydrogen, alkyl, phenyl, phenyl substituted by alkyl groups, alkylene, a polyvalent cyclic or acyclic hydrocarbon radical or alkyleneoxyalkylene, A is lower alkylene, m is 1 to 4 and n is 1 to 6. The esters are prepared by usual esterification procedures from a suitable alcohol and an acid of the formula III SPC2 or an acid halide or acid anhydride thereof. The higher alkyl esters can also be prepared from the lower alkyl ester, especially the methyl ester, by transesterification with a higher alkanol or polyol. The amides are prepared by usual amidation procedures by reacting a carboxylic acid of formula III, an acid chloride, anhydride or a lower alkyl ester thereof with the appropriate amine. The nitriles corresponding to acids of formula III are prepared as well as some malonate esters derived having the formula V. SPC3 The compounds are useful as stabilizers or organic materials, especially polyolefins, which deteriorate upon exposure to light and heat.