4923-84-6

Basic information

• Product Name: TERT-BUTYLPHOSPHONIC ACID
• Synonyms: TERT-BUTYLPHOSPHONIC ACID;tert-Butylphosponicacid;Phosphonic acid, (1,1-dimethylethyl)-;tert-Butylphosphonic acid,98%;tert-Butylphosphonic acid, 98% 1GR;t-Butyl phosphonic acid;tert-Butylphosphonic acid 98%
• CAS NO: 4923-84-6
• Molecular Formula: C₄H₁₁O₃P
• Molecular Weight: 138.1
• Product Categories: Organic Building Blocks;Phosphonic/Phosphinic Acids;Phosphorus Compounds
• Mol File: 4923-84-6.mol
• Article Data: 1

Chemical Properties

• Melting Point: 187-189 °C(lit.)
• Boiling Point: 255.4°C at 760 mmHg
• Flash Point: 108.3°C
• Appearance: White/Crystalline Powder
• Density: 1.083 (estimate)
• Vapor Pressure: 0.00503mmHg at 25°C
• Refractive Index: 1.448
• PKA: pK1: 2.79;pK2: 8.88 (25°C)
• CAS DataBase Reference: TERT-BUTYLPHOSPHONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: TERT-BUTYLPHOSPHONIC ACID(4923-84-6)
• EPA Substance Registry System: TERT-BUTYLPHOSPHONIC ACID(4923-84-6)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-28-36/37/39-45
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 4923-84-6(Hazardous Substances Data)

Usage

Description

TERT-BUTYLPHOSPHONIC ACID is a white crystalline powder that is known for its unique chemical properties and versatile applications across various industries.

Uses

Used in Chemical Synthesis:
TERT-BUTYLPHOSPHONIC ACID is used as a key reagent for the preparation of various complex compounds, such as dinuclear dicationic vanadium(IV) complexes, borophosphonate cages, and hexanuclear copper(II) cages. Its application in this field is due to its ability to form stable and complex structures with other elements, contributing to the development of advanced materials.
Used in Pharmaceutical Industry:
TERT-BUTYLPHOSPHONIC ACID is used as a building block for the synthesis of soluble molecular copper(II) phosphonates, which have potential applications in the pharmaceutical industry. TERT-BUTYLPHOSPHONIC ACID's unique properties make it a valuable component in the development of new drugs and therapeutic agents.
Used in Material Science:
TERT-BUTYLPHOSPHONIC ACID is used as a precursor in the development of novel materials with specific properties, such as improved stability, reactivity, or selectivity. Its application in this field is driven by the need for innovative materials that can meet the demands of various industries, including electronics, energy, and environmental protection.

InChI:InChI=1/C4H11O3P/c1-4(2,3)8(5,6)7/h1-3H3,(H2,5,6,7)

Upstream product

• 79371-16-7 P,1,2-Tri-tert-butylhydrazidophosphonsaeure-methylester 
• 79371-20-3 P,1,2-Tri-tert-butylhydrazidophosphonsaeure-tert-butylester 

Relevant articles and documents

Three-membered Heterocycles,10. - Phosphonohydrazidic Esters by Alkoxide-induced Rearrangement of N-Chlorophosphonic Diamides

Phosphoric and phosphonic amides 8 are formed from phosphoric and phosphonic chlorides 6 and primary amines 7 in high yields. 2,5-Dimethyl-2,5-hexanediamine (7e) reacts with phenylphosphonic dichloride (6c) to give the perhydro-1,3,2-diazaphosphepine 8h.The amides 8 are converted almost quantitatively into the N-chlorophosphoric and N-chlorophosphonic amides 9 by means of tert-butyl hypochlorite.The N,N'-di-tert-alkyl-N-chlorophosphonic diamides 9 derived from methyl-, tert-butyl-, or phenylphosphonic acid react with methoxide or tertiary alkoxides to afford the phosphonohydrazidic esters 10-13.The methyl ester 10d is also formed from 1,2,3-tri-tert-butyldiazaphosphiridine 3-oxide (14) and methanol. 1H-, 13C-, and 31P-NMR spectra prove that the sharply melting phosphonohydrazidic esters 10-13 exist in solution as two diastereomers with ratios ranging from 9:1 to 6:4.The hydrazidic methyl ester 10d which was investigated as a representative example exhibits a temperature dependent 1H-NMR spectrum.Due to the presence of the tert-alkyl groups, inversion at the tertiary nitrogen atom is slow on each NMR time scale. The independence of the IR spectrum on the concentration shows that the predominant diastereomer of 10d is stabilized by an intramolecular hydrogen bond.The electron impact induced decomposition of the amides 8, N-chloroamides 9, and phosphonohydrazidic esters 10-13 ultimately produces cations which are derived from monomeric metaphosphoric or metaphosphonic acid. 6 N hydrochloric acid first splits off the P-N-tert-butyl group of the methyl ester 10d to give the intermediate 15 which can be isolated or which undergoes further hydrolysis to tert-butylphosphonic acid (17) and tert-butylhydrazine(19).The tert-butyl ester 11d yields the same final products in hot hydrochloric acid.At low temperatures and short reaction times, however, di-tert-butylhydrazine (18) is formed.