19186-97-1

Basic information

• Product Name: Tris(tribromoneopenthyl)phosphate
• Synonyms: TRIS (TRI BROMONEOPENTHYL) PHOSPHATE TTBNPP;1-Propanol, 3-bromo-2,2-bis(bromomethyl)-, phosphate;3-bromo-2,2-bis(bromomethyl)-1-propano phosphate;Tris[3-bromo-2,2-bis(bromomethyl)propyl]phosphate;Phosphoric acid tris[2,2-bis(bromomethyl)-3-bromopropyl] ester;Phosphoric acid tris[3-bromo-2,2-bis(bromomethyl)propyl] ester;Tris(tribomoneopentyl) phosphate;Tris(1,1,3-tribromo-2,2-dimethylpropyl) phosphate
• CAS NO: 19186-97-1
• Molecular Formula: C₁₅H₂₄Br₉O₄P
• Molecular Weight: 1018.46
• Mol File: 19186-97-1.mol
• Article Data: 2

Chemical Properties

• Melting Point: 172-173 °C
• Boiling Point: 719.315 °C at 760 mmHg
• Flash Point: 388.828 °C
• Appearance: /
• Density: 2.324 g/cm³
• Vapor Pressure: 5.41E-10mmHg at 25°C
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: Chloroform (Sparingly)
• Water Solubility: 15.6μg/L at 20℃
• Stability: Moisture Sensitive
• CAS DataBase Reference: Tris(tribromoneopenthyl)phosphate(CAS DataBase Reference)
• NIST Chemistry Reference: Tris(tribromoneopenthyl)phosphate(19186-97-1)
• EPA Substance Registry System: Tris(tribromoneopenthyl)phosphate(19186-97-1)

Safety Data

• Hazardous Substances Data: 19186-97-1(Hazardous Substances Data)

Usage

General Description

Tris(tribromoneopenthyl)phosphate (TBNPA) is a brominated flame retardant with the chemical formula C15H24Br9O4P. This chemical is primarily used in the plastic and textile industries due to its flame-resistant properties. TBNPA is known for its high efficiency in fire protection and for improving the overall safety of consumer products. However, the release of this substance into the environment during the product life cycle can potentially raise public health concerns. Some studies suggest a possible association between exposure to brominated flame retardants, such as TBNPA, and neurodevelopmental disorders in humans. Thus, while its flame resistance properties make it valuable for certain industries, its potential impact on human health is a concern.

InChI:InChI=1/C5H10Br3O4P/c6-1-5(2-7,3-8)4-12-13(9,10)11/h1-4H2,(H2,9,10,11)/p-2

Synthetic route

2,2-bis(bromomethyl)-3-bromo-propan-1-ol (1522-92-5) → tris[3-bromo-2,2-bis(bromomethyl)propyl] phosphate (19186-97-1)

Conditions	Yield
With magnesium chloride; trichlorophosphate In 1,1,2,2-tetrachloroethylene	83%

Pentaerythritol (115-77-5) → tris[3-bromo-2,2-bis(bromomethyl)propyl] phosphate (19186-97-1)

Conditions	Yield
Stage #1: Pentaerythritol With bromine; acetic anhydride; urea at 60 - 80℃; Stage #2: With aluminum (III) chloride; titanium tetrachloride; tin(IV) chloride; trichlorophosphate at 25 - 40℃;

Upstream product

• 115-77-5 Pentaerythritol 
• 1522-92-5 2,2-bis(bromomethyl)-3-bromo-propan-1-ol 

Relevant articles and documents

One-pot synthesis process of tri (tribromoneopentyl) phosphate flame retardant

The invention discloses a one-pot synthesis process of a tri (tribromoneopentyl) phosphate flame retardant, and belongs to the technical field of tri (tribromoneopentyl) phosphate flame retardant production. The one-pot synthesis process comprises the steps that firstly, pentaerythritol, bromine and urea serve as raw materials to react to obtain tribromoneopentyl acetate, and then phosphorus oxychloride, a catalyst and an acid-binding agent are added into the tribromoneopentyl acetate to synthesize the tri (tribromoneopentyl) phosphate, so that the tri (tribromoneopentyl) phosphate does not need to be synthesized by taking tribromoneopentyl alcohol as a raw material after tribromoneopentyl alcohol is independently synthesized, so that the 'one-pot' synthesis of the tri (tribromoneopentyl) phosphate can be realized, the process is simplified, the production efficiency of the tris (tribromoneopentyl) phosphate is improved, and the large-scale industrial production of the tris (tribromoneopentyl) phosphate is facilitated. By reasonably controlling the raw materials, the reaction time, the temperature and other process parameters, the reaction time is shortened, and the yield and the purity of the product are improved.