3-Bromo-2,2-bis(bromomethyl)propanol

Base Information

• Chemical Name: 3-Bromo-2,2-bis(bromomethyl)propanol
• CAS No.: 1522-92-5
• Molecular Formula: C5H9Br3O
• Molecular Weight: 324.838
• Hs Code.: 2905590090
• European Community (EC) Number: 253-057-0,951-970-5,622-370-8
• NSC Number: 20521
• UNII: 8HZ2FQ3KUC
• DSSTox Substance ID: DTXSID9024641
• Nikkaji Number: J111.581B
• Wikidata: Q72452018
• ChEMBL ID: CHEMBL1497987
• Mol file: 1522-92-5.mol

Synonyms:3-BBBMP;3-bromo-2,2-bis(bromomethyl)propanol

Chemical Property of 3-Bromo-2,2-bis(bromomethyl)propanol

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: 0.000299mmHg at 25°C
• Melting Point: 64-66 °C
• Refractive Index: 1.587
• Boiling Point: 330.679 °C at 760 mmHg
• PKA: 13.73±0.10(Predicted)
• Flash Point: 153.789 °C
• PSA: 20.23000
• Density: 2.192 g/cm³
• LogP: 2.14980
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Soluble), Methanol (Slightly)
• Water Solubility.: Insoluble (
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 323.81830
• Heavy Atom Count: 9
• Complexity: 64.3

Purity/Quality:

99% ^*data from raw suppliers

Tribromoneopentanol ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(CBr)(CBr)CBr)O
• Uses: Tribromoneopentanol is an brominated flame retardant, previously shown to be a multisite carcinogen in experimental animals.

Technology Process of 3-Bromo-2,2-bis(bromomethyl)propanol

There total 9 articles about 3-Bromo-2,2-bis(bromomethyl)propanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

3-bromo-2,2-bis(bromomethyl)propyl acetate (3580-97-0) → 2,2-bis(bromomethyl)-3-bromo-propan-1-ol (1522-92-5)

Guidance literature:

With methanol; at 80 ℃; for 2h;

Reference yield: 80.0%

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

Guidance literature:

Pentaerythritol; With hydrogen bromide; acetic acid; for 18h; Heating;

With sulfuric acid; hydrogen bromide; for 8h; Heating;

DOI:10.1016/j.mencom.2009.03.002

Reference yield: 49.0%

Pentaerythritol (115-77-5) + acetic acid (64-19-7,77671-22-8) → bis(bromomethyl)bis(hydroxymethyl)methane (3296-90-0) + 2,2-bis(bromomethyl)-3-bromo-propan-1-ol (1522-92-5) + 3-bromo-2,2-bis(bromomethyl)propyl acetate (3580-97-0) + 3-bromo-2-(bromomethyl)-2-(hydroxymethyl)propylacetate

Guidance literature:

With sulfuric acid; hydrogen bromide; In water; for 10h; Heating;

DOI:10.1007/s10593-017-2128-3

upstream raw materials:

bis(bromomethyl)bis(hydroxymethyl)methane

Pentaerythritol

hydrogen bromide

acetic acid

Downstream raw materials:

3,3-bis-fluoromethyl-oxetane

3-fluoro-2-fluoromethyl-1-propene

3-bromo-2,2-bis(bromomethyl)propanoic acid

3,3-bis(bromomethyl)oxetane

Refernces

• 1、 Overberger et al.. "-". . p. 31,32. Retrieved 1975.
• 2、 Chugunov, Pavel A.,Chinarev, Alexander A.,Tuzikov, Alexander B.,Formanovsky, Andrei A.,Prokhorov, Valery V.,Gambaryan, Alexandra S.,Bovin, Nicolai V.. "Monosialoside with multimer-like anti-influenza potency". . p. 62 - 63. Retrieved 2009.
• 3、 -. "Preparation method of 1-hydroxymethylcyclopropyl acetonitrile". Paragraph 0018. . Retrieved 2022/01/20.
• 4、 Fr?hlich, Tony,Hahn, Friedrich,Belmudes, Lucid,Leidenberger, Maria,Friedrich, Oliver,Kappes, Barbara,Couté, Yohann,Marschall, Manfred,Tsogoeva, Svetlana B.. "Synthesis of Artemisinin-Derived Dimers, Trimers and Dendrimers: Investigation of Their Antimalarial and Antiviral Activities Including Putative Mechanisms of Action". supporting information. p. 8103 - 8113. Retrieved 2018/06/15.