1,1,3,3-TETRABROMOACETONE

Base Information

• Chemical Name: 1,1,3,3-TETRABROMOACETONE
• CAS No.: 22612-89-1
• Molecular Formula: C3H2 Br4 O
• Molecular Weight: 373.664
• Hs Code.: 2914700090
• Mol file: 22612-89-1.mol

Synonyms:1,1,3,3-Tetrabromo-2-propanone;1,1,3,3-Tetrabromoacetone; 1,1,3,3-Tetrabromopropanone; a,a,a',a'-Tetrabromoacetone

Chemical Property of 1,1,3,3-TETRABROMOACETONE

Chemical Property:

• Vapor Pressure: 0.000566mmHg at 25°C
• Melting Point: 36°C
• Refractive Index: 1.648
• Boiling Point: 311.4°C at 760 mmHg
• Flash Point: 125.3°C
• PSA: 17.07000
• Density: 2.904g/cm³
• LogP: 2.78730
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate, Methanol

Purity/Quality:

90.0%Min ^*data from raw suppliers

1,1,3,3-Tetrabromoacetone ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1,1,3,3-Tetrabromoacetone is an intermediate in the synthesis of 3-Chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone-13C5, which is an isotope labelled Mutagen X (MX) is a chlorinated furanone that accounts for more of the mutagenic activity of drinking water than any other disinfection byproduct. DNA damages provoked by the six mutagens (furylframide, MX, 4-nitroquinoline N-oxide, sodium azide, 1-nitropyrene, and captan) used in the present study have been known to subject to the nucleotide excision repair system.

Technology Process of 1,1,3,3-TETRABROMOACETONE

There total 6 articles about 1,1,3,3-TETRABROMOACETONE 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: 89.0%

acetone (67-64-1) → 1,1,3,3-tetrabromoacetone (22612-89-1)

Guidance literature:

With hydrogen bromide; bromine; In water; for 240h;

DOI:10.1002/1099-0690(200006)2000:12<2195::AID-EJOC2195>3.0.CO;2-C

Reference yield:

acetone (67-64-1) → 1,1,3-tribromoacetone (3475-39-6) + 1,1,3,3-tetrabromoacetone (22612-89-1)

Guidance literature:

With hydrogen bromide; bromine; In water; at 0 - 23 ℃; for 212h; Overall yield = 85 g; Inert atmosphere;

DOI:10.1002/anie.201810974

Reference yield:

water (7732-18-5) + bromine (7726-95-6) + acetone (67-64-1) → 1,3-dibromoroacetone (816-39-7) + 1,1,3-tribromoacetone (3475-39-6) + 1,1,3,3-tetrabromoacetone (22612-89-1)

Guidance literature:

upstream raw materials:

acetonedicarboxylic acid

water

bromine

acetone

Downstream raw materials:

meso-8-oxabicyclo[3.2.1]oct-6-en-3-one

N-Boc-nortropinone

3,3-dibromopropenoic acid methyl ester

2,4-dibromo-6-cyclopropyl-8-(4-(trifluoromethyl)phenylsulfonyl)-8-azabicyclo[3.2.1]oct-6-en-3-one

Refernces

• 1、 Ushimaru, Richiro,Ruszczycky, Mark W.,Liu, Hung-Wen. "Changes in Regioselectivity of H Atom Abstraction during the Hydroxylation and Cyclization Reactions Catalyzed by Hyoscyamine 6β-Hydroxylase". . p. 1062 - 1066. Retrieved 2019/01/23.
• 2、 Kamptmann, Sonja B.,Brueckner, Reinhard. "Stereocontrolled synthesis of a Cn-Cn+7 building block ("eastern moiety") for the unnatural enantiomers of important polyol,polyene antibiotics based on a ring-closing metathesis and an aldol addition of a lactone enolate". supporting information. p. 6584 - 6600. Retrieved 2013/11/06.