2-Bromomalonaldehyde

Base Information

• Chemical Name: 2-Bromomalonaldehyde
• CAS No.: 2065-75-0
• Molecular Formula: C3H3BrO2
• Molecular Weight: 150.96
• Hs Code.: 29130000
• European Community (EC) Number: 430-470-6,606-595-9
• DSSTox Substance ID: DTXSID60174690
• Nikkaji Number: J132.168D
• Wikidata: Q72445978
• Mol file: 2065-75-0.mol

Synonyms:bromomalonaldehyde;bromomalondialdehyde

Chemical Property of 2-Bromomalonaldehyde

Chemical Property:

• Appearance/Colour: Light yellow sSolid
• Vapor Pressure: 7.95mmHg at 25°C
• Melting Point: 132-136 °C(lit.)
• Refractive Index: 1.468
• Boiling Point: 134.8 °C at 760 mmHg
• PKA: 1.70±0.10(Predicted)
• Flash Point: 69.5 °C
• PSA: 34.14000
• Density: 1.75 g/cm³
• LogP: 0.14770
• Storage Temp.: Keep Cold
• Sensitive.: Air Sensitive
• Solubility.: Acetonitrile (Slightly), DMSO (Slightly)
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 149.93164
• Heavy Atom Count: 6
• Complexity: 53.8

Purity/Quality:

99.9% ^*data from raw suppliers

Bromomalonaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

Useful:

• Canonical SMILES: C(=O)C(C=O)Br
• Uses: Used in the formation of glyoxal-derived adducts from substituted guanines

Technology Process of 2-Bromomalonaldehyde

There total 7 articles about 2-Bromomalonaldehyde 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: 86.0%

2-bromo-1,3-propanediol (4704-87-4) → 2-Bromo-malonaldehyde (2065-75-0)

Guidance literature:

With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium carbonate; In water; at -5 ℃; for 3h; Temperature;

Reference yield: 81.0%

malonaldehydebis(dimethylacetal) (102-52-3) → 2-Bromo-malonaldehyde (2065-75-0)

Guidance literature:

With hydrogenchloride; bromine;

DOI:10.1016/j.bmcl.2003.09.082

Reference yield:

2,2-dibromo-3-bromomethyl-oxirane (77809-07-5) → 2-Bromo-malonaldehyde (2065-75-0)

Guidance literature:

With sodium hydrogencarbonate; In 1,4-dioxane;

DOI:10.1016/S0031-9422(00)84271-5

upstream raw materials:

2-bromo-1,1,3,3-tetraethoxy-propane

(E)-2,3-dibromo-propenal

3-chloro-1,3-diethoxy-propene

2,2-dibromo-3-bromomethyl-oxirane

Downstream raw materials:

6-(5-bromo-pyrimidin-2-ylamino)-hexanoic acid

2-methylthiazole-4-carboxyaldehyde

α-Bromglyoxal-p-bromphenylhydrazon

2-bromo-2-(4-nitrophenylhydrazono)ethanal

Refernces

• 1、 Woolard,F.X. et al.. "-". . p. 617 - 620. Retrieved 1979.
• 2、 -. "Synthetic method 2- bromomalondialdehyde (by machine translation)". Paragraph 0020; 0022-0039. . Retrieved 2020/03/29.
• 3、 -. "Synthesis method of 3-bromoquinoline compound". Paragraph 0025-0027. . Retrieved 2019/07/04.