Allyl bromide

Base Information

• Chemical Name: Allyl bromide
• CAS No.: 106-95-6
• Deprecated CAS: 2581909-73-9
• Molecular Formula: C3H5Br
• Molecular Weight: 120.977
• Hs Code.: 2903.30
• European Community (EC) Number: 203-446-6
• NSC Number: 7596
• UN Number: 1099
• UNII: FXQ8X2F74Z
• DSSTox Substance ID: DTXSID8024442
• Nikkaji Number: J4.040A
• Wikipedia: Allyl_bromide
• Wikidata: Q223062
• ChEMBL ID: CHEMBL1429506
• Mol file: 106-95-6.mol

Synonyms:allyl bromide

Chemical Property of Allyl bromide

Chemical Property:

• Appearance/Colour: Colorless liquid
• Vapor Pressure: 153mmHg at 25°C
• Melting Point: -119 ºC
• Refractive Index: n20/D 1.469(lit.)
• Boiling Point: 68.107 ºC at 760 mmHg
• Flash Point: -1 ºC
• PSA: 0.00000
• Density: 1.398 g/cm³
• LogP: 1.56730
• Storage Temp.: 2-8°C
• Sensitive.: Light Sensitive
• Water Solubility.: insoluble
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 119.95746
• Heavy Atom Count: 4
• Complexity: 17.2
• Transport DOT Label: Flammable Liquid Poison

Purity/Quality:

99%min ^*data from raw suppliers

AllylBromide(StabilizedwithPropyleneOxide) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,T,N
• Hazard Codes: F,T,N
• Statements: 11-23/25-34-50-25-46-45
• Safety Statements: 16-26-36/37/39-45-60-61-53

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Aliphatics, Unsaturated
• Canonical SMILES: C=CCBr
• Uses: Allyl Bromide is used as a reagent in the synthesis of Resveratrol derivatives. Resveratrol (R150000) is a minor constituent of wine, correlated with serum lipid reduction and inhibition of platelet a ggregation. Resveratrol is a specific inhibitor of COX-1, and it also inhibits the hydroperoxidase activity of COX-1. It has been shown to inhibit events associated with tumor initiation, promotion a nd progression. manufacture of synthetic perfumes, other allyl compounds. Allyl bromide is used as an alkylating agent in the synthesis of pharmaceuticals, polymers, adhesives, perfumes, biochemicals and other allylic compounds. It is used as precursor for the preparation of allyliczinc bromide by reacting it with zinc. It is also used in the preparation of allylethers like allyl decyl ether, allyl benzyl ether and allyl geranyl ether. It is also used in the preparation of R enantiomer of allyl phenyl carbinol (APC) such as 1-phenyl-3-butene, which is a valuable intermediate for drugs and agro-chemicals.

Technology Process of Allyl bromide

There total 76 articles about Allyl bromide 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: 92.0%

propargyl bromide (106-96-7) → allyl bromide (106-95-6)

Guidance literature:

With piperazine; hydrogen; In ethanol; at 80 ℃; for 24h; under 4500.45 Torr;

DOI:10.1039/c9cy02016k

Reference yield: 91.0%

allyl alcohol (107-18-6) → allyl bromide (106-95-6)

Guidance literature:

With silica bromide; In dichloromethane; at 20 ℃; for 0.0833333h;

DOI:10.2174/157017812802850285

Reference yield: 22.0%

trans-{Me2Co(11-hydroxy-2,3,9,10-tetramethyl-1,4,8,11-tetraazaundeca-1,3,8,10-tetraen-1-olate)} (105900-07-0) + benzyl bromide (100-39-0) → 1,1'-(1,2-ethanediyl)bisbenzene (103-29-7) + allyl bromide (106-95-6) + toluene (108-88-3,15644-74-3,16713-13-6)

Guidance literature:

In [D₃]acetonitrile; Irradiation (UV/VIS); Degasses condition, 298 K, 33 h;; detected by NMR-spectroscopy;; Kinetics;

DOI:10.1021/om00145a020

upstream raw materials:

bromocyane

propene

N-allyl-N-benzylaniline

3-formyloxy-propene

Downstream raw materials:

1-(prop-2-en-1-yl)-pyridinium bromide

2-(3-butenyl)pyridine

2-(2-propenyl)isoquinolinium bromide

1-allylindole

Refernces

• 1、 Anderson,Freenor. "-". . p. 5037. Retrieved 1964.
• 2、 Kesuma, Endhy Putra,Ohto, Keisuke,Siswanta, Dwi. "Synthesis of C-4-Allyloxy-3 Methoxyphenylcalix[4] resorcinarene from Vanillin and Its application as adsorbent of Pb(II) metal cation". . p. 769 - 775. Retrieved 2016.
• 3、 Anderson Jr.,Freenor. "-". . p. 626. Retrieved 1972.
• 4、 Al-Ayed, Abdullah Sulaiman,Hamdi, Naceur,Peruzzini, Maurizio. "O-eugenol: A versatile molecule for production of polyfunctional alkenes via organometallic catalysis". . p. 960 - 964. Retrieved 2016.
• 5、 Grant,Swinbourne. "-". . p. 620. Retrieved 1966.
• 6、 Chen, Ping,Liang, Hai-Wei,Shen, Shan-Cheng,Wang, Lei,Xu, Shi-Long,Yin, Peng,Zhang, Le-Le. "Nitrogen-fixing of ultrasmall Pd-based bimetallic nanoclusters on carbon supports". . p. 297 - 304. Retrieved 2020.
• 7、 Qiu, Lingqi,Wei, Zhenwei,Nie, Honggang,Cooks, R. Graham. "Reaction Acceleration Promoted by Partial Solvation at the Gas/Solution Interface". . p. 1362 - 1365. Retrieved 2021/09/14.
• 8、 Fiorio, Jhonatan L.,Rossi, Liane M.. "Clean protocol for deoxygenation of epoxides to alkenes: Via catalytic hydrogenation using gold". . p. 312 - 318. Retrieved 2021/01/29.