3-Bromo-2-methylpropene

Base Information

• Chemical Name: 3-Bromo-2-methylpropene
• CAS No.: 1458-98-6
• Molecular Formula: C4H7Br
• Molecular Weight: 135.004
• Hs Code.: 29033990
• NSC Number: 617310
• DSSTox Substance ID: DTXSID80326816
• Nikkaji Number: J461.282E
• Wikidata: Q72447732
• Mol file: 1458-98-6.mol

Synonyms:3-Bromo-2-methylpropene;1458-98-6;3-bromo-2-methylprop-1-ene;Methallyl bromide;3-Bromo-2-methyl-1-propene;2-(Bromomethyl)prop-1-ene;1-Propene, 3-bromo-2-methyl-;2-Methylallyl Bromide;Methylallyl bromide;3-bromo-2-methyl propene;methallylbromide;3-bromo-2-methyl-prop-1-ene;NSC617310;3bromo-2-methylpropene;beta-methylallyl bromide;3-Bromo-2-methylpropen;2-methyl-3-bromopropene;2-methyl-3-bromo propene;3-Bromo-2- methylpropene;2-methylprop-2-enyl bromide;2-Methyl-2-propenyl Bromide;1-Bromo-2-methyl-2-propene;2-Methyl-3-bromo-1-propene;Propene, 3-bromo-2-methyl-;SCHEMBL107116;3-Bromo-2-methylpropene, 97%;2-methylprop-2-en-1-yl bromide;DTXSID80326816;3-Bromo-2-methylpropene, stabilized with 0.1% hydroquinone;BBL104072;GEO-02548;MFCD00134155;STL557886;AKOS005259119;AM85592;NSC-617310;1-Propene, 3-bromo-2-methyl- (9CI);AS-11136;B2467;FT-0615141;FT-0643950;EN300-61933;J-511887;J-802108;3-Bromo-2-methylpropene (0.1% hydroquinone inhibitor added)

Chemical Property of 3-Bromo-2-methylpropene

Chemical Property:

• Appearance/Colour: clear colorless to yellow liquid
• Vapor Pressure: 50.1mmHg at 25°C
• Melting Point: -115.07°C (estimate)
• Refractive Index: n20/D 1.472(lit.)
• Boiling Point: 96.3 °C at 760 mmHg
• Flash Point: 8.4 °C
• PSA: 0.00000
• Density: 1.315 g/cm³
• LogP: 1.95740
• Storage Temp.: 2-8°C
• Solubility.: Chloroform, Ethyl Acetate
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 133.97311
• Heavy Atom Count: 5
• Complexity: 38.9

Purity/Quality:

98% ^*data from raw suppliers

3-Bromo-2-methyl-1-propene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,C,N
• Hazard Codes: F,C,N
• Statements: 11-20/22-34-51/53
• Safety Statements: 9-16-26-29-36/37/39-45-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C)CBr
• Uses: 3-Bromo-2-methylpropene is used as a general reagent for various organic reactions and primarily for amino acid synthesis and asymmetric amino acid synthesis. 3-Bromo-2-methylpropene may be used:in the synthesis of alkenyl iminesin the synthesis of 2-methylpropenyl (“methallyl”) complex, Cp*Os(η3-allyl)Br2in a study of chiral phase transfer alkylation leading to (S)-α-alkylcysteines

Technology Process of 3-Bromo-2-methylpropene

There total 16 articles about 3-Bromo-2-methylpropene 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: 90.8%

→ 2-methyl-3-bromo-1-propene (1458-98-6)

Guidance literature:

Reference yield: 85.0%

3-Chloro-2-methylpropene (563-47-3) → 2-methyl-3-bromo-1-propene (1458-98-6)

Guidance literature:

With sodium bromide;

Reference yield: 55.0%

3-hydroxy-2-methyl-1-propene (513-42-8) → 2-methyl-3-bromo-1-propene (1458-98-6)

Guidance literature:

With phosphorus tribromide; In pyridine; 1.) -20 deg C, 4 h; 2.) room temperature, 2 h;

DOI:10.1016/S0040-4020(01)92354-3

upstream raw materials:

1,2-dibromo-2-methyl-propane

1,2,3-tribromo-2-methylpropane

3-Chloro-2-methylpropene

3-hydroxy-2-methyl-1-propene

Downstream raw materials:

1,3-dibromo-2-methylpropane

3-hydroxy-2-methyl-1-propene

5-(bromomethyl)-5-methyl-3-phenyl-4,5-dihydroisoxazole

2-methyl-4-phenyl-1-butene

Refernces

• 1、 Apfel, Ulf-Peter,Kowol, Christian R.,Kloss, Florian,G?rls, Helmar,Keppler, Bernhard K.,Weigand, Wolfgang. "Hydroxy and ether functionalized dithiolanes: Models for the active site of the [FeFe] hydrogenase". . p. 1084 - 1088. Retrieved 2011.
• 2、 Nichols,Wrigley,Yanovsky. "-". . p. 2022. Retrieved 1946.
• 3、 Kim, Minjae,Park, Bohyun,Shin, Minkyeong,Kim, Suyeon,Kim, Junghoon,Baik, Mu-Hyun,Cho, Seung Hwan. "Copper-Catalyzed Enantiotopic-Group-Selective Allylation of gem-Diborylalkanes". supporting information. p. 1069 - 1077. Retrieved 2021/01/25.
• 4、 He, Jun,Xue, Yuhang,Han, Bo,Zhang, Chunzhu,Wang, You,Zhu, Shaolin. "Nickel-Catalyzed Asymmetric Reductive 1,2-Carboamination of Unactivated Alkenes". supporting information. p. 2328 - 2332. Retrieved 2020/01/08.