3-Bromo-3-buten-1-ol

Base Information

• Chemical Name: 3-Bromo-3-buten-1-ol
• CAS No.: 76334-36-6
• Molecular Formula: C4H7BrO
• Molecular Weight: 151.003
• Hs Code.: 29055900
• Mol file: 76334-36-6.mol

Synonyms:3-Bromo-3-buten-1-ol;

Chemical Property of 3-Bromo-3-buten-1-ol

Chemical Property:

• Appearance/Colour: Clear brown liquid
• Vapor Pressure: 0.412mmHg at 25°C
• Refractive Index: n20/D 1.499(lit.)
• Boiling Point: 172.8 °C at 760 mmHg
• PKA: 14.86±0.10(Predicted)
• Flash Point: 58.3 °C
• PSA: 20.23000
• Density: 1.507 g/cm³
• LogP: 1.27740
• Sensitive.: Light Sensitive

Purity/Quality:

97% ^*data from raw suppliers

3-Bromo-3-buten-1-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-41-43
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-Bromo-3-buten-1-ol is useful building block in the synthesis of α-methylene lactones,1 tricyclic sesquiterpenes,2,3 and a number of other cyclization4 and alkylation reactions.

Technology Process of 3-Bromo-3-buten-1-ol

There total 10 articles about 3-Bromo-3-buten-1-ol 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: 97.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2-bromoallyl bromide (513-31-5) → 3-bromobut-3-en-1-ol (76334-36-6)

Guidance literature:

With tin; hydrogen bromide; In ethanol; water; at 20 ℃;

DOI:10.1002/chem.201102880

Reference yield: 85.0%

3-Butyn-1-ol (927-74-2) → 3-bromobut-3-en-1-ol (76334-36-6)

Guidance literature:

With tetraethylammonium bromide; phosphorus tribromide; In dichloromethane; water; for 5h; Inert atmosphere;

DOI:10.1039/c4ob01188k

Reference yield: 81.0%

3-Butyn-1-ol (927-74-2) → 3-bromobut-3-en-1-ol (76334-36-6) + 4-bromo-3-buten-1-ol

Guidance literature:

With chloro-trimethyl-silane; tetraethylammonium bromide; lithium bromide; In acetonitrile; at 40 ℃; for 1h; Microwave irradiation;

DOI:10.1016/j.tetlet.2011.04.025

upstream raw materials:

2,4-dibromo-1-butene

potassium acetate

ethyl α-(bromomethyl)acrylate

ethyl 4-bromo-4-pentenoate

Downstream raw materials:

3-Butyn-1-ol

α-methylene-γ-butyrolactone

3-phenylmethyl-3-buten-1-ol

1-(4-(4-hydroxybut-1-en-2-yl)phenyl)ethan-1-one

Refernces

• 1、 -. "BORONIC ACID DERIVATIVES AND THERAPEUTIC USES THEREOF". Paragraph 0210. . Retrieved 2019/11/12.
• 2、 Liu, Yi,Yeung, Ying-Yeung. "Ring strain-dictated divergent fluorinating Prins cyclization or semipinacol rearrangement". supporting information. p. 6478 - 6482. Retrieved 2017/08/16.