113661-09-9

Basic information

• Product Name: (E)-4-bromobut-2-en-1-ol
• Synonyms: (E)-4-bromobut-2-en-1-ol;(2E)-4-BroMo-2-buten-1-ol;(E)-4-BroMo-2-buten-1-ol
• CAS NO: 113661-09-9
• Molecular Formula: C₄H₇BrO
• Molecular Weight: 151.00178
• Mol File: 113661-09-9.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 205.5±28.0 °C(Predicted)
• Appearance: /
• Density: 1.527±0.06 g/cm3(Predicted)
• PKA: 13.98±0.10(Predicted)
• CAS DataBase Reference: (E)-4-bromobut-2-en-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-4-bromobut-2-en-1-ol(113661-09-9)
• EPA Substance Registry System: (E)-4-bromobut-2-en-1-ol(113661-09-9)

Safety Data

• Hazardous Substances Data: 113661-09-9(Hazardous Substances Data)

Usage

General Description

(E)-4-bromobut-2-en-1-ol, also known as 4-bromo-2-buten-1-ol, is a chemical compound that consists of a bromine atom attached to a butene chain with a hydroxyl group. It is commonly used as an intermediate in organic synthesis and can be used as a starting material for the production of various chemicals. (E)-4-bromobut-2-en-1-ol is known for its reactivity in various organic reactions, making it useful in the pharmaceutical and agrochemical industries. It is also used as a building block in the synthesis of other organic compounds, such as pharmaceuticals, fragrances, and agrochemicals. Additionally, this compound can be used in the preparation of specialty chemicals and is an important reagent in organic chemistry research.

Upstream product

• 1117-71-1 methyl-4-bromo-2-butenoate 
• 6117-80-2 1,4-butenediol 
• 37746-78-4 4-bromo-trans-crotonic acid ethyl ester 

Downstream Products

• 104311-79-7 trans-1-benzoyloxy-4-bromobut-2-ene 
• 37746-78-4 4-bromo-trans-crotonic acid ethyl ester 

Relevant articles and documents

Bio-inspired formal synthesis of hirsutellones a-C featuring an electrophilic cyclization triggered by remote lewis acid-activation

A bio-inspired strategy was used to complete the formal synthesis of the antitubercular hirsutellone B and congeners A and C, through construction of its decahydrofluorene core from a linear polyene strand activated at both ends by a silyl enol ether and an allyl acetate. Our synthesis features a key electrophilic cyclization, starting with the remote activation (by [Yb(OTf) 3] or BF3×OEt2) of the allyl acetate and stereoselectively affording the C ring. This was followed by an intramolecular Diels-Alder reaction to get the tricyclic core of the natural product. The stereoselective reduction of the resulting ketone towards the formal intermediate was critical to the success of this strategy. Copyright

The structure elucidation and total synthesis of β-lipomycin

Here we describe the synthesis of β-lipomycin, a secondary metabolite isolated from the fermentation broth of Corallococcus coralloides. The synthesis relies on the structural assignment made by a statistical method, the so-called profile hidden Markov model. Using this protocol, not only the configuration of the secondary alcohol, but also of the adjacent methyl branch could be deduced. The synthesis therefore not only provides access to this natural product but also confirms the validity of this approach for configurational assignment at methyl branches of modular polyketides.

Organoselenium-catalyzed synthesis of oxygen- and nitrogen-containing heterocycles

A new and efficient approach for the synthesis of oxygen and nitrogen heterocycles by organoselenium catalysis has been developed. The exo-cyclization proceeded smoothly under mild conditions with good functional group tolerance and excellent regioselectivity. Mechanistic studies revealed that 1-fluoropyridinium triflate is key for oxidative cyclization.