1576-93-8

Usage

Uses

Used in Pharmaceutical Industry:
Trans-4-Chloro-2-butene-1-ol is used as an intermediate in the synthesis of various drugs and pharmaceutical products. Its role in the production of medicinal compounds is significant due to its reactivity and ability to be incorporated into complex molecular structures.
Used in Organic Synthesis:
In the field of organic synthesis, trans-4-Chloro-2-butene-1-ol is used as a building block for the production of other chemicals. Its versatility in forming different types of chemical bonds makes it a valuable component in creating a wide array of chemical products.
Used in Research and Laboratory Settings:
trans-4-Chloro-2-butene-1-ol also serves as a reagent in research and laboratory settings, where it aids in various experimental procedures and the development of new chemical methodologies.
However, it is crucial to handle trans-4-Chloro-2-butene-1-ol with care due to its toxic nature and potential to cause irritation to the skin, eyes, and respiratory system. Proper safety measures should be implemented to mitigate any risks associated with its use.

InChI:InChI=1/C4H7ClO/c5-3-1-2-4-6/h1-2,6H,3-4H2/b2-1+

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 1775-39-9 1-chloro-4-hydroxy-2-butene 
• 821-11-4 1,4-butenediol 
• 6117-80-2 1,4-butenediol 
• 141-78-6 ethyl acetate 

Downstream Products

• 107772-19-0 4-(4-tert-butyl-phenoxy)-but-2c-en-1-ol 
• 17207-87-3 4-p-tolyloxy-but-2c-en-1-ol 
• 100533-15-1 (+/-)-1-(4-hydroxy-but-2c-enyl)-2-oxo-cyclohexanecarboxylic acid ethyl ester 
• 33739-85-4 2-((Z)-4-Hydroxy-but-2-enyl)-cyclohexanone 
• 213909-30-9 4-(phenylsulfonyl)but-2-en-1-ol 
• 1118097-60-1 C₂₉H₃₉NO₃Si 
• 1118097-58-7 C₂₉H₃₉NO₃Si 
• 1576-95-0 cis-2-penten-1-ol 
• 1028041-82-8 C₅₆H₇₀O₅Si₂ 
• 1028041-88-4 C₅₆H₇₀O₅Si₂ 
• 1028041-20-4 C₅₆H₇₀O₅Si₂ 
• 130690-74-3 Z-(1'R)-4-(1'-methylbenzylamino)-2-butene-1-ol 
• 53806-08-9 (Z)-4-methylamino-2-buten-1-ol 
• 21453-87-2 cis-<4-Hydroxy-buten-(2)-yl>-triphenyl-phosphoniumchlorid 

Relevant academic research and scientific papers

4-Cyano-2-butenyl group: A new type of protecting group in oligonucleotide synthesis via phosphoramidite approach

4-Cyano-2-butenyl (CB) is a new type of protecting group for the internucleotide bonds in the synthesis of oligodeoxyribonucleotides by the phosphoramidite approach. This group is stable to acidic conditions and can be removed under mild conditions by a δ-elimination pathway using aqueous ammonium hydroxide.

4-Cyano-2-butenyl group: A new type of protecting group in oligonucleotide synthesis via phosphoramidite approach

4-Cyano-2-butenyl (CB) is a new type of protecting group for the internucleotidic bonds in the synthesis of oligodeoxyribonueleotides by the phosphoramidite approach. This group is stable to acidic conditions and can be removed under mild conditions by a δ-elimination pathway using aqueous ammonium hydroxide.

Synthesis of 2,5-substituted tetrahydrofurans by Pd(II)-catalyzed cyclization

The Pd(II)-catalyzed cyclization of hydroxyl-substituted allylic alcohols quantitatively afforded a cis/trans mixture of 2,5-substituted tetrahydrofurans.

A Facile Synthesis of the Sex Pheromone of the Cabbage Looper Trichoplusia ni

The sex pheromone of the cabbage looper Trichoplusia ni Hubner, (Z)-7-dodecen-1-yl acetate, was synthesized via a bimolecular nucleophilic substitution reaction between the Grignard reagent of the protected bromohydrin with (Z)-2-hepten-1-yl acetate in the presence of CuI catalyst as a key step. An efficient synthetic method of preparation of the pheromone was achieved from (Z)-2-butene-1,4-diol in four steps with an overall yield of 22.1%.

Ligand-Controlled Regiodivergence in the Copper-Catalyzed [2,3]- and [1,2]-Rearrangements of Iodonium Ylides

Despite the importance of allylic ylide rearrangements for the synthesis of complex molecules, the catalyst control of [2,3]- and [1,2]-rearrangements remains an unsolved problem. We developed the first regiodivergent [2,3]- and [1,2]-rearrangements of iodonium ylides that are controlled by copper catalysts bearing different ligands. In the presence of a 2,2′-dipyridyl ligand, diazoesters and allylic iodides react via a [2,3]-rearrangement pathway. Alternatively, a phosphine ligand favors the formation of the [1,2]-rearrangement product. A series of α-iodoesters containing a broad range of functional groups were obtained in high yields, regioselectivities, and diastereoselectivities. Deuterium-labeling studies suggest distinct mechanisms for the regioselective rearrangements.

Syntheses of 5-chlorouracils/thymines with 1-[phosphono(methyl/ difluoromethyl)]-1,2-unsaturated-moiety-substituted methyl groups at N(1) and human thymidine phosphorylase inhibitory activity

By attaching (methyl)- or (difluoromethyl)-phosphonate groups to the 1-positions of ethene, cyclopentene or benzene, and attaching 1-(methyl)-5-chlorouracil or 1-(methyl)thymine groups to the corresponding 2-positions, compounds 1 - 5 were prepared as pot

Total synthesis of photoactivatable or fluorescent anandamide probes: Novel bioactive compounds with angiogenic activity

Endocannabinoids are endogenous polyunsaturated fatty acids involved in a multitude of health and disease processes. Recently, several lines of evidence suggest the presence of a novel non-CB1/CB2 anandamide receptor in endothelial cells. Thus, we synthes

Synthesis of [3H](4-fluorobutyl)propyl[2,5,6-trimethyl-7-(2,4,6-trimethylphenyl)pyrrolo[2,3-d]pyrimidin-4-yl]amine: A potent radioligand for corticotropin-releasing hormone type 1 receptor

[3H](4-Fluorobutyl)propyl[2,5,6-trimethyl-7-(2,4,6-trimethylphenyl)pyrrolo[2,3-d]pyrimidin-4-yl]amine ([3H]LWH-154), a novel potent radiolabelled analog of the nonpeptide corticotropin-releasing hormone type 1 receptor (CRHR1/s

The chemistry of metallacyclic alkenylcarbene complexes: Part 9. Synthesis and reactions of chelated η2-alkene- and η3-allyl-carbene complexes of cobalt, manganese and chromium

Cobaltalactams 7 with alkyl substituents at the nitrogen atom are accessible by UV-irradiation of CpCo(CO)2 6 in the presence of the appropriate vicinal aminoalkenol 8. Thus chelated (η3-allyl)cobaltcarbene complexes with either (endo-amino)oxo (3), (exo-amino)oxo (11), or dioxo (2) substitution at the carbene carbon atom are now available. A synthetic route to chelated (η2-alkene)-carbene complexes of chromium with allylically situated hydroxy groups is also presented.

An improved method for the preparation of 4-cyano-2-butenyl- deoxyribonucleosidephosphoramidites

An improved alternative synthesis of 4-cyano-2-butenyldeoxy nucleosidephosphoramidites in >100g quantities is described via reaction of the phosphordiamidites with 4-cyano-2-buten-1-ol.