1576-93-8

Basic information

• Product Name: trans-4-Chloro-2-butene-1-ol
• Synonyms: trans-4-Chloro-2-butene-1-ol;Cis-4-chloro-2-butene-1-ol (double bond geoMetry Z)
• CAS NO: 1576-93-8
• Molecular Formula: C₄H₇ClO
• Molecular Weight: 106.55
• Mol File: 1576-93-8.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 182.78 °C at 760 mmHg
• Flash Point: 83.22 °C
• Appearance: /
• Density: 1.098 g/cm³
• Vapor Pressure: 0.23mmHg at 25°C
• Refractive Index: 1.469
• PKA: 14.05±0.10(Predicted)
• CAS DataBase Reference: trans-4-Chloro-2-butene-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: trans-4-Chloro-2-butene-1-ol(1576-93-8)
• EPA Substance Registry System: trans-4-Chloro-2-butene-1-ol(1576-93-8)

Safety Data

• Hazardous Substances Data: 1576-93-8(Hazardous Substances Data)

Usage

General Description

Trans-4-Chloro-2-butene-1-ol, also known as 4-chloro-2-butyn-1-ol, is a chemical compound with the molecular formula C4H5ClO. It is an organochlorine compound that is used in organic synthesis and as a reagent in chemical reactions. trans-4-Chloro-2-butene-1-ol is a colorless liquid with a pungent odor and is soluble in water and organic solvents. It is commonly used in the pharmaceutical industry as an intermediate in the synthesis of various drugs and pharmaceutical products. Additionally, it has potential applications as a building block for the production of other chemicals and as a reagent in research and laboratory settings. However, it is important to handle this compound with caution, as it is considered to be toxic and can cause irritation to the skin, eyes, and respiratory system.

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

Upstream product

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

Downstream Products

• 1576-95-0 cis-2-penten-1-ol 
• 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 
• 21453-87-2 cis-<4-Hydroxy-buten-(2)-yl>-triphenyl-phosphoniumchlorid 
• 53806-08-9 (Z)-4-methylamino-2-buten-1-ol 
• 130690-74-3 Z-(1'R)-4-(1'-methylbenzylamino)-2-butene-1-ol 
• 213909-30-9 4-(phenylsulfonyl)but-2-en-1-ol 
• 1028041-20-4 C₅₆H₇₀O₅Si₂ 
• 1028041-88-4 C₅₆H₇₀O₅Si₂ 
• 1028041-82-8 C₅₆H₇₀O₅Si₂ 
• 1118097-60-1 C₂₉H₃₉NO₃Si 
• 1118097-58-7 C₂₉H₃₉NO₃Si 

Relevant articles and documents

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.

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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.

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