928-91-6

Basic information

• Product Name: (Z)-Hex-4-en-1-ol
• Synonyms: FEMA 3430;(4Z)-4-Hexen-1-ol;(z)-4-hexen-1-o;(Z)-4-Hexen-1-ol;cis-hex-4-en-1-ol;(Z)-hex-4-en-1-ol;4-Hexen-1-ol,(Z)-;cis-4-Hexen-1-ol,97%
• CAS NO: 928-91-6
• Molecular Formula: C₆H₁₂O
• Molecular Weight: 100.16
• EINECS: 213-187-0
• Product Categories: Mixed Fatty Acids;Fatty Acid Derivatives & Lipids;Glycerols;Miscellaneous Reagents;Acyclic;Alkenes;Organic Building Blocks
• Mol File: 928-91-6.mol
• Article Data: 35

Chemical Properties

• Boiling Point: 80 °C30 mm Hg(lit.)
• Flash Point: 46°C
• Appearance: Clear colorless/Liquid
• Density: 0.857 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.443
• PKA: 15.13±0.10(Predicted)
• Stability: Stable. Flammable. May be air-sensitive. Incompatible with strong oxidizing agents.
• CAS DataBase Reference: (Z)-Hex-4-en-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-Hex-4-en-1-ol(928-91-6)
• EPA Substance Registry System: (Z)-Hex-4-en-1-ol(928-91-6)

Safety Data

• Statements: 10
• Safety Statements: 16
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• F: 10-23
• TSCA: Yes
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 928-91-6(Hazardous Substances Data)

Usage

Chemical Properties

liquid

Uses

cis-4-Hexen-1-ol (cas# 928-91-6) is a compound useful in organic synthesis.

InChI:InChI=1/C6H12O/c1-2-3-4-5-6-7/h2-3,7H,4-6H2,1H3/b3-2-

Upstream product

• 928-93-8 4-hexyn-1-ol 
• 3003-84-7 Tetrahydrofurfuryl chloride 
• 51368-03-7 hex-4-enoic acid ethyl ester 
• 98096-52-7 C₈H₁₉NO₂ 
• 701-75-7 3-(phenylthio)but-1-ene 
• 540-51-2 2-bromoethanol 
• 111-28-4 2,4-hexadiene-1-ol 
• 110-87-2 3,4-dihydro-2H-pyran 
• 75-16-1 methylmagnesium bromide 
• 821-41-0 5-Hexen-1-ol 
• 131-62-4 1-hydroxy-1,2-benzodioxol-3-(1H)-one 
• 106-69-4 hexane-1,2,6-triol 
• 10141-72-7 2-methyloxane 
• 2396-84-1 (2E,4E)-ethyl hexa-2,4-dienoate 

Downstream Products

• 134022-38-1 threo-2-[1-(phenylseleno)ethyl]tetrahydrofuran 
• 134022-39-2 erythro-2-[1-(phenylseleno)ethyl]tetrahydrofuran 
• 114524-27-5 2-(1-Phenylselanyl-ethyl)-tetrahydro-furan 
• 4634-89-3 cis-hex-4-enal 
• 132409-98-4 Toluene-4-sulfonic acid (Z)-1-methyl-hept-5-enyl ester 
• 129620-49-1 pentacarbonyl{(4-hexen-1-yloxy)(phenyl)carbene}chromium⁽⁰⁾ 
• 116699-99-1 1-tosyl-2-vinyl-pyrrolidine 
• 906451-51-2 N-[(4E)-hex-4-en-1-yl](4-methylphenyl)sulfonamide 
• 1003-30-1 2-ethyltetrahydrofuran 
• 107163-93-9 Benzoic acid (3S,3aR,5R,6S,7S,8S,8aR,9S)-5-allyl-3-(tert-butyl-dimethyl-silanyloxy)-6-hydroxy-8-methyl-octahydro-3a,7-methano-azulen-9-yl ester 
• 107163-93-9 Benzoic acid (3S,3aR,5R,6R,7S,8S,8aR,9S)-5-allyl-3-(tert-butyl-dimethyl-silanyloxy)-6-hydroxy-8-methyl-octahydro-3a,7-methano-azulen-9-yl ester 
• 76467-15-7 (+/-)-rudmollin 
• 107195-06-2 Benzoic acid (3S,3aR,5S,6S,7S,8S,8aR,9S)-3-(tert-butyl-dimethyl-silanyloxy)-5-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-6-hydroxy-8-methyl-octahydro-3a,7-methano-azulen-9-yl ester 
• 107164-02-3 (3S,3aR,5S,8R,8aR)-3a-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-5-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-8-methyl-1,2,3,3a,4,5,8,8a-octahydro-azulene 

Relevant articles and documents

Synthesis of Racemic Brevioxime and Related Model Compounds

The synthesis, in racemic form, of the insect juvenile hormone inhibitor brevioxime (1) is described, as well as exploratory studies that led to the related model compounds 14 and 15a. The route to 1 involves Ag+-mediated coupling of the amine derived from 20 with the β-keto thioester 32. Acid treatment of the coupled product 33 led by acetal hydrolysis, cyclization, and desilylation to 34a,b, from which 1 was reached by oxidation and conversion into the oxime. In the synthesis of the amino component 20, a known, but unusual, reduction was used for converting a nitrile into an amine hydrochloride.

Cobalt-Catalyzed Intermolecular Hydrofunctionalization of Alkenes: Evidence for a Bimetallic Pathway

A functional group tolerant cobalt-catalyzed method for the intermolecular hydrofunctionalization of alkenes with oxygen- and nitrogen-based nucleophiles is reported. This protocol features a strategic use of hypervalent iodine(III) reagents that enables a mechanistic shift from conventional cobalt-hydride catalysis. Key evidence was found supporting a unique bimetallic-mediated rate-limiting step involving two distinct cobalt(III) species, from which a new carbon-heteroatom bond is formed.

Pd(II)-Catalyzed [4 + 2] Heterocyclization Sequence for Polyheterocycle Generation

A new Pd(II)-catalyzed cascade sequence for the formation of polyheterocycles, from simple starting materials, is reported. The sequence is applicable to both indole and pyrrole substrates, and a range of substituents are tolerated. The reaction is thought to proceed by a Pd(II)-catalyzed C-H activated Heck reaction followed by a second Pd(II)-catalyzed aza-Wacker reaction with two Cu(II)-mediated Pd(0) turnovers per sequence. The sequence can be considered a formal [4 + 2] heterocyclization.