21078-83-1

Basic information

• Product Name: 5-TETRADECANOL
• Synonyms: 5-TETRADECANOL;tetradecan-5-ol;Tetradecane-5-ol
• CAS NO: 21078-83-1
• Molecular Formula: C₁₄H₃₀O
• Molecular Weight: 214.39
• EINECS: 244-196-8
• Mol File: 21078-83-1.mol

Chemical Properties

• Boiling Point: 284.54°C (estimate)
• Flash Point: 110.4°C
• Appearance: /
• Density: 0.8097 (estimate)
• Vapor Pressure: 0.000628mmHg at 25°C
• Refractive Index: 1.4237 (estimate)
• CAS DataBase Reference: 5-TETRADECANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 5-TETRADECANOL(21078-83-1)
• EPA Substance Registry System: 5-TETRADECANOL(21078-83-1)

Safety Data

• Hazardous Substances Data: 21078-83-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H30O/c1-3-5-7-8-9-10-11-13-14(15)12-6-4-2/h14-15H,3-13H2,1-2H3

Upstream product

• 693-03-8 n-butyl magnesium bromide 
• 112-31-2 caprinaldehyde 
• 31857-89-3 tetradecan-5-one 
• 109-65-9 1-bromo-butane 
• 764-93-2 1-decyne 
• 629-59-4 tetradecane 
• 110-42-9 Methyl decanoate 
• 112-13-0 n-decanoyl chloride 

Downstream Products

• 31857-89-3 tetradecan-5-one 

Relevant articles and documents

Grignard reagent/borohydride combinations alkylation/reduction of esters

The one step transformation of esters into secondary alcohols (70-80% yields) has been performed with a Grignard reagent in the presence of calcium or zinc borohydride. Under the same conditions, vinylic Grignard reagents gave γ,δ-unsaturated alcohols in good yields through three successive reactions: addition to the ester carbonyl, then conjugate addition and, finally reduction).

Reaction of I2 with α-boraalkylmagnesium bromide: A new synthesis of mixed alkyl secondary alcohols

1,1-Diborylalkanes, prepared through hydroboration of 1-alkynes using BH3:N(C2H5)2Ph complex, on reaction with Grignard reagent followed by I2/NaOH treatment and H2O2/OH- oxidation give the corresponding mixed alkyl secondary alcohols.

Shape Selective Alkane Hydroxylation by Metalloporphyrin Catalysts

A series of manganese and iron porphyrins with sterically protected pockets are shown to be shape selective alkane hydroxylation catalysts.With iodosobenzene as oxidant, good regioselectivity is observed for hydroxylation of alkanes at the least hindered methyl group by using the very sterically hindered (5,10,15,20-tetrakis(2',4',6'-triphenylphenyl)porphyrinato)manganese(III) acetate (MnTTPPP(OAc)) as catalyst; The moderately hindered (5,10,15,20-tetrakis(2',4',6'-trimethoxyphenyl)porphyrinato)manganese(III) acetate shows little selectivity toward terminal CH3 hydroxylation but does show enhancement for the adjacent, ω - 1, CH2 site.Primary selectivity is dependent on the size and shape of the alkane substrate, with more bulky substituents giving greater primary selectivity.Substituting pentafluoroiodosobenzene or m-chloroperbenzoic acid as oxidants yields similar selectivity, thus conclusively demonstrating metal based oxidation via a common intermediate for these three systems.In contrast, tert-butyl hydroperoxide or 2,2,2-trifluoroethanol solubilized pentafluoroiodosobenzene show no primary carbon selectivity, and reaction product ratios are independent of the metalloporphyrin catalyst; this demonstrates that the site of oxidation with these oxidants is not metal based.The iron porphyrin derivatives also show good primary selectivity, although to a lesser degree than with the Mn derivatives, proving that these oxidations too are metal based.The regioselectivities for alkane hydroxilation shown by TTPPP derivatives are comparable to or better than those found for some isozymes of cytochrome P-450 which are responsible for primary alcohol biosynthesis from steroids, fatty acids, and alkanes.

Shape-selective Alkane Hydroxylation

A series of sterically hindered manganese porphyrins have been used to catalyse shape-selective alkane hydroxylation, increasing the production of primary alcohols.