7426-71-3

Usage

Uses

Used in Chemical Industry:
Butylidynetrimethanol is used as a starting material for the production of various chemical compounds, including alkyd resins, varnishes, and plasticizers. Its versatility in chemical synthesis makes it a valuable component in the creation of a wide range of products.
Used in Paint and Coating Industry:
In the paint and coating industry, butylidynetrimethanol is utilized as a key ingredient in the formulation of alkyd resins. These resins are essential for improving the durability, gloss, and chemical resistance of coatings, making them suitable for various applications, such as automotive, marine, and industrial coatings.
Used in Plastics and Polymer Industry:
Butylidynetrimethanol serves as a raw material for manufacturing polyvinyl chloride (PVC) stabilizers. These stabilizers are crucial for preventing the degradation of PVC under heat and light exposure, thereby enhancing the longevity and performance of PVC products.
Used in Lubricant Industry:
In the lubricant industry, butylidynetrimethanol is employed in the production of synthetic lubricants. These lubricants offer superior performance characteristics, such as high thermal stability and low volatility, making them ideal for use in demanding applications, such as automotive engines and industrial machinery.
Used in Antioxidant Industry:
Butylidynetrimethanol is used as an olefins antioxidant, which helps protect polymers and rubber products from oxidative degradation, thereby extending their service life and maintaining their mechanical properties.
Used in Printing and Adhesive Industry:
In the printing and adhesive industry, butylidynetrimethanol is used as a starting material for manufacturing rosin esters. These esters are essential components in the formulation of inks and adhesives, providing improved adhesion, gloss, and resistance to environmental factors.
Used in Explosives Industry:
Butylidynetrimethanol also finds application in the production of certain types of explosives, where its unique chemical properties contribute to the performance and stability of these materials.

InChI:InChI=1/C7H16O3/c1-2-3-7(4-8,5-9)6-10/h8-10H,2-6H2,1H3

Synthetic route

formaldehyd (50-00-0) + pentanal (110-62-3) → 2-(hydroxymethyl)-2-propylpropane-1,3-diol (7426-71-3)

Conditions	Yield
With sodium hydroxide In acetonitrile at 60 - 80℃; for 1h;	52%
With potassium hydroxide In ethanol; water at 50℃; Cooling with ice;	10%
(i) NaOH, (ii) nBuOH, (heating); Multistep reaction;
With sodium hydroxide In acetonitrile
With sodium hydroxide In acetonitrile at 20 - 80℃; for 0.833333h; Inert atmosphere;	6.6 g

formaldehyd (50-00-0) + dibutyl ether (142-96-1) → 2-(hydroxymethyl)-2-propylpropane-1,3-diol (7426-71-3)

Conditions	Yield
Irradiation.mit UV-Licht;

formaldehyd (50-00-0) + dibutyl ether (142-96-1) → 2-(hydroxymethyl)-2-propylpropane-1,3-diol (7426-71-3) + 2-propyl-propane-1,3-diol (2612-28-4)

Conditions	Yield
Irradiation.mit UV-Licht;
anschliessend Betrahlen der Reaktionsloesung mit UV;

2-n-propyl-2-hydroxymethyl-propan-1,3-diol triacetate (14274-62-5) → 2-(hydroxymethyl)-2-propylpropane-1,3-diol (7426-71-3)

Conditions	Yield
With sodium In methanol

C7H13O3(3-)*Sb(3+) → 2-(hydroxymethyl)-2-propylpropane-1,3-diol (7426-71-3)

Conditions	Yield
With water-d2 In dimethylsulfoxide-d6 Glovebox;

2-(hydroxymethyl)-2-propylpropane-1,3-diol (7426-71-3) + antimony(III) tert-butoxide → C7H13O3(3-)*Sb(3+)

Conditions	Yield
In tetrahydrofuran at 22℃; Inert atmosphere; Sealed tube;	70.4%

2-(hydroxymethyl)-2-propylpropane-1,3-diol (7426-71-3) → 3-hydroxymethyl-3-n-propyl oxetane (107829-94-7)

Conditions	Yield
With potassium carbonate; Diethyl carbonate at 125℃; for 3h;	38%
With potassium carbonate; Diethyl carbonate at 125℃; for 6h; Inert atmosphere;	3.7 g

2-(hydroxymethyl)-2-propylpropane-1,3-diol (7426-71-3) + methyl 5-t-butyl-2,3-dimethyl-4-hydroxyphenylacetate (56823-74-6) → (5-tert-Butyl-4-hydroxy-2,3-dimethyl-phenyl)-acetic acid 2,2-bis-[2-(5-tert-butyl-4-hydroxy-2,3-dimethyl-phenyl)-acetoxymethyl]-pentyl ester (56823-89-3)

Conditions	Yield
With lithium hydride

2-(hydroxymethyl)-2-propylpropane-1,3-diol (7426-71-3) → 1-chloro-2,2-bis-chloromethyl-pentane (13722-71-9)

Conditions	Yield
With pyridine; thionyl chloride

2-(hydroxymethyl)-2-propylpropane-1,3-diol (7426-71-3) → 4-n-propyl-2,6,7-trioxa-1-phosphabicyclo[2.2.2]octane (18644-16-1)

2-(hydroxymethyl)-2-propylpropane-1,3-diol (7426-71-3) + acetone (67-64-1) → 5-hydroxymethyl-2,2-dimethyl-5-propyl-1,3-dioxane (109383-31-5)

2-(hydroxymethyl)-2-propylpropane-1,3-diol (7426-71-3) → 2,2-dimethyl-5-propyl-1,3-dioxan-5-ylmethyl N,N,N',N'-tetraethylphosphorodiamidite (676447-84-0)

Conditions	Yield
Multi-step reaction with 2 steps 1: 2 h / 90 - 100 °C View Scheme

2-(hydroxymethyl)-2-propylpropane-1,3-diol (7426-71-3) → O-(2,2-dimethyl-5-propyl-1,3-dioxan-5-ylmethyl) N,N,N',N'-tetraethylphosphorodiamidothioate (676447-87-3)

Conditions	Yield
Multi-step reaction with 3 steps 1: 2 h / 90 - 100 °C 2: 64 percent / sulfur View Scheme

2-(hydroxymethyl)-2-propylpropane-1,3-diol (7426-71-3) → O-(2,2-dimethyl-5-propyl-1,3-dioxan-5-ylmethyl) N,N,N',N'-tetraethylphosphorodiamidoselenoate (676447-90-8)

Conditions	Yield
Multi-step reaction with 3 steps 1: 2 h / 90 - 100 °C 2: 72 percent / selenium View Scheme

2-(hydroxymethyl)-2-propylpropane-1,3-diol (7426-71-3) → O-[2,2-bis(myristoyloxymethyl)pentyl] N,N,N',N'-tetraethylphosphorodiamidothioate

Conditions	Yield
Multi-step reaction with 4 steps 1: 2 h / 90 - 100 °C 2: 64 percent / sulfur 3: ZnCl2 / 20 °C View Scheme

2-(hydroxymethyl)-2-propylpropane-1,3-diol (7426-71-3) → O-[2,2-bis(myristoyloxymethyl)pentyl] N,N,N',N'-tetraethylphosphorodiamidoselenoate

Conditions	Yield
Multi-step reaction with 4 steps 1: 2 h / 90 - 100 °C 2: 72 percent / selenium 3: ZnCl2 / 20 °C View Scheme

2-(hydroxymethyl)-2-propylpropane-1,3-diol (7426-71-3) → O-[2,2-bis(stearoyloxymethyl)pentyl] N,N,N',N'-tetraethylphosphorodiamidothioate

Conditions	Yield
Multi-step reaction with 4 steps 1: 2 h / 90 - 100 °C 2: 64 percent / sulfur 3: ZnCl2 / 20 °C View Scheme

2-(hydroxymethyl)-2-propylpropane-1,3-diol (7426-71-3) → O-[2,2-bis(stearoyloxymethyl)pentyl] N,N,N',N'-tetraethylphosphorodiamidoselenoate

Conditions	Yield
Multi-step reaction with 4 steps 1: 2 h / 90 - 100 °C 2: 72 percent / selenium 3: ZnCl2 / 20 °C View Scheme

2-(hydroxymethyl)-2-propylpropane-1,3-diol (7426-71-3) + methanesulfonyl chloride (124-63-0) → 2-hydroxymethyl-2-n-propylpropan-1,3-diol trimethanesulphonate

Conditions	Yield
In pyridine; diethyl ether

2-(hydroxymethyl)-2-propylpropane-1,3-diol (7426-71-3) → 4-propyl-1-(3,5-difluorophenyl)-2,6,7-trioxabicyclo[2.2.2]octane (1401904-32-2)

Conditions	Yield
Multi-step reaction with 3 steps 1: Diethyl carbonate; potassium carbonate / 6 h / 125 °C / Inert atmosphere 2: dicyclohexyl-carbodiimide; dmap / dichloromethane / 3 h / 20 °C / Inert atmosphere 3: boron trifluoride diethyl etherate / dichloromethane / 24 h / -70 - 20 °C / Inert atmosphere View Scheme

2-(hydroxymethyl)-2-propylpropane-1,3-diol (7426-71-3) → 1-(4-(bromodifluoromethyl)-3,5-difluorophenyl)-4-propyl-2,6,7-trioxabicyclo[2.2.2]octane (1401904-34-4)

Conditions

Yield

Multi-step reaction with 4 steps 1.1: Diethyl carbonate; potassium carbonate / 6 h / 125 °C / Inert atmosphere 2.1: dicyclohexyl-carbodiimide; dmap / dichloromethane / 3 h / 20 °C / Inert atmosphere 3.1: boron trifluoride diethyl etherate / dichloromethane / 24 h / -70 - 20 °C / Inert atmosphere 4.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -70 °C / Inert atmosphere 4.2: 1 h / -70 °C / Inert atmosphere View Scheme

2-(hydroxymethyl)-2-propylpropane-1,3-diol (7426-71-3) → 1-(4-(difluoro(3,4,5-trifluorophenoxy)methyl)-3,5-difluorophenyl)-4-propyl-2,6,7-trioxabicyclo[2.2.2]octane (1401904-29-7)

Conditions

Yield

Multi-step reaction with 5 steps 1.1: Diethyl carbonate; potassium carbonate / 6 h / 125 °C / Inert atmosphere 2.1: dicyclohexyl-carbodiimide; dmap / dichloromethane / 3 h / 20 °C / Inert atmosphere 3.1: boron trifluoride diethyl etherate / dichloromethane / 24 h / -70 - 20 °C / Inert atmosphere 4.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -70 °C / Inert atmosphere 4.2: 1 h / -70 °C / Inert atmosphere 5.1: potassium carbonate; tetrabutyl phosphonium bromide / n-heptane; water / 10 h / 82 - 85 °C / Inert atmosphere View Scheme

2-(hydroxymethyl)-2-propylpropane-1,3-diol (7426-71-3) → (3-propyloxetane-3-yl)methyl 4-((3,4,5-trifluorophenoxy)methyl)cyclohexanecarboxylate

Conditions	Yield
Multi-step reaction with 2 steps 1: Diethyl carbonate; potassium carbonate / 6 h / 125 °C / Inert atmosphere 2: 1-(4'-(bromodifluoromethyl)-2,3',5'-trifluoro-[1,1'-biphenyl]-4-yl)-4-pentyl-2,6,7-trioxabicyclo[2.2.2]octane; dmap / dichloromethane / 20 h / 20 °C View Scheme

2-(hydroxymethyl)-2-propylpropane-1,3-diol (7426-71-3) → 4-propyl-1-(4-((3,4,5-trifluorophenoxy)methyl)cyclohexyl)-2,6,7-trioxabicyclo[2.2.2]octane

Conditions	Yield
Multi-step reaction with 3 steps 1: Diethyl carbonate; potassium carbonate / 6 h / 125 °C / Inert atmosphere 2: 1-(4'-(bromodifluoromethyl)-2,3',5'-trifluoro-[1,1'-biphenyl]-4-yl)-4-pentyl-2,6,7-trioxabicyclo[2.2.2]octane; dmap / dichloromethane / 20 h / 20 °C 3: boron trifluoride diethyl etherate / dichloromethane / 15 h / -70 - 20 °C / Inert atmosphere View Scheme

2-(hydroxymethyl)-2-propylpropane-1,3-diol (7426-71-3) → 1-(3-propyloxetane-3-yl)methyl 4-(3,4,5-trifluorophenyl)cyclohexane-1,4-dicarboxylate

Conditions	Yield
Multi-step reaction with 2 steps 1: Diethyl carbonate; potassium carbonate / 6 h / 125 °C / Inert atmosphere 2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 20 h / 20 °C / Inert atmosphere View Scheme

2-(hydroxymethyl)-2-propylpropane-1,3-diol (7426-71-3) → 3,4,5-trifluorophenyl 4-(4-propyl-2,6,7-trioxabicyclo[2.2.2]octane-1-yl)cyclohexanecarboxylate

Conditions	Yield
Multi-step reaction with 3 steps 1: Diethyl carbonate; potassium carbonate / 6 h / 125 °C / Inert atmosphere 2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 20 h / 20 °C / Inert atmosphere 3: boron trifluoride diethyl etherate / dichloromethane / 22 h / -70 - 20 °C / Inert atmosphere View Scheme

2-(hydroxymethyl)-2-propylpropane-1,3-diol (7426-71-3) → 4-(3,4,5-trifluorophenyl)cyclohexanecarboxylate(3-propyloxetane-3-yl)methyl

Conditions	Yield
Multi-step reaction with 2 steps 1: Diethyl carbonate; potassium carbonate / 6 h / 125 °C / Inert atmosphere 2: pyridine / tetrahydrofuran / 20 h / 20 °C / Inert atmosphere View Scheme

2-(hydroxymethyl)-2-propylpropane-1,3-diol (7426-71-3) → 4-propyl-1-(4-(3,4,5-trifluorophenyl)cyclohexyl)-2,6,7-trioxabicyclo[2.2.2]octane

Conditions	Yield
Multi-step reaction with 3 steps 1: Diethyl carbonate; potassium carbonate / 6 h / 125 °C / Inert atmosphere 2: pyridine / tetrahydrofuran / 20 h / 20 °C / Inert atmosphere 3: boron trifluoride diethyl etherate / dichloromethane / 15 h / -70 - 20 °C / Inert atmosphere View Scheme

2-(hydroxymethyl)-2-propylpropane-1,3-diol (7426-71-3) → 3,5-difluorobenzoate(3-propyloxetane-3-yl)methyl (1401904-30-0)

Conditions	Yield
Multi-step reaction with 2 steps 1: Diethyl carbonate; potassium carbonate / 6 h / 125 °C / Inert atmosphere 2: dicyclohexyl-carbodiimide; dmap / dichloromethane / 3 h / 20 °C / Inert atmosphere View Scheme

Upstream product

• 50-00-0 formaldehyd 
• 110-62-3 pentanal 
• 14274-62-5 2-n-propyl-2-hydroxymethyl-propan-1,3-diol triacetate 
• 142-96-1 dibutyl ether 

Downstream Products

• 1401904-30-0 3,5-difluorobenzoate(3-propyloxetane-3-yl)methyl 
• 1401904-34-4 1-(4-(bromodifluoromethyl)-3,5-difluorophenyl)-4-propyl-2,6,7-trioxabicyclo[2.2.2]octane 
• 18644-16-1 4-n-propyl-2,6,7-trioxa-1-phosphabicyclo[2.2.2]octane 
• 56823-89-3 (5-tert-Butyl-4-hydroxy-2,3-dimethyl-phenyl)-acetic acid 2,2-bis-[2-(5-tert-butyl-4-hydroxy-2,3-dimethyl-phenyl)-acetoxymethyl]-pentyl ester 

Relevant academic research and scientific papers

Precise Steric Control over 2D versus 3D Self-Assembly of Antimony(III) Alkoxide Cages through Strong Secondary Bonding Interactions

Antimony(III) alkoxide cages were designed as building blocks for predictable supramolecular self-assembly. Supramolecular synthons featuring two Sb···O secondary bonding interactions (SBIs), each SBI stronger than 30 kJ/mol, were used to drive the formation of the supramolecular architectures. Judicious choice of pendant groups provided predictable control over the formation of self-assembled 3D columnar helices, which crystallized with hollow morphologies, or a self-assembled 2D bilayer. The Sb-O stretching frequency provides a spectroscopic signature of Sb···O SBI formation.

SUBSTITUTED IMIDAZOLECARBOXYLATE DERIVATIVES AND THE USE THEREOF

A compound is shown in formula (I). The derivatives of the compound include a stereoisomer, a pharmaceutically acceptable salt, a solvate, a prodrug, a metabolite, a deuterated derivative. The compound is a structurally novel substituted imidazole formate derivative. Substituted imidazole formate derivatives are used in preparing a drug with sedative, hypnotic and/or anesthetic effects, as well as a drug that can control the state of epilepsy. The compound has a good inhibitory effect on the central nervous system, and provides a new option for clinical screening of and/or preparation of a drug with sedative, hypnotic and/or anesthetic effects and controlling the state of epilepsy.

ORTHO ESTER DERIVATIVE, LIQUID CRYSTAL COMPOSITION, AND LIQUID CRYSTAL DISPLAY ELEMENT

The invention is to provide a liquid crystal compound having a large dielectric anisotropy, a high voltage holding ratio and stability to heat, light and so forth, maintaining a nematic phase in a wide temperature range, having a suitable optical anisotropy and an excellent compatibility with other liquid crystal compounds, particularly, to provide a liquid crystal compound having a large dielectric anisotropy. The invention provides compound (1): In the formula, for example, R1 is alkyl and having 1 to 20 carbons; ring A1, ring A2, ring A3, ring A4, ring A5 and ring A6 are independently 1,4-cyclohexylene or 1,4-phenylene; Z1, Z2, Z3, Z4, Z5, Z6 and Z7 are independently a single bond, - (CH2) 2-, -COO-, -OCO-, CF2O-, -OCF2- or -CH=CH-; X1 is fluorine, -CF3 or -OCF3; and Y1 and Y2 are independently hydrogen or fluorine.

Pesticidal compounds

The present invention provides a class of novel substituted bicyclooctanes which have pesticidal activity, particularly against arthropod pests. Pesticidal formulations containing the compounds of the formula (I), their use in the control of pests and methods for their preparation are also disclosed.

Pesticidal compounds

Bicyclooctane pesticides of the formula are prepared by cyclisation of In these formulae R may be various organic groups and is preferably n-butyl or n-propyl while R2 is a polysubstituted phenyl group.

Improvements relating to pesticides

Bicyclo-octane pesticides have the formula where Z is CH2CH2, CH2O, CH2S, -COCH2 or CH(OR8)CH2 where R8 is H, alkyl, acyl or carbamoyl; Y and Y1 are O or S(O)mwhere m is 0, 1 or 2; R is a specified substituted or unsubstituted aliphatic or cycloaliphatic hydrocarbon groups or a phenyl group, R1 and R3 are H, or specified substituted or unsubstituted aliphatic hydrocarbon groups or R1 is a carboalkoxy, cyano or gem dimethyl group when R3 is H or R and R1, together with the carbon atoms to which they are attached form a carbocyclic ring; and R2 is a phenyl group substituted at position 4 by -(C≡C)nR5 and optionally at other positions by specified substituents where n is 1 or 2 and R5 is I, H, alkyl optionally substituted, carboalkoxy, or a trisubstituted tin or trisubstituted silicon group. Various methods of synthesis are given.

Base reactant

Alkyl nitriles in combination with alkali metal hydroxides provide super bases which are useful in various chemical processes.