77-84-9

Usage

Uses

Used in Chemical Synthesis:
2-Ethyl-2-methyl-1,3-propanediol is used as a raw material in the synthesis of other chemicals, particularly for the production of pharmaceuticals and personal care products. Its unique chemical structure allows it to serve as a key intermediate in the creation of various compounds.
Used in Solvent Applications:
As a solvent, 2-Ethyl-2-methyl-1,3-propanediol is utilized for its ability to dissolve a wide range of substances, making it suitable for various industrial processes.
Used in Paint and Coating Industry:
2-Ethyl-2-methyl-1,3-propanediol is used as a component in the production of paints and coatings, where its properties contribute to the formulation of high-quality and durable products.
Used in Adhesive Production:
In the adhesive industry, 2-Ethyl-2-methyl-1,3-propanediol is employed to enhance the performance of adhesives, providing better bonding and stability.
Used in Consumer Product Manufacturing:
Its low toxicity and stability make 2-Ethyl-2-methyl-1,3-propanediol a preferred ingredient in the manufacturing of various consumer products, ensuring safety and reliability.

InChI:InChI=1/C6H14O2/c1-3-6(2,4-7)5-8/h7-8H,3-5H2,1-2H3

Synthetic route

diethyl 2-ethyl-2-methylmalonate (2049-70-9) → 2-ethyl-2-methyl-1,3-propanediol (77-84-9)

Conditions	Yield
With lithium aluminium tetrahydride In diethyl ether at 20℃; for 4h;	94%
With lithium aluminium tetrahydride; diethyl ether
With lithium aluminium tetrahydride In diethyl ether for 3h; Heating;

1,4-dioxane (123-91-1) + ethylacrolein (922-63-4) → (+/-)-2-methyl-1-butanol (137-32-6) + 2-ethyl-2-methyl-1,3-propanediol (77-84-9)

Conditions	Yield
With formaldehyd; hydroquinone	A 61.5% B n/a

4-penten-3-one (1629-58-9) → (+/-)-2-pentanol (6032-29-7) + 2-ethyl-2-methyl-1,3-propanediol (77-84-9)

Conditions	Yield
With formaldehyd; hydroquinone In 1,4-dioxane; ethanol	A 57.5% B n/a

1,4-dioxane (123-91-1) + ethylacrolein (922-63-4) → (+/-)-2-pentanol (6032-29-7) + 2-ethyl-2-methyl-1,3-propanediol (77-84-9)

Conditions	Yield
With formaldehyd; hydroquinone	A 55.9% B n/a

4-penten-3-one (1629-58-9) → (+/-)-2-methyl-1-butanol (137-32-6) + 2-ethyl-2-methyl-1,3-propanediol (77-84-9)

Conditions	Yield
With sodium hydroxide; formaldehyd; hydroquinone In 1,4-dioxane; ethanol	A 55.7% B n/a

formaldehyd (50-00-0) + 2-Methylbutyraldehyde (96-17-3, 57456-98-1) → 2-ethyl-2-methyl-1,3-propanediol (77-84-9)

Conditions	Yield
With potassium carbonate
With potassium hydroxide; water

2-(hydroxymethyl)-2-methylbutanal (1112-47-6) → 2-ethyl-2-methyl-1,3-propanediol (77-84-9)

Conditions	Yield
With potassium hydroxide

2-Methylbutyraldehyde (96-17-3, 57456-98-1) → 2-ethyl-2-methyl-1,3-propanediol (77-84-9)

Conditions	Yield
Multi-step reaction with 2 steps 1: K2CO3 2: alcoholic KOH-solution View Scheme

Na2SO4·10H2O + diethyl 2-ethyl-2-methylmalonate (2049-70-9) → 2-ethyl-2-methyl-1,3-propanediol (77-84-9)

Conditions	Yield
In diethyl ether

Trimethyl orthoacetate (1445-45-0) + 2-ethyl-2-methyl-1,3-propanediol (77-84-9) → 2-acetoxymethyl-2-methylbutanol (656241-03-1)

Conditions	Yield
With toluene-4-sulfonic acid In dichloromethane at 20℃; for 1h;	91%

2-ethyl-2-methyl-1,3-propanediol (77-84-9) + methoxyacetaldehyde (10312-83-1) → 2-methoxymethyl-5-ethyl-5-methyl-1,3-dioxane

Conditions	Yield
With pyridinium p-toluenesulfonate In chloroform	89%

2-ethyl-2-methyl-1,3-propanediol (77-84-9) + 4-Nitrophthalonitrile (31643-49-9) → 4-(2-(hydroxymethyl)-2-methylbutoxy)benzene-1,2-dicarbonitrile (130326-30-6) + 1,3-bis(3',4'-dicyanophenyl)-2-ethyl-2-methylpropane (93673-02-0)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide for 48h; Ambient temperature; Yields of byproduct given;	A 86% B n/a
With potassium carbonate In N,N-dimethyl-formamide for 48h; Ambient temperature; Yield given. Yields of byproduct given;

2-ethyl-2-methyl-1,3-propanediol (77-84-9) + N-(1,2-dimethylethenylenedioxyphosphoryl)imidazole (57648-76-7) → 3-(5-Ethyl-5-methyl-2-oxo-2λ5-[1,3,2]dioxaphosphinan-2-yloxy)-butan-2-one

Conditions	Yield
In dichloromethane at 25℃; for 1h;	85%

2-ethyl-2-methyl-1,3-propanediol (77-84-9) + 1,3-Diphenylpropanone (102-04-5) → 5-ethyl-2,2-dibenzyl-5-methyl-1,3-dioxane

Conditions	Yield
With toluene-4-sulfonic acid In benzene Heating;	80%

2-ethyl-2-methyl-1,3-propanediol (77-84-9) + vanadium(V) oxychloride (7727-18-6) → {(VOCl)(μ-OCH2C(CH3)(C2H5)CH2O)}4

Conditions	Yield
In dichloromethane byproducts: HCl; (Ar or N2); to a soln. of 2-ethyl-2-methyl-1,3-propanediol added a soln. of VOCl3 and stirred for 30 min; hexane added; evapd.; filtered; recrystd. from CH2Cl2/pentane; elem. anal.;	79%

2-ethyl-2-methyl-1,3-propanediol (77-84-9) + 1,4-Cyclohexanedione (637-88-7) → 3,12-Diethyl-3,12-dimethyl-1,5,10,14-tetraoxa-dispiro[5.2.5.2]hexadecane

Conditions	Yield
With toluene-4-sulfonic acid In benzene Heating;	72%

2-ethyl-2-methyl-1,3-propanediol (77-84-9) + acetone (67-64-1) → 5-ethyl-2,2,5-trimethyl-1,3-dioxane

Conditions	Yield
With toluene-4-sulfonic acid In benzene Heating;	70%

4-heptanone (123-19-3) + 2-ethyl-2-methyl-1,3-propanediol (77-84-9) → 5-ethyl-5-methyl-2,2-dipropyl-1,3-dioxane

Conditions	Yield
With toluene-4-sulfonic acid In benzene Heating;	62%

2-ethyl-2-methyl-1,3-propanediol (77-84-9) + pentan-3-one (96-22-0) → 2,2,5-triethyl-5-methyl-1,3-dioxane

Conditions	Yield
With toluene-4-sulfonic acid In benzene Heating;	60%

2-ethyl-2-methyl-1,3-propanediol (77-84-9) + benzoyl chloride (98-88-4) → 2-phenyl-5-methyl-5-ethyl-1,3-dioxanium hexachloroantimonate

Conditions	Yield
With antimonypentachloride In dichloromethane for 0.05h; Heating;	40%

2-ethyl-2-methyl-1,3-propanediol (77-84-9) + 4-Nitrophthalonitrile (31643-49-9) → 4-hydroxy-1,2-benzenedicarbonitrile (30757-50-7) + 1,3-bis(3',4'-dicyanophenyl)-2-ethyl-2-methylpropane (93673-02-0)

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide	A 560 mg B 37%

formaldehyd (50-00-0) + 2-ethyl-2-methyl-1,3-propanediol (77-84-9) → 5-ethyl-5-methyl-[1,3]dioxane (13432-74-1)

Conditions	Yield
With hydrogenchloride

2-ethyl-2-methyl-1,3-propanediol (77-84-9) → 2,2-bis-bromomethyl-butane (500541-53-7)

Conditions	Yield
With phosphorus tribromide
With phosphorus tribromide

2-ethyl-2-methyl-1,3-propanediol (77-84-9) → 2-bromomethyl-2-methyl-butan-1-ol (40894-01-7)

Conditions	Yield
With hydrogen bromide at 100℃;

2-ethyl-2-methyl-1,3-propanediol (77-84-9) → 2-ethyl-2-methylmalonic acid (595-84-6)

Conditions	Yield
With potassium permanganate

2-ethyl-2-methyl-1,3-propanediol (77-84-9) → 4-ethyl-4-methyl-2,6-dioxa-heptanedioic acid diamide (3124-54-7)

Conditions	Yield
/BRN= 1803039/;

2-ethyl-2-methyl-1,3-propanediol (77-84-9) → 2-(hydroxymethyl)-2-methylbutanoic acid (6922-55-0)

Conditions	Yield
With alkaline aqueous potassium permanganate

2-ethyl-2-methyl-1,3-propanediol (77-84-9) + acetaldehyde (75-07-0) → 5-ethyl-2,5-dimethyl-[1,3]dioxane (39087-06-4)

Conditions	Yield
With hydrogenchloride

2-ethyl-2-methyl-1,3-propanediol (77-84-9) + acetic acid (64-19-7) → acetic acid-(1-bromomethyl-1-methyl-butyl ester)

Conditions	Yield
With hydrogen bromide at 100℃;

2-ethyl-2-methyl-1,3-propanediol (77-84-9) → 1-iodo-2-iodomethyl-2-methyl-butane

Conditions	Yield
With triphenyl phosphite; methyl iodide Heating;

2-ethyl-2-methyl-1,3-propanediol (77-84-9) + phenyl chloroformate (1885-14-9) → 4-ethyl-4-methyl-2,6-dioxa-heptanedioic acid diamide (3124-54-7)

Conditions	Yield
(i) Py, (ii) liq. NH3; Multistep reaction;

2-ethyl-2-methyl-1,3-propanediol (77-84-9) + terephthalaldehyde, (623-27-8) → (trans-trans)-1,4-bis(5-ethyl-5-methyl-1,3-dioxan-2-yl)benzene + (trans-cis)-1,4-bis(5-ethyl-5-methyl-1,3-dioxan-2-yl)benzene + (cis-cis)-1,4-bis(5-phenyl-1,3-dioxan-2-yl)benzene

Conditions	Yield
With toluene-4-sulfonic acid In benzene Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

Upstream product

• 96-17-3 2-Methylbutyraldehyde 
• 123-91-1 1,4-dioxane 
• 922-63-4 ethylacrolein 
• 2049-70-9 diethyl 2-ethyl-2-methylmalonate 
• 1629-58-9 4-penten-3-one 
• 1112-47-6 2-(hydroxymethyl)-2-methylbutanal 
• 50-00-0 formaldehyd 

Downstream Products

• 595-84-6 2-ethyl-2-methylmalonic acid 
• 694-54-2 tetrahydro-2H-2-pyranol 
• 1112-47-6 2-(hydroxymethyl)-2-methylbutanal 
• 1264833-16-0 C₁₃H₁₈O₃ 
• 66016-23-7 3-Methyl-3-ethylcyclobutan-1-carbonsaeure 
• 130326-32-8 5-(2-Methyl-2-trityloxymethyl-butoxy)-isoindole-1,3-diylidenediamine 
• 130326-31-7 4-(2-methyl-2-((triphenylmethoxy)methyl)butoxy)benzene-1,2-dicarbonitrile 
• 130326-30-6 4-(2-(hydroxymethyl)-2-methylbutoxy)benzene-1,2-dicarbonitrile 
• 93673-02-0 1,3-bis(3',4'-dicyanophenyl)-2-ethyl-2-methylpropane 

Relevant academic research and scientific papers

Synthesis and evaluation of α,α -disubstituted-3-mercaptopropanoic acids as inhibitors for carboxypeptidase A and implications with respect to enzyme inhibitor design

2-Ethyl-2-methyl-3-mercaptopropanoic acid (6) and 2-benzyl-2-methyl-3-mercaptopropanoic acid (7) were synthesized and evaluated as inhibitors for carboxypeptidase A (CPA), a prototypical zinc protease with the expectation that the binding affinities of these inhibitors would be augmented over those of 2-ethyl-3-methylsuccinic acid (2) and 2-benzyl-3-methylsuccinic acid (3), respectively, in light of the fact that the sulfhydryl group is a better zinc coordinating moiety than the carboxylate group. Contrary to the expectation, however, the inhibitory potency of 6 was not improved and that of 7 was rather attenuated by the replacement. A probable explanation for the unexpected results is offered.

Imidazopyridazines, their production and use

Novel compound of the general formula: STR1 wherein R1 stands for a hydrogen atom, an optionally substituted lower alkyl group or a halogen atom; R2 and R3 respectively stand for a hydrogen atom or an optionally substituted lower alkyl group, provided that either R2 or R3 is a hydrogen atom, the other being an optionally substituted lower alkyl group, or R2 and R3 may, taken together with the adjacent --C=C-- group, form a 5- to 7-membered ring; X stands for an oxygen atom or S(O)p (p stands for an integer from 0 to 2; Y stands for a group of the formula: STR2 (R4 and R5 respectively stand for a hydrogen atom or an optionally substituted lower alkyl group) or a divalent group derived from an optionally substituted 3- to 7-membered homocyclic or heterocyclic ring; R6 and R7 each stands for a hydrogen atom, an optionally substituted lower lakyl group, an optionally substituted cycloalkyl group or an optionally substituted aryl group, or R6 and R7 may, taken together with the adjacent nitrogen atom, form an optionally substituted nitrogen-containing heterocyclic group; m stands for an integer from 0 to 4; and n stands for an integer from 0 to 4, or a salt thereof, which has excellent anti-PAF activities, and is of value as an antiasthmatic agent, and their production, intermediates and pharmaceutical compositions.

Triazolopyridazine compounds, their production and use

Novel compound represented by the formula: STR1 wherein R1 stands for H, an optionally substituted lower alkyl group or a halogen; R2 and R3 respectively stands for a hydrogen or an optionally substituted lower alkyl group, or R2 and R3 may, taken together with the adjacent --C=C-- group, form a 5- to 7-membered ring; X stands for O, SO or SO2 ; Y stands for a group of the formula: STR2 (R4 and R5 respectively stand for H or an optionally substituted lower alkyl group) or a divalent group derived from an optionally substituted 3- to 7-membered homocyclic or heterocyclic ring; R6 and R7 each stands for H, an optionally substituted lower alkyl group, an optionally substituted cycloalkyl group or an optionally substituted aryl group, or R6 and R7 may, taken together with the adjacent N, form an optionally substituted N-containing heterocyclic group; m stands for 0 to 4; n stands for 0 to 4, or a salt thereof, which has excellent anti-PAF activities anti-LTC4 activities and anti-ET-1 activities, and is of value as an antiasthmatic agent, and their production, intermediates and pharmasceutical compositions.

2,2-disubstituted glycerol and glycerol-like compounds, compositions and methods of use

Novel 2,2-disubstituted glycerol-like compounds are disclosed for use as anti-allergic and anti-inflammatory compounds. The compounds are antagonists of platelet activating factor ("PAF"). Also disclosed are methods of synthesizing and using the compounds of the invention as well as pharmaceutical compositions thereof. The compounds have the formula STR1 wherein R1, R2, R3, and R4 are as defined in the specification.

2,2-Disubstituted glycerol and glycerol-like compounds, compositions and methods of use

Novel 2,2-disubstituted glycerol compounds are disclosed for use as anti-allergic and anti-inflammatory compounds. The compounds are antagonists of platelet activating factor ("PAF). Also disclosed are methods of synthesizing and using the compounds of the invention as well as pharmaceutical compositions thereof. The compounds have the formula wherein R1, R2, R3, and R4 are as defined in the specification.

Organotin-containing composition for the stabilization of polymers of vinyl chloride

An organotin-containing composition for the stabilization of polymers or copolymers of vinyl chloride in which there is incorporated a stabilizing amount of an organotin compound containing at least two tin atoms and which is a mercapto, hydroxy or alkoxy substituted ester of a mercapto acid substituted organotin mercapto acid diester.

Process for the preparation of 2-alkyl-2-methylpropane-1,3-diol

A process for the preparation of a dihydric alcohol with the formula STR1 wherein R represents an alkyl radical of 1 to 20 carbon atoms which comprises contacting a 2-alkylacrylaldehyde of the formula STR2 wherein R has the meaning given above with formaldehyde and thereafter contacting the resultant reaction mixture with hydrogen in the presence of a hydrogenation catalyst.

Research on cyclobutane compounds of biological interest. III. Syntheses and structure activity (antiinflammatory and antalgic) relationships of 3-substituted cyclobutane carboxylic acids

Antiinflammatory and analgesic activities of 3 substituted cyclobutanecarboxylic acids are pointed out and their structure-activity relationship examined according to the Hansch method. This analysis shows the influence of the steric and lipophilic parameters and this quantitative basis let us realize the synthesis of two acids, the analgesic acitivities of which are very much improved. Attempted quantitative correlations between physiochemical parameters and antiinflammatory activity were unsuccessful. This is imputable to a too imprecise representation of the steric effect which plays a primordial part in this kind of activity.