813-60-5

Basic information

• Product Name: 2-methyl-2-(1-methylpropyl)propane-1,3-diol
• Synonyms: 2-methyl-2-(1-methylpropyl)propane-1,3-diol;2-Methyl-2-(1-methylpropyl)propan-1,3-diol;2-Methyl-2-(1-methylpropyl)-1,3-propanediol;2-Methyl-2-sec-butyl-1,3-propanediol;1,3-Propanediol, 2-methyl-2-(1-methylpropyl)-;1,3-Propanediol, 2-sec-butyl-2-methyl-;Einecs 212-387-5;Nsc 74471
• CAS NO: 813-60-5
• Molecular Formula: C₈H₁₈O₂
• Molecular Weight: 146.22732
• EINECS: 212-387-5
• Mol File: 813-60-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 226.389 °C at 760 mmHg
• Flash Point: 98.205 °C
• Appearance: /
• Density: 0.937 g/cm³
• Vapor Pressure: 0.0162mmHg at 25°C
• Refractive Index: 1.452
• CAS DataBase Reference: 2-methyl-2-(1-methylpropyl)propane-1,3-diol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methyl-2-(1-methylpropyl)propane-1,3-diol(813-60-5)
• EPA Substance Registry System: 2-methyl-2-(1-methylpropyl)propane-1,3-diol(813-60-5)

Safety Data

• Hazardous Substances Data: 813-60-5(Hazardous Substances Data)

Usage

General Description

2-methyl-2-(1-methylpropyl)propane-1,3-diol, also known as MPD-2, is a chemical compound used as a solvent in a variety of industrial applications, including the production of coatings, inks, adhesives, and cleaning products. It is a colorless, odorless liquid with low volatility, making it an ideal ingredient for formulations that require a stable and long-lasting solvent. MPD-2 is also known for its low toxicity and low environmental impact, making it a preferred choice for manufacturers looking to reduce their carbon footprint and adhere to strict safety regulations. Additionally, its high solvency power and compatibility with other chemicals make it a versatile and valuable ingredient in a wide range of industrial processes.

InChI:InChI=1/C8H18O2/c1-4-7(2)8(3,5-9)6-10/h7,9-10H,4-6H2,1-3H3

Synthetic route

ethyl 2,3-dimethyl-2-carboethoxypentanoate (64770-18-9) → 2-sec-butyl-2-methyl-propane-1,3-diol (813-60-5)

Conditions	Yield
With lithium aluminium tetrahydride; diethyl ether

formaldehyd (50-00-0) + 2,3-dimethylvaleraldehyde (32749-94-3) → 2-sec-butyl-2-methyl-propane-1,3-diol (813-60-5)

Conditions	Yield
With sodium carbonate
With potassium hydroxide In ethanol hydroxymethylation;
With water; sodium hydroxide at 80℃;	277 g
With sodium hydroxide In water at 0.8℃;	277 g

(E)-3-methyl-2-pentene (616-12-6) → 2-sec-butyl-2-methyl-propane-1,3-diol (813-60-5)

Conditions	Yield
Multi-step reaction with 2 steps 1: H2 / (Ph3P)3Rh(CO)H 2: KOH / ethanol View Scheme

2-ethyl-1-butanol (97-95-0) → 2-sec-butyl-2-methyl-propane-1,3-diol (813-60-5)

Conditions	Yield
Multi-step reaction with 3 steps 1: H+ / Heating 2: H2 / (Ph3P)3Rh(CO)H 3: KOH / ethanol View Scheme

1-methoxy-2,3-dimethyl-pentan-2-ol (3944-77-2) → 2-sec-butyl-2-methyl-propane-1,3-diol (813-60-5)

Conditions	Yield
Multi-step reaction with 2 steps 1: ion-exchange resin + form> 2: aq. Na2CO3 View Scheme

3-sec-butyl-3-methyl-oxirane-2-carboxylic acid methyl ester (72569-66-5) → 2-sec-butyl-2-methyl-propane-1,3-diol (813-60-5)

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium hydroxide / water / 80 - 90 °C / pH 2 2: 80 - 90 °C 3: sodium hydroxide; water / 80 °C View Scheme

3-methylpent-3-en-2-one (565-62-8) → 2-sec-butyl-2-methyl-propane-1,3-diol (813-60-5)

Conditions	Yield
Multi-step reaction with 5 steps 1: palladium on activated charcoal; hydrogen / 3.5 h / 85 °C / 7500.75 Torr / Large scale 2: sodium methylate / methanol; toluene / 5 h / 0 - 20 °C / Large scale 3: sodium hydroxide / water / 80 - 90 °C / pH 2 4: 80 - 90 °C 5: sodium hydroxide; water / 80 °C View Scheme
Multi-step reaction with 4 steps 1.1: palladium on activated charcoal; hydrogen / 0.85 °C / 75.01 Torr / Large scale 2.1: sodium methylate / methanol; toluene / 3 h / 0 - 20 °C / Large scale 3.1: sodium hydroxide / water 3.2: 80 - 90 °C / pH 2 4.1: sodium hydroxide / water / 0.8 °C View Scheme

3-methyl-pentan-2-one (565-61-7, 55156-16-6) → 2-sec-butyl-2-methyl-propane-1,3-diol (813-60-5)

Conditions	Yield
Multi-step reaction with 4 steps 1: sodium methylate / methanol; toluene / 5 h / 0 - 20 °C / Large scale 2: sodium hydroxide / water / 80 - 90 °C / pH 2 3: 80 - 90 °C 4: sodium hydroxide; water / 80 °C View Scheme
Multi-step reaction with 3 steps 1.1: sodium methylate / methanol; toluene / 3 h / 0 - 20 °C / Large scale 2.1: sodium hydroxide / water 2.2: 80 - 90 °C / pH 2 3.1: sodium hydroxide / water / 0.8 °C View Scheme

2-sec-butyl-2-methyl-propane-1,3-diol (813-60-5) + urethane (51-79-6) → mebutamate (64-55-1)

Conditions	Yield
With aluminum isopropoxide; toluene
With aluminum isopropoxide; xylene
With aluminum isopropoxide In xylene Heating;
With aluminum isopropoxide; toluene
With aluminum isopropoxide; xylene

2-sec-butyl-2-methyl-propane-1,3-diol (813-60-5) + 3,5-dimethyl-3-cyclohexenylcarboxaldehyde → 2-(3,5-dimethyl-3-cyclohexen-1-yl)-5-methyl-5-(1-methylpropyl)-1,3-dioxane

Conditions	Yield
With hydrogen cation Tollns reaction;

2-sec-butyl-2-methyl-propane-1,3-diol (813-60-5) → 1-(N-Acetyl-carbamoyloxy)-2-(N-acetyl-carbamoyloxymethyl)-2,3-dimethyl-pentan (25648-85-5)

Conditions	Yield
Multi-step reaction with 2 steps 1: Al(OiPr)3 / xylene / Heating 2: H2SO4 View Scheme

2-sec-butyl-2-methyl-propane-1,3-diol (813-60-5) → 2,3-Dimethyl-1-(N-propionyl-carbamoyloxy)-2-(N-propionyl-carbamoyloxymethyl)-pentan (25648-86-6)

Conditions	Yield
Multi-step reaction with 2 steps 1: Al(OiPr)3 / xylene / Heating 2: H2SO4 View Scheme

2-sec-butyl-2-methyl-propane-1,3-diol (813-60-5) → 1-(N-Butyryl-carbamoyloxy)-2-(N-butyryl-carbamoyloxymethyl)-2,3-dimethyl-pentan (100624-29-1)

Conditions	Yield
Multi-step reaction with 2 steps 1: Al(OiPr)3 / xylene / Heating 2: H2SO4 View Scheme

Upstream product

• 64770-18-9 ethyl 2,3-dimethyl-2-carboethoxypentanoate 
• 50-00-0 formaldehyd 
• 32749-94-3 2,3-dimethylvaleraldehyde 
• 616-12-6 (E)-3-methyl-2-pentene 
• 97-95-0 2-ethyl-1-butanol 
• 3944-77-2 1-methoxy-2,3-dimethyl-pentan-2-ol 
• 72569-66-5 3-sec-butyl-3-methyl-oxirane-2-carboxylic acid methyl ester 
• 565-62-8 3-methylpent-3-en-2-one 
• 565-61-7 3-methyl-pentan-2-one 

Downstream Products

• 64-55-1 mebutamate 
• 25648-85-5 N,N'-Diacetyl-2-methyl-2-sek-butyl-1,3-dicarbamoyloxy-propan 
• 25648-86-6 N,N'-Dipropionyl-2-methyl-2-sek-butyl-1,3-dicarbamoyloxy-propan 

Relevant articles and documents

5-SEC-BUTYL-2-(2,4-DIMETHYL-CYCLOHEX-3-ENYL)-5-METHYL-[1,3]DIOXANE AND PROCESS FOR MAKING THE SAME

The present invention is directed to 5-sec-butyl-2-(2,4-dimethyl-cyclohex-3-enyl)-5-methyl-[1,3]dioxane and a novel process for making the same.

Lewis acid-catalysed reaction of (cyclo)alkenes with oxiranes

The Lewis acid-catalysed reaction of (cyclo)alkenes with oxiranes can give homologous aldehydes, unsaturated alcohols, and fused furans. Many of these materials are of interest to the fragrance industry. (C) 2000 Elsevier Science Ltd.