7148-50-7

Basic information

• Product Name: 5-methyl-5-propyl-1,3-dioxan-2-one
• Synonyms: 1,3-Dioxan-2-one, 5-methyl-5-propyl-;Carbonic acid, cyclic 2-methyl-2-propyltrimethylene ester;Einecs 230-465-7;Nsc 65885;Carbonic acid 2-Methyl-2-propyltriMethylene ester;Carisoprodol iMpurity B;5-Methyl-5-Propyl-2-methyl Dioxanone
• CAS NO: 7148-50-7
• Molecular Formula: C₈H₁₄O₃
• Molecular Weight: 158.2
• EINECS: 230-465-7
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 7148-50-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 90-93°C@0.02mm
• Flash Point: 114.9°C
• Appearance: /
• Density: 1.004g/cm³
• Vapor Pressure: 0.0108mmHg at 25°C
• Refractive Index: 1.425
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• Stability: Moisture Sensitive
• CAS DataBase Reference: 5-methyl-5-propyl-1,3-dioxan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-methyl-5-propyl-1,3-dioxan-2-one(7148-50-7)
• EPA Substance Registry System: 5-methyl-5-propyl-1,3-dioxan-2-one(7148-50-7)

Safety Data

• Hazardous Substances Data: 7148-50-7(Hazardous Substances Data)

Usage

Chemical Properties

Colourless Oil

InChI:InChI=1/C8H14O3/c1-3-4-8(2)5-10-7(9)11-6-8/h3-6H2,1-2H3

Synthetic route

phosgene (75-44-5) + 2-methyl-2-propyl-1,3-propanediol (78-26-2) → 5-Methyl-5-n-propyl-1,3-dioxan-2-one (7148-50-7)

Conditions	Yield
With antipyrine; chloroform

2-methyl-2-propyl-1,3-propanediol (78-26-2) + Diethyl carbonate (105-58-8) → 5-Methyl-5-n-propyl-1,3-dioxan-2-one (7148-50-7)

Conditions	Yield
With sodium methylate Entfernen des entstehenden Aethanols;
With sodium 1.) toluene, 90 deg C, 30 min, 2.) toluene, 88-110 deg C; Yield given. Multistep reaction;

2-methyl-2-propyl-1,3-propanediol (78-26-2) + bis(trichloromethyl) carbonate (32315-10-9) → 5-Methyl-5-n-propyl-1,3-dioxan-2-one (7148-50-7)

Conditions	Yield
With triethylamine In tetrahydrofuran at -78 - 20℃; for 16h;

2-methyl-2-propyl-1,3-propanediol (78-26-2) → 5-Methyl-5-n-propyl-1,3-dioxan-2-one (7148-50-7)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: p-toluenesulfonyl chloride; n-butyllithium 1.2: 0 - 60 °C 2.1: C49H74AlNO4; bis(triphenylphosphoranylidene)ammonium iodide / butanone / 24 h / 110 °C / 7500.75 Torr / Autoclave; Sealed tube View Scheme

3-methyl 3-n-propyl oxetane (13911-97-2) + carbon dioxide (124-38-9) → 5-Methyl-5-n-propyl-1,3-dioxan-2-one (7148-50-7)

Conditions	Yield
With C49H74AlNO4; bis(triphenylphosphoranylidene)ammonium iodide In butanone at 110℃; under 7500.75 Torr; for 24h; Autoclave; Sealed tube;

5-Methyl-5-n-propyl-1,3-dioxan-2-one (7148-50-7) → methanol (67-56-1) + 2-methyl-2-propyl-1,3-propanediol (78-26-2)

Conditions	Yield
With [Mn(HN(C2H4PiPr2)2)(CO)2Br]; hydrogen; sodium t-butanolate In tetrahydrofuran at 120℃; under 22502.3 Torr; for 26h; Schlenk technique; Glovebox; Autoclave;	A 94% B 98%

5-Methyl-5-n-propyl-1,3-dioxan-2-one (7148-50-7) → 2-methyl-2-propyl-3-hydroxypropylcarbamate (1471-56-3)

Conditions	Yield
With ammonia

morpholine (110-91-8) + 5-Methyl-5-n-propyl-1,3-dioxan-2-one (7148-50-7) → morpholine-4-carboxylic acid 2-hydroxymethyl-2-methyl-pentyl ester (25384-42-3)

methamphetamin (7632-10-2) + 5-Methyl-5-n-propyl-1,3-dioxan-2-one (7148-50-7) → 2-Methyl-2-propyl-3--propanol-(1) (25384-40-1)

5-Methyl-5-n-propyl-1,3-dioxan-2-one (7148-50-7) + 1-amino-3-methylbutane (107-85-7) → 2-Methyl-2-propyl-3-<(3-methyl-butyl)-carbamoyl-oxy>-propanol-(1) (25384-37-6)

5-Methyl-5-n-propyl-1,3-dioxan-2-one (7148-50-7) + 4-amino-benzoic acid (150-13-0) → 2-Methyl-2-propyl-3-<(p-carboxy-phenyl)-carbamoyloxy>-propanol-(1) (25384-43-4)

5-Methyl-5-n-propyl-1,3-dioxan-2-one (7148-50-7) + 1-pentanamine (110-58-7) → 2-Methyl-2-propyl-3-pentyl-carbamoyloxy-propanol-(1) (25384-36-5)

5-Methyl-5-n-propyl-1,3-dioxan-2-one (7148-50-7) + dibutylamine (111-92-2) → 2-Methyl-2-propyl-3-dibutylcarbamoyloxy-propanol-(1) (25384-41-2)

5-Methyl-5-n-propyl-1,3-dioxan-2-one (7148-50-7) + isopropylamine (75-31-0) → N-Mono-isopropyl-2-methyl-2-n-propylpropane-1,3-diol carbamate (25462-17-3)

5-Methyl-5-n-propyl-1,3-dioxan-2-one (7148-50-7) + diethylamine (109-89-7) → 2-Methyl-2-propyl-3-diethylcarbamoyloxy-propanol-(1) (26345-29-9)

5-Methyl-5-n-propyl-1,3-dioxan-2-one (7148-50-7) + N-butylamine (109-73-9) → N-Butyl-carbaminsaeure-(3-hydroxy-2-methyl-2-propyl-propylester) (23787-20-4)

5-Methyl-5-n-propyl-1,3-dioxan-2-one (7148-50-7) + methylamine (74-89-5) → 2-Methyl-2-propyl-3-methylcarbamoyloxy-propanol-(1) (25462-15-1)

5-Methyl-5-n-propyl-1,3-dioxan-2-one (7148-50-7) + benzylamine (100-46-9) → 2-Methyl-2-propyl-3-benzylcarbamoyloxy-propanol-(1) (25384-38-7)

5-Methyl-5-n-propyl-1,3-dioxan-2-one (7148-50-7) + 2-methylallylamin (2878-14-0) → 2-Methyl-2-propyl-3-<(2-methyl-allyl)-carbamoyloxy>-propanol-(1) (25384-35-4)

5-Methyl-5-n-propyl-1,3-dioxan-2-one (7148-50-7) → 2-Methyl-2-propyl-3-aminocarbamoyl-oxy-propanol-(1) (25649-01-8)

Conditions	Yield
With hydrazine hydrate

5-Methyl-5-n-propyl-1,3-dioxan-2-one (7148-50-7) → carisoprodol (78-44-4)

Conditions	Yield
Multi-step reaction with 2 steps 1: 5 h / Heating 2: 80 percent / HCl / CH2Cl2 / 10 h / -2 - 2 °C View Scheme
Multi-step reaction with 2 steps 2: (i) PhNMe2, (ii) NH3 View Scheme

5-Methyl-5-n-propyl-1,3-dioxan-2-one (7148-50-7) → morpholine-4-carboxylic acid 2-carbamoyloxymethyl-2-methyl-pentyl ester (25642-81-3)

5-Methyl-5-n-propyl-1,3-dioxan-2-one (7148-50-7) → 2-Methyl-2-propyl-3-isopropylaminocarbamoyloxy-propanol-(1) (25649-03-0)

Conditions	Yield
Multi-step reaction with 2 steps 1: aq. N2H4 2: (i), (ii) (catalytic hydrogenation) View Scheme

5-Methyl-5-n-propyl-1,3-dioxan-2-one (7148-50-7) → N.N.-Diethyl-2-methyl-2-propyl-1.3-dicarbamoyloxy-propan (25642-80-2)

5-Methyl-5-n-propyl-1,3-dioxan-2-one (7148-50-7) → N-Isopropylamino-2-methyl-2-propyl-1,3-dicarbamoyloxy-propan (25652-06-6)

Conditions	Yield
Multi-step reaction with 3 steps 1: aq. N2H4 2: (i), (ii) (catalytic hydrogenation) 3: HCl / CHCl3 View Scheme

5-Methyl-5-n-propyl-1,3-dioxan-2-one (7148-50-7) → N,N-Diaethyl-N',2-dipropyl-2-methyl-1,3-dicarbamoyloxy-propan (25648-99-1)

5-Methyl-5-n-propyl-1,3-dioxan-2-one (7148-50-7) → N-Butyl-N'-(3-methyl-butyl)-2-methyl-2-propyl-1,3-dicarbamoyl-propan (25648-93-5)

5-Methyl-5-n-propyl-1,3-dioxan-2-one (7148-50-7) → tybamate (4268-36-4)

Conditions	Yield
Multi-step reaction with 2 steps 2: (i) PhNMe2, (ii) NH3 View Scheme

5-Methyl-5-n-propyl-1,3-dioxan-2-one (7148-50-7) → N-Methyl-N'-isopropyl-2-methyl-2-propyl-propandiol-(1.3)-dicarbamat (92168-78-0)

Conditions	Yield
Multi-step reaction with 2 steps 2: (i) PhNMe2, (ii) /BRN= 741851/ View Scheme

5-Methyl-5-n-propyl-1,3-dioxan-2-one (7148-50-7) → N-Methyl-N'-butyl-2-methyl-2-propyl-propandiol-(1,3)-dicarbamat (93807-30-8)

Conditions	Yield
Multi-step reaction with 2 steps 2: (i) PhNMe2, (ii) /BRN= 741851/ View Scheme

5-Methyl-5-n-propyl-1,3-dioxan-2-one (7148-50-7) → N,N-Dimethyl-N'-isopropyl-2-methyl-2-propyl-propandiol-(1.3)-dicarbamat (92326-71-1)

Conditions	Yield
Multi-step reaction with 2 steps 2: (i) PhNMe2, (ii) /BRN= 605257/ View Scheme

Upstream product

• 75-44-5 phosgene 
• 78-26-2 2-methyl-2-propyl-1,3-propanediol 
• 105-58-8 Diethyl carbonate 
• 13911-97-2 3-methyl 3-n-propyl oxetane 
• 124-38-9 carbon dioxide 
• 32315-10-9 bis(trichloromethyl) carbonate 

Downstream Products

• 1471-56-3 2-methyl-2-propyl-3-hydroxypropylcarbamate 
• 25462-17-3 N-Mono-isopropyl-2-methyl-2-n-propylpropane-1,3-diol carbamate 
• 1195-66-0 2-methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 67-56-1 methanol 
• 78-26-2 2-methyl-2-propyl-1,3-propanediol 
• 4268-36-4 tybamate 
• 25648-93-5 N-Butyl-N'-(3-methyl-butyl)-2-methyl-2-propyl-1,3-dicarbamoyl-propan 
• 25648-99-1 N,N-Diaethyl-N',2-dipropyl-2-methyl-1,3-dicarbamoyloxy-propan 
• 25642-80-2 N.N.-Diethyl-2-methyl-2-propyl-1.3-dicarbamoyloxy-propan 
• 25649-03-0 2-Methyl-2-propyl-3-isopropylaminocarbamoyloxy-propanol-(1) 
• 25642-81-3 2-Methyl-2-propyl-1-carbamoyloxy-3-morpholinocarbonyloxy-propan 
• 78-44-4 carisoprodol 
• 25384-35-4 2-Methyl-2-propyl-3-<(2-methyl-allyl)-carbamoyloxy>-propanol-(1) 
• 25384-38-7 2-Methyl-2-propyl-3-benzylcarbamoyloxy-propanol-(1) 

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