110-98-5

Basic information

• Product Name: 1,1'-Oxydi-2-propanol
• Synonyms: ,’-Dihydroxy-dipropylether;1,1’-dimethyldiethyleneglycol;1,1’-oxybis-2-propano;1,1’-oxydi-2-propano;1,1'-Dimethyldiethylene glycol;2,2’-dihydroxydipropylether;2,2’-dihydroxyisopropylether;2,2'-Dihydroxydipropyl ether
• CAS NO: 110-98-5
• Molecular Formula: C₆H₁₄O₃
• Molecular Weight: 134.17
• EINECS: 246-770-3
• Mol File: 110-98-5.mol

Chemical Properties

• Melting Point: -40 °C
• Boiling Point: 229-232 °C
• Flash Point: 138 °C
• Appearance: /
• Density: 1.02
• Vapor Density: 4.63
• Vapor Pressure: 0.0125mmHg at 25°C
• Refractive Index: 1.44-1.442
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 14.19±0.20(Predicted)
• Water Solubility: MISCIBLE
• CAS DataBase Reference: 1,1'-Oxydi-2-propanol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1'-Oxydi-2-propanol(110-98-5)
• EPA Substance Registry System: 1,1'-Oxydi-2-propanol(110-98-5)

Safety Data

• Statements: 36/37/38
• Safety Statements: 24/25
• RTECS: UB8785000
• Hazardous Substances Data: 110-98-5(Hazardous Substances Data)

Usage

Uses

Used in Plastic Industry:
1,1'-Oxydi-2-propanol is used as a plasticizer for its ability to increase the plasticity and flexibility of polymers, making them more workable and durable.
Used in Chemical Industry:
1,1'-Oxydi-2-propanol serves as an intermediate in various industrial chemical reactions, contributing to the synthesis of a wide range of products.
Used in Pharmaceutical Industry:
1,1'-Oxydi-2-propanol is used as a solvent and vehicle in the formulation of pharmaceuticals, facilitating the delivery and absorption of active ingredients.
Used in Cosmetics Industry:
1,1'-Oxydi-2-propanol is used as a humectant in cosmetics, helping to retain moisture and maintain the product's consistency.
Used in Food Industry:
1,1'-Oxydi-2-propanol is used as a sweetener and humectant in the food industry, enhancing the taste and texture of various products.
Used in Personal Care Industry:
1,1'-Oxydi-2-propanol is used as a moisturizing agent in personal care products, such as lotions and creams, to help maintain skin hydration.
Used in Energy Industry:
1,1'-Oxydi-2-propanol is used as a component in the production of biodiesel, contributing to the development of sustainable and eco-friendly energy sources.
Used in Textile Industry:
1,1'-Oxydi-2-propanol is used as a solvent in the textile industry, aiding in the dyeing and finishing processes of fabrics.
Used in Agricultural Industry:
1,1'-Oxydi-2-propanol is used as a component in the formulation of certain pesticides and fertilizers, enhancing their effectiveness and reducing environmental impact.

Safety Profile

Mildly toxic by ingestion. A skin and eye irritant. Mutation data reported. Combustible when exposed to heat or flame, can react vigorously with oxidizing materials. To fight fire, use alcohol foam, CO2, dry chemical. When heated to decomposition it emits

Purification Methods

Fractionally distil the diol below 15mm pressure, using a packed column and taking precautions to avoid absorption of water. [Beilstein 1 IV 2473.]

InChI:InChI=1/C6H14O3/c1-5(7)3-9-4-6(2)8/h5-8H,3-4H2,1-2H3/t5-,6-/m0/s1

Synthetic route

propylene glycol (57-55-6) + methyloxirane (75-56-9, 16033-71-9) → 1,1'-oxydipropan-2-ol (110-98-5)

Conditions	Yield
at 117 - 118℃;

methyloxirane (75-56-9, 16033-71-9) → 1,1'-oxydipropan-2-ol (110-98-5)

Conditions	Yield
With sodium hydroxide

methyloxirane (75-56-9, 16033-71-9) + inactive propylene glycol → 1,1'-oxydipropan-2-ol (110-98-5) + 'propylene glycol triether

Conditions	Yield
at 117 - 118℃;

dextrorotatory propylene oxide → 1,1'-oxydipropan-2-ol (110-98-5)

Conditions	Yield
With potassium hydroxide at 117 - 119℃; levorotatory β.β'-dioxy-dipropyl ether;
With (-)-propane-1,2-diol at 117 - 119℃; levorotatory β.β'-dioxy-dipropyl ether;

(2R)-propane-1,2-diol (4254-14-2) + dextrorotatory propylene oxide → 1,1'-oxydipropan-2-ol (110-98-5)

Conditions	Yield
ohne Kondensationsmittel;

inactive propylene oxide → 1,1'-oxydipropan-2-ol (110-98-5)

Conditions	Yield
With (-)-propane-1,2-diol; sulfuric acid levorotatory β.β'-dioxy-dipropyl ether;

sulfuric acid (7664-93-9) + (2R)-propane-1,2-diol (4254-14-2) + inactive propylene oxide → 1,1'-oxydipropan-2-ol (110-98-5)

methyloxirane (75-56-9, 16033-71-9) + sodium-compound of propane-1,2-diol → 1,1'-oxydipropan-2-ol (110-98-5)

Conditions	Yield
at 144℃;

propylene glycol (57-55-6) → 1,1'-oxydipropan-2-ol (110-98-5)

Conditions	Yield
With amberlyst 36Dry at 130℃;	13 %Chromat.

1,1'-oxydipropan-2-ol (110-98-5) + acrylic acid (79-10-7) → DPGDA (85996-31-2)

Conditions	Yield
With hydroquinone In cyclohexane; toluene at 160℃; for 3h; Temperature; Inert atmosphere;	89%

Isopropenyl acetate (108-22-5) + 1,1'-oxydipropan-2-ol (110-98-5) → (R,R)-bis(2-acetoxypropyl)ether (1017832-60-8)

Conditions	Yield
With Candida antarctica lipase B; catalyst 4; potassium tert-butylate; sodium carbonate In tetrahydrofuran; toluene at 50℃; for 46h; Inert atmosphere; optical yield given as %de;	81%

Isopropenyl acetate (108-22-5) + 1,1'-oxydipropan-2-ol (110-98-5) → C10H18O5

Conditions	Yield
With Candida antarctica lipase B; dicarbonyl(chloro)(η5-pentaphenylcyclopentadienyl)ruthenium(II); potassium tert-butylate; sodium carbonate In toluene at 50℃; for 46h; Inert atmosphere; Enzymatic reaction; optical yield given as %ee;	81%

1,1'-oxydipropan-2-ol (110-98-5) + n-Butyl chloride (109-69-3) → dipropylene glycol dibutyl ether

Conditions	Yield
With tetrabutylammomium bromide; potassium hydroxide; sodium hydroxide at 120 - 160℃; for 20h;	70%

1,1'-oxydipropan-2-ol (110-98-5) + 1-Chloropropane (540-54-5) → dipropylene glycol dipropyl ether

Conditions	Yield
With tetrabutylammomium bromide; potassium hydroxide; sodium hydroxide at 55 - 65℃; for 10h;	70%

1,1'-oxydipropan-2-ol (110-98-5) + 2-methylallyl chloroformate (42068-70-2) → 3,7-dimethyl-2,5,8-trioxa-nonanedioic acid dimethallyl ester

Conditions	Yield
With sodium hydroxide

1,1'-oxydipropan-2-ol (110-98-5) + 2,2-Dichloropropionic acid (75-99-0) → 1-[2-(2,2-dichloro-propionyloxy)-propoxy]-propan-2-ol

Conditions	Yield
With ethylene glycol at 100℃;

1,1'-oxydipropan-2-ol (110-98-5) → 2,6-Dimethyl-1,4-dioxene (3973-23-7)

Conditions	Yield
With copper oxide-chromium oxide catalyst
With copper oxide-chromium oxide catalyst

1,1'-oxydipropan-2-ol (110-98-5) → bis-[2-(4-nitro-benzoyloxy)-propyl]-ether (95429-50-8)

1,1'-oxydipropan-2-ol (110-98-5) + 8-allyl-2-oxo-2H-chromene-3-carboxylic acid (82119-77-5) + mercury(II) diacetate (1600-27-7) → 3-(3-carboxy-2-oxo-2H-chromen-8-yl)-2-[β-(2-hydroxy-propoxy)-isopropoxy]-propylmercury (1+); hydroxide

1,1'-oxydipropan-2-ol (110-98-5) + chloroformic acid ethyl ester (541-41-3) → 3,7-dimethyl-2,5,8-trioxa-nonanedioic acid diethyl ester

Conditions	Yield
With pyridine

1,1'-oxydipropan-2-ol (110-98-5) + trityl chloride (76-83-5) → bis-(2-trityloxy-propyl)-ether (96972-39-3)

Conditions	Yield
With pyridine

1,1'-oxydipropan-2-ol (110-98-5) + allyl bromide (106-95-6) → bis-(2-allyloxy-propyl)-ether

Conditions	Yield
With sodium hydroxide at 70 - 75℃;

1,1'-oxydipropan-2-ol (110-98-5) + acrylonitrile (107-13-1) → 5,9-dimethyl-4,7,10-trioxa-tridecanedinitrile (55831-50-0)

Conditions	Yield
With sodium methylate at 25 - 45℃;

-butyl vinyl ether (111-34-2) + 1,1'-oxydipropan-2-ol (110-98-5) → bis-(2-vinyloxy-propyl) ether (3891-40-5)

Conditions	Yield
With mercury(II) diacetate

1,1'-oxydipropan-2-ol (110-98-5) → propylene glycol (57-55-6) + 4-oxaheptandiol-2,6-monoformate + 4-oxaheptandiol-2,6-monoacetate

Conditions	Yield
With oxygen at 90℃; Mechanism; atmospheric pressure,;

1,1'-oxydipropan-2-ol (110-98-5) + copper oxide-chromium oxide → 2,6-Dimethyl-1,4-dioxene (3973-23-7)

1,1'-oxydipropan-2-ol (110-98-5) + sulfuric acid (7664-93-9) → 2-ethyl-4-methyl-1,3-dioxolane (4359-46-0)

Conditions	Yield
at 80 - 115℃; bei der Destillation;

1,1'-oxydipropan-2-ol (110-98-5) + Diethylstilbestrol dimethyl ether (130-79-0) + KOH → diethylstilbestrol (56-53-1)

Conditions	Yield
at 215 - 235℃;

Upstream product

• 57-55-6 propylene glycol 
• 75-56-9 methyloxirane 
• 7664-93-9 sulfuric acid 
• 4254-14-2 (2R)-propane-1,2-diol 

Downstream Products

• 96972-39-3 bis-(2-trityloxy-propyl)-ether 
• 3891-40-5 Bis-<2-vinyloxy-propyl>-ether 
• 57-55-6 propylene glycol 
• 123-57-9 2,6-dimethylmorpholine 
• 56-53-1 diethylstilbestrol 
• 4359-46-0 2-ethyl-4-methyl-1,3-dioxolane 
• 95429-50-8 bis-[2-(4-nitro-benzoyloxy)-propyl]-ether 

Relevant articles and documents

Liquid-phase dehydration of propylene glycol using solid-acid catalysts

In this work we combine experiments with Density Functional Theory (DFT) calculations to investigate the heterogeneous dehydration of propylene glycol. The reactions were carried out with pure, liquid propylene glycol over MFI-framework zeolite catalysts or the mesoporous sulfonic-acid resin Amberlyst 36Dry. When Amberlyst 36Dry was used, propylene glycol dehydrated to form propionaldehyde with 77% selectivity. All of the propionaldehyde further reacted with propylene glycol to form a cyclic acetal. The final products consisted of 78% acetal, 13% dipropylene glycol, and the remaining 9% was composed of acetone and a cyclic ketal formed from acetone. The zeolite catalysts demonstrated significantly higher selectivity toward dipropylene glycol compared to Amberlyst 36Dry. Furthermore, the zeolite had a lower conversion to cyclic acetals, improving the selectivity toward C3 products, acetone and propionaldehyde. DFT calculations confirmed that propionaldehyde is the favorable product in both catalysts, since it can be formed either through dehydration of the secondary hydroxyl group or via dehydration of the primary hydroxyl group with a concerted pinacol rearrangement. However, in the case of zeolites, the cyclic acetals experience steric hindrance since their size is comparable to that of the zeolite pores. Thus we argue that the cyclic acetals produced over the zeolite catalyst were formed homogeneously from the C3 products which diffused out of the zeolite pores.