3-(2-Ethylhexyloxy)propane-1,2-diol

Base Information

• Chemical Name: 3-(2-Ethylhexyloxy)propane-1,2-diol
• CAS No.: 70445-33-9
• Molecular Formula: C11H24O3
• Molecular Weight: 204.31
• Hs Code.: 2905399590
• European Community (EC) Number: 408-080-2,615-116-2
• UNII: 147D247K3P
• DSSTox Substance ID: DTXSID80990652
• Nikkaji Number: J1.014.473F
• Wikipedia: Ethylhexylglycerin
• Wikidata: Q5404486
• RXCUI: 1367134
• Metabolomics Workbench ID: 154961
• Mol file: 70445-33-9.mol

Synonyms:3-(2-ethylhexyloxy)propane-1,2-diol;ethylhexylglycerin;octoxyglycerin

Chemical Property of 3-(2-Ethylhexyloxy)propane-1,2-diol

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.456
• Boiling Point: 325 °C
• PKA: 13.67±0.20(Predicted)
• Flash Point: 150.858 °C
• PSA: 49.69000
• Density: 0.962
• LogP: 1.57260
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Sparingly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 9
• Exact Mass: 204.17254462
• Heavy Atom Count: 14
• Complexity: 117

Purity/Quality:

≥99.5% ^*data from raw suppliers

3-[2-(Ethylhexyl)oxyl]-1,2-propandiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 41-52/53
• Safety Statements: 26-39-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC(CC)COCC(CO)O
• Description: Ethylhexylglycerin is also named as 3-(2-Ethylhexoxy)propane-1,2-diol or octoxyglycerin. It is a glyceryl ether. It is used as a weak preservative, as skin conditioning agent with effective wetting ability. It is used with phenoxyethanol in cosmetics to obtain better protection against microbial growth.
• Uses: Ethylhexylglycerin is a natural preservative, used as an alternative to parabens products. It is derived from natural glycerin. Also used as a deodorizer and skin conditioner. Ethylhexylglycerin is a glyceryl ether and serves as an emollient solvent and a fixative with antimicrobial properties, and it is reported to enhance uptake of preservatives in microorganisms. It is often used as an alternative to parabens. The International Nomenclature of Cosmetic Ingredients name is Ethylhexylglycerin, and the chemical formula and synonym names are shown in Figure 1. Ethylhexylglycerin is a colorless to pale viscous liquid. It is reported to be used at a concentration up to 2% in leave-on products and 8% in rinse-off products. It is manufactured and marketed by Schu¨lke & Mayr GMBH, Norderstedt, Germany, under the trade name, Sensiva SC50, which is greater than 99% pure. Ethylhexylglycerin is found in many cosmetic products, that is, antiaging creams, sunscreens, eye shadows, eye creams, lip gloss, deodorants, facial moisturizers, and various types of cleansers. Ethylhexylglycerin is the novel raw material for deodorants application and is widely used as a cosmetic emollient. Ethylhexylglycerin reliably inhibits the odor-causing bacteria, yeast and fungi on the skin.

Technology Process of 3-(2-Ethylhexyloxy)propane-1,2-diol

There total 10 articles about 3-(2-Ethylhexyloxy)propane-1,2-diol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.5%

2-ethyl-hexyl glycidyl ether (2461-15-6) → 1-O-(2-ethylhexyl)glycerin (70445-33-9)

Guidance literature:

With formic acid; water; sodium hydroxide; In Triethylene glycol dimethyl ether; at 120 ℃; for 12h; Reagent/catalyst; Solvent;

Reference yield: 92.4%

2-Ethylhexyl alcohol (104-76-7) + 3-monochloro-1,2-propanediol (96-24-2) → 1-O-(2-ethylhexyl)glycerin (70445-33-9)

Guidance literature:

With sodium hydroxide; at 90 ℃; for 0.666667h; Temperature; Reagent/catalyst;

Reference yield: 88.2%

glycidyl acetate (6387-89-9) + 2-Ethylhexyl alcohol (104-76-7) → 1-O-(2-ethylhexyl)glycerin (70445-33-9)

Guidance literature:

glycidyl acetate; 2-Ethylhexyl alcohol; With boron trifluoride diethyl etherate; at 20 ℃; for 4h;

With toluene-4-sulfonic acid; In water; at 100 ℃; for 8h; Temperature; Solvent;

upstream raw materials:

2-ethyl-hexyl glycidyl ether

d,l-2-ethylhexanal

glycerol

2-Ethylhexanoic acid

Refernces

• 1、 -. "METHODS FOR PREPARING ALKYLGLYCERYL ETHERS". Paragraph 0077; 0080; 0082; 0084; 0086-0089; 0091; 0092. . Retrieved 2018/08/07.
• 2、 -. "A process for preparing high purity ethyl hexyl glycerin method". Paragraph 0031-0032. . Retrieved 2017/08/23.