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70445-33-9

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70445-33-9 Usage

Description

3-[2-(Ethylhexyl)oxyl]-1,2-propandiol, also known as Ethylhexylglycerin, is a glyceryl ether derived from natural glycerin. It is a colorless to pale viscous liquid with a slightly characteristic odor. Ethylhexylglycerin is a weak preservative and skin conditioning agent with effective wetting ability. It is used with phenoxyethanol in cosmetics to obtain better protection against microbial growth. It is rather stable, resistant to hydrolysis and elevated temperatures, and compatible with cosmetic ingredients. Ethylhexylglycerin is globally approved and listed on the ELINCS file, with international approvals in Europe, the USA, Australia, Canada, and Japan.

Uses

Used in Cosmetic Industry:
3-[2-(Ethylhexyl)oxyl]-1,2-propandiol is used as a natural preservative for cosmetic products, serving as an alternative to parabens. It is used in various cosmetic products such as anti-aging creams, sunscreens, eye shadows, eye creams, lip gloss, deodorants, facial moisturizers, and cleansers.
Used in Deodorant Application:
Ethylhexylglycerin is the novel raw material for deodorants and is widely used as a cosmetic emollient. It reliably inhibits odor-causing bacteria, yeast, and fungi on the skin.
Used as an Emollient Solvent and Fixative:
3-[2-(Ethylhexyl)oxyl]-1,2-propandiol serves as an emollient solvent and a fixative with antimicrobial properties. It is reported to enhance the uptake of preservatives in microorganisms and is often used as an alternative to parabens.
Used in Leave-on and Rinsed-off Products:
Ethylhexylglycerin is used at a concentration up to 2% in leave-on products and 8% in rinse-off products, making it suitable for a wide range of cosmetic applications.

Safety

With an EWG score of 1 and a rating of GOOD from Paula’s Choice, ethylhexylgylcerin is deemed to be very safe and a non-irritant.Ethylhexylglycerin is a topical skin care ingredient and deodorizing agent, often indicated as a conditioning ointment in the treatment of eczema. It can also be a surfactant and preservative-enhancer and can be found as a substituent for parabens. Ethylhexylglycerin is commonly found in baby products or cosmetics marketed as “hypoallergenic” or “formaldehyde free”.Ethylhexylglycerin has been reported to cause dermatitis and skin irritation.www.cir-safety.orgWhat Is Ethylhexylglcerin & Is It Safe?

Toxicity evaluation

The oral toxicity of ethylhexylglycerin (Sensiva? SC 50, in polyethylene glycol 400) at doses of 100, 500, and 1,500 mg/kg was evaluated in a 28-day study using groups of 10 rats of an unspecified strain. The test substance was administered at a dose volume of 5 ml/kg.There were no treatment-related mortalities. Body weight development was retarded in mid- and high-dose groups, and this finding was accompanied by a non-statistically significant reduction in food intake when compared to the control (polyethylene glycol 400) group. Both eye and ear functions remained unchanged during the study, and increased salivation (dose not stated) was the only clinical symptom observed. Hematological parameters were unaffected by treatment; however, serum analyses indicated changes in aminotransferase (above normal) in high-dose rats. Urinalysis and necropsy findings were unremarkable.

Reference

W. Beilfuss, M. Leschke, K. Weber, A New Concept to Boost the Preservative Efficacy of Phenoxyethanol, S?FW-Journal, 2005, vol. 131

Contact allergens

This glycerol monoalkylether is used as a skin conditioning agent, with bactericidal properties against Gram-positive bacteria.

Synthesis

Synthesis of ethylhexylglycerin?is via the catalytic splitting of ethylhexylglycidyl ether followed by the addition of water. The product can then be purified by vacuum distillation.

Check Digit Verification of cas no

The CAS Registry Mumber 70445-33-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,0,4,4 and 5 respectively; the second part has 2 digits, 3 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 70445-33:
(7*7)+(6*0)+(5*4)+(4*4)+(3*5)+(2*3)+(1*3)=109
109 % 10 = 9
So 70445-33-9 is a valid CAS Registry Number.
InChI:InChI=1/C11H24O3/c1-3-5-6-10(4-2)8-14-9-11(13)7-12/h10-13H,3-9H2,1-2H3

70445-33-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-(2-ethylhexoxy)propane-1,2-diol

1.2 Other means of identification

Product number -
Other names Ethylhexyl Glycerin

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:70445-33-9 SDS

70445-33-9Synthetic route

2-ethyl-hexyl glycidyl ether
2461-15-6

2-ethyl-hexyl glycidyl ether

1-O-(2-ethylhexyl)glycerin
70445-33-9

1-O-(2-ethylhexyl)glycerin

Conditions
ConditionsYield
With formic acid; water; sodium hydroxide In Triethylene glycol dimethyl ether at 120℃; for 12h; Reagent/catalyst; Solvent;98.5%
Stage #1: 2-ethyl-hexyl glycidyl ether With boron trifluoride diethyl etherate In acetone at 10 - 20℃; for 2.66667h;
Stage #2: With methylamine In water; acetone at 10 - 20℃; for 0.166667h;
Stage #3: With formic acid In water at 50 - 55℃; for 3h; Temperature; Reagent/catalyst;
89.1%
Stage #1: 2-ethyl-hexyl glycidyl ether With formic acid; sulfuric acid at 80 - 100℃;
Stage #2: With methanol at 60℃;
Stage #3: With water; sodium hydroxide Product distribution / selectivity;
78.1%
2-Ethylhexyl alcohol
104-76-7

2-Ethylhexyl alcohol

3-monochloro-1,2-propanediol
96-24-2

3-monochloro-1,2-propanediol

1-O-(2-ethylhexyl)glycerin
70445-33-9

1-O-(2-ethylhexyl)glycerin

Conditions
ConditionsYield
With sodium hydroxide at 90℃; for 0.666667h; Temperature; Reagent/catalyst;92.4%
glycidyl acetate
6387-89-9

glycidyl acetate

2-Ethylhexyl alcohol
104-76-7

2-Ethylhexyl alcohol

1-O-(2-ethylhexyl)glycerin
70445-33-9

1-O-(2-ethylhexyl)glycerin

Conditions
ConditionsYield
Stage #1: glycidyl acetate; 2-Ethylhexyl alcohol With boron trifluoride diethyl etherate at 20℃; for 4h;
Stage #2: With toluene-4-sulfonic acid In water at 100℃; for 8h; Temperature; Solvent;
88.2%
2-Ethylhexanoic acid
149-57-5

2-Ethylhexanoic acid

glycerol
56-81-5

glycerol

1-O-(2-ethylhexyl)glycerin
70445-33-9

1-O-(2-ethylhexyl)glycerin

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen at 120℃; under 37503.8 Torr; for 16h; Autoclave; Inert atmosphere;47%
With palladium on activated charcoal; hydrogen In neat (no solvent) at 120℃; under 37503.8 Torr; for 16h;
2-Ethylhexyl alcohol
104-76-7

2-Ethylhexyl alcohol

oxiranyl-methanol
556-52-5

oxiranyl-methanol

1-O-(2-ethylhexyl)glycerin
70445-33-9

1-O-(2-ethylhexyl)glycerin

Conditions
ConditionsYield
With potassium hydroxide at 65℃; for 2.25h; Reagent/catalyst; Green chemistry;36%
2-(2-ethyl)hexoxy-1,2-propanediol

2-(2-ethyl)hexoxy-1,2-propanediol

d,l-2-ethylhexanal
123-05-7

d,l-2-ethylhexanal

glycerol monoethers 3-(2-ethyl)hexoxy-1,2-propanediol

glycerol monoethers 3-(2-ethyl)hexoxy-1,2-propanediol

1-O-(2-ethylhexyl)glycerin
70445-33-9

1-O-(2-ethylhexyl)glycerin

Conditions
ConditionsYield
With hydrogen; methanol; palladium-carbon In water; glycerol
d,l-2-ethylhexanal
123-05-7

d,l-2-ethylhexanal

glycerol
56-81-5

glycerol

A

2-Ethylhexyl alcohol
104-76-7

2-Ethylhexyl alcohol

B

5,13-diethyl-7,11-dioxa-9-heptadecanol
59068-03-0

5,13-diethyl-7,11-dioxa-9-heptadecanol

C

2-(2-ethylhexyloxy)-1,3-propanediol
1027549-81-0

2-(2-ethylhexyloxy)-1,3-propanediol

D

2,3-di(2-ethylhexyloxy)-1-propanol
59068-04-1

2,3-di(2-ethylhexyloxy)-1-propanol

E

1-O-(2-ethylhexyl)glycerin
70445-33-9

1-O-(2-ethylhexyl)glycerin

Conditions
ConditionsYield
With hydrogen; palladium 10% on activated carbon at 200℃; under 51716.2 Torr; for 22h;A 6.5 %Chromat.
B n/a
C n/a
D n/a
E n/a
2-Ethylhexyl alcohol
104-76-7

2-Ethylhexyl alcohol

1-O-(2-ethylhexyl)glycerin
70445-33-9

1-O-(2-ethylhexyl)glycerin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium hydroxide; tetrabutylammomium bromide / 0.5 h / -40 °C / Inert atmosphere
1.2: 12 h / 40 °C
2.1: boron trifluoride / water; dimethyl sulfoxide / 20 h / 120 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1.1: sodium hydroxide; tetrabutylammomium bromide / 0.5 h / -40 °C / Inert atmosphere
1.2: 12 h / 60 °C
2.1: boron trifluoride / water; dimethyl sulfoxide / 20 h / 120 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1.1: sodium hydroxide; tetrabutylammomium bromide / 0.5 h / -40 °C / Inert atmosphere
1.2: 12 h / 80 °C
2.1: boron trifluoride / water; dimethyl sulfoxide / 20 h / 120 °C / Inert atmosphere
View Scheme
2-ethyl-hexyl glycidyl ether
2461-15-6

2-ethyl-hexyl glycidyl ether

A

C22H46O5

C22H46O5

B

1-O-(2-ethylhexyl)glycerin
70445-33-9

1-O-(2-ethylhexyl)glycerin

Conditions
ConditionsYield
With water at 300℃; under 760.051 Torr; for 2h; Temperature; Gas phase;
vanillin
121-33-5

vanillin

1-O-(2-ethylhexyl)glycerin
70445-33-9

1-O-(2-ethylhexyl)glycerin

vanillin-1-(2-ethyl) hexyloxyglycerol acetal

vanillin-1-(2-ethyl) hexyloxyglycerol acetal

Conditions
ConditionsYield
toluene-4-sulfonic acid In water; toluene at 140℃; for 5h; Heating / reflux; with Dean-Stark tube;91.9%
dimethyl sulfate
77-78-1

dimethyl sulfate

1-O-(2-ethylhexyl)glycerin
70445-33-9

1-O-(2-ethylhexyl)glycerin

3-[(2,3-dimethoxypropoxy)methyl]heptane

3-[(2,3-dimethoxypropoxy)methyl]heptane

Conditions
ConditionsYield
Stage #1: 1-O-(2-ethylhexyl)glycerin With tetra(n-butyl)ammonium hydrogensulfate; potassium hydroxide In neat (no solvent) at 20℃; Schlenk technique; Inert atmosphere;
Stage #2: dimethyl sulfate In neat (no solvent) at 20℃; Schlenk technique; Inert atmosphere;
74%
trimethyl phosphite
512-56-1

trimethyl phosphite

1-O-(2-ethylhexyl)glycerin
70445-33-9

1-O-(2-ethylhexyl)glycerin

3-[(2,3-dimethoxypropoxy)methyl]heptane

3-[(2,3-dimethoxypropoxy)methyl]heptane

Conditions
ConditionsYield
With iron(II) triflate In neat (no solvent) at 100℃; for 15h;62%

70445-33-9Downstream Products

70445-33-9Relevant articles and documents

Method for continuously synthesizing ethylhexylglycerin by micro-channel reactor

-

Paragraph 0026-0033, (2021/04/17)

The invention discloses a method for continuously synthesizing ethylhexylglycerin by using a micro-channel reactor. The method comprises the following steps: by using isooctyl alcohol, 3-chloro-1, 2-propylene glycol and inorganic base as raw materials, carrying out ethylhexylglycerin continuous synthesis by using the micro-channel reactor, separating the organic phase from a product, distilling and the like to obtain the high-purity ethylhexylglycerin product. According to the process method disclosed by the invention, the characteristics that the micro-channel reactor strengthens heat transfer and mass transfer and can realize accurate control are fully utilized; the defects of more byproducts, difficulty in control, poorer reaction selectivity, low product yield, complicated process, higher cost and the like caused by non-uniform reaction heating when the ethylhexylglycerin is synthesized by the conventional reactor equipment are overcome, continuous production and automatic control of the process can be realized, production is efficient and safe in production, mild reaction conditions, short reaction time, high product purity and yield are also realized, and the method is green and economic, and is beneficial to popularization and application of ethylhexylglycerin in cosmetics and daily chemical industries.

A process for preparing ethyl hexyl glycerin method

-

Paragraph 0031; 0032; 0033; 0035; 0038, (2018/07/15)

This invention discloses a process for preparing ethyl hexyl glycerin method, comprises the following steps: (1) in order to boron trifluoride ether solution is used as the catalyst, under stirring condition, make the isooctanol and glycidyl ester type of stirring at room temperature the reaction, to produce intermediate; (2) in the step (1) and capable of adding acid as catalyst, and then adding water or alcohol, under the conditions of normal pressure or reduced in the reaction, so that the steps (1) intermediate obtained by hydrolysis or alcoholysis; (3) the step (2) of the product after washing liquid, ethyl hexyl glycerin through distillation. The invention of the method of preparing ethyl hexyl glycerin operation process is simple, mild reaction conditions, low energy consumption, is suitable for the large-scale industrial production, can be colorless ethyl hexyl glycerin, product yield is greater than 82%, the purity of 99% or more.

The Preparation method of 2-ethylhexylglycerolether from 2-ethylhexylglycidylether by gas phase hydrolysis

-

Paragraph 0055-0058, (2017/10/13)

The present invention relates to a method for manufacturing 2-ethyl hexyl glycerol ether, which performs hydrolysis of 2-ethyl hexyl glycidyl ether by reacting the 2-ethyl hexyl glycidyl ether with water, while controlling the reaction temperature at the temperature of 250-350anddeg;C to process the reaction in a gas phase. In the present invention, by applying a method of vapor phase hydrolysis of 2-ethyl hexyl glycidyl ether in the manufacture of 2-ethyl hexyl glycerol ether, it is possible to ensure simplification and efficiency of manufacturing processes, and to achieve a high yield of 2-ethyl hexyl glycerol ether which is a target material by inhibiting the generation of 2-ethyl hexyl glycerol ether dimer byproducts in a reaction step.(AA) Vaporizer(BB) Controlled volume pump(CC) 2-ethyl hexyl glycidyl ether(DD) Water(EE) Vapor phase hydrolysis reactor(FF) Condensate plate(GG) Exhaust treatment(HH) Vacuum pump(II) Low temperature cooing device(JJ) Product collecting device(KK) 2-ethyl hexyl glycidyl ether purification processCOPYRIGHT KIPO 2017

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