1,2-Hexanediol

1,2-Hexanediol Basic information
Product Name:1,2-Hexanediol
Synonyms:dl-hexane-1,2-diol;DL-1,2-Hexanediol, 98+%;1,2-HEXANEDIOL, 98.5%;DL-Hexan-1,2-diol;hexane-1,2-diol;DL-1,2-Hexanediol, GC 98%;DL-1,2-HEXANEDIOL;1,2-HEXANEDIOL
CAS:6920-22-5
MF:C6H14O2
MW:118.17
EINECS:230-029-6
Product Categories:Organic Building Blocks;Oxygen Compounds;Polyols;Organic solvents
Mol File:6920-22-5.mol
1,2-Hexanediol Structure
1,2-Hexanediol Chemical Properties
Melting point 45°C
alpha [α]D20 -0.3~+0.3゜ (neat)
Boiling point 223-224 °C (lit.)
density 0.951 g/mL at 25 °C (lit.)
vapor pressure 0.576Pa at 25℃
refractive index n20/D 1.442(lit.)
Fp >230 °F
storage temp. Inert atmosphere,Room Temperature
solubility Chloroform (Slightly), Methanol (Slightly)
form Liquid
pka14.49±0.20(Predicted)
color Clear colorless to light yellow
Specific Gravity0.951
Odorat 100.00?%. bland
Water Solubility Miscible with water, lower aliphatic hydrocarbons and fatty acids.
Sensitive Hygroscopic
BRN 1719244
InChIKeyFHKSXSQHXQEMOK-UHFFFAOYSA-N
LogP0.58 at 25℃
CAS DataBase Reference6920-22-5(CAS DataBase Reference)
EPA Substance Registry System1,2-Hexanediol (6920-22-5)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36-37/39
WGK Germany 2
3
TSCA Yes
HS Code 29053990
MSDS Information
ProviderLanguage
DL-1,2-Hexanediol English
ACROS English
SigmaAldrich English
ALFA English
1,2-Hexanediol Usage And Synthesis
Description1,2-Hexanediol is a linear aliphatic diol with a carbon chain length containing six carbons. It is a synthetic preservative and moisture-binding agent belonging to a class of agents known as higher molecular glycols. It is considered non-sensitizing. It is ideal for use as an emollient, humectant, and wetting agent in cosmetic and skin care products.
Chemical Propertiesclear colorless to light yellow liquid.
UsesDL-1,2-Hexanediol is a solvent used to dissolve other compounds in a formulation.
Uses1,2-Hexanediol can be used in the ruthenium-catalyzed synthesis of oxazolidin-2-ones from urea. It can undergo ruthenium-hydride catalyzed dehydrative coupling with anilines to form substituted indole and quinoline products.
Preparation1,2-Hexanediol was synthesized with an overall yield of approximately 45% using a multi-step process that involved a-bromination of caproic acid, followed by hydrolysis to a-hydroxycaproic acid, and concluded with reduction using lithium aluminum hydride. In an alternate method, the organic acid was oxidized with H2O2 to form a peroxy acid, which in turn epoxidized the olefin double bond and ultimately underwent hydrolysis to yield 1,2-hexanediol.
SYNTHESIS OF SOME HEXANEDIOLS
benefits1,2 hexanediol is most commonly used as a solvent in skincare formulation. It pulls the moisture up from the deeper levels of the skin, as well as from the air, to help keep the top layers of your skin from drying out. This makes It very effective at keeping your skin hydrated and providing long-term moisture. It can also help to disperse pigments more evenly in makeup products and boost the antimicrobial activity of preservatives.
General Description1,2-Hexanediol acts as cosurfactant, used for modifying the sodium dodecyl sulfate micelles. Solubility of 1,2-hexanediol in supercritical CO2 has been reported. It has a tendency of self-association to form micelle-like aggregates.
Safety1,2-Hexanediol is safe for skin and hair when used in lower concentrations. In an in-use safety evaluation for skin irritation and sensitization potential, 28 participants (males and females) were instructed to use a body wash containing 0.15% 1,2- hexanediol for a minimum of 3 times per week over a 30-day period. There was no evidence of erythema, edema, or dryness of application sites in any of the participants, and it was concluded that the product did not demonstrate a potential for eliciting skin irritation or sensitization.
Safety Assessment of 1,2-Glycols as Used in Cosmetics
Purification MethodsFractionally distil it, preferably in a vacuum. Alternatively, dissolve it in Et2O, dry with K2CO3 then Na2SO4, filter, evaporate and distil it in a vacuum. The bis-4-nitrobenzoyl derivative has m 101.5-102.5o. [Rudloff Can J Chem 36 486 1958, Beilstein 1 I 251, 1 III 2200, 1 IV 2554.]
1,2-Hexanediol Preparation Products And Raw materials
Raw materialsHexanoic acid-->Lithium Aluminum Hydride-->2-Hydroxyhexanoic acid
ETHYL 2-HYDROXYCAPROATE 5BETA-PREGNANE-3ALPHA,17ALPHA,20ALPHA-TRIOL Estriol 1,2-Hexanediol Gluconic acid 1,2:5,6-Bis-O-(1-methylethylidene)-D-mannitol HEXA(2-CYANOETHOXY) CYCLOHEXANE EPI-INOSITOL TRANS-1,2-CYCLOOCTANEDIOL 2-Naphthyl-beta-D-galactopyranoside Quinic acid 1,2-Cyclohexanediol 1,2,6-Hexanetriol AGARIC ACID G-STROPHANTHIN 2-KETO-D-GLUCONIC ACID HEMICALCIUM SALT 2-Hydroxyhexanoic acid Oxytetracycline dihydrate

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