2,5-Hexanediol

Reported in EPA TSCA Inventory.

The 2,5-Dihydroxyhexane, with the CAS registry number 2935-44-6, is also known as Hexane-2,5-diol. It belongs to the product categories of Building Blocks; Chemical Synthesis; Organic Building Blocks; Oxygen Compounds; Polyols. Its EINECS number is 220-910-3. This chemical's molecular formula is C₆H₁₄O₂ and molecular weight is 118.17. What's more, its systematic name is 2,5-Hexanediol. This chemical should be sealed and stored in a cool and dry place. It is used as solvents and organic synthesis intermediates.

Physical properties of 2,5-Dihydroxyhexane are: (1)ACD/LogP: -0.06; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.06; (4)ACD/LogD (pH 7.4): -0.06; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 22.10; (8)ACD/KOC (pH 7.4): 22.10; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 40.46 Å²; (13)Index of Refraction: 1.445; (14)Molar Refractivity: 32.833 cm³; (15)Molar Volume: 123.341 cm³; (16)Polarizability: 13.016×10^-24cm³; (17)Surface Tension: 34.6 dyne/cm; (18)Density: 0.958 g/cm³; (19)Flash Point: 101.667 °C; (20)Enthalpy of Vaporization: 52.308 kJ/mol; (21)Boiling Point: 213.424 °C at 760 mmHg; (22)Vapour Pressure: 0.04 mmHg at 25°C.

Preparation: this chemical can be prepared by 3-Nitrohexane-2,5-diol at the temperature of 90 °C. This reaction will need reagents Bu₃SnH, AIBN and solvent benzene with the reaction time of 2 hours. The yield is about 64.9%.

Uses of 2,5-Dihydroxyhexane: it can be used to produce 2,5-dimethyl-tetrahydro-furan at the temperature of 135 °C. It will need catalyst Nafion-H with the reaction time of 5 hours. The yield is about 91%.

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful if swallowed. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: OC(C)CCC(O)C
(2)Std. InChI: InChI=1S/C6H14O2/c1-5(7)3-4-6(2)8/h5-8H,3-4H2,1-2H3
(3)Std. InChIKey: OHMBHFSEKCCCBW-UHFFFAOYSA-N

The toxicity data is as follows:  

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	oral	4846mg/kg (4846mg/kg)		Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 45, Pg. 669, 1956.
rabbit	LD50	skin	16300uL/kg (16.3mL/kg)		Journal of Industrial Hygiene and Toxicology. Vol. 30, Pg. 63, 1948.
rat	LD50	oral	2gm/kg (2000mg/kg)		Journal of Agricultural and Food Chemistry. Vol. 23, Pg. 418, 1975.