PRODUCTS

HEXAN-1-OL

Hexan-1-ol is a linear primary alcohol.
Hexan-1-ol is an organic alcohol with a six-carbon chain and a condensed structural formula of CH3(CH2)5OH.
Hexan-1-ol is used as a precursor to plasticizers, chemical intermediate for pharmaceuticals, perfume esters and antiseptics.

CAS Number: 111-27-3
EC Number: 203-852-3
Molecular Formula: C6H14O
Molecular Weight (g/mol): 102.177

Two additional straight chain isomers of Hexan-1-ol, 2-Hexan-1-ol and 3-Hexan-1-ol, exist, both of which differing by the location of the hydroxyl group.
Many isomeric alcohols have the formula C6H13OH.
Hexan-1-ol is used in the perfume industry.

Hexan-1-ol is used as a precursor to plasticizers, chemical intermediate for pharmaceuticals, perfume esters and antiseptics.
Further, Hexan-1-ol serves as a perturbing agent on actomyosin adenosine triphosphatease.
In addition to this, Hexan-1-ol is used to modulate the function of actomyosin motor.

Hexan-1-ol is an organic alcohol with a six carbon chain and a condensed structural formula of CH3(CH2)5OH.
This colorless liquid is slightly soluble in water, but miscible with ether and ethanol.

Two additional straight chain isomers of Hexan-1-ol exist, 2-Hexan-1-ol and 3-Hexan-1-ol, both of which differ by the location of the hydroxyl group.
Many isomeric alcohols have the formula C6H13OH.

Hexan-1-ol is an organic alcohol with a six-carbon chain and a condensed structural formula of CH3(CH2)5OH.
This colorless liquid is slightly soluble in water, but miscible with diethyl ether and ethanol.

Hexan-1-ol is believed to be a component of the odour of freshly mown grass.
Hexan-1-ol is used in the perfume industry.

Hexan-1-ol is an organic alcohol with a six carbon chain and a condensed structural formula of CH3(CH2)5OH.
This colorless liquid is slightly soluble in water, but miscible with ether and ethanol.

Hexan-1-ol is a linear primary alcohol.
Hexan-1-ol is formed as an intermediate during the catalytic transformation of cellulose.

The ability of 1,1,3,3-tetramethylguanidine (TMG) in Hexan-1-ol solvent system to capture carbon dioxide has been assessed.
The solubility of light fullerenes in Hexan-1-ol as a function of temperature and pressure was studied.

Hexan-1-ol is produced from coconut oil and palm oils.
Hexan-1-ol is used in the production of antiseptics, fragrances and perfumes.
Hexan-1-ol is also used as a solvent in the production of plasticizers.

Two additional straight chain isomers of Hexan-1-ol exist, 2-Hexan-1-ol and 3-Hexan-1-ol, both of which differ by the location of the hydroxyl group.
Many isomeric alcohols have the formula C6H13OH.
Hexan-1-ol is an alcohol extracted from yeast and produced during fermentation of alcoholic beverages.

Applications of Hexan-1-ol:
Hexan-1-ol is used to make plasticizers for polyvinyl chloride.
Reaction with phthalic anhydride gives bis(2-ethyl hexyl) phthalate (DOP, DEHP).

Reaction with adipic acid gives bis(2-ethyl hexyl) adipate.
Moreover, esterification with acrylic acid gives 2-ethyl hexyl acrylate for use in adhesives and paints.
On the other hand, because Hexan-1-ol can dissolve many organic materials well, Hexan-1-ol is widely used as a low-volatility solvent.

Uses of Hexan-1-ol:
Hexan-1-ol is used to produce plasticizers, antiseptics, fragrances, pharmaceuticals, and finishing agents for textile and leather.
Hexan-1-ol is used as a flavoring agent and a solvent for fats, waxes, dyes, and paints.

Hexan-1-ol is synthetic flavoring ingredient
Hexan-1-ol is used in pharmaceuticals (introduction of hexyl group into hyponics, antiseptics, perfume esters, etc), solvent, plasticizer, intermediate for textile and leather finishing agents.

Industry Uses:
Aerating and deaerating agents
Fuel
Intermediate
Lubricating agent
Monomers
Solvent
Solvents (which become part of product formulation or mixture)
Surfactant (surface active agent)
Wetting agent (non-aqueous)

Consumer Uses:
Flavoring and nutrient
Fuel
Lubricating agent
Monomers
Solvent

Industrial Processes with risk of exposure:
Painting (Solvents)

Preparation of Hexan-1-ol:
Hexan-1-ol is produced industrially by the oligomerization of ethylene using triethylaluminium followed by oxidation of the alkylaluminium products.

An idealized synthesis is shown:
Al(C2H5)3 + 6C2H4 → Al(C6H13)3
Al(C6H13)3 + 1+1⁄2O2 + 3H2O → 3HOC6H13 + Al(OH)3

The process generates a range of oligomers that are separated by distillation.

Alternative methods:
Another method of preparation entails hydroformylation of 1-pentene followed by hydrogenation of the resulting aldehydes.
This method is practiced in industry to produce mixtures of isomeric C6-alcohols, which are precursors to plasticizers.

In principle, 1-hexene could be converted to Hexan-1-ol by hydroboration (diborane in tetrahydrofuran followed by treatment with hydrogen peroxide and sodium hydroxide).
This method is instructive and useful in laboratory synthesis but of no practical relevance because of the commercial availability of inexpensive Hexan-1-ol from ethylene.

Manufacturing Methods of Hexan-1-ol:
Addition of ethylene to triethylaluminum followed by oxidation of the growth product, hydrolysis, and fractional distillation; from condensation of n-butyraldehyde and acetaldehyde, followed by dehydration and hydrogenation.

Laboratory preparation by action of butylmagnesium bromide on ethylene oxide 1,3-hexadienal with iron wire in presence of nickel acetate
Industrial preparation by reducing ethyl caproate with sodium in absolute alcohol.

Reaction of acetaldehyde and crotonaldehyde followed by hydrogenation.

General Manufacturing Information of Hexan-1-ol:

Industry Processing Sectors:
Agriculture, Forestry, Fishing and Hunting
All Other Basic Organic Chemical Manufacturing
Mining (except Oil and Gas) and support activities
Oil and Gas Drilling, Extraction, and Support activities
Other (requires additional information)
Paint and Coating Manufacturing
Pesticide, Fertilizer, and Other Agricultural Chemical Manufacturing
Petrochemical Manufacturing
Petroleum Lubricating Oil and Grease Manufacturing
Plastics Material and Resin Manufacturing
Plastics Product Manufacturing

Commercial products from the family of 6 to 11 carbon alcohols that make up the plasticizer range are available both as pure single carbon chain materials and as complex isomeric mixtures.
Commercial descriptions of plasticizer range alcohols are in general a pure material is called "-anol" /eg, Hexan-1-ol/, and the mixtures are called "-yl alcohol /eg, hexyl alcohol/ or "iso...yl alcohol" /isohexyl alcohol/.

Occurrence in Nature of Hexan-1-ol:
Hexan-1-ol is believed to be a component of the odour of freshly mown grass.
Alarm pheromones emitted by the Koschevnikov gland of honey bees contain Hexan-1-ol.
Hexan-1-ol also is partly responsible for the fragrance of strawberries.

Characteristics of Hexan-1-ol:
Hexan-1-ol, also called octanol, is an 8-carbon higher alcohol species.
Hexan-1-ol is hardly soluble in water, but is soluble in almost all organic solvents.
Our Hexan-1-ol has very low-level impurities and may be used as a raw material for a wide variety of chemicals.

MeSH Pharmacological Classification of Hexan-1-ol:

Nicotinic Antagonists:
Drugs that bind to nicotinic cholinergic receptors (RECEPTORS, NICOTINIC) and block the actions of acetylcholine or cholinergic agonists.
Nicotinic antagonists block synaptic transmission at autonomic ganglia, the skeletal neuromuscular junction, and at central nervous system nicotinic synapses.

Anesthetics:
Agents capable of inducing a total or partial loss of sensation, especially tactile sensation and pain.
They may act to induce general ANESTHESIA, in which an unconscious state is achieved, or may act locally to induce numbness or lack of sensation at a targeted site.

Action Mechanism of Hexan-1-ol:
Ethanol and Hexan-1-ol were found to have two competing concentration-dependent effects on the Ca(2+)- and phorbol ester- or diacylglycerol-dependent activities of PKCalpha associated with either RhoA or Cdc42, consisting of a potentiation at low alcohol levels and an attenuation of activity at higher levels.
Measurements of the Ca(2+), phorbol ester, and diacylglycerol concentration-response curves for Cdc42-induced activation indicated that the activating effect corresponded to a shift in the midpoints of each of the curves to lower activator concentrations, while the attenuating effect corresponded to a decrease in the level of activity induced by maximal activator levels.
The presence of ethanol enhanced the interaction of PKCalpha with Cdc42 within a concentration range corresponding to the potentiating effect, whereas the level of binding was unaffected by higher ethanol levels that were found to attenuate activity.

Human Metabolite Information of Hexan-1-ol:

Cellular Locations:
Extracellular
Membrane

Reactivity Profile of Hexan-1-ol:
Hexan-1-ol is an alcohol.
Flammable and/or toxic gases are generated by the combination of alcohols with alkali metals, nitrides, and strong reducing agents.

They react with oxoacids and carboxylic acids to form esters plus water.
Oxidizing agents convert them to aldehydes or ketones.

Alcohols exhibit both weak acid and weak base behavior.
They may initiate the polymerization of isocyanates and epoxides.

Handling and Storage of Hexan-1-ol:

Nonfire Spill Response:
ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.
All equipment used when handling the product must be grounded.

Do not touch or walk through spilled material.
Stop leak if you can do Hexan-1-ol without risk.

Prevent entry into waterways, sewers, basements or confined areas.
A vapor-suppressing foam may be used to reduce vapors.

Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers.
Use clean, non-sparking tools to collect absorbed material.

LARGE SPILL:
Dike far ahead of liquid spill for later disposal.
Water spray may reduce vapor, but may not prevent ignition in closed spaces.

Safe Storage:
Separated from strong oxidants.

Storage Conditions:
Protect containers against physical damage.
Keep containers closed and store in well-ventilated, cool place.

Fire Fighting of Hexan-1-ol:
The majority of these products have a very low flash point.
Use of water spray when fighting fire may be inefficient.

SMALL FIRE:
Dry chemical, CO2, water spray or alcohol-resistant foam.
Do not use dry chemical extinguishers to control fires involving nitromethane (UN1261) or nitroethane (UN2842).

LARGE FIRE:
Water spray, fog or alcohol-resistant foam.
Avoid aiming straight or solid streams directly onto the product.
If Hexan-1-ol can be done safely, move undamaged containers away from the area around the fire.

FIRE INVOLVING TANKS OR CAR/TRAILER LOADS:
Fight fire from maximum distance or use unmanned master stream devices or monitor nozzles.
Cool containers with flooding quantities of water until well after fire is out.

Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank.
ALWAYS stay away from tanks engulfed in fire.

For massive fire, use unmanned master stream devices or monitor nozzles.
If this is impossible, withdraw from area and let fire burn.

Use alcohol-resistant foam, dry powder, carbon dioxide.
In case of fire: keep drums, etc., cool by spraying with water.

Fire Fighting Procedures of Hexan-1-ol:
Use carbon dioxide, dry chemical or "alcohol" foam extinguisher.
Water is ineffective to fire fighting, but is effective to keep fire-exposed containers cool.

If material on fire or involved in fire:
Do not extinguish fire unless flow can be stopped.
Use water in flooding quantities as fog.

Solid streams of water may be ineffective.
Cool all affected containers with flooding quantities of water.

Apply water from as far a distance as possible.
Use "alcohol" foam, carbon dioxide or dry chemical.
Keep run off water out of sewers and water sources.

Accidental Release Measures of Hexan-1-ol:

IMMEDIATE PRECAUTIONARY MEASURE:
Isolate spill or leak area for at least 50 meters (150 feet) in all directions.

LARGE SPILL:
Consider initial downwind evacuation for at least 300 meters (1000 feet).

FIRE:
If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions.
Also, consider initial evacuation for 800 meters (1/2 mile) in all directions.

Spillage Disposal of Hexan-1-ol:

Personal protection:
Filter respirator for organic gases and vapours adapted to the airborne concentration of Hexan-1-ol.
Collect leaking and spilled liquid in covered containers as far as possible.

Absorb remaining liquid in sand or inert absorbent.
Then store and dispose of according to local regulations.

Cleanup Methods of Hexan-1-ol:
Absorb on paper.
Evaporate on a glass or iron dish in hood.
Burn the paper.

Disposal Methods of Hexan-1-ol:
The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination.
Recycle any unused portion of the material for Hexan-1-ol approved use or return it to the manufacturer or supplier.

Ultimate disposal of the chemical must consider:
The material's impact on air quality.
Potential migration in soil or water

Effects on animal, aquatic, and plant life.
Conformance with environmental and public health regulations.

Spray into the furnace.
Incineration will become easier by mixing with a more flammable solvent.

Preventive Measures of Hexan-1-ol:

If material not on fire and not involved in fire:
Keep sparks, flames, and other sources of ignition away.
Keep material out of water sources and sewers.

Build dikes to contain flow as necessary.
Attempt to stop leak if without undue personnel hazard.
Use water spray to knock-down vapors.

Personnel protection:
Avoid breathing vapors.
Avoid bodily contact with the material.

Do not handle broken packages unless wearing appropriate personal protective equipment.
Wash away any material which may have contacted the body with copious amounts of water or soap and water.
If contact with the material anticipated, wear appropriate chemical protective clothing.

Identifiers of Hexan-1-ol:
CAS Number: 111-27-3
Beilstein Reference 969167
ChEBI: CHEBI:87393
ChEMBL: ChEMBL14085
ChemSpider: 7812
ECHA InfoCard: 100.003.503
EC Number: 203-852-3
MeSH: 1-Hexan-1-ol
PubChem CID: 8103
RTECS number: MQ4025000
UNII: 6CP2QER8GS
UN number: 2282
CompTox Dashboard (EPA): DTXSID8021931
InChI: InChI=1S/C6H14O/c1-2-3-4-5-6-7/h7H,2-6H2,1H3
Key: ZSIAUFGUXNUGDI-UHFFFAOYSA-N
SMILES: CCCCCCO

CAS number: 111-27-3
EC index number: 603-059-00-6
EC number: 203-852-3
Hill Formula: C₆H₁₄O
Molar Mass: 102.18 g/mol
HS Code: 2905 19 00

Synonym(s): Hexyl alcohol
Linear Formula: CH3(CH2)5OH
CAS Number: 111-27-3
Molecular Weight: 102.17
Beilstein: 969167
EC Number: 203-852-3
MDL number: MFCD00002982
PubChem Substance ID: 57650899
NACRES: NA.21

CAS: 111-27-3
Molecular Formula: C6H14O
Molecular Weight (g/mol): 102.177
MDL Number: MFCD00002982
InChI Key: ZSIAUFGUXNUGDI-UHFFFAOYSA-N
PubChem CID: 8103
ChEBI: CHEBI:87393
IUPAC Name: hexan-1-ol
SMILES: CCCCCCO

Properties of Hexan-1-ol:
Chemical formula: C6H14O
Molar mass: 102.177 g·mol−1
Appearance colorless: liquid
Density: 0.82 g cm−3 (at 20 °C)[2]
Melting point: −45 °C (−49 °F; 228 K)
Boiling point: 157 °C (315 °F; 430 K)
Solubility in water: 5.9 g/L (at 20 °C)
log P: 1.858
Vapor pressure: 100 Pa (at 25.6 °C)
Refractive index (nD): 1.4178 (at 20 °C)

Density: 0.82 g/cm3 (20 °C)
Explosion limit: 1.2 - 7.7 %(V)
Flash point: 60 °C
Ignition temperature: 285 °C
Vapor pressure: 3.64 hPa (38 °C)
Viscosity kinematic: 3.64 mm2/s (40 °C)
Solubility: 1.3 g/l

Grade: anhydrous
Quality Level: 100
Vapor density: 4.5 (vs air)
Vapor pressure: 1 mmHg ( 25.6 °C)
Assay: ≥99%
Form: liquid
Autoignition temp.: 559 °F
Expl. lim.: 0.34-6.3 %
Impurities: <0.005% water
evapn. residue: <0.0005%
Refractive index: n20/D 1.418 (lit.)
bp: 156-157 °C (lit.)
mp: −52 °C (lit.)
Density: 0.814 g/mL at 25 °C (lit.)
SMILES string: CCCCCCO
InChI: 1S/C6H14O/c1-2-3-4-5-6-7/h7H,2-6H2,1H3
InChI key: ZSIAUFGUXNUGDI-UHFFFAOYSA-N

Molecular Weight: 102.17
XLogP3: 2
Hydrogen Bond Donor Count: 1
Hydrogen Bond Acceptor Count: 1
Rotatable Bond Count: 4
Exact Mass: 102.104465066
Monoisotopic Mass: 102.104465066
Topological Polar Surface Area: 20.2 Å²
Heavy Atom Count: 7
Complexity: 27.4
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes

Specifications of Hexan-1-ol:
Assay (GC, area%): ≥ 98 %
Density (d 20 °C/ 4 °C): 0.818 - 0.819
Identity (IR): passes test

Melting Point: -52°C
Density: 0.814
Boiling Point: 157°C
Flash Point: 60°C (140°F)
Assay Percent Range: 99%
Linear Formula: CH3(CH2)5OH
UN Number: UN2282
Beilstein: 969167
Merck Index: 14,4697
Refractive: Index 1.418
Quantity: 2500 mL
Solubility Information: Miscible with ethanol, acetone, chloroform, ether, benzene. Slightly miscible with carbon tetrachloride and water.
Formula Weight: 102.18
Percent Purity: 99%
Chemical Name or Material: 1-Hexan-1-ol

Thermochemistry of Hexan-1-ol:
Heat capacity (C): 243.2 J K−1 mol−1
Std molar entropy (S⦵298): 287.4 J K−1 mol−1
Std enthalpy of formation (ΔfH⦵298): −377.5 kJ mol−1
Std enthalpy of combustion (ΔcH⦵298): −3.98437 MJ mol−1

Names of Hexan-1-ol:

Preferred IUPAC name:
Hexan-1-ol

Other names:
amyl carbinol

Synonyms of Hexan-1-ol:
1-Hexanol
Hexan-1-ol
Hexyl alcohol
111-27-3
HEXANOL
n-Hexanol
n-Hexyl alcohol
Amylcarbinol
1-Hydroxyhexane
1-Hexyl alcohol
Caproyl alcohol
Pentylcarbinol
Caproic alcohol
n-Hexan-1-ol
C6 alcohol
Alcohol(C6)
Hexanol (VAN)
EPAL 6
Hexyl alcohol (natural)
Alcohol C-6
FEMA No. 2567
NSC 9254
MFCD00002982
Hexanol-(1)
6CP2QER8GS
25917-35-5
CHEBI:87393
NSC-9254
Caswell No. 482E
Hydroxyhexane
Hexanols
FEMA Number 2567
CAS-111-27-3
HE2
HSDB 565
EINECS 203-852-3
UNII-6CP2QER8GS
EPA Pesticide Chemical Code 079047
BRN 0969167
Caproalcohol
Hexalcohol
HEXYL ALCOHOL, ACTIVE
n-hexylalcohol
AI3-08157
N-hexenol
Nat.Hexanol
Exxal 6
EINECS 247-346-0
HEXANOL-CMPD
Exxal 6 (Salt/Mix)
BDBM9
1-Hexanol, 98%
Hexyl alcohol, FCC, FG
1-HEXANOL [HSDB]
1-HEXANOL [MI]
EC 203-852-3
n-C6H13OH
SCHEMBL1877
HEXYL ALCOHOL [FCC]
NATURAL HEXYL ALCOHOL
C6H13OH
HEXYL ALCOHOL [FHFI]
HEXYL ALCOHOL [INCI]
WLN: Q6
4-01-00-01694 (Beilstein Handbook Reference)
MLS001055374
UN 2282 (Salt/Mix)
BIDD:ER0298
CHEMBL14085
1-Hexanol, analytical standard
DTXSID8021931
1-Hexanol, anhydrous, >=99%
NSC9254
1-Hexanol, reagent grade, 98%
DTXSID001022586
HMS3039L08
BCP29486
ZINC1699882
Tox21_201335
Tox21_302953
LMFA05000117
STL282713
UN2282
AKOS009031422
HY-W032022
Alcohol C-6, Natural, Natural Hexanol
1-Hexanol, purum, >=98.0% (GC)
1-Hexyl alcohol pound>>1-Hexylalcohol
NCGC00090949-01
NCGC00090949-02
NCGC00256385-01
NCGC00258887-01
Hexanols [UN2282] [Flammable liquid]
LS-13216
SMR000677945
1-Hexanol, SAJ special grade, >=99.0%
1-Hexanol, Vetec(TM) reagent grade, 98%
CS-0076046
FT-0607887
H0130
Hexyl alcohol, natural, >=98%, FCC, FG
EN300-19338
Q76933
1-Hexanol, ReagentPlus(R), >=99.5% (GC)
J-002549
F0001-0237
Z104473568
111-27-3 [RN]
1-Hexanol [ACD/Index Name] [ACD/IUPAC Name]
1-Hexanol [German] [ACD/Index Name] [ACD/IUPAC Name]
1-Hexanol [French] [ACD/Index Name] [ACD/IUPAC Name]
1-hexyl alcohol
1-Hydroxyhexane
203-852-3 [EINECS]
4-01-00-01694 [Beilstein]
Caproic alcohol
Caproyl alcohol
hexan-1-ol
hexanol [Wiki]
Hexyl alcohol
MFCD00002982 [MDL number]
n-Hexan-1-ol
n-hexanol
n-Hexyl alcohol
1-Hexan-d13-ol
1-hexanol [Portuguese] [ACD/Index Name] [ACD/IUPAC Name]
1-hexanol, purified
52598-04-6 [RN]
BNG
B-Nonylglucoside
C8E
decane, 1,3,5,7-Tetraazatricyclo(3.3.1.13,7)
Epal 6
Exxal 6
Hexalin
Hexane [ACD/Index Name] [ACD/IUPAC Name]
Hexyl alcohol203-852-3MFCD00002982
Hexylalcohol
n-C6H13OH [Formula]