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107-18-6

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107-18-6 Usage

Incompatibilities

May form explosive mixture with air. Reacts explosively with carbon tetrachloride, strong bases. Also incompatible with strong acids. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides. Polymerization may be caused by heat above 99 C, peroxides, or oxidizers.

Physical properties

Colorless, mobile liquid with a pungent, mustard-like odor at high concentrations. At low concentrations, odor resembles that of ethyl alcohol. Katz and Talbert (1930) and Dravnieks (1974) reported experimental detection odor threshold concentrations of 3.3 mg/m3 (1.4 ppmv) and 5 mg/m3 (2.1 ppmv), respectively.

Carcinogenicity

Male and female F344 rats were given allyl alcohol in the drinking water at a concentration of 0 or 300 mg/L for 106 weeks. The incidence of tumors was similar to that in controls . Male and female hamsters were administered 2 mg allyl alcohol by oral gavage once a week for 60 weeks. The incidence of tumors did not increase significantly compared to controls.

Production Methods

Allyl alcohol is prepared by several different processes, the original is alkaline hydrolysis of allyl chloride by steam injection at high temperatures. A more recent commercial process used oxidation of propylene to acrolein, which in turn reacts with a secondary alcohol to yield allyl alcohol and a ketone. In this process, allyl alcohol is not isolated, but its aqueous stream is converted directly to glycerol. The most recent commercial process is isomerization of propylene oxide over a lithium phosphate catalyst.

Shipping

UN1098 Allyl alcohol Hazard class: 6.1; Labels: 6.1-Poison Inhalation Hazard, 3-Flammable liquids, Inhalation Hazard Zone B.

Chemical Properties

Allyl alcohol is a flammable, colorless liquid. It has a pungent, mustard-like odor. It is used in making drugs, organic chemicals, pesticides, in the manufacture of allyl esters, and as monomers and prepolymers for the manufacture of resins and plastics. It has a large use in the preparation of pharmaceutical products, in organic synthesis, and as a fungicide and herbicide. Occupational workers engaged in industries such as the manufacture of drugs, pesticides, allyl esters, organic chemicals, resins, war gas, and plasticizers, are often exposed to this alcohol.

Definition

ChEBI: A propenol in which the C2C bond connects C-2 and C-3. It is has been found in garlic (Allium sativum). Formerly used as a herbicide for the control of various grass and weed seeds.

Reactivity Profile

Allyl alcohol presents a dangerous fire and explosion hazard when exposed to heat, flame, or oxidizing agents. Reacts violently or explosively with sulfuric acid, strong bases. Reacts violently with 2,4,6-trichloro-1,3,5-triazine and 2,4,6-tris(bromoamino)-1,3,5-triazine. Reacts with carbon tetrachloride to produce explosively unstable products [Lewis]. Mixing Allyl alcohol in equal molar portions with any of the following substances in a closed container caused the temperature and pressure to increase: chlorosulfonic acid, nitric acid, oleum, sulfuric acid [NFPA 491M. 1991].

Environmental fate

Biological. Bridié et al. (1979) reported BOD and COD values of 1.79 and 2.12 g/g using filtered effluent from a biological sanitary waste treatment plant. These values were determined using a standard dilution method at 20 °C for a period of 5 d. The ThOD for allyl alcohol is 2.21 g/g. Photolytic. Atkinson (1985) reported a rate constant of 2.59 x 10-11 cm3/molecule?sec at 298 K. Based on an atmospheric OH concentration of 1.0 x 106 molecule/cm3, the reported half-life of allyl alcohol is 0.35 d. The reaction of allyl alcohol results in the OH addition to the C=C bond (Grosjean, 1997). In a similar study, Orlando et al. (2001) studied the reaction of allyl alcohol with OH radicals at 298 K. Photolysis was conducted using a xenon-arc lamp within the range of 240– 400 nm in synthetic air at 700 mmHg. A rate constant of 4.5 x 10-11 cm3/molecule?sec was reported. Products identified were formaldehyde, glycolaldehyde, and acrolein. Chemical/Physical. Slowly polymerizes with time into a viscous liquid (Windholz et al., 1983). Polymerization may be caused by elevated temperatures, oxidizers, or peroxides (NIOSH, 1997).

Hazard

Toxic by skin absorption. Eye and upper respiratory tract irritant. Questionable carcinogen.

Uses

Allyl alcohol is used in manufacture of allyl compounds, resins, plasticizers; fungicide and herbicide.

Safety Profile

Suspected carcinogen. Poison by inhalation, ingestion, skin contact, subcutaneous, intraperitoneal, and possibly other routes. A slim, severe eye (human), and systemic irritant. Mutation data reported. Dangerous fire and explosion hazard when exposed to heat, flame, or oxidizers. Explosive or violent reaction with sulfuric acid, alkali + 2,4,6-trichloro-1,3,5triazine, or 2,4,6-tris(bromoamino)-1,3,5triazine. Reaction with carbon tetrachloride produces explosively unstable halogenated C4 epoxides. Incompatible with chlorosulfonic acid, HNO3, H2SO4, oleum, NaOH, dallyl phosphte, PCl3, and tri-nbromomelamine. When heated to decomposition it emits acrid smoke and fumes. To fight fire, use CO2, alcohol foam, dry chemical. See also ALLYL COMPOUNDS.

Potential Exposure

Used to make other chemicals and pharmaceuticals; as a laboratory chemical. Not currently registered in the United States as a pesticide or fungicide

Precautions

Occupational workers should be careful during handling and use of allyl alcohol and wear

Purification Methods

It can be dried with K2CO3 or CaSO4, or by azeotropic distillation with *benzene followed by distillation under nitrogen. It is difficult to obtain it free of peroxide. It has also been refluxed with magnesium and fractionally distilled [Hands & Norman Ind Chem 21 307 1945]. [Beilstein 1 IV 2079.]

Uses

Allyl alcohol is used as an intermediate compound for synthesizing raw materials such as epichlorohydrin C3H5ClO and 1,4- butanediol C4H10O2, and this development is bringing about expansion of the range of uses of allyl alcohol. The term allyl of allyl compounds is derived from allium, the Latin word for garlic.

Health Hazard

The toxicity of allyl alcohol is moderately high, affecting primarily the eyes. The other target organs are the skin and respiratory system. Inhalation causes eyeirritation and tissue damage. A 25-ppmexposure level is reported to produce asevere eye irritation. It may cause atemporary lacrimatory effect, manifested by photophobia and blurred vision, for some hours after exposure. Occasional exposure of a person to allyl alcohol does not indicate chronic or cumulative toxicity. Dogterom and associates (1988) investigated the toxicity of allyl alcohol in isolated rathepatocytes. The toxicity was independent of lipid peroxidation, and acrylate was found to be the toxic metabolite Ingestion of this compound may cause irritation of the intestinal tract. The oral LD50 value in rats is 64 mg/kg (NIOSH 1986).

Uses

Used to induce a mouse model of liver damage that has been used to study the mechanisms of hepatotoxicity and hepatic stem cell-mediated repair.

Chemical Reactivity

Reactivity with Water No reaction; Reactivity with Common Materials: No reaction; Stability During Transport: Stable at ordinary temperatures and pressures; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.

General Description

A clear colorless liquid with a mustard-like odor. Flash point 70°F. Very toxic by inhalation and ingestion. Less dense than water (7.1 lb / gal). Vapors are heavier than air. Prolonged exposure to low concentrations or short exposure to high concentrations may have adverse health effects from inhalation.

Fire Hazard

Allyl alcohol vapor may explode if ignited in confined areas. Combustion products may be poisonous. The vapor is heavier than air and flashback along vapor trail may occur. Gives off toxic fumes when heated. May react vigorously with oxidizing materials, carbon tetrachloride, acids, oleum, sodium hydroxide, diallyl phosphite, potassium chloride, or tri-n-bromomelamine.

Waste Disposal

Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform with EPA regulations governing storage, transportation, treatment, and waste disposal. Incineration after dilution with a flammable solvent.

Air & Water Reactions

Highly flammable. Water soluble.

Uses

Allyl alcohol is used to produce glyceroland acrolein and other allylic compounds. Itis also used in the manufacture of militarypoison gas. The ester derivatives are used inresins and plasticizers.
InChI:InChI=1/C3H6O/c1-3(2)4/h4H,1H2,2H3

107-18-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name allyl alcohol

1.2 Other means of identification

Product number -
Other names 2-propen-1-ol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Intermediates
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:107-18-6 SDS

107-18-6Synthetic route

glycerol
56-81-5

glycerol

A

allyl alcohol
107-18-6

allyl alcohol

B

hydroxy-2-propanone
116-09-6

hydroxy-2-propanone

C

acrolein
107-02-8

acrolein

Conditions
ConditionsYield
With H3PO4-activated and WOx-loaded montmorillonite nanocatalyst In water at 320℃; for 3h; Reagent/catalyst; Flow reactor;A n/a
B n/a
C 67.3%
With phosphorus containing Fe2O3 nanoparticles In water at 320℃; for 24h; Inert atmosphere;
With 10 w% WO3/ZrO2 at 250℃; Temperature; Time; Inert atmosphere;
With HZSM5/Fe/Rb In water at 340℃; under 760.051 Torr; Inert atmosphere;
With oxygen In water at 285℃; under 760.051 Torr; for 1h; Flow reactor;A 10.65 %Chromat.
B 19.63 %Chromat.
C 57.96 %Chromat.
propargyl alcohol
107-19-7

propargyl alcohol

allyl alcohol
107-18-6

allyl alcohol

Conditions
ConditionsYield
With piperazine; hydrogen In ethanol at 80℃; under 4500.45 Torr; for 24h;99%
With hydrogen In methanol at 20℃; under 760.051 Torr; for 4.5h; Green chemistry;98%
With hydrogen In methanol under 760.051 Torr; for 5h;97%
acrolein
107-02-8

acrolein

allyl alcohol
107-18-6

allyl alcohol

Conditions
ConditionsYield
With hydrogen In water at 110℃; under 22502.3 Torr; for 2.33333h; Reagent/catalyst; Pressure; Temperature;96%
With sulfuric acid; zinc diacetate; iron(II) sulfate at 25℃; bei der elektrolytischen Reduktion an einer amalgamierten Bleikathode; Reagens 4: Hydrochinon;
With aluminum isopropoxide; isopropyl alcohol
allyl trifluoroacetate
383-67-5

allyl trifluoroacetate

A

2,2,2-trifluoroethanol
75-89-8

2,2,2-trifluoroethanol

B

allyl alcohol
107-18-6

allyl alcohol

Conditions
ConditionsYield
With trans-[(2,6-bis(di-tert-butylphosphinomethyl)pyridine)Fe(H)2(CO)]; hydrogen; sodium methylate In 1,4-dioxane at 40℃; under 18751.9 Torr; for 16h; Glovebox; Inert atmosphere;A 95%
B n/a
With trimethylamine-N-oxide; tricarbonyl(η4-1,3-bis(trimethylsilyl)-4,5,6,7-tetrahydro-2H-inden-2-one)iron; hydrogen; triethylamine In toluene at 90℃; under 52505.3 Torr; for 17h; Inert atmosphere; Glovebox;
With C21H35BrMnN2O2P; hydrogen; potassium hydride; 1,3,5-trimethyl-benzene In toluene at 100℃; under 15001.5 Torr; for 60h; Autoclave; Inert atmosphere;A 97 %Spectr.
B 96 %Spectr.
With C21H35BrMnN2O2P; hydrogen; potassium hydride In toluene at 100℃; under 15001.5 Torr; for 60h;A 97 %Spectr.
B 96 %Spectr.
2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
72824-04-5

2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

allyl alcohol
107-18-6

allyl alcohol

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; water; triethylamine In acetonitrile at 20℃; for 1h;67%
With sodium periodate; iodobenzene In water; acetonitrile at 80℃; for 8h;64%
glycerol
56-81-5

glycerol

allyl alcohol
107-18-6

allyl alcohol

Conditions
ConditionsYield
With formic acid at 235℃;98%
With rhenium trioxide; hydrogen at 140℃; Temperature; Reagent/catalyst; Solvent; Time;91%
In water at 148℃; for 2.5h; Catalytic behavior; Reagent/catalyst; Temperature; Solvent; Sealed tube;91%
2-(prop-2-en-1-yloxy)oxane
69161-61-1, 4203-49-0

2-(prop-2-en-1-yloxy)oxane

allyl alcohol
107-18-6

allyl alcohol

Conditions
ConditionsYield
With methanol at 20℃; for 0.5h;98%
With methanol; zirconium(IV) chloride at 20℃; for 4h;96%
ruthenium trichloride In water; acetonitrile at 20℃; for 0.333333h;96%
3-chloroprop-1-ene
107-05-1

3-chloroprop-1-ene

allyl alcohol
107-18-6

allyl alcohol

Conditions
ConditionsYield
With tetrabutylammomium bromide; water; sodium hydroxide In hexane at 25℃; pH=5;90%
With water; sodium hydrogencarbonate at 150℃;
With copper; potassium carbonate
With fluoride In gas Rate constant; reaction efficiency;
propargyl alcohol
107-19-7

propargyl alcohol

A

propan-1-ol
71-23-8

propan-1-ol

B

allyl alcohol
107-18-6

allyl alcohol

Conditions
ConditionsYield
palladium anchored polystyrene In neat (no solvent) at 25℃; under 41371.8 Torr; for 15h;A 5%
B 90%
With hydrogen; copper-palladium; silica gel In ethanol at 25℃; under 760 Torr; Kinetics;A n/a
B 85%
With hydrogen; palladium dichloride In N,N-dimethyl-formamide under 18751.5 Torr; for 0.316667h; Product distribution; Ambient temperature; various time;A 2.6%
B 76.3%
propylene glycol
57-55-6

propylene glycol

allyl alcohol
107-18-6

allyl alcohol

Conditions
ConditionsYield
With KOH/ZrO2 In water at 225℃; Reagent/catalyst; Temperature; Solvent;47%
(E)-4-(acetoxy)-1-phenyl-2-buten-1-one
127391-77-9

(E)-4-(acetoxy)-1-phenyl-2-buten-1-one

A

3-hydroxy-1-phenyl-but-2-en-1-one
33951-43-8

3-hydroxy-1-phenyl-but-2-en-1-one

B

allyl alcohol
107-18-6

allyl alcohol

Conditions
ConditionsYield
Stage #1: (E)-4-(acetoxy)-1-phenyl-2-buten-1-one With bis(iodozinc)methane In tetrahydrofuran at 25℃; Inert atmosphere;
Stage #2: With ammonium chloride In tetrahydrofuran; water Inert atmosphere;
A 91%
B n/a
glycerol
56-81-5

glycerol

A

acetaldehyde
75-07-0

acetaldehyde

B

allyl alcohol
107-18-6

allyl alcohol

C

acrolein
107-02-8

acrolein

Conditions
ConditionsYield
With H3PO4-activated and WOx-loaded montmorillonite nanocatalyst In water at 320℃; for 3h; Flow reactor;A n/a
B n/a
C 50.7%
trimethyleneglycol
504-63-2

trimethyleneglycol

allyl alcohol
107-18-6

allyl alcohol

tris(allyl)borate
1693-71-6

tris(allyl)borate

n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

A

2-iodo-4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononan-1-ol
38550-44-6

2-iodo-4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononan-1-ol

B

allyl alcohol
107-18-6

allyl alcohol

Conditions
ConditionsYield
Stage #1: tris(allyl)borate; n-perfluorohexyl iodide With 2,2'-azobis(isobutyronitrile) at 60 - 70℃; for 3h;
Stage #2: With water at 60℃;
A 99%
B n/a
glycerol
56-81-5

glycerol

A

acetaldehyde
75-07-0

acetaldehyde

B

allyl alcohol
107-18-6

allyl alcohol

C

hydroxy-2-propanone
116-09-6

hydroxy-2-propanone

D

acrolein
107-02-8

acrolein

Conditions
ConditionsYield
With H3PO4-activated and WOx-loaded montmorillonite nanocatalyst In water at 320℃; for 3h; Reagent/catalyst; Flow reactor;A n/a
B n/a
C n/a
D 46.7%
glycerol
56-81-5

glycerol

A

propan-1-ol
71-23-8

propan-1-ol

B

propylene glycol
57-55-6

propylene glycol

C

allyl alcohol
107-18-6

allyl alcohol

D

isopropyl alcohol
67-63-0

isopropyl alcohol

Conditions
ConditionsYield
With hydrogen In 1,4-dioxane at 20 - 140℃; under 7500.75 - 60006 Torr; for 32h; Autoclave;
glycerol
56-81-5

glycerol

A

propan-1-ol
71-23-8

propan-1-ol

B

propylene glycol
57-55-6

propylene glycol

C

propene
187737-37-7

propene

D

allyl alcohol
107-18-6

allyl alcohol

Conditions
ConditionsYield
With hydrogen In 1,4-dioxane at 20 - 140℃; under 7500.75 - 60006 Torr; for 4h; Time; Autoclave;
methyloxirane
75-56-9, 16033-71-9

methyloxirane

A

propionaldehyde
123-38-6

propionaldehyde

B

allyl alcohol
107-18-6

allyl alcohol

Conditions
ConditionsYield
With lithium phosphate at 245 - 250℃;
With aluminum oxide at 275℃;
With chromium(III) oxide at 350℃;
With gold nanoparticles supported on hollow mesoporous silica (Au/SiO2) at 370℃;
oxalic acid
144-62-7

oxalic acid

glycerol
56-81-5

glycerol

allyl alcohol
107-18-6

allyl alcohol

Conditions
ConditionsYield
With alumina-supported iron In water at 340℃; Inert atmosphere;17.5%
Allyl acetate
591-87-7

Allyl acetate

allyl alcohol
107-18-6

allyl alcohol

Conditions
ConditionsYield
With water; ion exchange resin Diaion SK104H at 80℃; under 3750.38 Torr;
With water; ion exchange resin Diaion SK104H at 80℃; under 3750.38 Torr;
With water Product distribution / selectivity;
propylene glycol
57-55-6

propylene glycol

diallyl isophthalate
1087-21-4

diallyl isophthalate

A

Reaxys ID: 11381386

Reaxys ID: 11381386

B

allyl alcohol
107-18-6

allyl alcohol

Conditions
ConditionsYield
With di(n-butyl)tin oxide at 180℃; under 0.975098 - 9.976 Torr; for 2h;
propylene glycol
57-55-6

propylene glycol

diallyl isophthalate
1087-21-4

diallyl isophthalate

A

poly(diallyl isophthalate-co-propylene glycol)

poly(diallyl isophthalate-co-propylene glycol)

B

allyl alcohol
107-18-6

allyl alcohol

Conditions
ConditionsYield
With dibutyltin oxide at 180℃; under 0.975098 - 9.976 Torr; for 1h;
1,4-cyclohexanedicarboxylic acid, diallyl ester

1,4-cyclohexanedicarboxylic acid, diallyl ester

1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

A

poly(diallyl 1,4-cyclohexane dicarboxylate-co-trimethylolpropane)

poly(diallyl 1,4-cyclohexane dicarboxylate-co-trimethylolpropane)

B

allyl alcohol
107-18-6

allyl alcohol

Conditions
ConditionsYield
With dibutyltin oxide at 180℃; under 0.975098 - 9.976 Torr; for 1h;
4,4'-isopropylidenebis[2-(2,6-dibromophenoxy)ethanol]
4162-45-2

4,4'-isopropylidenebis[2-(2,6-dibromophenoxy)ethanol]

diallyl isophthalate
1087-21-4

diallyl isophthalate

A

poly(2,2-bis[4-(2-hydroxyethoxy)-3,5-dibromophenyl]propane-co-diallyl isophthalate)

poly(2,2-bis[4-(2-hydroxyethoxy)-3,5-dibromophenyl]propane-co-diallyl isophthalate)

B

allyl alcohol
107-18-6

allyl alcohol

Conditions
ConditionsYield
With dibutyltin oxide at 180℃; under 0.975098 - 9.976 Torr; for 1h;
4,4'-isopropylidenebis[2-(2,6-dibromophenoxy)ethanol]
4162-45-2

4,4'-isopropylidenebis[2-(2,6-dibromophenoxy)ethanol]

diallyl terephthalate
1026-92-2

diallyl terephthalate

A

poly(2,2-bis[4-(2-hydroxyethoxy)-3,5-dibromophenyl]propane-co-diallyl terephthalate)

poly(2,2-bis[4-(2-hydroxyethoxy)-3,5-dibromophenyl]propane-co-diallyl terephthalate)

B

allyl alcohol
107-18-6

allyl alcohol

Conditions
ConditionsYield
With dibutyltin oxide at 180℃; under 0.975098 - 9.976 Torr; for 1h;
methyloxirane
75-56-9, 16033-71-9

methyloxirane

allyl alcohol
107-18-6

allyl alcohol

Conditions
ConditionsYield
With lithium phosphate at 280℃;
lithium phosphate containing about 0.1-0.3 wt percent of sodium and 0.3-0.5 wt percent of boron at 253 - 273℃; Conversion of starting material;
lithium phosphate containing 0.3 wt percent of boron at 273℃; Conversion of starting material;
allyloxytrimethylsilane
18146-00-4

allyloxytrimethylsilane

allyl alcohol
107-18-6

allyl alcohol

Conditions
ConditionsYield
With oxygen; manganese(II) p-aminobenzoate; cobalt(II) p-aminobenzoate; silica gel In hexane for 10.5h; Heating;88%
With oxygen; silica gel-supported Co/Mn p-aminobenzoate (1:1 mixture) In hexane for 12h; Heating;88%
trimethyleneglycol
504-63-2

trimethyleneglycol

A

allyl alcohol
107-18-6

allyl alcohol

B

acrolein
107-02-8

acrolein

Conditions
ConditionsYield
at 315℃; Gas phase;
propene
187737-37-7

propene

A

allyl alcohol
107-18-6

allyl alcohol

B

acrolein
107-02-8

acrolein

C

methyloxirane
75-56-9, 16033-71-9

methyloxirane

Conditions
ConditionsYield
With oxygen at 349.84℃; under 1125.11 Torr; Reagent/catalyst; Temperature;
propylene glycol
57-55-6

propylene glycol

A

2-ethyl-4-methyl-1,3-dioxolane
4359-46-0

2-ethyl-4-methyl-1,3-dioxolane

B

propionaldehyde
123-38-6

propionaldehyde

C

allyl alcohol
107-18-6

allyl alcohol

Conditions
ConditionsYield
With hydrogen In water at 320℃; for 5h; Temperature;