CAS No.143-28-2,Oleyl alcohol Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	143-28-2
Name:	Oleyl alcohol
Article Data:	128

Formula:	C₁₈H₃₆O
Molecular Weight:	268.483
Synonyms:	9-Octadecen-1-ol,(Z)- (8CI);(Z)-9-Octadecen-1-ol;(Z)-9-Octadecenol;9-cis-Octadecenol;Adol320;Adol 330;Adol 80;Adol 85;Adol 85NF;Atalco O;Cachalot O 1;Crodacol O;Dermaffine;HD-Eutanol;HD-Ocenol 90/95;HD-Ocenol 92/96;HD-Ocenol K;Jarcol95BJ;Jeecol O;Loxanol 95;Loxanol M;NJCOL 90;Novol;Novol J;Ocenol;Ocenol90/95;Octadeca-9-cis-en-1-ol;Oleic alcohol;Oleo alcohol;Oleol;Oleylalcohol;Rikacol 90BHR;Satol;Sipol O;Siponol OC;Unjecol 70N;Unjecol 90;Unjecol 90BHR;Unjecol 90N;Unjecol 90NR;Vegecol 90B;Witcohol 85NF;Witcohol90NF;cis-9-Octadecen-1-ol;cis-9-Octadecenyl alcohol;cis-D9-Octadecenol;
EINECS:	205-597-3
Density:	0.847 g/cm³
Melting Point:	5 °C
Boiling Point:	333 °C at 760 mmHg
Flash Point:	120.7 °C
Solubility:	Miscible with alcohol and ether. Slightly miscible with carbon tetrachloride. Immiscible with water.
Appearance:	Colourless to light yellow liquid
Hazard Symbols:	Xi
Risk Codes:	38
Safety:	26-36
PSA:	20.23000
LogP:	6.01620

Synthetic route

: 111-62-6
oleic acid ethyl ester

: 143-28-2
oleoyl alcohol

Conditions

Conditions	Yield
With methanol; Na/SiO2 In tetrahydrofuran at 0 - 25℃; for 0.583333h; Bouveault-Blanc reduction; Inert atmosphere;	99%
Stage #1: oleic acid ethyl ester With sodium triethylborohydride In diethyl ether; toluene at 20℃; for 8h; Inert atmosphere; Stage #2: With sodium hydroxide In methanol; diethyl ether; toluene at 20℃; for 2h; Time;	95%
With lithium aluminium tetrahydride In diethyl ether for 0.5h; Heating;	92.62%

: 112-80-1
cis-Octadecenoic acid

: 143-28-2
oleoyl alcohol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 3h; Inert atmosphere;	99%
With lithium aluminium tetrahydride In tetrahydrofuran; diethyl ether for 0.75h; Reflux;	98%
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 1h; Inert atmosphere;	97%

: 112-62-9
Methyl oleate

: 143-28-2
oleoyl alcohol

Conditions

Conditions	Yield
With isopropyl alcohol In hexane at 0℃; for 0.0833333h; Bouveault-Blanc Reduction; Inert atmosphere;	98%
With C32H36ClNO2P2Ru; potassium tert-butylate; hydrogen In tetrahydrofuran at 120℃; under 38002.6 Torr; for 20h; Autoclave; Green chemistry;	98%
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 24h;	97%

: (Z)-4,4,5,5-tetramethyl-2-(octadec-9-en-1-yloxy)-1,3,2-dioxaborolane

: 143-28-2
oleoyl alcohol

Conditions

Conditions	Yield
With water; silica gel In methanol at 60℃; Inert atmosphere;	94%

: 122-32-7
trioleoylglycerol

A: 143-28-2
oleoyl alcohol

B: 56-81-5
glycerol

Conditions

Conditions	Yield
With sodium tetrahydroborate In 1,4-dioxane; water at 70℃; for 4h;	A 93% B n/a

vernonia oil methyl esters: vernonia oil methyl esters

A: 506-43-4
Linoleyl alcohol

B: 143-28-2
oleoyl alcohol

C: 36653-82-4
1-Hexadecanol

: cis-12,13-epoxy-cis-9-octadecenol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In hexane at 20℃; for 2h; Further byproducts given;	A n/a B n/a C n/a D 73.62%

...Expand

: 109-87-5
Dimethoxymethane

: 1-Methoxy-4-[((Z)-octadec-9-enyl)oxymethyl]-benzene

A: 143-28-2
oleoyl alcohol

B: (Z)-1-Methoxymethoxy-octadec-9-ene

Conditions

Conditions	Yield
With bromethyl methyl ether; tin(II) bromide In 1,2-dichloro-ethane for 4h; Ambient temperature;	A 12% B 68%

...Expand

: 6110-54-9
oleyl p-toluenesulfonate

: 143-28-2
oleoyl alcohol

Conditions

Conditions	Yield
With titanium(III) chloride; lithium In tetrahydrofuran at 25℃; for 18h; Substitution;	68%

: 208402-69-1
pentafluorophenyl oleate

: 143-28-2
oleoyl alcohol

Conditions

Conditions	Yield
With sodium tetrahydroborate In tetrahydrofuran at 20℃; for 4h;	68%

: 112-80-1
cis-Octadecenoic acid

A: 112-92-5
1-octadecanol

B: 143-28-2
oleoyl alcohol

Conditions

Conditions	Yield
With diphenylsilane; tris(triphenylphosphine)rhodium(I) chloride In tetrahydrofuran at 50℃; for 24h;	A 29% B 70 % Spectr.
With copper-manganese-zinc oxide at 250 - 420℃; Hydrogenation;
With kieselguhr; cadmium-nickel oxide at 250 - 420℃; Hydrogenation;

Raw Materials

504-54-1

112-80-1

693-80-1

Downstream Products

638-66-4

13019-22-2

62442-62-0

124-19-6

629-83-4

111-62-6

112-80-1

103401-08-7

Total:102 Page 1 of 3 1 2 3 Next>>

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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The IUPAC name of this chemical is (Z)-octadec-9-en-1-ol. With the CAS registry number 143-28-2 and EINECS 205-597-3, it is also named as Oleyl alcohol. The product's categories are Biochemistry; Higher Fatty Acids & Higher Alcohols; Unsaturated Higher Alcohols. It is colourless to light yellow liquid which is soluble in alcohol and ether, insoluble in water. It is stable, combustible and incompatible with strong acids, strong oxidizing agents. Additionally, this chemical should be stored at the temperature and -20 °C.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 7.80; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 7.8; (4)ACD/LogD (pH 7.4): 7.8; (5)ACD/BCF (pH 5.5): 495258.94; (6)ACD/BCF (pH 7.4): 495258.94; (7)ACD/KOC (pH 5.5): 414889.84; (8)ACD/KOC (pH 7.4): 414889.84; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 16; (12)Polar Surface Area: 9.23 Å²; (13)Index of Refraction: 1.461; (14)Molar Refractivity: 87.03 cm³; (15)Molar Volume: 316.7 cm³; (16)Surface Tension: 31.7 dyne/cm; (17)Enthalpy of Vaporization: 66.72 kJ/mol; (18)Vapour Pressure: 1E-05 mmHg at 25°C; (19)Rotatable Bond Count: 15; (20)Exact Mass: 268.276616; (21)MonoIsotopic Mass: 268.276616; (22)Topological Polar Surface Area: 20.2; (23)Heavy Atom Count: 19; (24)Complexity: 175.

Preparation of (Z)-9-Octadecen-1-ol: Adding metallic sodium tablets quickly to the mixture of ethyl oleate and acetic acid anhydride. The reaction carrys out violently. After the relaxation, adding ethanol and heating to the complete reaction of metallic sodium. Then adding water to reflux 1h. After cooling, using diethyl ether to extract. The steam out the diethyl ether after neutralization, washing and dry. Finally, carrying out vacuum distillation to collect 150-152 °C (0.133kPa) fractions. The yield is about 50%.

Uses of (Z)-9-Octadecen-1-ol: It is used as a nonionic surfactant, emulsifier, emollient and thickener in skin creams, lotions and many other cosmetic products, plasticizer for softening fabrics, surfactant and hair coating in shampoos and hair conditioners, and a carrier for medications. It is also used in organic synthesis. Such as: it can react with acetic acid anhydride to get 1-acetoxy-octadec-9c-ene. This reaction needs catalytic agent zeolite HSZ-360 at temperature of 60 °C. The reaction time is 8 hours. The yield is 84%.

When you are using this chemical, please be cautious about it as the following:
It is irritating to skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing.

People can use the following data to convert to the molecule structure.
1. SMILES:OCCCCCCCC\C=C/CCCCCCCC
2. InChI:InChI=1/C18H36O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19/h9-10,19H,2-8,11-18H2,1H3/b10-9-
3. InChIKey:ALSTYHKOOCGGFT-KTKRTIGZBF