Hexadecanoic acid,16-hydroxy- supplier

Name
16-HYDROXYHEXADECANOIC ACID
EINECS 208-028-7
CAS No. 506-13-8
Article Data38
CAS DataBase
Density 0.956g/cm³
Solubility
Melting Point 94-98 °C(lit.)
Formula C₁₆H₃₂O₃
Boiling Point 414.4 °C at 760 mmHg
Molecular Weight 272.428
Flash Point 218.6 °C
Transport Information
Appearance white crystalline powder
Safety 22-24/25
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols
Synonyms Junipericacid (6CI);16-Hydroxyhexadecanoic acid;16-Hydroxypalmitic acid;Lanopalmiticacid;NSC 159292;Palmitic acid, 16-hydroxy-;w-Hydroxyhexadecanoic acid;w-Hydroxypalmitic acid;
PSA 57.53000
LogP 4.52470

Synthetic route

: 1619-68-7, 17278-80-7, 18951-79-6
16-hydroxy-9-hexadecenoic acid

: 506-13-8
16-hydroxyhexadecanoic acid

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal	100%
With hydrogen; palladium on activated charcoal

: 91544-43-3
16-Hydroxy-hexadeca-10,12-diynoic acid

: 506-13-8
16-hydroxyhexadecanoic acid

Conditions

Conditions	Yield
With hydrogen; platinum(IV) oxide In methanol under 760 Torr; for 1h;	98%

: 109-29-5
15-hexadecanolide

: 506-13-8
16-hydroxyhexadecanoic acid

Conditions

Conditions	Yield
With water; tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide In toluene at 95℃; for 6h;	97%
With potassium hydroxide; polystyrene-CH2=O(CH2CH2O)6.4H copolymer In hexane at 70℃; for 5h;	96%
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In benzene at 70℃;	85%

: 14024-18-1
iron(III)-acetylacetonate

: 36653-82-4
1-Hexadecanol

A: 56072-26-5
4-hydroxy-5-methylpentan-2-one

B: 629-70-9
hexadecyl acetate

C: 506-13-8
16-hydroxyhexadecanoic acid

: iron(III) oxide

Conditions

Conditions	Yield
at 80 - 300℃; under 760.051 Torr; for 2h; Green chemistry;	A n/a B n/a C n/a D 95%

...Expand

: 1619-68-7
16-Hydroxy-cis-hexadec-9-enoic acid

: 506-13-8
16-hydroxyhexadecanoic acid

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethanol	80%

: 109-29-5
15-hexadecanolide

: 112-90-3
(Z)-9-octadecen-1-amine

A: 506-13-8
16-hydroxyhexadecanoic acid

B: 1220909-16-9
N-oleyl-16-hydroxyhexadecanoylamine

Conditions

Conditions	Yield
With lipase PS from Pseudomonas cepacia; water In Hexadecane at 60℃; for 24h; Miniemulsion system; Enzymatic reaction;	A 77% B 14%

...Expand

: 544-76-3
Hexadecane

: 506-13-8
16-hydroxyhexadecanoic acid

Conditions

Conditions	Yield
(microbiological transformation);

: 627-91-8
adipic acid monomethyl ester

: 100912-48-9
12-acetoxydodecanoic acid

: 506-13-8
16-hydroxyhexadecanoic acid

Conditions

Conditions	Yield
(i) Na, MeOH, (electrolysis), (ii) KOH, EtOH; Multistep reaction;

: 1593-55-1
azelaic acid monoethyl ester

: 30993-88-5
9-acetoxy nonanoic acid

: 506-13-8
16-hydroxyhexadecanoic acid

Conditions

Conditions	Yield
(i) (electrochemical oxidation), aq. K2CO3, (ii) KOH, EtOH; Multistep reaction;

: 1593-55-1
azelaic acid monoethyl ester

: 9-Isovaleroyloxy-nonansaeure-(1)

: 506-13-8
16-hydroxyhexadecanoic acid

Conditions

Conditions	Yield
(i) (electrochemical oxidation), aq. K2CO3, (ii) KOH, EtOH; Multistep reaction;

: 65119-97-3
heptadec-16-enoic acid

: 506-13-8
16-hydroxyhexadecanoic acid

Conditions

Conditions	Yield
(i) O3, (ii) NaBH4, KOH; Multistep reaction;

: 36575-67-4
16-hydroxyhexadecanoic acid methyl ester

: 506-13-8
16-hydroxyhexadecanoic acid

Conditions

Conditions	Yield
(saponification);

: 3974-33-2
15-Carboxy-12-oxopentadecan-1-ol

: 506-13-8
16-hydroxyhexadecanoic acid

Conditions

Conditions	Yield
With hydrogenchloride; mercury; zinc

: 93158-27-1
16-Hydroxy-hexadecin-(12)-saeure

: 506-13-8
16-hydroxyhexadecanoic acid

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethanol

: 112657-63-3
16-Acetoxy-8-oxo-hexadecanoic acid methyl ester

: 506-13-8
16-hydroxyhexadecanoic acid

Conditions

Conditions	Yield
With potassium hydroxide; hydrazine hydrate In diethylene glycol

: 112553-37-4
16-Acetoxy-10-oxo-hexadecansaeure-(1)-methylester

: 506-13-8
16-hydroxyhexadecanoic acid

Conditions

Conditions	Yield
With potassium hydroxide; hydrazine hydrate In diethylene glycol

: 18941-99-6
16-Hydroxy-hexadecin-(9)-saeure

: 506-13-8
16-hydroxyhexadecanoic acid

Conditions

Conditions	Yield
With hydrogen; platinum(IV) oxide In diethyl ether Yield given;

: 103687-90-7
16-(Tetrahydro-pyran-2-yloxy)-hexadecanenitrile

: 506-13-8
16-hydroxyhexadecanoic acid

Conditions

Conditions	Yield
With sodium hydroxide; toluene-4-sulfonic acid 1.) methanol; 2.) reflux; Yield given. Multistep reaction;

wax of thuja occidentalis: wax of thuja occidentalis

A: 505-95-3
12-hydroxydodecanoic acid

B: 506-13-8
16-hydroxyhexadecanoic acid

Conditions

Conditions	Yield
durch Verseifen;

ω-oxy-Δξ-hexadecanoic acid: ω-oxy-Δξ-hexadecanoic acid

: 506-13-8
16-hydroxyhexadecanoic acid

Conditions

Conditions	Yield
With acetic acid; platinum
With acetic acid; platinum

hexadecanediol-(1.16)-monoacetate: hexadecanediol-(1.16)-monoacetate

: 506-13-8
16-hydroxyhexadecanoic acid

Conditions

Conditions	Yield
With chromic acid; acetic acid beim Verseifen der erhaltenen Acetyljuniperinsaeure;

: 506-14-9
16-hydroxy-hexadec-7-enoic acid

: 64-19-7
acetic acid

platinum: platinum

: 506-13-8
16-hydroxyhexadecanoic acid

Conditions

Conditions	Yield
unter Druck.Hydrogenation;

...Expand

wax of coniferin: wax of coniferin

: 506-13-8
16-hydroxyhexadecanoic acid

Conditions

Conditions	Yield
durch Verseifen;

thapsic acid dimethyl ester: thapsic acid dimethyl ester

A: 506-13-8
16-hydroxyhexadecanoic acid

B hexadecanediol-(1.16)-monoacetate: hexadecanediol-(1.16)-monoacetate

Conditions

Conditions	Yield
With ethanol; sodium

: 3344-70-5
1,12-dibromododecane

: 506-13-8
16-hydroxyhexadecanoic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 1.) 1.6 M BuLi / 1.) THF, hexane, 10 deg C, HMPT, 1 h; 2.) THF, 20-25 deg C 2: 96 percent / hydrogen / PtO2 / ethyl acetate / 15 h 3: 89 percent / tributylamine / 24 h / Heating 4: 1.) TsOH; 2.) 10 N NaOH / 1.) methanol; 2.) reflux View Scheme

: 103687-89-4
ω-bromo-1-[(tetrahydro-2H-pyran-2-yl)oxy]pentadecane

: 506-13-8
16-hydroxyhexadecanoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 89 percent / tributylamine / 24 h / Heating 2: 1.) TsOH; 2.) 10 N NaOH / 1.) methanol; 2.) reflux View Scheme

: 103687-88-3
2-(15-Bromo-pentadec-2-ynyloxy)-tetrahydro-pyran

: 506-13-8
16-hydroxyhexadecanoic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 96 percent / hydrogen / PtO2 / ethyl acetate / 15 h 2: 89 percent / tributylamine / 24 h / Heating 3: 1.) TsOH; 2.) 10 N NaOH / 1.) methanol; 2.) reflux View Scheme

: 629-03-8
1 ,6-dibromohexane

<4>pyridyl-methyl potassium: <4>pyridyl-methyl potassium

: 506-13-8
16-hydroxyhexadecanoic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: NaOEt / ethanol; diethyl ether / 48 h / Ambient temperature 2: 48percent HBr / H2O / 4 h / 120 - 150 °C 3: 76 percent / LiNH2, Fe(NO3)3 / tetrahydrofuran; NH3 / 20 h 4: H2 / PtO2 / diethyl ether View Scheme

: 67-56-1
methanol

: 506-13-8
16-hydroxyhexadecanoic acid

: 36575-67-4
16-hydroxyhexadecanoic acid methyl ester

Conditions

Conditions	Yield
With acetyl chloride	100%
With toluene-4-sulfonic acid	100%
With toluene-4-sulfonic acid at 20℃; for 16h; Inert atmosphere;	100%

: 506-13-8
16-hydroxyhexadecanoic acid

: 18297-63-7
N,N'-bis(trimethylsilyl)urea

: 16-Trimethylsilanyloxy-hexadecanoic acid

Conditions

Conditions	Yield
tetrabutyl ammonium fluoride In dichloromethane at 0℃; for 1h;	100%

: 506-13-8
16-hydroxyhexadecanoic acid

: 111-64-8
n-octanoic acid chloride

: 16-(octanoyloxy)hexadecanoic acid

Conditions

Conditions	Yield
In chloroform for 4h; Reflux;	100%
In chloroform at 70℃; for 4h;	100%

: 506-13-8
16-hydroxyhexadecanoic acid

: 2536-35-8
16-bromohexadecanoic acid

Conditions

Conditions	Yield
With hydrogen bromide In acetic acid for 72h; Heating;	99%
With hydrogen bromide In acetic acid for 72h; Substitution; Heating;	99%
With sodium hydroxide; sulfuric acid; nitrogen; hydrogen bromide In acetic acid	88%

: 506-13-8
16-hydroxyhexadecanoic acid

: 2536-36-9
16-iodohexadecanoic acid

Conditions

Conditions	Yield
With chloro-trimethyl-silane; sodium iodide In acetonitrile	98%
With chloro-trimethyl-silane; sodium iodide In acetonitrile at 70℃; for 1.5h;	97%
With phosphorus; iodine

: 506-13-8
16-hydroxyhexadecanoic acid

: 106-95-6
allyl bromide

: 275808-63-4
16-hydroxyhexadecanoic acid allyl ester

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 23℃; for 48h; Addition;	98%

: 506-13-8
16-hydroxyhexadecanoic acid

: 109-29-5
15-hexadecanolide

Conditions

Conditions	Yield
With dmap; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In tetrahydrofuran; chloroform for 18h; Reflux; Inert atmosphere;	97%
With dmap; 4-(dimethylamino)pyridine hydrochloride; dicyclohexyl-carbodiimide In tetrahydrofuran; chloroform Heating;	96%
With dmap; polymer bound carbodiimide; 4-(dimethylamino)pyridine hydrochloride In tetrahydrofuran; chloroform Cyclization; lactonisation; Heating;	96%

: 506-13-8
16-hydroxyhexadecanoic acid

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 16-O-(4,4'-dimethoxytrityl)hexadecanoic acid

Conditions

Conditions	Yield
With pyridine; triethylamine at 20℃; for 3h; Inert atmosphere;	97%

: 186581-53-3, 908094-01-9
diazomethane

: 506-13-8
16-hydroxyhexadecanoic acid

: 36575-67-4
16-hydroxyhexadecanoic acid methyl ester

Conditions

Conditions	Yield
In methanol	95%
In diethyl ether at 0℃; for 2h;	95%
In dichloromethane

: 64-17-5
ethanol

: 506-13-8
16-hydroxyhexadecanoic acid

: 85258-69-1
ethyl 16-hydroxyhexadecanoate

Conditions

Conditions	Yield
With acetyl chloride at 20℃; for 4h;	94%
With acetyl chloride Heating;

: 1221151-98-9
2,3,4,6-tetra-O-benzoyl-D-glucopyranosyl ortho-(hex-1-ynyl)benzoate

: 506-13-8
16-hydroxyhexadecanoic acid

: 1221152-26-6
C50H58O12

Conditions

Conditions	Yield
With 2,6-di-tert-butyl-pyridine; trifluoromethanesulfonyloxy(triphenylphosphine)gold(I) In dichloromethane at 20℃; Molecular sieve; Inert atmosphere; chemoselective reaction;	94%

: 506-13-8
16-hydroxyhexadecanoic acid

: 75-36-5
acetyl chloride

: 85258-69-1
ethyl 16-hydroxyhexadecanoate

Conditions

Conditions	Yield
In ethanol at 20℃; for 4h;	94%

: 506-13-8
16-hydroxyhexadecanoic acid

A: 109-29-5
15-hexadecanolide

B: 660-65-1
1,18-dioxo-17,34-dioxacyclotetratricontane

Conditions

Conditions	Yield
With p-nitrobenzoic anhydride; scandium tris(trifluoromethanesulfonate) In tetrahydrofuran; acetonitrile Heating; Yields of byproduct given;	A 92% B n/a
With dmap; iodine; di-2-thienyl carbonate In toluene; acetonitrile for 10h; Heating;	A 92% B n/a
With dmap; di-2-thienyl carbonate; hafnium(IV) trifluoromethanesulfonate In toluene; acetonitrile at 100℃; for 5h;	A 91% B n/a

: 506-13-8
16-hydroxyhexadecanoic acid

: 56-81-5
glycerol

: 2,3-dihydroxypropyl 16-hydroxyhexadecanoate

Conditions

Conditions	Yield
With mesoporous silica HMS2-SO3H at 110℃; for 15h; Product distribution; Further Variations:; Reagents; reaction times;	91%
With dmap; dicyclohexyl-carbodiimide In dichloromethane; N,N-dimethyl-formamide at 20℃; for 24h;

: 1230076-22-8
2,3,4-tri-O-acetyl-L-rhamnopyranosyl ortho-hexynylbenzoate

: 506-13-8
16-hydroxyhexadecanoic acid

: 1221152-45-9
C28H48O10

Conditions

Conditions	Yield
With trifluoromethanesulfonyloxy(triphenylphosphine)gold(I); boron trifluoride diethyl etherate; 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 20℃; Molecular sieve; Inert atmosphere; chemoselective reaction;	90%

: 506-13-8
16-hydroxyhexadecanoic acid

: 75-08-1
ethanethiol

: 66921-94-6
16-hydroxy-hexadecanethioic acid S-ethyl ester

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 10h;	87%
With dmap; dicyclohexyl-carbodiimide

: 506-13-8
16-hydroxyhexadecanoic acid

: 999-97-3
1,1,1,3,3,3-hexamethyl-disilazane

: 93472-41-4
C22H48O3Si2

Conditions

Conditions	Yield
With pyridine; chloro-trimethyl-silane In dichloromethane at 60℃;	87%

: 506-13-8
16-hydroxyhexadecanoic acid

: 98-88-4
benzoyl chloride

: 173288-97-6
16-benzoyloxyhexadecanoic acid

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 0.5h; Ambient temperature;	87%

: 506-13-8
16-hydroxyhexadecanoic acid

poly(16-hydroxyhexadecanoic acid), Mn: 38000, Mw/Mn: 2.6; Monomer(s): 16-hydroxyhexadecanoic acid: poly(16-hydroxyhexadecanoic acid), Mn: 38000, Mw/Mn: 2.6; Monomer(s): 16-hydroxyhexadecanoic acid

Conditions

Conditions	Yield
With 4 A molecular sieve; immobilized lipase from Candida antarctica (CA; Novozym 435) In toluene at 70℃; under 140 - 150 Torr; for 6h; Enzymatic reaction;	85%

: 1221151-98-9
2,3,4,6-tetra-O-benzoyl-D-glucopyranosyl ortho-(hex-1-ynyl)benzoate

: 506-13-8
16-hydroxyhexadecanoic acid

: 1221152-23-3
C50H58O12

Conditions

Conditions	Yield
With trifluoromethanesulfonyloxy(triphenylphosphine)gold(I); boron trifluoride diethyl etherate; 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 20℃; Molecular sieve; Inert atmosphere; chemoselective reaction;	84%

: 506-13-8
16-hydroxyhexadecanoic acid

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 288851-53-6
16-hydroxy-N-methoxy-N-methylhexadecanamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0 - 20℃; for 4h;	83%

: 506-13-8
16-hydroxyhexadecanoic acid

: 372-09-8
cyanoacetic acid

: 16-(2-Cyano-acetoxy)-hexadecanoic acid

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 25℃; for 2h;	78%

: 506-13-8
16-hydroxyhexadecanoic acid

: 31828-68-9
L-homocysteine thiolactone hydrochloride

: 16-hydroxy-hexadecanoyl-homocysteine thiolactone amide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 72h; Molecular sieve;	78%

: 506-13-8
16-hydroxyhexadecanoic acid

: 58479-61-1
tert-butylchlorodiphenylsilane

: 16-O-(tert-butyldiphenylsilyl)hexadecanoic acid

Conditions

Conditions	Yield
With pyridine; 1H-imidazole; triethylamine In dichloromethane; N,N-dimethyl-formamide; toluene at 20℃; for 2h; Inert atmosphere;	78%

Hexadecanoic acid,16-hydroxy- Specification

The Hexadecanoic acid,16-hydroxy-, with CAS registry number 506-13-8, belongs to the following product categories: (1)omega-Functional Alkanols, Carboxylic Acids, Amines & Halides; (2)omega-Hydroxycarboxylic Acids. It has the systematic name of 16-hydroxyhexadecanoic acid. And the chemical formula of this chemical is C₁₆H₃₂O₃. This chemical is a kind of white crystalline powder. It should be stored at the temperature of 2-8°C.

Physical properties of Hexadecanoic acid,16-hydroxy-: (1)ACD/LogP: 5.15; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 4.35; (4)ACD/LogD (pH 7.4): 2.56; (5)ACD/BCF (pH 5.5): 769.52; (6)ACD/BCF (pH 7.4): 12.35; (7)ACD/KOC (pH 5.5): 2405.94; (8)ACD/KOC (pH 7.4): 38.6; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 16; (12)Polar Surface Area: 35.53 Å²; (13)Index of Refraction: 1.468; (14)Molar Refractivity: 79.27 cm³; (15)Molar Volume: 284.7 cm³; (16)Polarizability: 31.42×10^-24cm³; (17)Surface Tension: 38 dyne/cm; (18)Density: 0.956 g/cm³; (19)Flash Point: 218.6 °C; (20)Enthalpy of Vaporization: 77.1 kJ/mol; (21)Boiling Point: 414.4 °C at 760 mmHg; (22)Vapour Pressure: 1.34E-08 mmHg at 25°C.

Preparation: this chemical can be prepared by oxacycloheptadecan-2-one. This reaction will need reagent aq. NaOH and solvent ethanol.

Hexadecanoic acid,16-hydroxy- can be prepared by oxacycloheptadecan-2-one.

Uses of Hexadecanoic acid,16-hydroxy-: it can be used to produce oxacycloheptadecan-2-one. This reaction will need solvent heptane. The reaction time is 8 hour(s) with reaction temperature of 40 ℃. The yield is about 50%.

Uses of Hexadecanoic acid,16-hydroxy-: it can be used to produce oxacycloheptadecan-2-one

When you are using this chemical, please be cautious about it as the following:
The Hexadecanoic acid,16-hydroxy- irritates to eyes, respiratory system and skin. When use it, do not breathe dust and avoid contact with skin and eyes.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)CCCCCCCCCCCCCCCO
(2)InChI: InChI=1/C16H32O3/c17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16(18)19/h17H,1-15H2,(H,18,19)
(3)InChIKey: UGAGPNKCDRTDHP-UHFFFAOYAB
(4)Std. InChI: InChI=1S/C16H32O3/c17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16(18)19/h17H,1-15H2,(H,18,19)
(5)Std. InChIKey: UGAGPNKCDRTDHP-UHFFFAOYSA-N

Product Name

16-HYDROXYHEXADECANOIC ACID

Synthetic route

Hexadecanoic acid,16-hydroxy- Specification

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