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506-48-9

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506-48-9 Usage

Chemical Properties

white fine crystalline powder

Uses

Octacosanoic Acid (cas# 506-48-9) is a useful lubricant compound for preparing flame-retardant and antibacterial sound-insulating tape.

Definition

ChEBI: A C28, very long straight-chain, saturated fatty acid.

General Description

Octacosanoic acid is one of the components of the fruit of Hippophae rhamnoides. It is also present in the aerial part of Curcuma wenyujin.

Check Digit Verification of cas no

The CAS Registry Mumber 506-48-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,0 and 6 respectively; the second part has 2 digits, 4 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 506-48:
(5*5)+(4*0)+(3*6)+(2*4)+(1*8)=59
59 % 10 = 9
So 506-48-9 is a valid CAS Registry Number.
InChI:InChI=1/C28H56O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28(29)30/h2-27H2,1H3,(H,29,30)

506-48-9Synthetic route

10-octacosenoic acid

10-octacosenoic acid

octacosanoic acid
506-48-9

octacosanoic acid

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol at 45℃; under 19001.3 Torr; for 6h;96%
sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

Arachidic acid
506-30-9

Arachidic acid

octacosanoic acid
506-48-9

octacosanoic acid

Conditions
ConditionsYield
With methanol; sodium Electrolysis.Behandlung des Reaktionsprodukts mit methanol.Natronlauge;
octacosyl alcohol
557-61-9

octacosyl alcohol

octacosanoic acid
506-48-9

octacosanoic acid

Conditions
ConditionsYield
With chromium; acetic acid
Jones Oxidation;
10-oxo-octacosanoic acid
96374-71-9

10-oxo-octacosanoic acid

octacosanoic acid
506-48-9

octacosanoic acid

Conditions
ConditionsYield
With sodium hydroxide; hydrazine hydrate; ethylene glycol at 220℃;
With hydrogenchloride; amalgamated zinc; acetic acid
5-oxo-octacosanoic acid methylamide
103165-11-3

5-oxo-octacosanoic acid methylamide

octacosanoic acid
506-48-9

octacosanoic acid

Conditions
ConditionsYield
With sodium; hydrazine hydrate; ethylene glycol at 200℃;
13-Keto-octacosansaeure
119696-25-2

13-Keto-octacosansaeure

octacosanoic acid
506-48-9

octacosanoic acid

Conditions
ConditionsYield
With sodium hydroxide; hydrazine hydrate In ethylene glycol
Octacosanoic acid 1-acetoxymethyl-2-octacosanoyloxy-ethyl ester
52363-35-6

Octacosanoic acid 1-acetoxymethyl-2-octacosanoyloxy-ethyl ester

octacosanoic acid
506-48-9

octacosanoic acid

Conditions
ConditionsYield
With potassium hydroxide In ethanol
tetratriacontanyl octacosanoate

tetratriacontanyl octacosanoate

A

geddic alcohol
28484-70-0

geddic alcohol

B

octacosanoic acid
506-48-9

octacosanoic acid

Conditions
ConditionsYield
With potassium hydroxide In ethanol for 6h; Heating;
heptacosane-dicarboxylic acid-(1.1)

heptacosane-dicarboxylic acid-(1.1)

octacosanoic acid
506-48-9

octacosanoic acid

Conditions
ConditionsYield
at 140 - 150℃; im Hochvakuum;
N-methyladipinimide
25077-25-2

N-methyladipinimide

octacosanoic acid
506-48-9

octacosanoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: diethyl ether / beim Erhitzen zuletzt bis auf 120grad
2: hydrazine hydrate; ethylene glycol; sodium / 200 °C
View Scheme
n-iodooctadecane
629-93-6

n-iodooctadecane

octacosanoic acid
506-48-9

octacosanoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: zinc-copper; ethyl acetate; toluene
2: methanol; concentrated aqueous KOH-solution
3: acetic acid; amalgamated zinc; concentrated aqueous hydrochloric acid
View Scheme
methyl 10-chloro-10-oxodecanoate
14065-32-8

methyl 10-chloro-10-oxodecanoate

octacosanoic acid
506-48-9

octacosanoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: zinc-copper; ethyl acetate; toluene
2: methanol; concentrated aqueous KOH-solution
3: acetic acid; amalgamated zinc; concentrated aqueous hydrochloric acid
View Scheme
10-oxo-octacosanoic acid methyl ester
103165-04-4

10-oxo-octacosanoic acid methyl ester

octacosanoic acid
506-48-9

octacosanoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: methanol; concentrated aqueous KOH-solution
2: acetic acid; amalgamated zinc; concentrated aqueous hydrochloric acid
View Scheme
10-oxo-octacosanoic acid ethyl ester
116080-57-0

10-oxo-octacosanoic acid ethyl ester

octacosanoic acid
506-48-9

octacosanoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ethanolic KOH-solution
2: hydrazine hydrate; sodium hydroxide; ethylene glycol / 220 °C
View Scheme
Hexadecanoyl chloride; hydrochloride

Hexadecanoyl chloride; hydrochloride

octacosanoic acid
506-48-9

octacosanoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: (i) NaOEt, benzene, (ii) /BRN= 5795609/, (iii) H2, Pd-C, Pd-SrCO3, AcOEt, EtOH
2: N2H4*H2O, NaOH / ethane-1,2-diol
View Scheme
2-Phenethyloxycarbonyl-tridecanedioic acid diphenethyl ester

2-Phenethyloxycarbonyl-tridecanedioic acid diphenethyl ester

octacosanoic acid
506-48-9

octacosanoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: (i) NaOEt, benzene, (ii) /BRN= 5795609/, (iii) H2, Pd-C, Pd-SrCO3, AcOEt, EtOH
2: N2H4*H2O, NaOH / ethane-1,2-diol
View Scheme
1-Bromo-11-hydroxyundecane
1611-56-9

1-Bromo-11-hydroxyundecane

octacosanoic acid
506-48-9

octacosanoic acid

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: triethylamine / dichloromethane
2: n-butyllithium; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran
3: hydrogen; palladium 10% on activated carbon / ethyl acetate
4: pyridinium chlorochromate / dichloromethane
5: sodium hexamethyldisilazane / tetrahydrofuran
6: tetrabutyl ammonium fluoride / tetrahydrofuran
7: hydrogen; palladium 10% on activated carbon / ethyl acetate
View Scheme
(11-bromoundecyloxy)(tert-butyl)diphenylsilane
172995-51-6

(11-bromoundecyloxy)(tert-butyl)diphenylsilane

octacosanoic acid
506-48-9

octacosanoic acid

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: n-butyllithium; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran
2: hydrogen; palladium 10% on activated carbon / ethyl acetate
3: pyridinium chlorochromate / dichloromethane
4: sodium hexamethyldisilazane / tetrahydrofuran
5: tetrabutyl ammonium fluoride / tetrahydrofuran
6: hydrogen; palladium 10% on activated carbon / ethyl acetate
View Scheme
C30H44O2Si
1538660-98-8

C30H44O2Si

octacosanoic acid
506-48-9

octacosanoic acid

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: hydrogen; palladium 10% on activated carbon / ethyl acetate
2: pyridinium chlorochromate / dichloromethane
3: sodium hexamethyldisilazane / tetrahydrofuran
4: tetrabutyl ammonium fluoride / tetrahydrofuran
5: hydrogen; palladium 10% on activated carbon / ethyl acetate
View Scheme
C30H48O2Si
236754-35-1

C30H48O2Si

octacosanoic acid
506-48-9

octacosanoic acid

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: pyridinium chlorochromate / dichloromethane
2: sodium hexamethyldisilazane / tetrahydrofuran
3: tetrabutyl ammonium fluoride / tetrahydrofuran
4: hydrogen; palladium 10% on activated carbon / ethyl acetate
View Scheme
C30H46O2Si
1538660-99-9

C30H46O2Si

octacosanoic acid
506-48-9

octacosanoic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: sodium hexamethyldisilazane / tetrahydrofuran
2: tetrabutyl ammonium fluoride / tetrahydrofuran
3: hydrogen; palladium 10% on activated carbon / ethyl acetate
View Scheme
C44H74OSi
1538661-01-6

C44H74OSi

octacosanoic acid
506-48-9

octacosanoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: tetrabutyl ammonium fluoride / tetrahydrofuran
2: hydrogen; palladium 10% on activated carbon / ethyl acetate
View Scheme
C28H56O
1538661-03-8

C28H56O

octacosanoic acid
506-48-9

octacosanoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogen; palladium 10% on activated carbon / ethyl acetate
View Scheme
octacosanoic acid
506-48-9

octacosanoic acid

Octacosansaeureamid
140626-81-9

Octacosansaeureamid

Conditions
ConditionsYield
With ammonia; zircornium(IV) n-propoxide at 165℃; for 7h; Reagent/catalyst;97.7%
octacosanoic acid
506-48-9

octacosanoic acid

1-amino-3-(dimethylamino)propane
109-55-7

1-amino-3-(dimethylamino)propane

C33H68N2O
717883-63-1

C33H68N2O

Conditions
ConditionsYield
With aluminum oxide; sodium fluoride at 165℃; for 12h; Inert atmosphere;96%
cycl-isopropylidene malonate
2033-24-1

cycl-isopropylidene malonate

octacosanoic acid
506-48-9

octacosanoic acid

5-octacosanoyl Meldrum’s acid

5-octacosanoyl Meldrum’s acid

Conditions
ConditionsYield
Stage #1: octacosanoic acid With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 0.5h; Steglich Esterification;
Stage #2: cycl-isopropylidene malonate In dichloromethane Steglich Esterification;
91%
C113H168N2O16S
775341-81-6

C113H168N2O16S

octacosanoic acid
506-48-9

octacosanoic acid

C141H222N2O17S

C141H222N2O17S

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane for 26h;72%
C117H176N2O16S
958261-53-5

C117H176N2O16S

octacosanoic acid
506-48-9

octacosanoic acid

phenyl 4-O-benzyl-6-O-{4,6-O-benzylidene-3-O-[(R)-3-benzyloxy-hexadecanoyl]-2-deoxy-2-[(R)-3-octacosanoyloxy-hexadecan]amido-β-D-glucopyranosyl}-2-[(R)-3-benzyloxy-hexadecan]amido-3-O-[(R)-3-benzyloxy-hexadecanoyl]-2-deoxy-1-thio-α-D-glucopyranoside
548486-17-5

phenyl 4-O-benzyl-6-O-{4,6-O-benzylidene-3-O-[(R)-3-benzyloxy-hexadecanoyl]-2-deoxy-2-[(R)-3-octacosanoyloxy-hexadecan]amido-β-D-glucopyranosyl}-2-[(R)-3-benzyloxy-hexadecan]amido-3-O-[(R)-3-benzyloxy-hexadecanoyl]-2-deoxy-1-thio-α-D-glucopyranoside

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃;65%
methanol
67-56-1

methanol

octacosanoic acid
506-48-9

octacosanoic acid

methyl octacosanoate
55682-92-3

methyl octacosanoate

Conditions
ConditionsYield
With sulfuric acid
With acetyl chloride at 50℃; Reagent/catalyst; Temperature;
octacosanoic acid
506-48-9

octacosanoic acid

octacosanoic acid-anhydride
59639-14-4

octacosanoic acid-anhydride

Conditions
ConditionsYield
With acetic anhydride
octacosanoic acid
506-48-9

octacosanoic acid

methyl octacosanoate
55682-92-3

methyl octacosanoate

Conditions
ConditionsYield
In diethyl ether; chloroform
octacosanoic acid
506-48-9

octacosanoic acid

para-bromophenacyl bromide
99-73-0

para-bromophenacyl bromide

Montansaeure-p-bromphenacylester
138621-89-3

Montansaeure-p-bromphenacylester

Conditions
ConditionsYield
With sodium hydroxide In ethanol
octacosanoic acid
506-48-9

octacosanoic acid

octacosanoyl chloride
115863-79-1

octacosanoyl chloride

Conditions
ConditionsYield
With thionyl chloride; N,N-dimethyl-formamide In dichloromethane at 40℃; for 8h;
With thionyl chloride for 2h; Heating;
With thionyl chloride; N,N-dimethyl-formamide In toluene at 40℃; for 1.5h;
With oxalyl dichloride In chloroform at 45 - 60℃; for 2h;
octacosanoic acid
506-48-9

octacosanoic acid

(2S,3S,4R)-2-amino-3,4-O-isopropylidene-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-1,3,4-nonanetriol
745041-72-9

(2S,3S,4R)-2-amino-3,4-O-isopropylidene-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-1,3,4-nonanetriol

C74H113NO9
956102-46-8

C74H113NO9

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide at 40℃;
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide at 40℃; Coupling reagent;
octacosanoic acid
506-48-9

octacosanoic acid

(R)-3-octacosanoyloxy-hexadecanoic acid
548486-14-2

(R)-3-octacosanoyloxy-hexadecanoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: thionyl chloride / 2 h / Heating
2: 97 percent / pyridine; DMAP / 16 h
3: 97 percent / Zn; AcOH / 2 h / 60 °C
View Scheme
octacosanoic acid
506-48-9

octacosanoic acid

2-(4-bromophenyl)-2-oxoethyl (R)-3-octacosanoyloxyhexadecanoate
548486-22-2

2-(4-bromophenyl)-2-oxoethyl (R)-3-octacosanoyloxyhexadecanoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: thionyl chloride / 2 h / Heating
2: 97 percent / pyridine; DMAP / 16 h
View Scheme
octacosanoic acid
506-48-9

octacosanoic acid

phenyl 2-azido-4-O-benzyl-6-O-{4,6-O-benzylidene-2-deoxy-2-[(R)-3-octacosanoyloxy-hexadecan]amido-β-D-glucopyranosyl}-2-deoxy-1-thio-α-D-glucopyranoside
548486-15-3

phenyl 2-azido-4-O-benzyl-6-O-{4,6-O-benzylidene-2-deoxy-2-[(R)-3-octacosanoyloxy-hexadecan]amido-β-D-glucopyranosyl}-2-deoxy-1-thio-α-D-glucopyranoside

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: thionyl chloride / 2 h / Heating
2: 97 percent / pyridine; DMAP / 16 h
3: 97 percent / Zn; AcOH / 2 h / 60 °C
4: 93 percent / DCC / CH2Cl2 / 16 h / 20 °C
View Scheme
octacosanoic acid
506-48-9

octacosanoic acid

phenyl 2-amino-4-O-benzyl-6-O-{4,6-O-benzylidene-2-deoxy-2-[(R)-3-octacosanoyloxy-hexadecan]amido-β-D-glucopyranosyl}-2-deoxy-1-thio-α-D-glucopyranoside
548486-25-5

phenyl 2-amino-4-O-benzyl-6-O-{4,6-O-benzylidene-2-deoxy-2-[(R)-3-octacosanoyloxy-hexadecan]amido-β-D-glucopyranosyl}-2-deoxy-1-thio-α-D-glucopyranoside

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: thionyl chloride / 2 h / Heating
2: 97 percent / pyridine; DMAP / 16 h
3: 97 percent / Zn; AcOH / 2 h / 60 °C
4: 93 percent / DCC / CH2Cl2 / 16 h / 20 °C
5: 94 percent / 1,3-propanedithiol; pyridine / H2O / 16 h / 20 °C
View Scheme
octacosanoic acid
506-48-9

octacosanoic acid

Nonacos-1-en-1-one

Nonacos-1-en-1-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: SOCl2, DMF / CH2Cl2 / 8 h / 40 °C
2: diethyl ether / 2 h / 0 °C
3: CHCl3 / 14.5 °C / Irradiation
View Scheme
octacosanoic acid
506-48-9

octacosanoic acid

1-diazo-2-oxononacosane
90670-24-9

1-diazo-2-oxononacosane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: SOCl2, DMF / CH2Cl2 / 8 h / 40 °C
2: diethyl ether / 2 h / 0 °C
View Scheme
octacosanoic acid
506-48-9

octacosanoic acid

3-Heptacosyl-4-octacos-(E)-ylidene-oxetan-2-one

3-Heptacosyl-4-octacos-(E)-ylidene-oxetan-2-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: SOCl2, DMF / CH2Cl2 / 8 h / 40 °C
2: diethyl ether / 2 h / 0 °C
3: CHCl3 / 14.5 °C / Irradiation
View Scheme

506-48-9Relevant articles and documents

Synthesis of long-chain fatty acid derivatives as a novel anti-Alzheimer's agent

Zhang, Hong-Yan,Yamakawa, Yu-Ichiro,Matsuya, Yuji,Toyooka, Naoki,Tohda, Chihiro,Awale, Suresh,Li, Feng,Kadota, Shigetoshi,Tezuka, Yasuhiro

, p. 604 - 608 (2014/01/23)

In order to develop new drugs for Alzheimer's disease, we prepared 17 fatty acid derivatives with different chain lengths and different numbers and positions of double bonds by using Wittig reaction and stereospecific hydrogenation of triple bonds as key reactions. Among them, (4Z,15Z)- octadecadienoic acid (10) and (23Z,34Z)-heptatriacontadienoic acid (16) showed the most potent neurite outgrowth activities on Aβ(25-35)-treated rat cortical neurons, which activities were comparable to that of a positive control, NGF. Both fatty acids 10 and 16 possess two (Z)-double bonds at the n-3 and n-14 positions, which might be important for the neurite outgrowth activity.

HEPTATRIACONTAN-4-ONE, TETRATRIACONTANYL OCTACOSANOATE AND OTHER CONSTITUENTS FROM PEDALIUM MUREX

Shukla, Yogendra N.,Thakur, Raghunath

, p. 973 - 974 (2007/10/02)

Key Word Index - Pedalium murex; Pedaliaceae; fruits; heptatriacontan-4-one; tetratriacontanyl octacosanoate; pentatriacontane; hexatriacontanois acid; hentatriacontanoic acid; ursolic acid; vanillin. Two new compounds isolated from the fruits of Pedalium murex are characterized as heptatriacontan-4-oneand tetratriacontanyl octacosanoate by spectral studies.Pentatriacontane, sitosterol, hexatriacontanoic acid, hentriacontanoic acid, ursolic acid and vanillin have also been isolated and identified.

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