Toxicity data
(The mean
(+/-)-threo-9,10-dibromo-octadecanoic acid
Elaidic acid
Conditions | Yield |
---|---|
With sodium tetrahydroborate; nickel dichloride In tetrahydrofuran at 20℃; for 1h; | 90% |
Conditions | Yield |
---|---|
Stage #1: C12H21BrO2 With tert-butylmagnesium chloride In tetrahydrofuran at -78℃; for 0.166667h; Inert atmosphere; Stage #2: n-hexylmagnesium chloride With 1-methyl-pyrrolidin-2-one; buta-1,3-diene; nickel dichloride In tetrahydrofuran at 0℃; for 1h; Inert atmosphere; | 90% |
erythro-9,10-dibromooctadecanoic acid
Elaidic acid
Conditions | Yield |
---|---|
With chlorotris(triphenylphosphine)cobalt(I) In benzene for 0.5h; Ambient temperature; | 82% |
Conditions | Yield |
---|---|
at 180℃; |
Conditions | Yield |
---|---|
With alkaline solution |
oleonitrile
Elaidic acid
Conditions | Yield |
---|---|
With potassium hydroxide |
Conditions | Yield |
---|---|
at 180℃; |
Conditions | Yield |
---|---|
Mechanism; | |
Isomerisierung bei Einwirkung von Kathodenstrahlen; | |
With potassium nitrite; nitric acid |
cis-Octadecenoic acid
A
Elaidic acid
erythro-9,10-dihydroxystearic acid
Conditions | Yield |
---|---|
With sodium chlorate; osmium(VIII) oxide; sodium carbonate |
elaidhydroxamic acid
Elaidic acid
Conditions | Yield |
---|---|
With diethyl ether; bromine Behandeln mit HBr-Gas bei 80-100grad, Entbromen mit Zink in Aethanol, Umsetzen des entstandenen 1-Brom-hexadecens-(7) mit Natriumjodid in Aceton und anschliessende Malonestersynthese; |
Conditions | Yield |
---|---|
With hydrogenchloride; acetic acid; zinc |
Conditions | Yield |
---|---|
at 300℃; under 160 - 200 Torr; bei der Destillation; |
Conditions | Yield |
---|---|
With dipotassium peroxodisulfate; water; mercury dichloride |
lead(II) oleate
Elaidic acid
Conditions | Yield |
---|---|
Isomerisierung; |
cis-Octadecenoic acid
A
1-octadecanol
B
oleoyl alcohol
C
(E)-9-octadecen-1-ol
D
Elaidic acid
E
stearic acid
Conditions | Yield |
---|---|
With hydrogen; aluminum oxide; rhenium; tin at 250℃; under 42003.3 Torr; for 20h; Product distribution; var. temperature and pressure, other catalysts; effect of catalyst composition and preparation on catalytic activity,; |
Conditions | Yield |
---|---|
at 37℃; for 24h; Product distribution; Mechanism; Rumen bacteria (Butyrivibrio fibrosolvens), other strains of Rumen bacteria; |
(+/-)-threo-9,10-dibromo-octadecanoic acid
A
cis-Octadecenoic acid
B
Elaidic acid
Conditions | Yield |
---|---|
With tetrabutylammonium tetrafluoroborate In N,N-dimethyl-formamide -1.4 V (vs. SCE) at a mercury pool (divided cell); Yield given. Yields of byproduct given; |
dl-threo-9,10-dihydroxyoctadecanoic acid
Elaidic acid
Conditions | Yield |
---|---|
With potassium hydroxide; phosphonium iodide 1) acetic acid, 2 h, steam-bath, 2) MeOH, 3 h, reflux; Yield given. Multistep reaction; |
(+/-)-erythro-9,10-dibromo-octadecanoic acid
Elaidic acid
Conditions | Yield |
---|---|
With tetrabutylammonium tetrafluoroborate In N,N-dimethyl-formamide -1.4 V (vs. SCE) at a mercury pool (divided cell); Yield given; |
threo-9,10-dibromooctadecanoic acid
A
cis-Octadecenoic acid
B
Elaidic acid
Conditions | Yield |
---|---|
With chlorotris(triphenylphosphine)cobalt(I) In benzene for 1.5h; Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
linoleic acid
A
Elaidic acid
B
cis-10-octadecenoic acid
C
trans-10-octadecenoic acid
D
cis-vaccenic acid
E
trans-Vaccenic acid
F
stearic acid
Conditions | Yield |
---|---|
With hydrogen; silica gel; nickel In neat (no solvent) at 139.9℃; under 300 Torr; Product distribution; Mechanism; var. pressure, temperature and catalyst, other reaction products also present; |
Elaidic acid
Conditions | Yield |
---|---|
With acetic acid; zinc |
Elaidic acid
Conditions | Yield |
---|---|
With hydrogen bromide; acetic acid Entbromen mit Zink und wenig HCl in Methanol, Kochen des entstandenen 1-Brom-heptadecens-(8) mit Kaliumcyanid in verduenntem Aethanol und Verseifen des Reaktionsprodukts mit wss.-alkoh. KOH; |
Conditions | Yield |
---|---|
at 200 - 220℃; |
Conditions | Yield |
---|---|
at 180℃; |
Conditions | Yield |
---|---|
With zirconium(IV) oxychloride In 1,3,5-trimethyl-benzene at 162℃; for 24h; | 100% |
ZrOCl2 hydrate In 1,3,5-trimethyl-benzene at 162℃; for 24h; Product distribution / selectivity; | 100 %Chromat. |
In 1,3,5-trimethyl-benzene at 162℃; for 24h; Product distribution / selectivity; | 100 %Chromat. |
Elaidic acid
N,N'-diisopropyl-O-(4-methoxybenzyl)isourea
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; Esterification; | 99% |
Conditions | Yield |
---|---|
With nitrogen doped reduced graphene oxide at 149.84℃; for 6h; | 98.5% |
Conditions | Yield |
---|---|
toluene-4-sulfonic acid In toluene at 80 - 140℃; for 6h; Heating / reflux; | 98% |
Conditions | Yield |
---|---|
With nitrogen doped reduced graphene oxide at 149.84℃; for 6h; Kinetics; Catalytic behavior; Temperature; Time; Reagent/catalyst; | 98% |
Conditions | Yield |
---|---|
With nitrogen doped reduced graphene oxide at 149.84℃; for 6h; | 97% |
With sulfuric acid |
Elaidic acid
(+/-)-erythro-9,10-dibromo-octadecanoic acid
Conditions | Yield |
---|---|
With pyridinium perbromide hydrobromide In chloroform at -60 - -10℃; | 97% |
With bromine; potassium bromide In acetic acid at 25℃; Rate constant; | |
With hydrogen bromide; bromine; cetyltrimethylammonim bromide; lithium bromide In water Product distribution; Ambient temperature; | 100 % Spectr. |
With bromine In tetrachloromethane in the dark; |
Conditions | Yield |
---|---|
With dodecylbenzene-sulphonic acid In water at 40℃; for 48h; | 97% |
With para-dodecylbenzenesulfonic acid In water at 40℃; for 48h; | 97% |
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane for 1h; | 97% |
Conditions | Yield |
---|---|
With nitrogen doped reduced graphene oxide at 149.84℃; for 6h; | 96% |
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 2.5h; Inert atmosphere; | 95% |
With sulfuric acid |
Conditions | Yield |
---|---|
With dodecylbenzene-sulphonic acid In water at 40℃; for 48h; | 95% |
<1-(polystyrene)-4-octadecylbenzene>sulfonic acid In water; toluene at 40℃; for 48h; | 94% |
Conditions | Yield |
---|---|
Stage #1: Elaidic acid With 1,4-diaza-bicyclo[2.2.2]octane; bis(4,6-dimethoxy-1,3,5-triazin-2-yl) ether In acetonitrile at 0 - 5℃; for 0.666667h; Stage #2: p-toluidine In acetonitrile at 0 - 20℃; | 93% |
Elaidic acid
tri-Boc-spermine
N1-trans-9-octadecenoyl-(N4,N9,N12-tri-tert-butoxycarbonyl)-1,12-diamino-4,9-diazadodecane
Conditions | Yield |
---|---|
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 40℃; for 17h; Acylation; | 90% |
Conditions | Yield |
---|---|
Stage #1: Elaidic acid With N,O-dimethylhydroxylamine*hydrochloride; N-ethyl-N,N-diisopropylamine; (bis-(2-methoxyethyl)amino)sulfur trufluoride In tetrahydrofuran; dichloromethane at 20℃; for 0.25h; Stage #2: methylmagnesium bromide In tetrahydrofuran; diethyl ether; dichloromethane at 0℃; for 2h; | 90% |
Conditions | Yield |
---|---|
Stage #1: Elaidic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: glycine ethyl ester hydrochloride With triethylamine In N,N-dimethyl-formamide for 18h; | 90% |
Elaidic acid
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 20h; | 88% |
Conditions | Yield |
---|---|
With sulfuric acid at 80℃; for 19h; | 87% |
With sulfuric acid for 1.5h; Reflux; | 23% |
With hydrogenchloride |
Conditions | Yield |
---|---|
With oxygen; ozone In water; acetone at 0℃; Flow reactor; | A 87% B 76% |
With dihydrogen peroxide; methyltrioctylammonium tetrakis(oxodiperoxotungsto)phos In water at 85℃; for 5h; | A 79 % Chromat. B 82 % Chromat. |
(+/-)-threo-9,10-dibromo-octadecanoic acid
Elaidic acid
Conditions | Yield |
---|---|
With sodium tetrahydroborate; nickel dichloride In tetrahydrofuran at 20℃; for 1h; | 90% |
Conditions | Yield |
---|---|
Stage #1: C12H21BrO2 With tert-butylmagnesium chloride In tetrahydrofuran at -78℃; for 0.166667h; Inert atmosphere; Stage #2: n-hexylmagnesium chloride With 1-methyl-pyrrolidin-2-one; buta-1,3-diene; nickel dichloride In tetrahydrofuran at 0℃; for 1h; Inert atmosphere; | 90% |
erythro-9,10-dibromooctadecanoic acid
Elaidic acid
Conditions | Yield |
---|---|
With chlorotris(triphenylphosphine)cobalt(I) In benzene for 0.5h; Ambient temperature; | 82% |
Conditions | Yield |
---|---|
at 180℃; |
Conditions | Yield |
---|---|
With alkaline solution |
oleonitrile
Elaidic acid
Conditions | Yield |
---|---|
With potassium hydroxide |
Conditions | Yield |
---|---|
at 180℃; |
Conditions | Yield |
---|---|
Mechanism; | |
Isomerisierung bei Einwirkung von Kathodenstrahlen; | |
With potassium nitrite; nitric acid |
cis-Octadecenoic acid
A
Elaidic acid
erythro-9,10-dihydroxystearic acid
Conditions | Yield |
---|---|
With sodium chlorate; osmium(VIII) oxide; sodium carbonate |
elaidhydroxamic acid
Elaidic acid
Conditions | Yield |
---|---|
With diethyl ether; bromine Behandeln mit HBr-Gas bei 80-100grad, Entbromen mit Zink in Aethanol, Umsetzen des entstandenen 1-Brom-hexadecens-(7) mit Natriumjodid in Aceton und anschliessende Malonestersynthese; |
Conditions | Yield |
---|---|
With hydrogenchloride; acetic acid; zinc |
1. | ipr-mus LDLo:512 mg/kg | CBCCT* “Summary Tables of Biological Tests“ National Research Council Chemical-Biological Coordination Center. 2 (1950),188. | ||
2. | ivn-mus LD50:100 mg/kg | CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#00371 . |
Poison by intravenous route. Moderately toxic by intraperitoneal route. When heated to decomposition it emits acrid smoke and fumes.
Risk Statements 36/37/38
Safety Statements 26-36/37/39
WGK Germany 1
RTECS JX6125000
F 9
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