C22H34O8
1,14-tetradecanedioic acid
Conditions | Yield |
---|---|
With hydrogenchloride In water Heating; | 96% |
2,2':5',2"-terthiophene-5,5"-dicarboxylic acid
1,14-tetradecanedioic acid
Conditions | Yield |
---|---|
With nickel In water for 20h; Heating; | 85% |
Conditions | Yield |
---|---|
With HeMaRaphos; water; toluene-4-sulfonic acid; palladium dichloride In tetrahydrofuran at 125℃; under 30003 Torr; for 24h; Autoclave; Green chemistry; regioselective reaction; | 60% |
1,10-decadiene
acetic anhydride
A
11-dodecenoic acid
B
1,14-tetradecanedioic acid
Conditions | Yield |
---|---|
With oxygen; cobalt(II) acetate; manganese(II) acetate In acetic acid at 130℃; for 5h; | A 18% B 8% |
Conditions | Yield |
---|---|
With diethyl ether; magnesium Behandeln des Reaktionprodukts mit CO2; |
Conditions | Yield |
---|---|
With ethanol Erwaermen des Reaktionsgemisches mit aethanol.Kalilauge; |
pentadec-14-enoic acid
1,14-tetradecanedioic acid
Conditions | Yield |
---|---|
With ozone |
14-hydroxymyristic acid
1,14-tetradecanedioic acid
Conditions | Yield |
---|---|
With chromic acid; acetic acid |
Conditions | Yield |
---|---|
Ozonspaltung; |
Conditions | Yield |
---|---|
With potassium hydroxide; hydrazine hydrate; diethylene glycol | |
With sodium hydroxide; hydrazine hydrate In diethylene glycol at 200 - 220℃; |
7-semicarbazono-tetradecanedioic acid
1,14-tetradecanedioic acid
Conditions | Yield |
---|---|
With potassium hydroxide; hydrazine hydrate; diethylene glycol |
Conditions | Yield |
---|---|
With permanganate(VII) ion |
Conditions | Yield |
---|---|
With chromium(VI) oxide; acetic acid |
2,2'-ethanediyl-bis-cyclohexane-1,3-dione
1,14-tetradecanedioic acid
Conditions | Yield |
---|---|
With sodium hydroxide; hydrazine hydrate; diethylene glycol at 125℃; Reagens 4: Methanol; anschliessend auf 195grad; |
acetic acid tert-butyl ester
1,10-dibromodecane
1,14-tetradecanedioic acid
Conditions | Yield |
---|---|
With lithium amide; ammonia at -40℃; Erhitzen des Reaktionsprodukts mit Dioxan und konz. wss. Salzsaeure; |
sodium ethyl acetylacetate enolate
1,10-dibromodecane
1,14-tetradecanedioic acid
Conditions | Yield |
---|---|
With ethanol Erwaermen des Reaktionsprodukts mit konz.wss.Kalilauge; |
Conditions | Yield |
---|---|
With sulfuric acid; acetic anhydride In water Heating; |
Conditions | Yield |
---|---|
With sodium hydroxide In methanol | |
saponification; | |
With potassium hydroxide In methanol for 24h; Heating; |
cyclopentadeca-1,2-diene
1,14-tetradecanedioic acid
Conditions | Yield |
---|---|
(i) O3, (ii) AcOOH; Multistep reaction; |
Conditions | Yield |
---|---|
With sodium isopropylate |
2-(3-Methylbut-2-enyliden)-cyclododecanon
1,14-tetradecanedioic acid
Conditions | Yield |
---|---|
With ozone |
β-Propiolactone
1,8-octanediyldimagnesium dibromide
1,14-tetradecanedioic acid
Conditions | Yield |
---|---|
With dilithium tetrachlorocuprate In tetrahydrofuran at 0℃; for 3h; |
1-(tert-Butyl-dimethyl-silanyloxy)-cycloheptyl-hydroperoxide
1,14-tetradecanedioic acid
Conditions | Yield |
---|---|
With sulfuric acid; water; iron(II) sulfate 1.) 0 deg C, methanol 2.) RT; Yield given. Multistep reaction; |
cycloheptanone
A
heptanedioic acid
B
oenanthic acid
C
1,14-tetradecanedioic acid
D
(1,1'-bicycloheptyl)-2,2'-dione
E
7-(2-Oxo-cycloheptyl)-heptanoic acid
Conditions | Yield |
---|---|
With dihydrogen peroxide at 120 - 140℃; Product distribution; oxidative cleavage of cycloalkanones by hydrogen peroxide; |
cycloheptanone
A
heptanedioic acid
B
oenanthic acid
C
1,14-tetradecanedioic acid
D
7-(2-Oxo-cycloheptyl)-heptanoic acid
Conditions | Yield |
---|---|
With dihydrogen peroxide at 120 - 140℃; Yield given. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts; |
cycloheptanone
A
oenanthic acid
B
1,14-tetradecanedioic acid
C
(1,1'-bicycloheptyl)-2,2'-dione
D
7-(2-Oxo-cycloheptyl)-heptanoic acid
Conditions | Yield |
---|---|
With dihydrogen peroxide at 120 - 140℃; Yield given. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts; |
A
1,14-tetradecanedioic acid
Conditions | Yield |
---|---|
In benzene-d6 at 80℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
Conditions | Yield |
---|---|
With iodine; tetracarbonyl nickel at 260℃; under 147102 Torr; |
1,14-tetradecanedioic acid
1,14-tetradecanedioic acid
1,14-tetradecanediol
Conditions | Yield |
---|---|
With borane In tetrahydrofuran Reflux; | 100% |
With dimethylsulfide borane complex In tetrahydrofuran at 50℃; for 4h; Reduction; | 98% |
With dimethylsulfide borane complex In tetrahydrofuran at 0 - 20℃; for 7h; | 97% |
Conditions | Yield |
---|---|
With thionyl chloride for 24h; Inert atmosphere; | 100% |
With sulfuric acid Heating; | |
With thionyl chloride at 20℃; for 6h; | |
With thionyl chloride at 20℃; |
1,14-tetradecanedioic acid
tetradecanedioyl dichloride
Conditions | Yield |
---|---|
With oxalyl dichloride In chloroform at 20℃; Heating / reflux; | 99% |
With oxalyl dichloride In chloroform at 20℃; Heating / reflux; | 99% |
With oxalyl dichloride In dichloromethane at 20℃; for 24h; Inert atmosphere; | 91% |
n-butyl formate
1,14-tetradecanedioic acid
A
Tetradecanedioic acid dibutyl ester
Conditions | Yield |
---|---|
With Dowex 50W-X2 (50-100 mesh) In octane at 100℃; for 12.5h; | A 6% B 89% |
With Dowex 50Wx2 In octane at 100℃; for 12.5h; Esterification; | A 6% B 89% |
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 12h; | 87% |
thallium salt of Δ2-1,3-thiazoline-2-thiol
1,14-tetradecanedioic acid
1,14-Bis-(2-thioxo-thiazolidin-3-yl)-tetradecane-1,14-dione
Conditions | Yield |
---|---|
In tetrahydrofuran Ambient temperature; | 85% |
1,14-tetradecanedioic acid
Conditions | Yield |
---|---|
With dicyclohexyl-carbodiimide; dmap In dichloromethane at 0 - 24℃; for 12h; | 84% |
1,14-tetradecanedioic acid
3β-hydroxy-14β,16β-O-(4-methoxybenzylidene)card-20(22)-enolide
hydrogen 14β,16β-O-(4-methoxybenzylidene)card-20(22)-enolide-3β-yl 1,12-dodecanedicarboxylate
Conditions | Yield |
---|---|
With pyridine; p-toluenesulfonyl chloride for 4h; Ambient temperature; | 81% |
acetic acid butyl ester
1,14-tetradecanedioic acid
A
Tetradecanedioic acid dibutyl ester
Conditions | Yield |
---|---|
With Dowex 50Wx2 In octane at 110℃; for 25h; Esterification; | A 4% B 80% |
1,14-tetradecanedioic acid
(S)-(5-methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-propylamine hydrochloride
N1,N14-bis((S)-5-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)-N1,N14-dipropyltetradecanediamide
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 24h; | 80% |
Conditions | Yield |
---|---|
at 170℃; for 0.416667h; Microwave irradiation; Neat (no solvent); open vessel; | 78% |
Conditions | Yield |
---|---|
With hydrogenchloride at 135℃; for 20h; | 76% |
1,14-tetradecanedioic acid
alovudine
Conditions | Yield |
---|---|
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 4h; | 75% |
1,14-tetradecanedioic acid
phorbol 13-acetate 20-tritylether
Tetradecanedioic acid mono-((1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-9a-acetoxy-4a,7b-dihydroxy-1,1,6,8-tetramethyl-5-oxo-3-trityloxymethyl-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-1H-cyclopropa[3,4]benzo[1,2-e]azulen-9-yl) ester
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at -78 - 20℃; | 73% |
1,14-tetradecanedioic acid
phorbol 12-acetate-20-trityl
Tetradecanedioic acid mono-((1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-9-acetoxy-4a,7b-dihydroxy-1,1,6,8-tetramethyl-5-oxo-3-trityloxymethyl-1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-cyclopropa[3,4]benzo[1,2-e]azulen-9a-yl) ester
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; | 73% |
1,14-tetradecanedioic acid
1,3-diaminoguanidine hydrochloride
1,12-bis(3,4-diamino-1,2,4-triazol-5-yl)dodecane
Conditions | Yield |
---|---|
Stage #1: 1,14-tetradecanedioic acid; 1,3-diaminoguanidine hydrochloride at 50 - 120℃; for 4.5h; Stage #2: With sodium hydroxide In water pH=8; | 72% |
1,14-tetradecanedioic acid
rac-α-aminoglutarimide hydrochloride
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; | 72% |
Conditions | Yield |
---|---|
With 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride; sodium hydroxide In methanol; water at 20℃; | 70% |
Stage #1: 1,14-tetradecanedioic acid With sodium hydroxide In methanol at 20℃; Stage #2: (+)-D-glucosamine hydrochloride With 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride at 20℃; for 30h; | 64% |
1,14-tetradecanedioic acid
(-)-N4-(4,4'-dimethoxytrityl)-5-fluoro-2',3'-dideoxy-3'-thiacytidine
Conditions | Yield |
---|---|
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; | 68% |
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 4h; | 66% |
1,14-tetradecanedioic acid
3'-azido-2',3'-deoxythymidine
C34H48N10O10
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0 - 20℃; for 12h; | 61% |
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; | 30% |
4'-demethyl-4-deoxypodophyllotoxin
1,14-tetradecanedioic acid
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 2h; | 60% |
1,14-tetradecanedioic acid
1-(2-nitrophenyl)ethan-1-ol
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 0 - 25℃; Inert atmosphere; | 58% |
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dimethyl sulfoxide at 40℃; for 24h; | 57.4% |
1,14-tetradecanedioic acid
Conditions | Yield |
---|---|
With sodium fluoride; ethanaminium,N-(difluoro-λ4-sulfanylidene)-N-ethyl-,tetrafluoroborate at 20℃; for 24h; Inert atmosphere; | 57% |
Conditions | Yield |
---|---|
Stage #1: 1,14-tetradecanedioic acid With caesium carbonate In N,N-dimethyl-formamide at 50℃; for 1h; Stage #2: 7-[4-(2-chloroacetyl) piperazin-1-yl]-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid With tetra-(n-butyl)ammonium iodide In N,N-dimethyl-formamide at 50℃; for 72h; | 56% |
Conditions | Yield |
---|---|
With 1-hydroxy-pyrrolidine-2,5-dione; N-ethyl-N,N-diisopropylamine; diisopropyl-carbodiimide In N,N-dimethyl-formamide for 7h; | 56% |
IUPAC Name: Tetradecanedioic acid
Systematic of Tetradecanedioic acid (CAS NO.821-38-5): 1,12-Dodecanedicarboxylic acid ; EINECS 212-476-9 ; NSC 9504 ; Tetradecane-1,14-dioic acid
CAS NO: 821-38-5
Molecular Formula of Tetradecanedioic acid (CAS NO.821-38-5): C14H26O4
Molecular Weight: 258.3538
Molecular Structure:
Product Categories: alpha,omega-Alkanedicarboxylic Acids ; alpha,omega-Bifunctional Alkanes ; Monofunctional & alpha,omega-Bifunctional Alkanes
Melting Point: 124-127 °C
Polar Surface Area: 52.6 Å2
Index of Refraction: 1.474
Molar Refractivity: 70.03 cm3
Molar Volume: 248.8 cm3
Surface Tension: 41.7 dyne/cm
Density of Tetradecanedioic acid (CAS NO.821-38-5): 1.038 g/cm3
Flash Point: 230.5 °C
Enthalpy of Vaporization: 75.67 kJ/mol
Boiling Point: 434.1 °C at 760 mmHg
Vapour Pressure: 9.48E-09 mmHg at 25°C
Tetradecanedioic acid (821-38-5) is used in a variety of industrial applications include:
Plasticizer for polymers
Biodegradable solvents and lubricants
Engineering plastics
Epoxy curing agent
Adhesive and powder coating
Corrosion inhibitor
Perfumery and pharmaceutical
Electrolyte
Hazard Codes: Xi
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36: Wear suitable protective clothing
1. Fire Fighting Measures
General Information: As in any fire, Wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Extinguishing media: Use agent most appropriate to extinguish fire. In case of fire use water spray, dry chemical, carbon dioxide, or appropriate foam.
2. Handling and Storage
Handling: Wash thoroughly after handling. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage: Store in a cool, dry place. Store in a tightly closed container.
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