3-methyldiamantane
diamantane
Conditions | Yield |
---|---|
With hydrogen; aluminum oxide; nickel at 215℃; under 760 Torr; for 5.5h; | 100% |
diamantane
Conditions | Yield |
---|---|
With sodium tetrahydroborate; trifluorormethanesulfonic acid In 1,1,2-Trichloro-1,2,2-trifluoroethane at -78 - 20℃; for 18h; | 99% |
(+/-)-D3-tritwistane
diamantane
Conditions | Yield |
---|---|
With aluminum tri-bromide In carbon disulfide for 5h; Ambient temperature; | 94% |
tetrahydrobinor-S
diamantane
Conditions | Yield |
---|---|
With aluminum tri-bromide; isopropyl alcohol In cyclohexane at 25 - 50℃; for 4h; Product distribution / selectivity; | 81% |
With aluminum tri-bromide; ethanol In cyclohexane at 25 - 50℃; for 4h; Product distribution / selectivity; | 80% |
With aluminum tri-bromide; sulfuric acid In cyclohexane at 25 - 40℃; for 3h; Product distribution / selectivity; | 78% |
1,1,2,2-tetrachloroethylene
diamantane-3-spiro-3'-diazirine
A
diamantane
B
diamantane-3-one
Conditions | Yield |
---|---|
With sulfuric acid | A 29.7% B 64% |
1,1-Dichloroethylene
diamantane-3-spiro-3'-diazirine
A
diamantane
B
diamantane-3-one
C
diamantan-1-ol
D
(3-diamantyl)acetic acid
Conditions | Yield |
---|---|
With sulfuric acid Further byproducts given; | A 6.9% B 7.4% C 60.2% D 19.05% |
With sulfuric acid Further byproducts given; | A 18.8% B 24% C 24.2% D 4.2% |
4-hydroxy-12-hydroxymethyltetracyclo<7.3.1.02,7.06,11>tridecane
A
diamantane
B
diamantane-3-one
C
3-hydroxydiamantane
D
2-methyl-3-oxadiamantane
Conditions | Yield |
---|---|
With phosphoric acid at 180℃; for 2h; Further byproducts given; | A 7% B 2% C 3% D 57% |
4-hydroxy-12-hydroxymethyltetracyclo<7.3.1.02,7.06,11>tridecane
A
diamantane
B
3-hydroxydiamantane
C
10-oxa-2(3)-homodiamantane
D
2-methyl-3-oxadiamantane
Conditions | Yield |
---|---|
With phosphoric acid at 180℃; for 2h; Further byproducts given; | A 7% B 3% C 20% D 57% |
1,1,2,2-tetrachloroethylene
diamantane-3-spiro-3'-diazirine
A
diamantane
B
diamantane-3-one
C
diamantan-1-ol
Conditions | Yield |
---|---|
With sulfuric acid | A 49.9% B 36.6% C 5% |
Trichloroethylene
diamantane-3-spiro-3'-diazirine
A
diamantane
B
1-chlorodiamantane
C
diamantane-3-one
D
3-chlorodiamantane
Conditions | Yield |
---|---|
With sulfuric acid Further byproducts given; | A 24.7% B 12.7% C 37% D 17% |
With sulfuric acid Further byproducts given; | A 22% B 7.6% C 37.3% D 24% |
With sulfuric acid for 3h; Further byproducts given; | A 24.7% B 12.7% C 37% D 17% |
4-hydroxy-12-hydroxymethyltetracyclo<7.3.1.02,7.06,11>tridecane
A
diamantane
B
3-hydroxydiamantane
C
10-oxa-2(3)-homodiamantane
Conditions | Yield |
---|---|
at 180℃; for 2h; Mechanism; other tetracyclic diols; | A 7% B 3% C 20% |
Dispiro2,6>decan-10',1"-cyclopropan>
diamantane
Conditions | Yield |
---|---|
With aluminum tri-bromide In cyclohexane for 5h; Heating; | 13% |
6,6,10,10-tetramethylpentacyclo<5.3.0.02,5.03,9.04,8>decane
diamantane
Conditions | Yield |
---|---|
With aluminum tri-bromide In cyclohexane for 5h; Heating; | 9% |
1,1-Dichloroethylene
4-hydroxydiamantane
A
diamantane
B
4-diamantylacetic acid
C
3,9-diamantanebisacetic acid
D
4,9-diamantanebisacetic acid
Conditions | Yield |
---|---|
With sulfuric acid at 0℃; for 1.5h; Yield given. Further byproducts given. Yields of byproduct given; |
Trichloroethylene
4-hydroxydiamantane
A
diamantane
B
1-chlorodiamantane
C
4-diamantylchloroacetic acid
D
4,9-diamantanebischloroacetic acid
Conditions | Yield |
---|---|
With sulfuric acid at 0℃; for 1.5h; Yield given. Further byproducts given. Yields of byproduct given; |
Trichloroethylene
diamantan-1-ol
A
diamantane
B
1-chlorodiamantane
C
4-diamantylchloroacetic acid
D
4,9-diamantanebischloroacetic acid
Conditions | Yield |
---|---|
With sulfuric acid at 0℃; for 1.5h; Yield given. Further byproducts given. Yields of byproduct given; |
Trichloroethylene
3-hydroxydiamantane
A
diamantane
B
1-chlorodiamantane
C
4-diamantylchloroacetic acid
D
4,9-diamantanebischloroacetic acid
Conditions | Yield |
---|---|
With sulfuric acid at 0℃; for 1.5h; Yield given. Further byproducts given. Yields of byproduct given; |
Conditions | Yield |
---|---|
With hydrogen; aluminum oxide; nickel at 225℃; under 760 Torr; for 5.5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
Conditions | Yield |
---|---|
With hydrogen; aluminum oxide; nickel at 245℃; under 760 Torr; for 5.5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
4-hydroxydiamantane
A
diamantane
B
1-chlorodiamantane
C
3-chlorodiamantane
Conditions | Yield |
---|---|
With 1,1,2,2-tetrachloroethylene; sulfuric acid at 0℃; for 1.5h; Yield given. Yields of byproduct given; |
4-hydroxydiamantane
A
diamantane
B
1-chlorodiamantane
C
4-diamantylchloroacetic acid
D
4,9-diamantanebischloroacetic acid
Conditions | Yield |
---|---|
With Trichloroethylene; sulfuric acid at 0℃; for 1.5h; Yield given. Further byproducts given. Yields of byproduct given; |
4-hydroxydiamantane
A
diamantane
B
4-diamantylacetic acid
C
3,9-diamantanebisacetic acid
D
4,9-diamantanebisacetic acid
Conditions | Yield |
---|---|
With 1,1-Dichloroethylene; sulfuric acid at 0℃; for 1.5h; Yield given. Further byproducts given. Yields of byproduct given; |
1-chlorodiamantane
A
diamantane
B
diamantan-1-ol
C
1-Diamantyllithium
Conditions | Yield |
---|---|
With Li (2percent Na) In pentane at 35℃; Product distribution; other halide: bromide; other solvent: Et2O; other temperature: -45 degC; | A 17.5 % Chromat. B 4 % Chromat. C 76 % Spectr. D n/a E 2.5 % Chromat. |
diamantan-1-ol
A
diamantane
B
4-hydroxydiamantane
C
1-chlorodiamantane
Conditions | Yield |
---|---|
With 1,1,2,2-tetrachloroethylene; sulfuric acid at 0℃; for 1.5h; Yield given. Yields of byproduct given; |
diamantan-1-ol
A
diamantane
B
1-chlorodiamantane
C
4-diamantylchloroacetic acid
D
4,9-diamantanebischloroacetic acid
Conditions | Yield |
---|---|
With Trichloroethylene; sulfuric acid at 0℃; for 1.5h; Yield given. Further byproducts given. Yields of byproduct given; |
diamantan-1-ol
A
diamantane
B
(3-diamantyl)acetic acid
C
4-diamantylacetic acid
D
4,9-diamantanebisacetic acid
Conditions | Yield |
---|---|
With 1,1-Dichloroethylene; sulfuric acid at 0℃; for 1.5h; Yield given. Further byproducts given. Yields of byproduct given; |
3-hydroxydiamantane
A
diamantane
B
4-hydroxydiamantane
C
1-chlorodiamantane
D
3-chlorodiamantane
Conditions | Yield |
---|---|
With 1,1,2,2-tetrachloroethylene; sulfuric acid at 0℃; for 1.5h; Yield given. Further byproducts given. Yields of byproduct given; |
3-hydroxydiamantane
A
diamantane
B
1-chlorodiamantane
C
3-chlorodiamantane
Conditions | Yield |
---|---|
With 1,1,2,2-tetrachloroethylene; sulfuric acid at 0℃; for 1.5h; Yield given. Yields of byproduct given; |
3-hydroxydiamantane
A
diamantane
B
1-chlorodiamantane
C
4-diamantylchloroacetic acid
D
4,9-diamantanebischloroacetic acid
Conditions | Yield |
---|---|
With Trichloroethylene; sulfuric acid at 0℃; for 1.5h; Yield given. Further byproducts given. Yields of byproduct given; |
3-hydroxydiamantane
A
diamantane
B
(3-diamantyl)acetic acid
C
4-diamantylacetic acid
D
3,9-diamantanebisacetic acid
Conditions | Yield |
---|---|
With 1,1-Dichloroethylene; sulfuric acid at 0℃; for 1.5h; Yield given. Further byproducts given. Yields of byproduct given; |
diamantane
diamantan-1-ol
Conditions | Yield |
---|---|
With oxygen; nitric acid; trifluoroacetic acid Reagent/catalyst; | 97% |
With 2,3,4,5,6-pentafluoroperoxybenzoic acid; MoO3*2H2O; sodium acetate In dichloromethane; 1,2-dichloro-ethane at 30 - 60℃; for 6h; Reagent/catalyst; | 71% |
Stage #1: diamantane With nitric acid; acetic acid at 15 - 20℃; for 1h; Stage #2: With acetic acid; urea In water at 100℃; for 1h; | 36% |
(i) AcCl, AlCl3, (ii) aq. HCl; Multistep reaction; | |
Multi-step reaction with 2 steps 1: nitric acid / acetic acid / 1 h / 15 - 20 °C 2: urea; acetic acid / water / 25 - 100 °C View Scheme |
Conditions | Yield |
---|---|
With nitric acid at 20 - 85℃; for 2h; | 96% |
Conditions | Yield |
---|---|
With aluminium trichloride; t-butyl bromide at 20℃; for 1h; | 94% |
With aluminum (III) chloride; t-butyl bromide at 0 - 20℃; Inert atmosphere; | 84% |
Stage #1: diamantane; benzene With t-butyl bromide; aluminum (III) chloride at 0 - 20℃; for 1h; Inert atmosphere; Stage #2: With hydrogenchloride; water In benzene | 76.6% |
Conditions | Yield |
---|---|
With tetrachloromethane at 150℃; for 5h; Reagent/catalyst; Temperature; Time; Sealed tube; | A 7% B 93% |
With tetrachloromethane at 150℃; for 5h; | A 9% B 90% |
With methanol; tetrachloromethane; bis(acetylacetonate)oxovanadium at 150℃; for 1h; | A 40% B 60% |
With Wilkinson's catalyst; dichloromethane at 180℃; for 30h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
acetamide
diamantane
A
N-(diamantan-1-yl)acetamide
B
N-(4-diamantyl)acetamide
Conditions | Yield |
---|---|
With tetrachloromethane at 150℃; for 5h; Temperature; regioselective reaction; | A 90% B 9% |
diamantane
diamantane-3-one
Conditions | Yield |
---|---|
With sulfuric acid at 70 - 75℃; for 40h; | 86% |
With sulfuric acid at 75℃; for 10h; | 69% |
With sulfuric acid at 70 - 80℃; for 48h; | 65% |
diamantane
1-nitroxydiamantane
Conditions | Yield |
---|---|
With nitric acid In dichloromethane at 0 - 20℃; | 85% |
With nitric acid In acetic acid for 4.5h; | |
With nitric acid In acetic acid at 15 - 20℃; for 1h; |
Conditions | Yield |
---|---|
With nitric acid; acetic acid at 20℃; for 2h; Ritter Amidation; | 85% |
diamantane
diamantane-1-amine hydrochloride
Conditions | Yield |
---|---|
Stage #1: diamantane With nitric acid; acetic acid at 20℃; for 4.5h; Stage #2: With urea at 90℃; for 2h; Stage #3: With hydrogenchloride | 84% |
Multi-step reaction with 5 steps 1: nitric acid / acetic acid / 4.5 h 2: acetic acid / 90 °C 3: nitric acid / acetic acid / 90 °C 4: sodium hydroxide / water 5: hydrogenchloride / diethyl ether View Scheme |
diamantane
Conditions | Yield |
---|---|
With methanol; tetrachloromethane; bis(acetylacetonate)oxovanadium at 150℃; for 5h; | 80% |
diamantane
MDT-14
Conditions | Yield |
---|---|
Stage #1: diamantane With nitric acid Schlenk technique; Stage #2: With sulfuric acid Schlenk technique; | 78% |
Stage #1: diamantane With nitric acid Stage #2: With sulfuric acid | 78% |
With sulfuric acid; nitric acid | 78% |
With sulfuric acid | |
Multi-step reaction with 2 steps 1: 62 percent / Br2 / Fe / 1,1,2-trichloro-1,2,2-trifluoro-ethane / 4 h / 20 °C 2: 70 percent / H2O; HCl / dimethylformamide / 36 h / Heating View Scheme |
diamantane
A
4-hydroxydiamantane
B
MDT-14
C
diamantan-1-ol
Conditions | Yield |
---|---|
Stage #1: diamantane With nitric acid In dichloromethane at 0 - 20℃; for 1h; Stage #2: With sulfuric acid In chloroform at -15 - 0℃; for 1.5h; Further stages.; | A 8% B 78% C 7% |
Stage #1: diamantane With nitric acid In dichloromethane at 0 - 20℃; for 1h; Stage #2: With sulfuric acid In chloroform at -15 - 0℃; for 0.0666667h; Further stages.; | A 44% B 22% C 24% |
The 3,5,1,7-[1,2,3,4]Butanetetraylnaphthalene,decahydro- is an organic compound with the formula C14H20. The systematic name of this chemical is 3,5,1,7-(1,2,3,4)Butanetetraylnaphthalene, decahydro-. With the CAS registry number 2292-79-7, it is also named as diamantane. The product's category is Adamantane Derivatives.
Physical properties about 3,5,1,7-[1,2,3,4]Butanetetraylnaphthalene,decahydro- are: (1)ACD/LogP: 5.06; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.06; (4)ACD/LogD (pH 7.4): 5.06; (5)ACD/BCF (pH 5.5): 4114.37; (6)ACD/BCF (pH 7.4): 4114.37; (7)ACD/KOC (pH 5.5): 13449.67; (8)ACD/KOC (pH 7.4): 13449.67; (9)Index of Refraction: 1.572; (10)Molar Refractivity: 56.77 cm3; (11)Molar Volume: 172.4 cm3; (12)Polarizability: 22.5×10-24cm3; (13)Surface Tension: 40.6 dyne/cm; (14)Density: 1.092 g/cm3; (15)Flash Point: 98.1 °C; (16)Enthalpy of Vaporization: 48.71 kJ/mol; (17)Boiling Point: 269.5 °C at 760 mmHg; (18)Vapour Pressure: 0.012 mmHg at 25°C.
You can still convert the following datas into molecular structure:
(1)SMILES: C1C5CC2C3C(C4C1C2CC(C3)C4)C5
(2)InChI: InChI=1/C14H20/c1-7-2-12-10-4-8-5-11(9(1)10)13(3-7)14(12)6-8/h7-14H,1-6H2
(3)InChIKey: ZICQBHNGXDOVJF-UHFFFAOYAQ
(4)Std. InChI: InChI=1S/C14H20/c1-7-2-12-10-4-8-5-11(9(1)10)13(3-7)14(12)6-8/h7-14H,1-6H2
(5)Std. InChIKey: ZICQBHNGXDOVJF-UHFFFAOYSA-N
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