3,5,1,7-[1,2,3,4]Butanetetraylnaphthalene,decahydro- supplier

Name
CONGRESSANE
EINECS
CAS No. 2292-79-7
Article Data21
CAS DataBase
Density 1.092 g/cm³
Solubility
Melting Point 236-237°
Formula C₁₄H₂₀
Boiling Point 269.5 °C at 760 mmHg
Molecular Weight 188.313
Flash Point 98.1 °C
Transport Information
Appearance white powder
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Congressane;Decahydro-3,5,1,7-[1,2,3,4]butanetetraylnaphthalene;Diadamantane;Diamantane;Pentacyclo[7.3.1.14,12.02,7.06,11]tetradecane;[6]Diadamantane;
PSA 0.00000
LogP 3.32460

Synthetic route

: 30545-28-9
3-methyldiamantane

: 2292-79-7
diamantane

Conditions

Conditions	Yield
With hydrogen; aluminum oxide; nickel at 215℃; under 760 Torr; for 5.5h;	100%

: binor-S

: 2292-79-7
diamantane

Conditions

Conditions	Yield
With sodium tetrahydroborate; trifluorormethanesulfonic acid In 1,1,2-Trichloro-1,2,2-trifluoroethane at -78 - 20℃; for 18h;	99%

: 75500-94-6, 77122-04-4, 116347-56-9
(+/-)-D3-tritwistane

: 2292-79-7
diamantane

Conditions

Conditions	Yield
With aluminum tri-bromide In carbon disulfide for 5h; Ambient temperature;	94%

: 51966-18-8
tetrahydrobinor-S

: 2292-79-7
diamantane

Conditions

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%

: 127-18-4
1,1,2,2-tetrachloroethylene

: 105522-49-4
diamantane-3-spiro-3'-diazirine

A: 2292-79-7
diamantane

B: 30545-23-4
diamantane-3-one

Conditions

Conditions	Yield
With sulfuric acid	A 29.7% B 64%

...Expand

: 75-35-4
1,1-Dichloroethylene

: 105522-49-4
diamantane-3-spiro-3'-diazirine

A: 2292-79-7
diamantane

B: 30545-23-4
diamantane-3-one

C: 30545-19-8
diamantan-1-ol

D: 105522-50-7
(3-diamantyl)acetic acid

Conditions

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%

...Expand

: 130504-29-9
4-hydroxy-12-hydroxymethyltetracyclo<7.3.1.02,7.06,11>tridecane

A: 2292-79-7
diamantane

B: 30545-23-4
diamantane-3-one

C: 30545-24-5
3-hydroxydiamantane

D: 132658-78-7
2-methyl-3-oxadiamantane

Conditions

Conditions	Yield
With phosphoric acid at 180℃; for 2h; Further byproducts given;	A 7% B 2% C 3% D 57%

...Expand

: 130504-29-9
4-hydroxy-12-hydroxymethyltetracyclo<7.3.1.02,7.06,11>tridecane

A: 2292-79-7
diamantane

B: 30545-24-5
3-hydroxydiamantane

C: 127494-76-2
10-oxa-2(3)-homodiamantane

D: 132658-78-7
2-methyl-3-oxadiamantane

Conditions

Conditions	Yield
With phosphoric acid at 180℃; for 2h; Further byproducts given;	A 7% B 3% C 20% D 57%

...Expand

: 127-18-4
1,1,2,2-tetrachloroethylene

: 105522-49-4
diamantane-3-spiro-3'-diazirine

A: 2292-79-7
diamantane

B: 30545-23-4
diamantane-3-one

C: 30545-19-8
diamantan-1-ol

Conditions

Conditions	Yield
With sulfuric acid	A 49.9% B 36.6% C 5%

...Expand

: 79-01-6
Trichloroethylene

: 105522-49-4
diamantane-3-spiro-3'-diazirine

A: 2292-79-7
diamantane

B: 32401-16-4
1-chlorodiamantane

C: 30545-23-4
diamantane-3-one

D: 30651-01-5
3-chlorodiamantane

Conditions

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%

...Expand

: 130504-29-9
4-hydroxy-12-hydroxymethyltetracyclo<7.3.1.02,7.06,11>tridecane

A: 2292-79-7
diamantane

B: 30545-24-5
3-hydroxydiamantane

C: 127494-76-2
10-oxa-2(3)-homodiamantane

Conditions

Conditions	Yield
at 180℃; for 2h; Mechanism; other tetracyclic diols;	A 7% B 3% C 20%

...Expand

: 105883-30-5
Dispiro2,6>decan-10',1"-cyclopropan>

: 2292-79-7
diamantane

Conditions

Conditions	Yield
With aluminum tri-bromide In cyclohexane for 5h; Heating;	13%

: 120676-59-7
6,6,10,10-tetramethylpentacyclo<5.3.0.02,5.03,9.04,8>decane

: 2292-79-7
diamantane

Conditions

Conditions	Yield
With aluminum tri-bromide In cyclohexane for 5h; Heating;	9%

: 75-35-4
1,1-Dichloroethylene

: 30651-03-7
4-hydroxydiamantane

A: 2292-79-7
diamantane

B: 110082-20-7
4-diamantylacetic acid

C: 110082-25-2
3,9-diamantanebisacetic acid

D: 110082-14-9
4,9-diamantanebisacetic acid

Conditions

Conditions	Yield
With sulfuric acid at 0℃; for 1.5h; Yield given. Further byproducts given. Yields of byproduct given;

...Expand

: 79-01-6
Trichloroethylene

: 30651-03-7
4-hydroxydiamantane

A: 2292-79-7
diamantane

B: 32401-16-4
1-chlorodiamantane

C: 110082-26-3
4-diamantylchloroacetic acid

D: 110082-15-0
4,9-diamantanebischloroacetic acid

Conditions

Conditions	Yield
With sulfuric acid at 0℃; for 1.5h; Yield given. Further byproducts given. Yields of byproduct given;

...Expand

: 79-01-6
Trichloroethylene

: 30545-19-8
diamantan-1-ol

A: 2292-79-7
diamantane

B: 32401-16-4
1-chlorodiamantane

C: 110082-26-3
4-diamantylchloroacetic acid

D: 110082-15-0
4,9-diamantanebischloroacetic acid

Conditions

Conditions	Yield
With sulfuric acid at 0℃; for 1.5h; Yield given. Further byproducts given. Yields of byproduct given;

...Expand

: 79-01-6
Trichloroethylene

: 30545-24-5
3-hydroxydiamantane

A: 2292-79-7
diamantane

B: 32401-16-4
1-chlorodiamantane

C: 110082-26-3
4-diamantylchloroacetic acid

D: 110082-15-0
4,9-diamantanebischloroacetic acid

Conditions

Conditions	Yield
With sulfuric acid at 0℃; for 1.5h; Yield given. Further byproducts given. Yields of byproduct given;

...Expand

: 26460-76-4
1-methyldiamantane

A: 281-23-2
adamantane

B: 2292-79-7
diamantane

Conditions

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;

: 28375-86-2
4-methyldiamantane

A: 281-23-2
adamantane

B: 2292-79-7
diamantane

Conditions

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;

: 30651-03-7
4-hydroxydiamantane

A: 2292-79-7
diamantane

B: 32401-16-4
1-chlorodiamantane

C: 30651-01-5
3-chlorodiamantane

Conditions

Conditions	Yield
With 1,1,2,2-tetrachloroethylene; sulfuric acid at 0℃; for 1.5h; Yield given. Yields of byproduct given;

...Expand

: 30651-03-7
4-hydroxydiamantane

A: 2292-79-7
diamantane

B: 32401-16-4
1-chlorodiamantane

C: 110082-26-3
4-diamantylchloroacetic acid

D: 110082-15-0
4,9-diamantanebischloroacetic acid

Conditions

Conditions	Yield
With Trichloroethylene; sulfuric acid at 0℃; for 1.5h; Yield given. Further byproducts given. Yields of byproduct given;

...Expand

: 30651-03-7
4-hydroxydiamantane

A: 2292-79-7
diamantane

B: 110082-20-7
4-diamantylacetic acid

C: 110082-25-2
3,9-diamantanebisacetic acid

D: 110082-14-9
4,9-diamantanebisacetic acid

Conditions

Conditions	Yield
With 1,1-Dichloroethylene; sulfuric acid at 0℃; for 1.5h; Yield given. Further byproducts given. Yields of byproduct given;

...Expand

: 32401-16-4
1-chlorodiamantane

A: 2292-79-7
diamantane

B: 30545-19-8
diamantan-1-ol

C: 69261-61-6
1-Diamantyllithium

D: C18H28O

E: 1-(1-diamantyl)diamantane

Conditions

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.

...Expand

: 30545-19-8
diamantan-1-ol

A: 2292-79-7
diamantane

B: 30651-03-7
4-hydroxydiamantane

C: 32401-16-4
1-chlorodiamantane

Conditions

Conditions	Yield
With 1,1,2,2-tetrachloroethylene; sulfuric acid at 0℃; for 1.5h; Yield given. Yields of byproduct given;

...Expand

: 30545-19-8
diamantan-1-ol

A: 2292-79-7
diamantane

B: 32401-16-4
1-chlorodiamantane

C: 110082-26-3
4-diamantylchloroacetic acid

D: 110082-15-0
4,9-diamantanebischloroacetic acid

Conditions

Conditions	Yield
With Trichloroethylene; sulfuric acid at 0℃; for 1.5h; Yield given. Further byproducts given. Yields of byproduct given;

...Expand

: 30545-19-8
diamantan-1-ol

A: 2292-79-7
diamantane

B: 105522-50-7
(3-diamantyl)acetic acid

C: 110082-20-7
4-diamantylacetic acid

D: 110082-14-9
4,9-diamantanebisacetic acid

Conditions

Conditions	Yield
With 1,1-Dichloroethylene; sulfuric acid at 0℃; for 1.5h; Yield given. Further byproducts given. Yields of byproduct given;

...Expand

: 30545-24-5
3-hydroxydiamantane

A: 2292-79-7
diamantane

B: 30651-03-7
4-hydroxydiamantane

C: 32401-16-4
1-chlorodiamantane

D: 30651-01-5
3-chlorodiamantane

Conditions

Conditions	Yield
With 1,1,2,2-tetrachloroethylene; sulfuric acid at 0℃; for 1.5h; Yield given. Further byproducts given. Yields of byproduct given;

...Expand

: 30545-24-5
3-hydroxydiamantane

A: 2292-79-7
diamantane

B: 32401-16-4
1-chlorodiamantane

C: 30651-01-5
3-chlorodiamantane

Conditions

Conditions	Yield
With 1,1,2,2-tetrachloroethylene; sulfuric acid at 0℃; for 1.5h; Yield given. Yields of byproduct given;

...Expand

: 30545-24-5
3-hydroxydiamantane

A: 2292-79-7
diamantane

B: 32401-16-4
1-chlorodiamantane

C: 110082-26-3
4-diamantylchloroacetic acid

D: 110082-15-0
4,9-diamantanebischloroacetic acid

Conditions

Conditions	Yield
With Trichloroethylene; sulfuric acid at 0℃; for 1.5h; Yield given. Further byproducts given. Yields of byproduct given;

...Expand

: 30545-24-5
3-hydroxydiamantane

A: 2292-79-7
diamantane

B: 105522-50-7
(3-diamantyl)acetic acid

C: 110082-20-7
4-diamantylacetic acid

D: 110082-25-2
3,9-diamantanebisacetic acid

Conditions

Conditions	Yield
With 1,1-Dichloroethylene; sulfuric acid at 0℃; for 1.5h; Yield given. Further byproducts given. Yields of byproduct given;

...Expand

: 2292-79-7
diamantane

: 30545-19-8
diamantan-1-ol

Conditions

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

: 2292-79-7
diamantane

: 77287-34-4, 77287-35-5, 60100-09-6
formamide

: N-(diamantan-1-yl)formamide

Conditions

Conditions	Yield
With nitric acid at 20 - 85℃; for 2h;	96%

: 2292-79-7
diamantane

: 71-43-2
benzene

: 4,9-diphenyldiamantane

Conditions

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%

: 2292-79-7
diamantane

A: 32401-17-5
4-chlorodiamantane

B: 32401-16-4
1-chlorodiamantane

Conditions

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;

: 60-35-5
acetamide

: 2292-79-7
diamantane

A: 30545-21-2
N-(diamantan-1-yl)acetamide

B: 63707-74-4
N-(4-diamantyl)acetamide

Conditions

Conditions	Yield
With tetrachloromethane at 150℃; for 5h; Temperature; regioselective reaction;	A 90% B 9%

...Expand

: 2292-79-7
diamantane

: 30545-23-4
diamantane-3-one

Conditions

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%

: 2292-79-7
diamantane

: 941305-71-1
1-nitroxydiamantane

Conditions

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;

: 2292-79-7
diamantane

: 75-05-8
acetonitrile

: 30545-21-2
N-(diamantan-1-yl)acetamide

Conditions

Conditions	Yield
With nitric acid; acetic acid at 20℃; for 2h; Ritter Amidation;	85%

: 2292-79-7
diamantane

: 30545-22-3
diamantane-1-amine hydrochloride

Conditions

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

: 2292-79-7
diamantane

: 1,4-dichlorodiamantane

Conditions

Conditions	Yield
With methanol; tetrachloromethane; bis(acetylacetonate)oxovanadium at 150℃; for 5h;	80%

: 2292-79-7
diamantane

: 39646-84-9
MDT-14

Conditions

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

: 2292-79-7
diamantane

A: 30651-03-7
4-hydroxydiamantane

B: 39646-84-9
MDT-14

C: 30545-19-8
diamantan-1-ol

Conditions

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%

...Expand

3,5,1,7-[1,2,3,4]Butanetetraylnaphthalene,decahydro- Specification

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

Product Name

CONGRESSANE

Synthetic route

3,5,1,7-[1,2,3,4]Butanetetraylnaphthalene,decahydro- Specification

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