1-Adamantanemethanol supplier

Name
1-Adamantanemethanol
EINECS 212-225-3
CAS No. 770-71-8
Article Data104
CAS DataBase
Density 1.088 g/cm³
Solubility Soluble in organic solvents,insoluble in water
Melting Point 115- 118 °C
Formula C₁₁H₁₈O
Boiling Point 263.1 °C at 760 mmHg
Molecular Weight 166.263
Flash Point 123.4 °C
Transport Information
Appearance white crystalline powder
Safety 22-24/25
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Tricyclo(3.3.1.13,7)dec-1-ylmethanol;1-Hydroxymethyl-adamantane;1-Adamantane Methanol;
PSA 20.23000
LogP 2.19510

Synthetic route

: 201230-82-2
carbon monoxide

: 768-93-4
1-iodoadamantane

: 770-71-8
1-adamantanemethanol

Conditions

Conditions	Yield
Stage #1: carbon monoxide; 1-iodoadamantane With diethoxymethylane; [CuCl(IPrMe)]; lithium methanolate In tetrahydrofuran at 60℃; under 2280.15 Torr; for 16h; Sealed tube; Stage #2: With tetrabutyl ammonium fluoride In tetrahydrofuran; diethyl ether at 20℃; for 2h;	99%
With 2,2'-azobis(isobutyronitrile); tetrabutylammonium borohydride In acetonitrile at 80℃; under 64604.3 Torr; for 3h; Autoclave;	88%
With 2,2'-azobis(isobutyronitrile); (C6F13CH2CH2)3SnH; sodium cyanoborohydride In tert-butyl alcohol at 90℃; under 60800 Torr; for 3h;	85%
With (1,3-dimethylimidazol-2-ylidene)borane In benzene at 20℃; for 6h; UV-irradiation;	76%
With 2,2'-azobis(isobutyronitrile); triphenylgermane; sodium cyanoborohydride In tetrahydrofuran; benzene at 105℃; under 724007 Torr;	75%

: 711-01-3
methyl adamantane-1-carboxylate

: 770-71-8
1-adamantanemethanol

Conditions

Conditions	Yield
With Li(1+)*C12H28AlO3(1-) In tetrahydrofuran; hexane for 0.5h; Ambient temperature;	99%
With isopropyl alcohol In hexane at 0 - 20℃; for 0.333333h; Reagent/catalyst; Solvent; Bouveault-Blanc Reduction; Inert atmosphere;	98%
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 1.5h;	96%

: 828-51-3
1-Adamantanecarboxylic acid

: 770-71-8
1-adamantanemethanol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; Reflux;	98%
With lithium aluminium tetrahydride In tetrahydrofuran; diethyl ether at 0 - 25℃; for 15h; Inert atmosphere;	95%
With samarium diiodide; water; triethylamine In tetrahydrofuran at 20℃; for 3h; Inert atmosphere;	94%

: 2094-73-7
ethyl 1-adamantanecarboxylate

: 770-71-8
1-adamantanemethanol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 1.5h; Inert atmosphere;	97%
With lithium borohydride In diethyl ether; toluene at 100℃; for 5h;	96%
With lithium borohydride; Trimethyl borate In diethyl ether for 1h; Heating;	90%

: 778-11-0
1-(acetoxymethyl)adamantane

: 770-71-8
1-adamantanemethanol

Conditions

Conditions	Yield
With bis(tri-n-butyltin)oxide In acetonitrile at 90℃; for 96h;	97%
With 18-crown-6 ether; tert-butylamine In diethyl ether	78%

: 23074-42-2
1-adamantanecarbonitrile

: 770-71-8
1-adamantanemethanol

Conditions

Conditions	Yield
With (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II); water; hydrogen In 1,4-dioxane at 140℃; under 7500.75 Torr; for 18h; Autoclave;	97%
With formaldehyd; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 In water; toluene at 90℃;	90%

: 1502-00-7
N,N-dimethyltricyclo<3.3.1.13,7>decane-1-carboxamide

: 770-71-8
1-adamantanemethanol

Conditions

Conditions	Yield
With sodium hydride; sodium iodide; zinc(II) iodide In tetrahydrofuran; mineral oil at 40℃; for 12h; Sealed tube;	97%

: 73532-35-1
5α-cholestan-3β-yl adamantane-1-carboxylate

A: 770-71-8
1-adamantanemethanol

B: 828-51-3
1-Adamantanecarboxylic acid

C: 481-21-0
cholestane

D: 80-97-7
Cholestanol

Conditions

Conditions	Yield
With 18-crown-6 ether; tert-butylamine In tetrahydrofuran at 46℃; further reagent;	A 2% B 96% C 43% D 57%
With lithium; ethylamine at 17℃; further reagent;	A 65% B 4% C 4% D 94%

...Expand

: carbonic acid adamantan-1-ylmethyl ester allyl ester

: 770-71-8
1-adamantanemethanol

Conditions

Conditions	Yield
With trisodium tris(3-sulfophenyl)phosphine; water; diethylamine; palladium diacetate; heptakis(2,6-di-O-methyl)cyclomaltoheptaose In n-heptane at 20℃; for 1h; Substitution;	95%

: 73532-35-1
5α-cholestan-3β-yl adamantane-1-carboxylate

A: 770-71-8
1-adamantanemethanol

B: 1501-94-6
N-ethyl-1-adamantanecarboxamide

C: 481-21-0
cholestane

D: 80-97-7
Cholestanol

Conditions

Conditions	Yield
With lithium; ethylamine In tetrahydrofuran at -73℃; further reagent;	A 69% B 0.5% C 1% D 93%

...Expand

: 50-00-0
formaldehyd

: 768-93-4
1-iodoadamantane

: 770-71-8
1-adamantanemethanol

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); tetrabutylammonium (cyano)trihydroborate In acetonitrile at 80℃; for 3h; Inert atmosphere;	87%

: 768-90-1
1-Adamantyl bromide

: 50-00-0
formaldehyd

: 770-71-8
1-adamantanemethanol

Conditions

Conditions	Yield
With tetrabutylammonium (cyano)trihydroborate In acetonitrile at 20℃; for 12h; Inert atmosphere; Irradiation;	86%

: 2094-74-8
1-Adamantanecarbaldehyde

: 770-71-8
1-adamantanemethanol

Conditions

Conditions	Yield
With (1,3-dimethylimidazol-2-ylidene)borane; silica gel In ethyl acetate at 20℃; for 1h;	86%
With (1,3-dimethylimidazol-2-ylidene)borane; acetic acid In ethyl acetate at 20℃; for 1h;	84%
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; tris[3,5-bis(trifluoromethyl)phenyl]-borane In 1,4-dioxane at 100℃; for 12h; Glovebox;	52%

: 5511-18-2
adamantane-1-carboxamide

: 770-71-8
1-adamantanemethanol

Conditions

Conditions	Yield
With samarium diiodide; water; triethylamine In tetrahydrofuran at 23℃; for 18h; Inert atmosphere; chemoselective reaction;	86%

: 21898-97-5
adamantan-1-ylmethyl methyl ether

: 770-71-8
1-adamantanemethanol

Conditions

Conditions	Yield
With aluminum tri-bromide In ethanethiol for 4.5h; Ambient temperature;	85.1%
With aluminum tri-bromide In ethanethiol for 4.5h; Ambient temperature;	85.1%

: 768-90-1
1-Adamantyl bromide

: 201230-82-2
carbon monoxide

: 770-71-8
1-adamantanemethanol

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); α,α,α-trifluorotoluene; (C6F13CH2CH2)3SnH; sodium cyanoborohydride In tert-butyl alcohol at 90℃; under 60800 Torr; for 3h;	81%

: 4942-47-6
(adamant-1-yl)-acetic acid

: 770-71-8
1-adamantanemethanol

Conditions

Conditions	Yield
With sodium tetrahydroborate; [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; oxygen; caesium carbonate In dichloromethane at 40℃; for 40h; Irradiation;	79%

: 201230-82-2
carbon monoxide

: 768-93-4
1-iodoadamantane

A: 770-71-8
1-adamantanemethanol

B: 281-23-2
adamantane

Conditions

Conditions	Yield
With tetrabutylammonium borohydride In acetonitrile at 20℃; under 760.051 Torr; for 3h; Irradiation;	A 78% B 8 %Chromat.
With 2,2'-azobis(isobutyronitrile); tetrabutylammonium borohydride In acetonitrile at 80℃; under 760.051 Torr; for 3h;	A 27% B 33 %Chromat.

...Expand

: 795-63-1
1-<(p-tolylsulfonyl)methoxy>adamantane

: 770-71-8
1-adamantanemethanol

Conditions

Conditions	Yield
With propylamine; lithium In ethylenediamine for 2h; Reduction;	75%

: 1501-90-2
(3r,5r,7r)-N,N-diethyladamantane-1-carboxamide

: 770-71-8
1-adamantanemethanol

Conditions

Conditions	Yield
With samarium diiodide; water; triethylamine In tetrahydrofuran at 23℃; for 18h; Inert atmosphere; chemoselective reaction;	75%

: 40426-24-2
((3r,5r,7r)-adamantan-1-yl)methyl methanesulfonate

: 770-71-8
1-adamantanemethanol

Conditions

Conditions	Yield
With propylamine; lithium In ethylenediamine Reduction;	70%

: 64-18-6
formic acid

: 768-93-4
1-iodoadamantane

: 770-71-8
1-adamantanemethanol

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); sulfuric acid; tetrabutylammonium borohydride In acetonitrile at 80℃; for 3h; Inert atmosphere;	66%

: 828-51-3
1-Adamantanecarboxylic acid

A: 770-71-8
1-adamantanemethanol

B: 2094-74-8
1-Adamantanecarbaldehyde

Conditions

Conditions	Yield
With lithium; ethylamine at 17℃; for 6h;	A 9% B 51%

: 63534-35-0
3-azidohomoadamantane

: 71-43-2
benzene

A: 770-71-8
1-adamantanemethanol

B: 7131-11-5
1-benzyl(adamantane)

C: 14504-80-4
3-Hydroxyhomoadamantan

Conditions

Conditions	Yield
With aluminium trichloride at 18℃; for 7.5h;	A 26% B 4% C 44%

...Expand

: 2094-72-6
1-Adamantanecarbonyl chloride

: 75-26-3
isopropyl bromide

A: C25H38O2

B: 770-71-8
1-adamantanemethanol

C: 78679-70-6
(1-adamantanyl)methyl 1-adamantanecarboxylate

D: α-isopropyl-1-adamantemethanol

Conditions

Conditions	Yield
Stage #1: isopropyl bromide With magnesium In diethyl ether Stage #2: 1-Adamantanecarbonyl chloride In diethyl ether at 20℃; for 48h; Further stages. Further byproducts.;	A n/a B n/a C 35% D 7%

...Expand

: 122715-82-6
S-ethyl 1-adamantylcarboxylic acid thioester

: 770-71-8
1-adamantanemethanol

Conditions

Conditions	Yield
With tetrabutylammonium borohydride In chloroform for 18h; Heating;	30%

: 23893-54-1
2-adamantan-1-yl-2-ethoxy-oxazolidine-4,5-dione

: 770-71-8
1-adamantanemethanol

Conditions

Conditions	Yield
(i) aq. KOH, EtOH, (ii) NaBH4, THF; Multistep reaction;

: 2094-72-6
1-Adamantanecarbonyl chloride

: 770-71-8
1-adamantanemethanol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran
Multi-step reaction with 2 steps 2: 30 percent / Bu4NBH4 / CHCl3 / 18 h / Heating View Scheme

: 828-51-3
1-Adamantanecarboxylic acid

A: 770-71-8
1-adamantanemethanol

B: 24556-16-9
adamantane-1-carboxylic acid isopropyl ester

Conditions

Conditions	Yield
With isopropyl alcohol; zirconium(IV) oxide In gas at 300℃; Yield given. Yields of byproduct given;

: 770-71-8
1-adamantanemethanol

: 98-59-9
p-toluenesulfonyl chloride

: 795-63-1
1-<(p-tolylsulfonyl)methoxy>adamantane

Conditions

Conditions	Yield
With pyridine	100%
With pyridine In dichloromethane at 0 - 20℃; for 3h;	96%
With pyridine at 0 - 20℃; for 5h;	84%

: 770-71-8
1-adamantanemethanol

: 2094-74-8
1-Adamantanecarbaldehyde

Conditions

Conditions	Yield
With pyridinium chlorochromate In dichloromethane for 1.75h; Ambient temperature;	100%
With oxalyl dichloride; dimethyl sulfoxide; triethylamine In dichloromethane at -78℃; for 1h; Swern oxidation;	98%
Stage #1: 1-adamantanemethanol With oxalyl dichloride; dimethyl sulfoxide In dichloromethane at -78℃; for 1h; Inert atmosphere; Stage #2: With triethylamine In dichloromethane at -78℃; for 0.5h; Inert atmosphere;	98%

: 770-71-8
1-adamantanemethanol

: 124-63-0
methanesulfonyl chloride

: 40426-24-2
((3r,5r,7r)-adamantan-1-yl)methyl methanesulfonate

Conditions

Conditions	Yield
Stage #1: 1-adamantanemethanol With triethylamine In toluene at 20℃; for 0.5h; Inert atmosphere; Stage #2: methanesulfonyl chloride In toluene at 0℃; Inert atmosphere;	100%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 2.5h;	98%
With triethylamine In dichloromethane at 20℃;	96%

: 75-44-5
phosgene

: 770-71-8
1-adamantanemethanol

: (1-adamantyl)methyl chloroformate

Conditions

Conditions	Yield
With potassium carbonate In toluene at 20℃; for 2h;	100%

: 75-89-8
2,2,2-trifluoroethanol

: 770-71-8
1-adamantanemethanol

: 2,2,2-trifluoroethyl adamantanecarboxylate

Conditions

Conditions	Yield
With iodine; potassium carbonate at 50℃; for 5h;	100%

: 770-71-8
1-adamantanemethanol

: 18544-54-2, 122676-68-0, 14760-23-7
cobalt(II) bis(trimethylsilyl)amide

: bis(adamantylmethoxo)cobalt(II)

Conditions

Conditions	Yield
In benzene under Ar, refluxed briefly; filtered, washed with ether, elem. anal.;	100%

: 19165-29-8
N-(trifluoroacetyl)anthranilic acid

: 770-71-8
1-adamantanemethanol

: 1384165-46-1
adamant-1-ylmethyl 2-(2,2,2-trifluoroacetamido)benzoate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 30℃; for 72h;	100%

: 770-71-8
1-adamantanemethanol

: 4755-77-5
Ethyl oxalyl chloride

: adamantan-1-ylmethyl ethyl oxalate

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 1h; Inert atmosphere;	100%

: 770-71-8
1-adamantanemethanol

: 40015-67-6
1-chloromethyl-3-chloroadamantane

Conditions

Conditions	Yield
With tetrachloromethane; Me(CO)6 at 150℃; for 1h;	99%

: 770-71-8
1-adamantanemethanol

: 107-15-3
ethylenediamine

: 52725-79-8
1-(4,5-dihydro-1H-imidazol-2-yl)adamantane

Conditions

Conditions	Yield
Stage #1: 1-adamantanemethanol With iodine; potassium carbonate In tert-butyl alcohol at 70℃; for 8h; Stage #2: ethylenediamine In tert-butyl alcohol at 70℃; for 2h;	99%
Stage #1: 1-adamantanemethanol With iodine; potassium carbonate In tert-butyl alcohol at 70℃; for 16h; Stage #2: ethylenediamine In tert-butyl alcohol at 70℃; for 2h;	66%

: 770-71-8
1-adamantanemethanol

: 403-16-7
3-chloro-4-fluorobenzoic acid

: 4-(adamantan-1-ylmethoxy)-3-chlorobenzoic acid

Conditions

Conditions	Yield
Stage #1: 1-adamantanemethanol With potassium tert-butylate In dimethyl sulfoxide at 20℃; for 0.166667h; Stage #2: 3-chloro-4-fluorobenzoic acid In dimethyl sulfoxide at 20℃; for 16h;	99%

: 770-71-8
1-adamantanemethanol

: 112448-69-8
3-phenyl-1-(1H-pyrrol-1-yl)-1-propanone

: C20H26O2

Conditions

Conditions	Yield
With [2,2]bipyridinyl; bis(1,5-cyclooctadiene)nickel (0) In toluene at 20℃; for 18h; Sealed tube; chemoselective reaction;	99%

: 770-71-8
1-adamantanemethanol

: 58727-80-3
1-carbaldehyde-3-chloroadamantane

Conditions

Conditions	Yield
With tetrachloromethane; bis(acetylacetonate)oxovanadium at 150℃; for 1h;	98%

: C4H5ClO3S

: 770-71-8
1-adamantanemethanol

: 2094-74-8
1-Adamantanecarbaldehyde

Conditions

Conditions	Yield
In dichloromethane for 1h;	98%

: 57101-34-5
1-(5,5-dimethyl-[1,3]dioxan-2-yl)-4-(toluene-4-sulfonyloxy)-butane

: 770-71-8
1-adamantanemethanol

: 1314134-15-0
C21H36O3

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran for 16h; Inert atmosphere; Reflux;	98%

: 770-71-8
1-adamantanemethanol

: 616-38-6
carbonic acid dimethyl ester

: 1619236-16-6
(adamantan-1-yl)methyl methyl carbonate

Conditions

Conditions	Yield
With dicobalt octacarbonyl at 180℃; for 1h; Reagent/catalyst; chemoselective reaction;	98%

: 770-71-8
1-adamantanemethanol

: 281-46-9
homoadamantane

Conditions

Conditions	Yield
With sodium tetrahydroborate; trifluorormethanesulfonic acid In diethyl ether for 2h; Ambient temperature;	97%
With hydrogen; aluminum oxide at 200℃;	83%

: 929619-22-7
5-(triethylsilyl)pent-4-ynyl trifluoromethanesulfonate

: 770-71-8
1-adamantanemethanol

: 929619-23-8
[5-(adamantan-1-yl-methoxy)-pent-1-ynyl]-triethylsilane

Conditions

Conditions	Yield
With potassium carbonate In dichloromethane for 72h; Heating;	97%

: 770-71-8
1-adamantanemethanol

: 1039827-10-5
4-(adamantylmethoxy)pyridine N-oxide

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 20℃;	97%

: 770-71-8
1-adamantanemethanol

: 74808-10-9
O-(2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl)trichloroacetimidate

: 1-adamantanylmethyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

Conditions

Conditions	Yield
With sulfonated graphene oxide In toluene at 80℃; for 4h; Green chemistry; stereoselective reaction;	97%

: 770-71-8
1-adamantanemethanol

: (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl 3-phenylpropyne

: 1-adamentanemethanol 2,3,4,6-tetra-O-benzyl-D-glucopyranoside

Conditions

Conditions	Yield
With gold(III) chloride In dichloromethane at 20 - 45℃; for 1h; Molecular sieve; Inert atmosphere;	97%

: 770-71-8
1-adamantanemethanol

: 281-23-2
adamantane

Conditions

Conditions	Yield
With hydrogen; aluminum oxide; nickel at 200℃;	96%
With cerium(III) chloride; 9,10-diphenylanthracene; 1,2-bis(2,4,6-triisopropylphenyl)disulfane; tetrabutyl-ammonium chloride In acetonitrile for 24h; Irradiation; Inert atmosphere;	95%

1-Adamantanemethanol Chemical Properties

Molecular Structure of 1-Adamantanemethanol (CAS NO.770-71-8):

IUPAC Name: 1-adamantylmethanol
Empirical Formula: C₁₁H₁₈O
Molecular Weight: 166.26
H bond acceptors: 1
H bond donors: 1
Freely Rotating Bonds: 2
Polar Surface Area: 9.23Å²
Index of Refraction: 1.545
Molar Refractivity: 48.35 cm³
Molar Volume: 152.7 cm³
Surface Tension: 47.9 dyne/cm
Flash Point: 123.4 °C
Enthalpy of Vaporization: 58.17 kJ/mol
Boiling Point: 263.1 °C at 760 mmHg
Vapour Pressure: 0.00148 mmHg at 25°C
Melting point: 115- 118 ^°C(lit.)
Density: 1.088 g/cm³
Vapour Pressure: 0.00148 mmHg at 25^°C
EINECS: 212-225-3
Product Categories: Adamantane derivatives; Alkohols; Adamantanes
InChI
InChI=1/C11H18O/c12-7-11-4-8-1-9(5-11)3-10(2-8)6-11/h8-10,12H,1-7H2
Smiles
C12(CC3CC(CC(C3)C2)C1)CO

1-Adamantanemethanol Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 36/37/38 (Irritating to eyes, respiratory system and skin)
Safety Statements: 22-24/25-36-26 (Do not breathe dust; Avoid contact with skin and eyes; Wear suitable protective clothing; In case of contact with eyes, rinse immediately with plenty of water and seek medical advice)
WGK Germany: 3
Hazard Note: Irritant
HS Code: 29061900

1-Adamantanemethanol Standards and Recommendations

ASSAY (G.C): 99.0% min

1-Adamantanemethanol Specification

1-Adamantanemethanol , with CAS number of 770-71-8, can be called Tricyclo(3.3.1.13,7)dec-1-ylmethanol ; 1-Hydroxymethyl-adamantane ; 1-Adamantane Methanol . It is a white crystalline powder. 1-Adamantanemethanol (CAS NO.770-71-8) should be stored in a cool, dry, well-ventilated area away from incompatible substances.

Product Name

1-Adamantanemethanol

Synthetic route

1-Adamantanemethanol Chemical Properties

1-Adamantanemethanol Safety Profile

1-Adamantanemethanol Standards and Recommendations

1-Adamantanemethanol Specification

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