1-Adamantanecarbonyl chloride supplier

Name
1-Adamantanecarbonyl chloride
EINECS 218-252-7
CAS No. 2094-72-6
Article Data27
CAS DataBase
Density 1.239 g/cm³
Solubility may decompose with water
Melting Point 49-51 °C(lit.)
Formula C₁₁H₁₅ClO
Boiling Point 270.6 °C at 760 mmHg
Molecular Weight 198.692
Flash Point 139 °C
Transport Information UN 3261 8/PG 2
Appearance white to almost white crystalline solid
Safety 26-36/37/39-45-24/25
Risk Codes 14-34-37
Molecular Structure
Hazard Symbols C
Synonyms 1-Adamantanecarbonylchloride (6CI,7CI,8CI);1-Adamantanecarboxylic acid chloride;1-Adamantanoylchloride;1-Adamantoyl chloride;1-Adamantylcarbonyl chloride;1-Adamantylcarboxylic acid chloride;NSC 179368;NSC 249324;
PSA 17.07000
LogP 2.96820

Synthetic route

: 828-51-3
1-Adamantanecarboxylic acid

: 2094-72-6
1-Adamantanecarbonyl chloride

Conditions

Conditions	Yield
With thionyl chloride at 80℃; for 2h;	100%
With oxalyl dichloride; N,N-dimethyl-formamide at 25℃; for 1.5h;	100%
With thionyl chloride at 80℃; for 3h;	99%

: 768-90-1
1-Adamantyl bromide

: 2094-72-6
1-Adamantanecarbonyl chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) magnesium, 1,2-dibromoethane / 1.) diethyl ether, 35 deg C 2: 90 percent / SOCl2 / 1 h / Heating View Scheme
Multi-step reaction with 2 steps 1: sulfuric acid / hexane / 5 h / Cooling with ice 2: thionyl chloride / benzene / 5 h / 80 °C / Reflux View Scheme
Multi-step reaction with 2 steps 1.1: magnesium; iodine / diethyl ether / 2 h / Inert atmosphere 1.2: 3.5 h / Inert atmosphere 2.1: thionyl chloride / 1 h / 80 °C View Scheme

: 104164-53-6
adamantoyltris(trimethylsilyl)germane

A: 104164-55-8
tris(trimethylsilyl)germyl chloride

B: {(CH3)3Si}2Ge{C(OSi(CH3)3)C10H15}

C: 67-66-3
chloroform

D: 2094-72-6
1-Adamantanecarbonyl chloride

Conditions

Conditions	Yield
In tetrachloromethane byproducts: Me3SiCl, hexachloroethane; Irradiation (UV/VIS); NMR tubes contg. the acylgermane/CCl4 sealed under vac., irradiated (two 100W Hg lamps, λ>360 nm) for up to 3h, with cooling to -15°C), soln. remained colourless; not isolated, detected by NMR-spect.;	A >65 B 0% C <1 D >99

...Expand

: 281-23-2
adamantane

: 2094-72-6
1-Adamantanecarbonyl chloride

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: bromine / 6 h / 85 °C 2.1: magnesium; iodine / diethyl ether / 2 h / Inert atmosphere 2.2: 3.5 h / Inert atmosphere 3.1: thionyl chloride / 1 h / 80 °C View Scheme
Multi-step reaction with 3 steps 1: bromine / 85 - 110 °C 2: sulfuric acid / tetrahydrofuran / 3 h / 5 - 10 °C 3: thionyl chloride / 2 h / 80 °C View Scheme
Multi-step reaction with 3 steps 1: bromine / 85 - 110 °C / Green chemistry 2: sulfuric acid / tetrahydrofuran / 3 h / 5 - 10 °C / Green chemistry 3: thionyl chloride / 2 h / 80 °C / Green chemistry View Scheme

: 117-10-2
1,8-dihydroxy-9,10-anthracenedione

: 2094-72-6
1-Adamantanecarbonyl chloride

: C36H36O6

Conditions

Conditions	Yield
In pyridine for 3h; Ambient temperature;	100%

: 81250-34-2
1,3-dipropyl-5,6-diaminouracil

: 2094-72-6
1-Adamantanecarbonyl chloride

: 144-55-8
sodium hydrogencarbonate

: 127946-26-3
1,3-dipropyl-8-(1-adamantyl)xanthine

Conditions

Conditions	Yield
In pyridine	100%

...Expand

: 911010-77-0
7-benzyl-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-amine

: 2094-72-6
1-Adamantanecarbonyl chloride

: 911006-44-5
C25H30N4O

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In chloroform at 160℃; for 0.116667h; Product distribution / selectivity; Microwave irradiation;	100%

: 6346-09-4
4-aminobutyrylaldehyde diethylacetal

: 2094-72-6
1-Adamantanecarbonyl chloride

: 1148156-24-4
N-(4,4-diethoxybutyl)adamantane-1-carboxamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane	100%

: 18531-99-2
(S)-[1,1']-binaphthalenyl-2,2'-diol

: 2094-72-6
1-Adamantanecarbonyl chloride

: (S)-2-adamantanecarbonyloxy-2'-hydroxy-1,1'-binaphthyl

Conditions

Conditions	Yield
With triethylamine In dichloromethane at -10 - 20℃;	100%
With dmap; triethylamine In tetrahydrofuran at -5 - 20℃; for 24h; Inert atmosphere;	95%
With dmap; triethylamine In tetrahydrofuran at -10 - 20℃; Inert atmosphere;	95%

: 771-99-3
4-phenylpiperidine

: 2094-72-6
1-Adamantanecarbonyl chloride

: 312504-53-3
C22H29NO

Conditions

Conditions	Yield
With triethylamine In chloroform at 20℃; for 0.5h;	100%

: 68076-36-8
1-amino-4-[(tert-butyloxycarbonyl)amino]butane

: 2094-72-6
1-Adamantanecarbonyl chloride

: 1310686-26-0
N-(4-tert-butoxycarbonylamino)butyl-1-adamantanecarboxamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 3h;	100%

: 98-16-8
3-trifluoromethylaniline

: 2094-72-6
1-Adamantanecarbonyl chloride

: 42600-84-0
N-[3-(trifluoromethyl)phenyl]adamantane-1-carboxamide

Conditions

Conditions	Yield
With triethylamine In acetone at 90℃; for 3h; Inert atmosphere;	100%

: 2094-72-6
1-Adamantanecarbonyl chloride

: 126-30-7
2,2-Dimethyl-1,3-propanediol

: 3-hydroxy-2,2-dimethylpropyl (3r,5r,7r)-adamantane-1-carboxylate

Conditions

Conditions	Yield
With pyridine; dmap In dichloromethane at 0 - 20℃; Inert atmosphere;	100%
With pyridine; dmap In dichloromethane at 0 - 20℃; Inert atmosphere;	100%
With pyridine; dmap In dichloromethane at 0 - 20℃; Inert atmosphere;

: 209219-68-1
3(S)-tert-Butoxycarbonylamino-1,3,4,5-tetrahydro-benzo[b][1,4]diazepin-2-one

: 2094-72-6
1-Adamantanecarbonyl chloride

: 2-oxo-3-tert-butoxycarbonylamino-5-(adamantan-1-yl)carbonyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepine

Conditions

Conditions	Yield
With pyridine In 1,2-dichloro-ethane	99.8%

: 4648-54-8
trimethylsilylazide

: 2094-72-6
1-Adamantanecarbonyl chloride

: 4411-25-0
1-adamantyl isocyanate

Conditions

Conditions	Yield
zinc(II) iodide In tetrachloromethane for 6h; Heating;	99%

: 2094-72-6
1-Adamantanecarbonyl chloride

: 14630-40-1
Bis(trimethylsilyl)ethyne

: 94609-13-9
ethynyl adamant-1-yl ketone

Conditions

Conditions	Yield
With aluminium trichloride In dichloromethane at -20℃; for 1.25h;	99%

: 57009-12-8
methyl 3-acetyl-4-hydroxybenzoate

: 2094-72-6
1-Adamantanecarbonyl chloride

: 750572-54-4
adamantane-1-carboxylic acid 2-acetyl-4-(methoxycarbonyl)phenyl ester

Conditions

Conditions	Yield
With pyridine; dmap at 20℃; for 18h;	99%

: 2094-72-6
1-Adamantanecarbonyl chloride

: 145042-91-7
(3-acetyl-4-hydroxyphenyl)acetic acid methyl ester

: 750572-53-3
adamantane-1-carboxylic acid 2-acetyl-4-methoxycarbonylmethylphenyl ester

Conditions

Conditions	Yield
With pyridine; dmap at 20℃; for 18h;	99%

: 2094-72-6
1-Adamantanecarbonyl chloride

: 205379-08-4
Nα,Nα-bis[(tert-butyloxycarbonyl)methyl]-L-lysine tert-butyl ester

: C33H56N2O7

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 2h;	99%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 2h;	77%

: 2094-72-6
1-Adamantanecarbonyl chloride

: 320-51-4
4-chloro-3-trifluoromethyl-aniline

: N-[4-chloro-3-(trifluoromethyl)phenyl]adamantane-1-carboxamide

Conditions

Conditions	Yield
With triethylamine In acetone at 90℃; for 3h; Inert atmosphere;	99%

: 771-60-8
2,3,4,5,6-pentafluoroaniline

: 2094-72-6
1-Adamantanecarbonyl chloride

: N-[4-chloro-3-(trifluoromethyl)phenyl]adamantane-1-carboxamide

Conditions

Conditions	Yield
With triethylamine In acetone at 90℃; for 3h; Inert atmosphere;	99%

: 131348-06-6
(+)-endo-Fenchylamine

: 2094-72-6
1-Adamantanecarbonyl chloride

: N-((1R,2R,4S)-1.3.3-trimethylbicyclo[2.2.1]heptan-2-yl)adamantane-1-carboxamide

Conditions

Conditions	Yield
With triethylamine In toluene at 0 - 20℃; for 12h;	99%

: 2094-72-6
1-Adamantanecarbonyl chloride

: (2R,4S,5R)-1-benzyl-2-((S)-hydroxy(quinolin-4-yl)methyl)-5-vinylquinuclidin-1-ium bromide

: O-1-adamantoyl-N-benzylcinchoninium bromide

Conditions

Conditions	Yield
With sodium hydroxide In dichloromethane at 20℃; for 0.5h;	98.3%

: 2094-72-6
1-Adamantanecarbonyl chloride

A: 768-90-1
1-Adamantyl bromide

B: 66832-24-4
2-<(trichloromethyl)thio>pyridine

Conditions

Conditions	Yield
With Bromotrichloromethane; 2-mercaptopyridine-1-oxide sodium salt; dmap at 105℃; for 0.5h;	A 98% B n/a

: 2094-72-6
1-Adamantanecarbonyl chloride

: 114715-39-8
(R)-1-benzyl-3-aminopyrrolidine

: 920009-45-6
(R)-N-(1-Benzylpyrrolidin-3-yl)-1-adamantanecarboxamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane Acylation;	98%

: 2094-72-6
1-Adamantanecarbonyl chloride

: 114715-38-7
(3S)-1-benzyl-3-pyrrolidinamine

: 267643-71-0
(S)-N-(1-benzylpyrrolidin-3-yl)-1-adamantanecarboxamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane Acylation;	98%
With triethylamine In ethyl acetate; N,N-dimethyl-formamide

: 2094-72-6
1-Adamantanecarbonyl chloride

: 60-32-2
6-aminohexanoic acid

: 34790-40-4
6-[(Adamantane-1-carbonyl)-amino]-hexanoic acid

Conditions

Conditions	Yield
With sodium hydroxide In tetrahydrofuran at 0℃; for 2h;	98%

: 37577-28-9
(1S,2R)-(+)-norphedrine

: 2094-72-6
1-Adamantanecarbonyl chloride

: 1050521-37-3
N-((1S,2R)-1-hydroxy-1-phenylpropan-2-yl)adamantane-1-carboxamide

Conditions

Conditions	Yield
Stage #1: (1S,2R)-(+)-norphedrine; 1-Adamantanecarbonyl chloride With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; Cooling with ice; Stage #2: With sodium hydroxide In tetrahydrofuran; methanol; water at 20℃; for 4h; Alkaline aqueous solution;	98%

: 2094-72-6
1-Adamantanecarbonyl chloride

: 39648-74-3, 65355-00-2, 65355-14-8
(S)-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2-naphthol

: (S)-2-adamantanecarbonyloxy-2'-hydroxy-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl

Conditions

Conditions	Yield
	98%

: 163618-06-2
5-fluoro-N1-[2-(morpholin-4-yl)ethyl]-1,2-phenylenediamine

: 2094-72-6
1-Adamantanecarbonyl chloride

: 163618-07-3
N-(1-adamantanecarbonyl)-4-fluoro-N'-[2-(morpholin-4-yl)ethyl]-1,2-phenylenediamine

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 60℃; for 1.5h;	98%

: C27H28F3N2O(1+)*Br(1-)

: 2094-72-6
1-Adamantanecarbonyl chloride

: O-1-adamantoyl-N-(3-trifluoromethylbenzyl)cinchoninium bromide

Conditions

Conditions	Yield
With sodium hydroxide In dichloromethane at 20℃; for 0.5h;	98%

: quinidium bromide

: 2094-72-6
1-Adamantanecarbonyl chloride

: O-1-adamantoyl-N-(9-anthracenylmethyl)quinidium bromide

Conditions

Conditions	Yield
With sodium hydroxide In dichloromethane at 20℃; for 0.5h;	98%

: 66607-27-0
3-iodoindazole

: 2094-72-6
1-Adamantanecarbonyl chloride

: adamantaneformoxyl-3-iodoindazole

Conditions

Conditions	Yield
Stage #1: 3-iodoindazole With potassium tert-butylate In tetrahydrofuran at 0℃; for 1h; Stage #2: 1-Adamantanecarbonyl chloride In tetrahydrofuran at 20℃; for 4h;	98%

1-Adamantanecarbonyl chloride Chemical Properties

Molecular structure of 1-Adamantanecarbonyl chloride (CAS NO.2094-72-6) is:

Product Name: 1-Adamantanecarbonyl chloride
CAS Registry Number: 2094-72-6
IUPAC Name: Adamantane-1-carbonyl chloride
Molecular Weight: 198.6892 [g/mol]
Molecular Formula: C₁₁H₁₅ClO
XLogP3: 3.6
H-Bond Donor: 0
H-Bond Acceptor: 1
EINECS: 218-252-7
Melting Point: 49-51 °C(lit.)
Surface Tension: 45.4 dyne/cm
Density: 1.239 g/cm³
Flash Point: 139 °C
Enthalpy of Vaporization: 50.88 kJ/mol
Boiling Point: 270.6 °C at 760 mmHg
Vapour Pressure: 0.00678 mmHg at 25°C
Storage temp.: 2-8°C
Water Solubility: may decompose with water
Sensitive: Moisture Sensitive
Product Categories: Adamantane derivatives;Adamantanes;Acid Halides;Carbonyl Compounds;Organic Building Blocks

1-Adamantanecarbonyl chloride Safety Profile

Safty information about 1-Adamantanecarbonyl chloride (CAS NO.2094-72-6) is:
Hazard Codes: Corrosive C
Risk Statements: 14-34-37
R14 :Reacts violently with water.
R34:Causes burns.
R37:Irritating to respiratory system
Safety Statements: 26-36/37/39-45-24/25
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S24/25:Avoid contact with skin and eyes.
RIDADR: UN 3261 8/PG 2
WGK Germany: 3
F: 10-21
HazardClass: 8
PackingGroup: III

1-Adamantanecarbonyl chloride Specification

1-Adamantanecarbonyl chloride , its cas register number is 2094-72-6. It also can be called Tricyclo(3.3.1.1'3,7)decane-1-carbonyl chloride ; Adamantoyl chloride .It is a white to almost white crystalline solid.

Product Name

1-Adamantanecarbonyl chloride

Synthetic route

1-Adamantanecarbonyl chloride Chemical Properties

1-Adamantanecarbonyl chloride Safety Profile

1-Adamantanecarbonyl chloride Specification

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