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Name	1-Adamantanecarbonyl chloride	EINECS	218-252-7
CAS No.	2094-72-6	Density	1.239 g/cm³
PSA	17.07000	LogP	2.96820
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;	Article Data	27

1-Adamantanecarbonyl chloride 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

: 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%

: 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%

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.

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