Product Name

  • Name

    1-Bromo-3,5-dimethyladamantane

  • EINECS 213-378-9
  • CAS No. 941-37-7
  • Article Data19
  • CAS DataBase
  • Density 1.365 g/cm3
  • Solubility
  • Melting Point
  • Formula C12H19Br
  • Boiling Point 248.3 °C at 760 mmHg
  • Molecular Weight 243.187
  • Flash Point 108.9 °C
  • Transport Information
  • Appearance clear colorless oil
  • Safety 26-27-36/37/39-45
  • Risk Codes 34-36
  • Molecular Structure Molecular Structure of 941-37-7 (1-Bromo-3,5-dimethyladamantane)
  • Hazard Symbols CorrosiveC
  • Synonyms Adamantane,1-bromo-3,5-dimethyl- (7CI,8CI);1,3-Dimethyl-5-bromoadamantane;3,5-Dimethyl-1-bromoadamantane;NSC 102293;
  • PSA 0.00000
  • LogP 4.13030

Synthetic route

1,3-dimethyladamantane
702-79-4

1,3-dimethyladamantane

3,5-dimethyl-1-bromoadamantane
941-37-7

3,5-dimethyl-1-bromoadamantane

Conditions
ConditionsYield
With aluminum (III) chloride; bromine In 1,2-dichloro-ethane at 15℃; Reagent/catalyst; Temperature; Solvent;92%
With bromine for 12h; Reflux;91.5%
With iron(III)-acetylacetonate; carbon tetrabromide at 150℃; for 3h; Sealed tube; Inert atmosphere;85%
1-acetamido-3,5-dimethyladamantane
19982-07-1

1-acetamido-3,5-dimethyladamantane

A

1,3-dimethyl-5-adamantanol
707-37-9

1,3-dimethyl-5-adamantanol

B

3,5-dimethyl-1-bromoadamantane
941-37-7

3,5-dimethyl-1-bromoadamantane

C

memantine*
19982-08-2

memantine*

D

memantine hydrochloride
41100-52-1

memantine hydrochloride

Conditions
ConditionsYield
Stage #1: 1-acetamido-3,5-dimethyladamantane With sodium hydroxide In diethylene glycol at 105 - 170℃; for 10h;
Stage #2: With hydrogenchloride In water; toluene at 5 - 15℃; for 2.5h; Product distribution / selectivity;
...Expand
1,3-dimethyl-5-adamantanol
707-37-9

1,3-dimethyl-5-adamantanol

3,5-dimethyl-1-bromoadamantane
941-37-7

3,5-dimethyl-1-bromoadamantane

Conditions
ConditionsYield
With hydrogen bromide In water for 0.666667h; Inert atmosphere;
1,3-dimethyladamantane
702-79-4

1,3-dimethyladamantane

A

1,3-dimethyl-5-adamantanol
707-37-9

1,3-dimethyl-5-adamantanol

B

3,5-dimethyl-1-bromoadamantane
941-37-7

3,5-dimethyl-1-bromoadamantane

C

2-bromo-3,5-dimethyladamantane

2-bromo-3,5-dimethyladamantane

Conditions
ConditionsYield
With pyridine; carbon tetrabromide; water; manganese(III) acetylacetonate Catalytic behavior; Concentration; Temperature; Time; Heating;
...Expand
3,5-dimethyl-1-bromoadamantane
941-37-7

3,5-dimethyl-1-bromoadamantane

1,3-dimethyladamantane
702-79-4

1,3-dimethyladamantane

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride at 90℃; for 1h; Solvent; Barton-McCombie Deoxygenation; Inert atmosphere;100%
With decane; 2,2’-azobis(4-methoxy-2,4-dimethyl)valeronitrile; tri-n-butyl-tin hydride In toluene at 80℃; for 0.0166667h;99 % Chromat.
Multi-step reaction with 2 steps
1: 98 percent / aq. HCl / dimethylformamide / 1.5 h
2: H2SO4 (91.5percent) / 72 h / Ambient temperature; var. of conc.of H2SO4, and var. of reaction time
View Scheme
acetamide
60-35-5

acetamide

3,5-dimethyl-1-bromoadamantane
941-37-7

3,5-dimethyl-1-bromoadamantane

1-acetamido-3,5-dimethyladamantane
19982-07-1

1-acetamido-3,5-dimethyladamantane

Conditions
ConditionsYield
With dimanganese decacarbonyl at 120 - 130℃; Inert atmosphere; Autoclave;99%
at 125℃; Temperature;94%
at 70 - 160℃; for 6h; Temperature; Inert atmosphere;92.4%
3,5-dimethyl-1-bromoadamantane
941-37-7

3,5-dimethyl-1-bromoadamantane

1,3-dimethyl-5-adamantanol
707-37-9

1,3-dimethyl-5-adamantanol

Conditions
ConditionsYield
With hydrogenchloride In N,N-dimethyl-formamide for 1.5h;98%
With sodium hydroxide In ethanol at 70℃; Temperature;85%
With potassium carbonate at 150℃; for 6h;
With sodium hydroxide In water for 4h; Reflux;
3,5-dimethyl-1-bromoadamantane
941-37-7

3,5-dimethyl-1-bromoadamantane

methylmagnesium bromide
75-16-1

methylmagnesium bromide

A

1,3-dimethyladamantane
702-79-4

1,3-dimethyladamantane

B

1,3,5-trimethyladamantane
707-35-7

1,3,5-trimethyladamantane

Conditions
ConditionsYield
In dibutyl ether at 95℃;A 2%
B 98%
...Expand
3,5-dimethyl-1-bromoadamantane
941-37-7

3,5-dimethyl-1-bromoadamantane

Propionamid
79-05-0

Propionamid

N-(3,5-dimethyladamant-1-yl)propanamide

N-(3,5-dimethyladamant-1-yl)propanamide

Conditions
ConditionsYield
With dimanganese decacarbonyl at 120 - 130℃; Inert atmosphere; Autoclave;98%
3,5-dimethyl-1-bromoadamantane
941-37-7

3,5-dimethyl-1-bromoadamantane

benzamide
55-21-0

benzamide

N-(3,5-dimethyladamant-1-yl)benzamide

N-(3,5-dimethyladamant-1-yl)benzamide

Conditions
ConditionsYield
With dimanganese decacarbonyl at 120 - 130℃; Inert atmosphere; Autoclave;97%
3,5-dimethyl-1-bromoadamantane
941-37-7

3,5-dimethyl-1-bromoadamantane

urea
57-13-6

urea

memantine hydrochloride
41100-52-1

memantine hydrochloride

Conditions
ConditionsYield
Stage #1: 3,5-dimethyl-1-bromoadamantane; urea In 1-methyl-pyrrolidin-2-one at 120℃; for 4h;
Stage #2: With sodium hydroxide In 1-methyl-pyrrolidin-2-one at 120℃; for 6h;
Stage #3: With hydrogenchloride In 1-methyl-pyrrolidin-2-one; water at 25℃; for 16h; Solvent; Temperature;		97%
3,5-dimethyl-1-bromoadamantane
941-37-7

3,5-dimethyl-1-bromoadamantane

acetonitrile
75-05-8

acetonitrile

1-acetamido-3,5-dimethyladamantane
19982-07-1

1-acetamido-3,5-dimethyladamantane

Conditions
ConditionsYield
With sulfuric acid for 12h;96%
Stage #1: 3,5-dimethyl-1-bromoadamantane; acetonitrile With phosphoric acid at 20 - 87℃; for 3.75 - 4.33h;
Stage #2: With sodium hydroxide; water; butan-1-ol at 35 - 45℃; pH=5.5 - 7;		95.5%
With sulfuric acid at 20℃;80%
3,5-dimethyl-1-bromoadamantane
941-37-7

3,5-dimethyl-1-bromoadamantane

methylmagnesium bromide
75-16-1

methylmagnesium bromide

1,3,5-trimethyladamantane
707-35-7

1,3,5-trimethyladamantane

Conditions
ConditionsYield
In dibutyl ether at 116℃;95%
Isopropenyl acetate
108-22-5

Isopropenyl acetate

3,5-dimethyl-1-bromoadamantane
941-37-7

3,5-dimethyl-1-bromoadamantane

1-(3,5-dimethyladamantan-1-yl)propan-2-one

1-(3,5-dimethyladamantan-1-yl)propan-2-one

Conditions
ConditionsYield
Stage #1: 3,5-dimethyl-1-bromoadamantane With aluminum tri-bromide In dichloromethane at -10℃; for 0.5h;
Stage #2: Isopropenyl acetate In dichloromethane at -10℃; for 0.5h;		91%
3,5-dimethyl-1-bromoadamantane
941-37-7

3,5-dimethyl-1-bromoadamantane

memantine*
19982-08-2

memantine*

Conditions
ConditionsYield
Stage #1: 3,5-dimethyl-1-bromoadamantane With ammonium acetate In N,N-dimethyl-formamide at 150℃; for 5.5h;
Stage #2: With hydrogenchloride In water; N,N-dimethyl-formamide at 5℃; for 0.5h;		90%
Stage #1: 3,5-dimethyl-1-bromoadamantane With acetamide at 130℃; for 5h;
Stage #2: With sodium hydroxide In ethylene glycol at 200℃; for 7h;		75%
Multi-step reaction with 2 steps
1: H2SO4
2: KOH
View Scheme
2-phenyl-1,2,3,4-tetrahydroisoquinoline
3340-78-1

2-phenyl-1,2,3,4-tetrahydroisoquinoline

3,5-dimethyl-1-bromoadamantane
941-37-7

3,5-dimethyl-1-bromoadamantane

1-(3,5-dimethyladamantan-1-yl)-2-phenyl-1,2,3,4-tetrahydroisoquinoline

1-(3,5-dimethyladamantan-1-yl)-2-phenyl-1,2,3,4-tetrahydroisoquinoline

Conditions
ConditionsYield
With 2,4,6-trimethyl-pyridine; tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide at 20℃; for 16h; Inert atmosphere; Schlenk technique; Irradiation;90%
3,5-dimethyl-1-bromoadamantane
941-37-7

3,5-dimethyl-1-bromoadamantane

memantine hydrochloride
41100-52-1

memantine hydrochloride

Conditions
ConditionsYield
Stage #1: 3,5-dimethyl-1-bromoadamantane With sulfuric acid; toluene-4-sulfonic acid; acetonitrile at 30 - 50℃; for 2h;
Stage #2: With hydrogenchloride In water; ethyl acetate for 2h; Reagent/catalyst;		88.44%
Stage #1: 3,5-dimethyl-1-bromoadamantane With formic acid; urethane at 20 - 90℃; for 1h; Inert atmosphere;
Stage #2: With hydrogenchloride In water at 20 - 110℃; for 4h; Reagent/catalyst; Temperature; Inert atmosphere;		85%
Multi-step reaction with 3 steps
1: sulfuric acid / 12 h
2: sodium hydroxide / water; ethylene glycol / 12 h / 150 °C
3: hydrogenchloride / pH 6 / Gas phase
View Scheme
carbon monoxide
201230-82-2

carbon monoxide

3,5-dimethyl-1-bromoadamantane
941-37-7

3,5-dimethyl-1-bromoadamantane

aniline
62-53-3

aniline

1,3-Me2-5,7-Ad(CONHC6H5)2
1344030-14-3

1,3-Me2-5,7-Ad(CONHC6H5)2

Conditions
ConditionsYield
Stage #1: carbon monoxide; 3,5-dimethyl-1-bromoadamantane With aluminum tri-bromide; carbon tetrabromide In methylene dibromide at 0 - 20℃; under 760.051 Torr; for 3h;
Stage #2: aniline In methylene dibromide at 0℃;		88%
...Expand
1,1'-azobis (cyclohexanecarbonitrile)
2094-98-6

1,1'-azobis (cyclohexanecarbonitrile)

3,5-dimethyl-1-bromoadamantane
941-37-7

3,5-dimethyl-1-bromoadamantane

tri-n-butyl-tin hydride
688-73-3

tri-n-butyl-tin hydride

acrylonitrile
107-13-1

acrylonitrile

3-(3, 5-Dimethyl-1-adamantyl)propionitrile
227323-46-8

3-(3, 5-Dimethyl-1-adamantyl)propionitrile

Conditions
ConditionsYield
In toluene86%
...Expand
carbon dioxide
124-38-9

carbon dioxide

3,5-dimethyl-1-bromoadamantane
941-37-7

3,5-dimethyl-1-bromoadamantane

N-benzyl-2-phenyl-1-prop-2-enamine
123974-18-5

N-benzyl-2-phenyl-1-prop-2-enamine

3-benzyl-5-((3,5-dimethyladamantan-1-yl)methyl)-5-phenyloxazolidin-2-one

3-benzyl-5-((3,5-dimethyladamantan-1-yl)methyl)-5-phenyloxazolidin-2-one

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine In dimethyl sulfoxide under 760.051 Torr; for 24h; Schlenk technique; Irradiation; Sealed tube;86%
...Expand
3,5-dimethyl-1-bromoadamantane
941-37-7

3,5-dimethyl-1-bromoadamantane

1-azido-3,5-dimethyladamantane
63534-29-2

1-azido-3,5-dimethyladamantane

Conditions
ConditionsYield
With trimethylsilylazide; tin(IV) chloride In dichloromethane at 50℃; for 10h; Inert atmosphere;85%
With trimethylsilylazide; tin(IV) chloride In dichloromethane for 12h; Ambient temperature;71%
morpholine
110-91-8

morpholine

carbon monoxide
201230-82-2

carbon monoxide

3,5-dimethyl-1-bromoadamantane
941-37-7

3,5-dimethyl-1-bromoadamantane

C22H34N2O4
1344030-15-4

C22H34N2O4

Conditions
ConditionsYield
Stage #1: carbon monoxide; 3,5-dimethyl-1-bromoadamantane With aluminum tri-bromide; carbon tetrabromide In methylene dibromide at 0 - 20℃; under 760.051 Torr; for 3h;
Stage #2: morpholine In methylene dibromide at 0℃;		85%
...Expand
3,5-dimethyl-1-bromoadamantane
941-37-7

3,5-dimethyl-1-bromoadamantane

(3,5-dimethyladamantyl)phosphonic acid dichloride
125282-04-4

(3,5-dimethyladamantyl)phosphonic acid dichloride

Conditions
ConditionsYield
With sulfuric acid; phosphorus trichloride at 20 - 50℃; for 2h;82%
carbon monoxide
201230-82-2

carbon monoxide

3,5-dimethyl-1-bromoadamantane
941-37-7

3,5-dimethyl-1-bromoadamantane

(3,5-dimethyl-adamantan-1-yl)-methanol
26919-42-6

(3,5-dimethyl-adamantan-1-yl)-methanol

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); α,α,α-trifluorotoluene; (C6F13CH2CH2)3SnH; sodium cyanoborohydride In tert-butyl alcohol at 90℃; under 60800 Torr; for 3h;79%
carbon monoxide
201230-82-2

carbon monoxide

3,5-dimethyl-1-bromoadamantane
941-37-7

3,5-dimethyl-1-bromoadamantane

isopropyl alcohol
67-63-0

isopropyl alcohol

1.3-Me2-5,7-Ad(COOiPr)2
1344030-12-1

1.3-Me2-5,7-Ad(COOiPr)2

Conditions
ConditionsYield
Stage #1: carbon monoxide; 3,5-dimethyl-1-bromoadamantane With aluminum tri-bromide; carbon tetrabromide In methylene dibromide at 0 - 20℃; under 760.051 Torr; for 3h;
Stage #2: isopropyl alcohol In methylene dibromide at 0℃;		79%
...Expand
3,5-dimethyl-1-bromoadamantane
941-37-7

3,5-dimethyl-1-bromoadamantane

potassium phtalimide
1074-82-4

potassium phtalimide

2-(3,5-dimethyladamantan-1-yl)isoindoline-1,3-dione
1204184-74-6

2-(3,5-dimethyladamantan-1-yl)isoindoline-1,3-dione

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 25 - 130℃;78.64%
3,5-dimethyl-1-bromoadamantane
941-37-7

3,5-dimethyl-1-bromoadamantane

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

formamide

1-formamido-3,5-dimethyltricyclo[3.3.1.13,7]decane
351329-88-9

1-formamido-3,5-dimethyltricyclo[3.3.1.13,7]decane

Conditions
ConditionsYield
With dimanganese decacarbonyl at 120 - 130℃; Inert atmosphere; Autoclave;78%
at 22 - 75℃; Product distribution / selectivity; Inert atmosphere;
Stage #1: 3,5-dimethyl-1-bromoadamantane; formamide at 120℃;
Stage #2: With sodium hydroxide In dichloromethane
at 150℃; for 8h;
at 140℃; for 12h; Temperature;
carbon monoxide
201230-82-2

carbon monoxide

3,5-dimethyl-1-bromoadamantane
941-37-7

3,5-dimethyl-1-bromoadamantane

diethylamine
109-89-7

diethylamine

1,3-Me2-5,7-Ad(CONEt2)2
1344030-13-2

1,3-Me2-5,7-Ad(CONEt2)2

Conditions
ConditionsYield
Stage #1: carbon monoxide; 3,5-dimethyl-1-bromoadamantane With aluminum tri-bromide; carbon tetrabromide In methylene dibromide at 0 - 20℃; under 760.051 Torr; for 3h;
Stage #2: diethylamine In methylene dibromide at 0℃;		75%
...Expand
carbon monoxide
201230-82-2

carbon monoxide

3,5-dimethyl-1-bromoadamantane
941-37-7

3,5-dimethyl-1-bromoadamantane

methoxybenzene
100-66-3

methoxybenzene

1,3-Me2-5,7-Ad(COC6H4OMe)2

1,3-Me2-5,7-Ad(COC6H4OMe)2

Conditions
ConditionsYield
Stage #1: carbon monoxide; 3,5-dimethyl-1-bromoadamantane With aluminum tri-bromide; carbon tetrabromide In methylene dibromide at 0 - 20℃; under 760.051 Torr; for 3h;
Stage #2: methoxybenzene In methylene dibromide at 0℃;		73%
...Expand
N,N'-Dimethylurea
96-31-1

N,N'-Dimethylurea

3,5-dimethyl-1-bromoadamantane
941-37-7

3,5-dimethyl-1-bromoadamantane

1-N-methylamino-3,5-dimethyl-adamantane hydrochloride

1-N-methylamino-3,5-dimethyl-adamantane hydrochloride

Conditions
ConditionsYield
In water72%
1,1-Dichloroethylene
75-35-4

1,1-Dichloroethylene

3,5-dimethyl-1-bromoadamantane
941-37-7

3,5-dimethyl-1-bromoadamantane

2-(3,5-dimethyladamantan-1-yl)acetic acid
14202-14-3

2-(3,5-dimethyladamantan-1-yl)acetic acid

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In sulfuric acid at 15℃;70%
With sulfuric acid; boron trifluoride
Stage #1: 1,1-Dichloroethylene; 3,5-dimethyl-1-bromoadamantane With sulfuric acid In water at 10℃; for 1h;
Stage #2: With boron trifluoride diethyl etherate In 1,1-dichloroethane; water at 10 - 15℃; for 2.5h;
2-Adamantanone
700-58-3

2-Adamantanone

3,5-dimethyl-1-bromoadamantane
941-37-7

3,5-dimethyl-1-bromoadamantane

3,5-Dimethyl-[1,2']bi[tricyclo[decyl]-2'-ol

3,5-Dimethyl-[1,2']bi[tricyclo[decyl]-2'-ol

Conditions
ConditionsYield
With lithium sodium In diethyl ether at -25℃;70%
3,5-dimethyl-1-bromoadamantane
941-37-7

3,5-dimethyl-1-bromoadamantane

3-hydroxy-trans-cinnamic acid
14755-02-3

3-hydroxy-trans-cinnamic acid

3-((E)-2-((1s,3R,5S,7r)-3,5-dimethyladamantan-1-yl)vinyl)phenol

3-((E)-2-((1s,3R,5S,7r)-3,5-dimethyladamantan-1-yl)vinyl)phenol

Conditions
ConditionsYield
With palladium diacetate; N-ethyl-N,N-diisopropylamine; triphenylphosphine In dimethyl sulfoxide at 28℃; for 24h; Inert atmosphere; Irradiation; Sealed tube; stereoselective reaction;70%

1-Bromo-3,5-dimethyladamantane Specification

1-Bromo-3,5-dimethyladamantane, with the CAS NO.941-37-7,  is also named as 3,5-dimethyl-1-bromo- adamantane; 1-Bromo-3,5-Dimethyl; 1-BROMO-3,5- DIMETHYL DAMANTANE; 1,3-Dimethyl-5-bromoadamantane; tricyclo[3.3.1.1~3,7~]decane, 1-bromo-3,5-dimethyl-; NSC 102293. It belongs to the Product Categories of Chemical intermediate for Memantine HCl; Adamantane derivatives; Adamantanes; Alkyl; Halogenated Hydrocarbons; Organic Building Blocks.

Physical properties about 1-Bromo-3,5-dimethyladamantane are: (1)ACD/LogP: 4.776; (2)ACD/LogD (pH 5.5): 4.78; (3)ACD/LogD (pH 7.4): 4.78; (4)ACD/BCF (pH 5.5): 2509.15; (5)ACD/BCF (pH 7.4): 2509.15; (6)ACD/KOC (pH 5.5): 9440.12; (7)ACD/KOC (pH 7.4): 9440.12; (8)Index of Refraction: 1.578; (9)Molar Refractivity: 59.127 cm3; (10)Molar Volume: 178.067 cm3 ; (11)Polarizability: 23.44 10-24cm3; (12)Surface Tension: 45.2379989624023 dyne/cm; (13)Density: 1.366 g/cm3; (14)Flash Point: 108.889 °C; (15)Enthalpy of Vaporization: 46.586 kJ/mol; (16)Boiling Point: 248.315 °C at 760 mmHg; (17)Vapour Pressure: 0.0379999987781048 mmHg at 25°C

When you are using this chemical, please be cautious about it as the following:
1. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;
2. Take off immediately all contaminated clothing;
3. Wear suitable protective clothing, gloves and eye/face protection;
4. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible);

You can still convert the following datas into molecular structure:
(1)InChI=1S/C12H19Br/c1-10-3-9-4-11(2,6-10)8-12(13,5-9)7-10/h9H,3-8H2,1-2H3;
(2)InChIKey=QUCXLVDIVQWYJR-UHFFFAOYSA-N;
(3)SmilesC12(C[C@@]3(C)CC(C2)C[C@@](C1)(C3)C)Br;

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