ChemicalBook--->CAS DataBase List--->941-37-7

941-37-7

941-37-7 Structure

941-37-7 Structure
IdentificationMore
[Name]

1-Bromo-3,5-dimethyladamantane
[CAS]

941-37-7
[Synonyms]

1-BROMO-3,5-DIMETHYLADAMANTANE
1-Bromo-3,5-dimethyltricyclo[3.3.1.13,7]decane
3,5-dimethyl-1-bromo-adamantane
1-Bromo-3,5-Dimethyl
1-BROMO-3,5-DIMETHYL DAMANTANE
1,3-Dimethyl-5-bromoadamantane
[EINECS(EC#)]

213-378-9
[Molecular Formula]

C12H19Br
[MDL Number]

MFCD00077197
[Molecular Weight]

243.18
[MOL File]

941-37-7.mol
Chemical PropertiesBack Directory
[Boiling point ]

201 °C (lit.)
[density ]

1.224 g/mL at 25 °C(lit.)
[refractive index ]

n20/D 1.52(lit.)
[Fp ]

228 °F
[storage temp. ]

2-8°C
[solubility ]

Chloroform (Sparingly), Dichloromethane (Slightly), Methanol (Slightly)
[form ]

Oil
[color ]

Colourless to Pale Yellow
[Specific Gravity]

1.224
[BRN ]

1927514
[Major Application]

pharmaceutical small molecule
[InChI]

InChI=1S/C12H19Br/c1-10-3-9-4-11(2,6-10)8-12(13,5-9)7-10/h9H,3-8H2,1-2H3
[InChIKey]

QUCXLVDIVQWYJR-UHFFFAOYSA-N
[SMILES]

C12(Br)CC3(C)CC(CC(C)(C3)C1)C2
[CAS DataBase Reference]

941-37-7(CAS DataBase Reference)
Questions And AnswerBack Directory
[Uses]

1-Bromo-3,5-dimethyladamantane (cas# 941-37-7) is a compound useful in organic synthesis.
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P280-P305+P351+P338
[Hazard Codes ]

C
[Risk Statements ]

R34:Causes burns.
R36:Irritating to the eyes.
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S27:Take off immediately all contaminated clothing .
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 label where possible) .
[WGK Germany ]

3
[REACH Registrations]

Active
[HazardClass ]

IRRITANT
[HS Code ]

2903890002
[Storage Class]

10 - Combustible liquids
Hazard InformationBack Directory
[Description]

1-Bromo-3,5-dimethyladamantane is a precursor substance of memantine and memantine hydrochloride (MH), which can be synthesised by direct amination with thiourea. MH is an FDA-approved first-line treatment for moderate to severe Alzheimer's disease.
[Chemical Properties]

Clear Colorless Oil
[Synthesis]

1,3-Dimethyladamantane

702-79-4

1-Bromo-3,5-dimethyladamantane

941-37-7

A) Add 59.9 g (0.345 mol) of bromine, 10 g (0.075 mol) of anhydrous aluminum trichloride, and 37.8 g of 1,2-dichloroethane to the reactor with thorough stirring; B) Heat the reaction mixture A to 15°C; C) Add 50 g (0.3 mol) of 1,3-dimethyladamantane to the mixture obtained in step B, and absorb the resulting gas using a 5% sodium hydroxide solution; D) Add 400 g of saturated sodium bisulfite solution to reaction mixture B until the red color of the reaction solution completely disappears, and separate the organic phase C and the aqueous phase D; and D) Add 400 g of saturated sodium bisulfite solution to the reaction mixture B until the red color of the reaction solution completely disappears, and separate the organic phase C and the aqueous phase D; E) Wash the organic phase C with 400 g of water, and then dry it with 20 g of anhydrous sodium sulfate; F) Perform distillation on the organic phase C obtained in step E to obtain the crude product E; G) Perform decompression distillation on the crude product E to obtain the 1-(3-methyladamantyl)-1,3-dimethyladamantane. G) the crude product E was distilled under reduced pressure to obtain 1-bromo-3,5-dimethyladamantane in 92% yield and ≥99% purity by gas chromatography.

[References]

[1] Patent: CN104592034, 2016, B. Location in patent: Paragraph 0092-0099
[2] Asian Journal of Chemistry, 2012, vol. 24, # 11, p. 5107 - 5110
[3] Russian Journal of Organic Chemistry, 2015, vol. 51, # 2, p. 184 - 187
[4] Zh. Org. Khim., 2015, vol. 51, # 2, p. 196 - 199
[5] Patent: US5061703, 1991, A
Spectrum DetailBack Directory
[Spectrum Detail]

1-Bromo-3,5-dimethyladamantane(941-37-7)MS
1-Bromo-3,5-dimethyladamantane(941-37-7)1HNMR
1-Bromo-3,5-dimethyladamantane(941-37-7)13CNMR
1-Bromo-3,5-dimethyladamantane(941-37-7)IR1
1-Bromo-3,5-dimethyladamantane(941-37-7)Raman
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

941-37-7(sigmaaldrich)
[TCI AMERICA]

1-Bromo-3,5-dimethyladamantane,>98.0%(GC)(941-37-7)
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