Oxetane,3,3-bis(bromomethyl)- supplier

Name
3,3-BIS(BROMOMETHYL)OXETANE
EINECS
CAS No. 2402-83-7
Article Data15
CAS DataBase
Density 1.891 g/cm³
Solubility
Melting Point 25℃
Formula C₅H₈Br₂O
Boiling Point 249.4 °C at 760 mmHg
Molecular Weight 243.926
Flash Point 98 °C
Transport Information
Appearance
Safety 26-36/37/39
Risk Codes 34
Molecular Structure
Hazard Symbols Xn
Synonyms 3,3-Bis(bromomethyl)oxetane;BBMO;NSC 281665;
PSA 9.23000
LogP 1.79280

Synthetic route

: (C4H9)3SnOCH2C(CH2Br)3

A: 2402-83-7
3,3-bis(bromomethyl)oxetane

B: 1461-23-0
tributyltin bromide

Conditions

Conditions	Yield
decompn. at 160°C (0.5 h);	A 94% B n/a
decompn. at 160°C (0.5 h);	A 94% B n/a

: 1522-92-5
2,2-bis(bromomethyl)-3-bromo-propan-1-ol

: 2402-83-7
3,3-bis(bromomethyl)oxetane

Conditions

Conditions	Yield
With sodium ethanolate In ethanol at 20 - 76℃; for 3.16667h;	85%
With sodium ethanolate In ethanol at 80℃; for 2.5h;	62%
With potassium hydroxide
With potassium hydroxide
With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide In water; toluene at 23℃; for 23h; Inert atmosphere; Industrial scale;

: 3580-97-0
3-bromo-2,2-bis(bromomethyl)propyl acetate

: 2402-83-7
3,3-bis(bromomethyl)oxetane

Conditions

Conditions	Yield
With alkaline solution

: 1522-92-5
2,2-bis(bromomethyl)-3-bromo-propan-1-ol

A: 174-79-8
2,6-Dioxa-spiro<3.3>heptan

B: 2402-83-7
3,3-bis(bromomethyl)oxetane

C: 22633-44-9
[3-(bromomethyl)oxetan-3-yl]methanol

Conditions

Conditions	Yield
In water at 70℃; pH=7.06; Kinetics; Further Variations:; Temperatures; pH-values;

...Expand

: 115-77-5
Pentaerythritol

: 2402-83-7
3,3-bis(bromomethyl)oxetane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: HBr 2: ethanolic KOH-solution View Scheme
Stage #1: Pentaerythritol With sulfuric acid; hydrogen bromide; acetic acid In water for 10h; Reflux; Stage #2: With tetrabutylammomium bromide; sodium hydroxide In water at 60℃; for 1h;

: 2402-83-7
3,3-bis(bromomethyl)oxetane

: 17607-20-4
3,3-bis(azidomethyl)-oxetane

Conditions

Conditions	Yield
With sodium azide; tetrabutylammomium bromide In water for 2h; Heating;	92%
With sodium azide; tetrabutylammomium bromide In water at 70℃;
With sodium azide; tetrabutylammomium bromide In water at 70℃;

: 2402-83-7
3,3-bis(bromomethyl)oxetane

: 288-13-1
NH-pyrazole

: 208105-64-0
3,3-bis(pyrazol-1-ylmethyl)oxetane

Conditions

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran for 12h; Heating;	90%

: 2402-83-7
3,3-bis(bromomethyl)oxetane

: octreotide

: C54H74N10O11S2

Conditions

Conditions	Yield
Stage #1: octreotide With tris(2-carboxyethyl)phosphine; potassium carbonate In water at 20℃; for 1h; Stage #2: 3,3-bis(bromomethyl)oxetane In water; N,N-dimethyl-formamide for 12h;	81%

: 2402-83-7
3,3-bis(bromomethyl)oxetane

: 9-chloro-7-methoxy-1H,2H,3H-cyclopenta[b]quinolin-6-ol

: 6-{[3-(bromomethyl)oxetan-3-yl]methoxy}-9-chloro-7-methoxy-1H,2H,3H-cyclopenta[b]quinoline

Conditions

Conditions	Yield
With caesium carbonate In acetonitrile at 70℃; for 2.5h; Sealed tube;	81%

: 2402-83-7
3,3-bis(bromomethyl)oxetane

: 22979-35-7
Methyl phenyldiazoacetate

: C14H16Br2O3

Conditions

Conditions	Yield
In chloroform for 3h; Irradiation;	79%

: 2402-83-7
3,3-bis(bromomethyl)oxetane

: 72581-32-9, 1679-51-2
cyclohex-3-enylmethanol

: 3,3-bis[(3-cyclohexen-1-ylmethoxy)methyl]oxetane

Conditions

Conditions	Yield
With potassium tert-butylate In N,N-dimethyl-formamide at 5 - 20℃; for 14h;	78.1%

: 2402-83-7
3,3-bis(bromomethyl)oxetane

: somatostatin

: C81H112N18O20S2

Conditions

Conditions	Yield
Stage #1: somatostatin With tris(2-carboxyethyl)phosphine; potassium carbonate In water at 20℃; for 1h; Stage #2: 3,3-bis(bromomethyl)oxetane In water; N,N-dimethyl-formamide for 12h;	76%

: 2402-83-7
3,3-bis(bromomethyl)oxetane

: CAAAC

: C22H36N6O7S2

Conditions

Conditions	Yield
Stage #1: CAAAC With tris(2-carboxyethyl)phosphine; potassium carbonate In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: 3,3-bis(bromomethyl)oxetane In N,N-dimethyl-formamide for 12h;	75%

: 2402-83-7
3,3-bis(bromomethyl)oxetane

: 100-46-9
benzylamine

: 46246-91-7
2-benzyl-6-oxa-2-azaspiro[3.3]-heptane

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 60℃; for 18h; Temperature; Reagent/catalyst; Solvent;	70%
With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide In water; toluene at 83℃; for 20h; Industrial scale;

: 2402-83-7
3,3-bis(bromomethyl)oxetane

: 7-tert-butyl-1-ethyl 3-oxo-2H,5H,6H,8H-imidazo[1,5-a]pyrazine-1,7-dicarboxylate

: 7-tert-butyl 1-ethyl 2-[[3-(bromomethyl)oxetan-3-yl]methyl]-3-oxo-5H,6H,8H-imidazo[1,5-a]pyrazine-1,7-dicarboxylate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 4h;	65%

: 2402-83-7
3,3-bis(bromomethyl)oxetane

: 2393-23-9
4-methoxy-benzylamine

: 6-(4-methoxybenzyl)-2-oxa-6-azaspiro[3.3]heptane

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 60℃; for 21h;	51%

: 2402-83-7
3,3-bis(bromomethyl)oxetane

: rac-(4bR,5R,6R,7S,7aR)-5-(aminomethyl)-7a-(4-bromophenyl)-6-(hydroxymethyl)-4-methoxy-7-phenyl-5,6,7,7a-tetrahydro-4bH-cyclopenta[4,5]furo[2,3-c]pyridin-4b-ol

: rac-(4bR,5R,6R,7S,7aR)-5-((2-oxa-6-azaspiro[3.3]heptan-6-yl)methyl)-7a-(4-bromophenyl)-6-(hydroxymethyl)-4-methoxy-7-phenyl-5,6,7,7a-tetrahydro-4bH-cyclopenta[4,5]furo[2,3-c]pyridin-4b-ol trifluoroacetic acid

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 80℃; for 4.5h;	45%

: 2402-83-7
3,3-bis(bromomethyl)oxetane

: 174-80-1
2-oxa-6-thiaspiro[3.3]heptane

Conditions

Conditions	Yield
With sodiumsulfide nonahydrate In N,N-dimethyl-formamide at 50℃; for 6.5h; Inert atmosphere;	44%

: 2402-83-7
3,3-bis(bromomethyl)oxetane

: 3-(5-(((1S,2S)-2-aminocyclopentyl)oxy)-1-oxoisoindolin-2-yl)piperidine-2,6-dione

: 3-(5-(((1S,2S)-2-(2-oxa-6-azaspiro[3.3]heptan-6-yl)cyclopentyl)oxy)-1-oxoisoindolin-2-yl)piperidine-2,6-dione

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 80℃; for 120h;	32%

: 2402-83-7
3,3-bis(bromomethyl)oxetane

: benzyl 5-(4-methoxybenzyl)-3,6-dioxo-1,2,3,4,5,6,7,8-octahydropyrazolo[4,3-c]azepin-7-ylcarbamate

: benzyl (10'-(4-methoxybenzyl)-9'-oxo-8',9',10',11'-tetrahydro-2'H,4'H,7'H-spiro[oxetane-3,3'-[1,3]oxazino[3',2':1,5]pyrazolo[4,3-c]azepin]-8'-yl)carbamate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 3h;	30%

: 2402-83-7
3,3-bis(bromomethyl)oxetane

: 402-46-0
4-fluorophenylsulphonamide

: 2-(4-fluoro-benzenesulfonyl)-2-aza-spiro[3.3]heptane

Conditions

Conditions	Yield
Stage #1: 4-fluorophenylsulphonamide With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.166667h; Stage #2: 3,3-bis(bromomethyl)oxetane In N,N-dimethyl-formamide; mineral oil at 20℃; Stage #3: With hydrogenchloride In water; N,N-dimethyl-formamide; mineral oil	26%

: 2402-83-7
3,3-bis(bromomethyl)oxetane

: 3-(5-(((1S,2S)-2-aminocyclohexyl)oxy)-1-oxoisoindolin-2-yl)piperidine-2,6-dione

: 3-(5-(((1S,2S)-2-(2-oxa-6-azaspiro[3.3]heptan-6-yl)cyclohexyl)oxy)-1-oxoisoindolin-2-yl)piperidine-2,6-dione

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 60℃; for 40h; Microwave irradiation;	9%

: 2402-83-7
3,3-bis(bromomethyl)oxetane

: 618-32-6
Benzoyl bromide

: 100119-07-1
benzoic acid-(3-bromo-2,2-bis-bromomethyl-propyl ester)

: 2402-83-7
3,3-bis(bromomethyl)oxetane

: 143-33-9
sodium cyanide

: 22030-97-3
3,3-bis-cyanomethyl-oxetane

Conditions

Conditions	Yield
With ethanol

: 2402-83-7
3,3-bis(bromomethyl)oxetane

: 109-89-7
diethylamine

: 208105-67-3
3,3-bis-diethylaminomethyl-oxetane

: 2402-83-7
3,3-bis(bromomethyl)oxetane

: 75-50-3
trimethylamine

: (3-bromomethyl-oxetan-3-ylmethyl)-trimethyl-ammonium; bromide

Conditions

Conditions	Yield
With water

: 2402-83-7
3,3-bis(bromomethyl)oxetane

: 75-50-3
trimethylamine

: 3,3-bis-trimethylammoniomethyl-oxetane; dibromide

Conditions

Conditions	Yield
With water at 120℃;

: 2402-83-7
3,3-bis(bromomethyl)oxetane

: 338-61-4
3,3-bis-fluoromethyl-oxetane

Conditions

Conditions	Yield
With potassium fluoride; ethylene glycol

: 2402-83-7
3,3-bis(bromomethyl)oxetane

: 2402-82-6
3,3-Bis(iodomethyl)oxacyclobutane

Conditions

Conditions	Yield
With acetone; sodium iodide

: 2402-83-7
3,3-bis(bromomethyl)oxetane

: 23500-57-4
3,3-Bis-(aminomethyl)-oxetane

Conditions

Conditions	Yield
With ammonia
With ammonium hydroxide
Multi-step reaction with 2 steps 1: sodium azide; tetrabutylammomium bromide / water / 70 °C 2: hydrogen; palladium 10% on activated carbon / methanol / 5 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: sodium azide; tetrabutylammomium bromide / water / 70 °C 2: 20% palladium hydroxide-activated charcoal; hydrogen / methanol / 5 h / 20 °C View Scheme

: 2402-83-7
3,3-bis(bromomethyl)oxetane

: 137530-33-7
2,2-bis-bromomethyl-3-chloro-propan-1-ol

Conditions

Conditions	Yield
With hydrogenchloride; water

: 2402-83-7
3,3-bis(bromomethyl)oxetane

: 2,2-bis-bromomethyl-3-iodo-propan-1-ol

Conditions

Conditions	Yield
With water; hydrogen iodide

: 2402-83-7
3,3-bis(bromomethyl)oxetane

: 120844-28-2
3-amino-2,2-bis(aminomethyl)-1-propanol

Conditions

Conditions	Yield
With ammonia; water at 200℃;
With ethanol; ammonia; water at 200℃;
Multi-step reaction with 2 steps 1: aq.-ethanolic ammonia 2: water; ethanol; NH3 / 200 °C View Scheme

Oxetane,3,3-bis(bromomethyl)- Specification

The Oxetane,3,3-bis(bromomethyl)-, with the CAS registry number 2402-83-7, is also known as 3,3-Di(bromomethyl) oxetane. This chemical's molecular formula is C₅H₈Br₂O and molecular weight is 243.92442. Its IUPAC name is called 3,3-bis(bromomethyl)oxetane.

Physical properties of Oxetane,3,3-bis(bromomethyl)-: (1)ACD/LogP: 1.48; (2)ACD/LogD (pH 5.5): 1.48; (3)ACD/LogD (pH 7.4): 1.48; (4)ACD/BCF (pH 5.5): 7.91; (5)ACD/BCF (pH 7.4): 7.91; (6)ACD/KOC (pH 5.5): 152.91; (7)ACD/KOC (pH 7.4): 152.91; (8)#H bond acceptors: 1; (9)#Freely Rotating Bonds: 2; (10)Index of Refraction: 1.535; (11)Molar Refractivity: 40.19 cm³; (12)Molar Volume: 128.9 cm³; (13)Surface Tension: 49.5 dyne/cm; (14)Density: 1.891 g/cm³; (15)Flash Point: 98 °C; (16)Enthalpy of Vaporization: 46.7 kJ/mol; (17)Boiling Point: 249.4 °C at 760 mmHg; (18)Vapour Pressure: 0.0363 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical can cause burns. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1C(CO1)(CBr)CBr
(2)InChI: InChI=1S/C5H8Br2O/c6-1-5(2-7)3-8-4-5/h1-4H2
(3)InChIKey: QOPMHMFIIMJWET-UHFFFAOYSA-N

Product Name

3,3-BIS(BROMOMETHYL)OXETANE

Synthetic route

Oxetane,3,3-bis(bromomethyl)- Specification

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