2,2-Bis(bromomethyl)propane-1,3-diol supplier

Name
2,2-Bis(bromomethyl)propane-1,3-diol
EINECS 221-967-7
CAS No. 3296-90-0
Article Data20
CAS DataBase
Density 1.977 g/cm³
Solubility 19.4g/L at 20℃
Melting Point 112-114 °C(lit.)
Formula C₅H₁₀Br₂O₂
Boiling Point 370.9 °C at 760 mmHg
Molecular Weight 261.941
Flash Point 178.1 °C
Transport Information
Appearance off-white powder
Safety 53-23-26-36/37/39-45-36/37
Risk Codes 45-36/37/38-40-22
Molecular Structure
Hazard Symbols T,Xn
Synonyms 1,3-Dibromo-2,2-bis(hydroxymethyl)propane;1,3-Dibromo-2,2-dihydroxymethylpropane;1,3-Dibromo-2,2-dimethylolpropane;2,2-Bis(bromomethyl)-1,3-propanediol;2,2-Dibromomethyl-1,3-propanediol;Dibromoneopentyl glycol;FR 1138;FR 522;NSC 9001;Pentaerythritol dibromide;Pentaerythritol dibromohydrin;
PSA 40.46000
LogP 0.74720

Synthetic route

: 115-77-5
Pentaerythritol

: 64-19-7
acetic acid

A: 3296-90-0
bis(bromomethyl)bis(hydroxymethyl)methane

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

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

D: 3-bromo-2-(bromomethyl)-2-(hydroxymethyl)propylacetate

Conditions

Conditions	Yield
With sulfuric acid; hydrogen bromide In water for 10h; Heating;	A n/a B 49% C 37% D n/a

...Expand

: 115-77-5
Pentaerythritol

: 3296-90-0
bis(bromomethyl)bis(hydroxymethyl)methane

Conditions

Conditions	Yield
With sulfuric acid; hydrogen bromide; acetic acid Reflux;	34%
With hydrogen bromide
With hydrogen bromide at 125℃;

: 115-77-5
Pentaerythritol

A: 3296-90-0
bis(bromomethyl)bis(hydroxymethyl)methane

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

Conditions

Conditions	Yield
With hydrogen bromide at 125℃;

: 115-77-5
Pentaerythritol

: 10035-10-6, 12258-64-9
hydrogen bromide

: 3296-90-0
bis(bromomethyl)bis(hydroxymethyl)methane

Conditions

Conditions	Yield
at 125℃;

: 115-77-5
Pentaerythritol

: 10035-10-6, 12258-64-9
hydrogen bromide

A: 3296-90-0
bis(bromomethyl)bis(hydroxymethyl)methane

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

Conditions

Conditions	Yield
at 125℃;

...Expand

: 115-77-5
Pentaerythritol

: 144-55-8
sodium hydrogencarbonate

: 3296-90-0
bis(bromomethyl)bis(hydroxymethyl)methane

Conditions

Conditions	Yield
With aqueous HBr; HBr gas In ice-water; hydrogen bromide; chlorobenzene

: 124-07-2
Octanoic acid

: 3296-90-0
bis(bromomethyl)bis(hydroxymethyl)methane

: 105-57-7
diethyl acetal

: 3296-90-0
bis(bromomethyl)bis(hydroxymethyl)methane

: 13727-36-1
5,5-bis(bromomethyl)-2-methyl-1,3-dioxane

Conditions

Conditions	Yield
With acetic acid for 1h; Heating;	100%

: 3296-90-0
bis(bromomethyl)bis(hydroxymethyl)methane

: 104274-80-8
2,2-bis(azidomethyl)propan-1,3-diol

Conditions

Conditions	Yield
With sodium azide In N,N-dimethyl-formamide at 120℃; for 20h;	100%
With sodium azide In dimethyl sulfoxide at 110℃; for 16h; Inert atmosphere;	95.3%
With sodium azide; sodium hydride In N,N-dimethyl-formamide at 120℃; for 24h;	95%

: 3296-90-0
bis(bromomethyl)bis(hydroxymethyl)methane

: 77-76-9
2,2-dimethoxy-propane

: 43153-20-4
5,5-bis-bromomethyl-2,2-dimethyl-[1,3]dioxane

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In acetone for 2h; Ambient temperature;	100%
With toluene-4-sulfonic acid at 0 - 20℃; for 2h;	100%
With toluene-4-sulfonic acid In acetone at 0 - 20℃; for 2h;	100%

: 3296-90-0
bis(bromomethyl)bis(hydroxymethyl)methane

: 4095-10-7
dimethyldibromosilane

: C7H14Br2O2Si

Conditions

Conditions	Yield
Stage #1: bis(bromomethyl)bis(hydroxymethyl)methane; dimethyldibromosilane In diethylene glycol dimethyl ether at 10 - 50℃; for 2h; Stage #2: With triethylamine acid binding agent In diethylene glycol dimethyl ether for 5h; Solvent; Reagent/catalyst;	99.1%

: 50-00-0
formaldehyd

: 3296-90-0
bis(bromomethyl)bis(hydroxymethyl)methane

: 22633-46-1
5,5-Bis(bromomethyl)[1,3]dioxane

Conditions

Conditions	Yield
With hydrogenchloride In water at 50℃;	98%
With hydrogenchloride Heating;	96%
With acid
hydrogenchloride In water for 12h; Heating / reflux;
With hydrogenchloride In water for 12h; Reflux;	2.544 g

: 3296-90-0
bis(bromomethyl)bis(hydroxymethyl)methane

: 3296-88-6
2,2-bis(iodomethyl)-1,3-propanediol

Conditions

Conditions	Yield
With potassium iodide In acetone for 24h; Reagent/catalyst; Darkness; Reflux;	97.5%
With sodium iodide In acetone for 72h; Heating;	96%
With sodium iodide In acetone for 72h; Finkelstein Reaction; Reflux; Inert atmosphere;	83%
Multi-step reaction with 2 steps 1: ethanolic KOH-solution 2: HI View Scheme

: 3296-90-0
bis(bromomethyl)bis(hydroxymethyl)methane

: 82884-38-6
4-mercaptodibenzothiophene

: C29H24O2S4

Conditions

Conditions	Yield
With potassium tert-butylate In N,N-dimethyl-formamide at 75℃; for 0.5h; Inert atmosphere;	97%

: 616-47-7
1-methyl-1H-imidazole

: 3296-90-0
bis(bromomethyl)bis(hydroxymethyl)methane

: 1,1′-(2,2-bis(hydroxymethyl)propane-1,3-diyl)bis(3-methyl-1H-imidazol-3-ium) bromide

Conditions

Conditions	Yield
In neat (no solvent) at 150℃; for 8h;	95.25%
at 150℃; for 8h;	95.25%
at 150℃; for 8h;	95.25%

: 3296-90-0
bis(bromomethyl)bis(hydroxymethyl)methane

: 100-52-7
benzaldehyde

: 3733-29-7
5,5‐bis(bromomethyl)‐2‐phenyl‐1,3‐dioxane

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene at 120℃; for 4h;	95%
With toluene-4-sulfonic acid In benzene Reflux;	91.6%
With toluene-4-sulfonic acid	90%

: 3296-90-0
bis(bromomethyl)bis(hydroxymethyl)methane

: 121-90-4
m-nitrobenzoic acid chloride

: 338447-26-0
2,2-bis(bromomethyl)-1,3-(m-nitrobenzoyloxy)propane

Conditions

Conditions	Yield
With pyridine In butanone at 50℃; for 2h; Heating / reflux;	94.4%

: 3296-90-0
bis(bromomethyl)bis(hydroxymethyl)methane

: 122-04-3
4-nitro-benzoyl chloride

: 2,2-bis-bromomethyl-1,3-bis-(4-nitro-benzoyloxy)-propane

Conditions

Conditions	Yield
With pyridine In butanone at 20℃; for 2h; Heating / reflux;	94%
With benzene

: 3296-90-0
bis(bromomethyl)bis(hydroxymethyl)methane

: 14470-28-1
mono-4-methoxytrityl chloride

: 317366-29-3
2,2-bis(bromomethyl)-3-(4-methoxytrityloxy)propanol

Conditions

Conditions	Yield
With pyridine at 20℃;	94%
With pyridine for 20h; Etherification;	74%

: 3296-90-0
bis(bromomethyl)bis(hydroxymethyl)methane

: 623-27-8
terephthalaldehyde,

: 1370546-52-3
C18H22Br4O4

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene Inert atmosphere; Dean-Stark; Reflux;	92%

: 3296-90-0
bis(bromomethyl)bis(hydroxymethyl)methane

: 301165-23-1
2-oxo-2H-chromene-3-carboxylic acid cesium salt

: 338447-55-5
2,2-bis(coumarin-3-carbonyl-oxymethyl)-1,3-propanediol

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 100℃; for 2h;	88%

: 3296-90-0
bis(bromomethyl)bis(hydroxymethyl)methane

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

Conditions

Conditions	Yield
With ethanol; sodium for 2h; Reflux;	87%
With sodium ethanolate In ethanol at 20℃; for 4h;	65%
With sodium ethanolate In ethanol; dichloromethane	52%

: 177-10-6
1,3-dioxolane-2-spirocyclohexane

: 3296-90-0
bis(bromomethyl)bis(hydroxymethyl)methane

: 121705-21-3
3,3-bis(bromomethyl)-1,5-dioxaspiro<5.5>undecane

Conditions

Conditions	Yield
With hydrogenchloride 1) r.t., 45 deg C, 2) 45 deg C, 1 h;	85.8%

: 3296-90-0
bis(bromomethyl)bis(hydroxymethyl)methane

: 141236-48-8, 35418-05-4
3-nitrocinnamoyl chloride

: 338447-40-8
2,2-bis(bromomethyl)-1,3-(m-nitrocinnamoyloxy)propane

Conditions

Conditions	Yield
With pyridine In butanone at 40℃; Heating / reflux;	83.2%

: 3296-90-0
bis(bromomethyl)bis(hydroxymethyl)methane

: 108-24-7
acetic anhydride

: 3492-43-1
2,2-bis(bromomethyl)-1,3-diacetoxypropane

Conditions

Conditions	Yield
With pyridine for 2h;	82%

: 3296-90-0
bis(bromomethyl)bis(hydroxymethyl)methane

: 58479-61-1
tert-butylchlorodiphenylsilane

: C21H28Br2O2Si

Conditions

Conditions	Yield
Stage #1: bis(bromomethyl)bis(hydroxymethyl)methane With dmap; triethylamine In dichloromethane at 0℃; for 1h; Inert atmosphere; Stage #2: tert-butylchlorodiphenylsilane In dichloromethane at 0 - 25℃; for 11h; Inert atmosphere;	82%

: 3296-90-0
bis(bromomethyl)bis(hydroxymethyl)methane

: 3229-00-3
pentaerythritol tetrabromide

Conditions

Conditions	Yield
Stage #1: bis(bromomethyl)bis(hydroxymethyl)methane With p-toluenesulfonyl chloride In pyridine at 0 - 20℃; for 12h; Large scale; Green chemistry; Stage #2: With sodium bromide In diethylene glycol at 140 - 150℃; for 24h; Temperature; Reagent/catalyst; Large scale; Green chemistry;	80%
With pyridine; p-toluenesulfonyl chloride; sodium bromide In PEG-600

: 3296-90-0
bis(bromomethyl)bis(hydroxymethyl)methane

: 53293-00-8
hex-5-ynoic acid

: C11H16Br2O3

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene at 120℃; for 8h; Temperature; Time; Dean-Stark;	78%

: 51792-34-8
2,3-dimethoxythiophene

: 3296-90-0
bis(bromomethyl)bis(hydroxymethyl)methane

: 701209-98-5
3,3-bis(bromomethyl)-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepine

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene at 120℃; for 24h;	75%
With toluene-4-sulfonic acid In toluene Heating;	73%
With toluene-4-sulfonic acid In toluene at 110℃; for 24h;

: 3296-90-0
bis(bromomethyl)bis(hydroxymethyl)methane

: 15074-54-1
2-chlorophenyl dichlorophosphate

: 5,5-bis-bromomethyl-2-(2-chloro-phenoxy)-[1,3,2]dioxaphosphinane 2-oxide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 5h;	75%

: 3296-90-0
bis(bromomethyl)bis(hydroxymethyl)methane

: 2935-90-2
Methyl 3-mercaptopropionate

: dimethyl 3,3'-((2,2-bis(hydroxymethyl)propane-1,3-diyl)bis(sulfanediyl))dipropanoate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 40℃; for 24h; Inert atmosphere;	75%

: 3296-90-0
bis(bromomethyl)bis(hydroxymethyl)methane

: 772-79-2
4-chlorophenylphosphorodichloridate

: 35652-38-1
5,5-Bis-bromomethyl-2-(4-chloro-phenoxy)-[1,3,2]dioxaphosphinane 2-oxide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃;	73%
With pyridine

: 3296-90-0
bis(bromomethyl)bis(hydroxymethyl)methane

: 98-86-2
acetophenone

: 943966-90-3
5,5-bis(bromomethyl)-2-methyl-2-phenyl-1,3-dioxane

Conditions

Conditions	Yield
With toluene-4-sulfonic acid Reflux;	73%

: 3296-90-0
bis(bromomethyl)bis(hydroxymethyl)methane

: 13040-68-1
n-propyl dichlorophosphite

: 5,5-Bis-bromomethyl-2-propoxy-[1,3,2]dioxaphosphinane

Conditions

Conditions	Yield
With triethylamine In diethyl ether at 10℃;	70%

: 3296-90-0
bis(bromomethyl)bis(hydroxymethyl)methane

: 86623-97-4
4-bromophenyl carbamidophosphoric acid dichloride

: 1-(5,5-bis-bromomethyl-2-oxo-2λ5-[1,3,2]dioxaphosphinan-2-yl)-3-(4-bromo-phenyl)-urea

Conditions

Conditions	Yield
Stage #1: bis(bromomethyl)bis(hydroxymethyl)methane; 4-bromophenyl carbamidophosphoric acid dichloride With triethylamine In tetrahydrofuran at 0℃; for 0.333333h; Stage #2: In tetrahydrofuran at 30 - 40℃; for 5h;	70%

: 3296-90-0
bis(bromomethyl)bis(hydroxymethyl)methane

: 770-12-7
O-phenyl phosphorodichloridate

: 38578-25-5
5,5-Bis-bromomethyl-2-phenoxy-[1,3,2]dioxaphosphinane 2-oxide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃;	70%

: 3296-90-0
bis(bromomethyl)bis(hydroxymethyl)methane

: 19333-66-5
2,2-bis(mercaptomethyl)-1,3-propanediol

Conditions

Conditions	Yield
With sodium hydrogen sulfide monohydrate In N,N-dimethyl-formamide at 50℃; for 48h; Solvent; Temperature;	70%
With sodium hydrogen sulfide monohydrate In N,N-dimethyl-formamide at 50℃; for 48h;	70%
Multi-step reaction with 2 steps 1: sodium tetrasulfide; ethanol 2: sodium; liquid ammonia View Scheme
Multi-step reaction with 2 steps 1: N,N-dimethyl-formamide / 144 h / 20 °C / Inert atmosphere 2: lithium aluminium tetrahydride / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1: sulfur; sodium sulfide / N,N-dimethyl-formamide / 120 °C / Inert atmosphere 2: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / Inert atmosphere; Reflux View Scheme

2,2-Bis(bromomethyl)propane-1,3-diol Chemical Properties

IUPAC Name: 2,2-bis(Bromomethyl)propane-1,3-diol
Following is the structure of 2,2-Bis(bromomethyl)propane-1,3-diol (CAS NO.3296-90-0):

Empirical Formula: C₅H₁₀Br₂O₂
Molecular Weight: 261.9397 g/mol
EINECS 221-967-7
Molar Refractivity: 43.71 cm³
Molar Volume: 132.4 cm³
Density: 1.977 g/cm³
Flash Point: 178.1 °C
Melting point: 112-114 °C
Index of Refraction: 1.573
Surface Tension: 56.9 dyne/cm
Enthalpy of Vaporization: 71.49 kJ/mol
Boiling Point: 370.9 °C at 760 mmHg
Vapour Pressure: 5.16E-07 mmHg at 25 °C
Product Categories of 2,2-Bis(bromomethyl)propane-1,3-diol (CAS NO.3296-90-0): Pharmaceutical Intermediates; Organics; Alcohols; Monomers; Polymer Science
Water Solubility of 2,2-Bis(bromomethyl)propane-1,3-diol (CAS NO.3296-90-0): 3.80E+04 mg/L at 25 °C
Appearance of 2,2-Bis(bromomethyl)propane-1,3-diol (CAS NO.3296-90-0): Off-white powder
Canonical SMILES: C(C(CO)(CBr)CBr)O
InChI: InChI=1S/C5H10Br2O2/c6-1-5(2-7,3-8)4-9/h8-9H,1-4H2
InChIKey: CHUGKEQJSLOLHL-UHFFFAOYSA-N

2,2-Bis(bromomethyl)propane-1,3-diol Uses

2,2-Bis(bromomethyl)propane-1,3-diol (CAS NO.3296-90-0) can be used as flame retardant for epoxy, polyester, & urethane foams, chemical intermediate for pentaerythritol ethers, chemical intermediate for derivatives.

2,2-Bis(bromomethyl)propane-1,3-diol Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	oral	1200mg/kg (1200mg/kg)		National Technical Information Service. Vol. OTS0524337,
rat	LD50	oral	1880mg/kg (1880mg/kg)		National Technical Information Service. Vol. OTS0524337,

2,2-Bis(bromomethyl)propane-1,3-diol Safety Profile

Hazard Codes: Toxic T, Harmful Xn
Risk Statements: 45-36/37/38-40-22
R45:May cause cancer.
R36/37/38:Irritating to eyes, respiratory system and skin.
R40:Limited evidence of a carcinogenic effect.
R22:Harmful if swallowed.
Safety Statements: 53-23-26-36/37/39-45-36/37
S53:Avoid exposure - obtain special instructions before use.
S23:Do not breathe vapour.
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.)
S36/37:Wear suitable protective clothing and gloves.
RIDADR: 2811
WGK Germany: 3
RTECS: TY3195500

2,2-Bis(bromomethyl)propane-1,3-diol Specification

2,2-Bis(bromomethyl)propane-1,3-diol , its cas register number is 3296-90-0. It also can be called 1,3-Dibromo-2,2-dimethylolpropane ; 1,3-Propanediol, 2,2-bis(2-bromomethyl)- ; 1,3-Propanediol, 2,2-bis(bromomethyl)- ; 2,2-Bis(2-bromomethyl)-1,3-propanediol ; 2,2-Bis(bromomethyl)-1,3-propanediol ; 2,2-Dibromomethyl-1,3-propanediol ; Dibromoneopentyl glycol ; Dibromopentaerythritol ; Pentaerythritol dibromide ; and Pentaerythritol dibromohydrin . Its classification code are Mutation data; Reproductive Effect and Tumor data.
2,2-Bis(bromomethyl)propane-1,3-diol (CAS NO.43296-90-0) should be kept in a cool, dry, dark location in a tightly sealed container or cylinder, or be kept away from incompatible materials, ignition sources and untrained individuals. Also its containers/cylinders should away from physical damage.

Product Name

2,2-Bis(bromomethyl)propane-1,3-diol

Synthetic route

2,2-Bis(bromomethyl)propane-1,3-diol Chemical Properties

2,2-Bis(bromomethyl)propane-1,3-diol Uses

2,2-Bis(bromomethyl)propane-1,3-diol Toxicity Data With Reference

2,2-Bis(bromomethyl)propane-1,3-diol Safety Profile

2,2-Bis(bromomethyl)propane-1,3-diol Specification

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