CAS 594-16-1 2,2-Dibromopropane (HCID 11658)

Names & identifiers

Preferred name: 2,2-Dibromopropane
IUPAC: 2,2-dibromopropane
English name: 2,2-Dibromopropane
Molecular formula: C3H6Br2
Molecular weight: 201.89

Names & synonyms

2,2-DIBROMOPROPANEPropane, 2,2-dibromo-GH5NDU3B4EEINECS 209-828-92,2-DIBROMOPROPANDTXSID0060482RefChem:80960DTXCID0042616209-828-9ARITXYXYCOZKMU-UHFFFAOYSA-NInChI=1/C3H6Br2/c1-3(2,4)5/h1-2H594-16-1

Show more names

Bromoacetoleacetone dibromide2,2-Dibromopropane >2,2-Dibromopropane,98%Isopropylidene dibromide

MFCD000001192,2-dibromo-propandibromo propane2-Dibrompropan22-Dibromopropane2,2-dibromo-propaneUNII-GH5NDU3B4ESCHEMBL1013573

Database identifiers

CAS: 594-16-1
PubChem CID: 11658
DTXSID: DTXSID0060482
UNII: GH5NDU3B4E
EC Number: 209-828-9
Nikkaji: J2.704I

Properties

Computed structural properties

XLogP: 2.5
Topological polar surface area: 0 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 0
Rotatable bonds: 0
Heavy atoms: 5
Formal charge: 0
Complexity: 27.9

Experimental & physicochemical properties

SpringerMaterials PropertiesBoiling point

Physicochemical properties

Melting point: -44.69 °C · -44.69°C (estimate)
Boiling point: 114 °C · 114 °C (740 mmHg)
Density: 1.78 · 1.78
refractive index: 1.495 · 1.495-1.499
Flash point: 113 °C · 113 °C
form: Liquid
color: Colorless to pale yellow
InChI: InChI=1S/C3H6Br2/c1-3(2,4)5/h1-2H3
InChIKey: ARITXYXYCOZKMU-UHFFFAOYSA-N
SMILES: CC(Br)(Br)C
FDA UNII: 5 NDU3B4E · GH5NDU3B4E
EPA Substance Registry System: 2 · Propane, 2,2-dibromo- (594-16-1)
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319
Precautionary statements: 264 · P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
Hazard Codes: Xn,Xi
Risk Statements: 36 · 36/37/38-20/21/22
Safety Statements: 36 · 36/37/39-26-37/39-24/25
RIDADR: 2810 · 2810
TSCA: TSCA listed
HazardClass: 6.1 · 6.1(b)
PackingGroup: III
HS Code: 29033990 · 29033990
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 43 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationStatus: Active Update: 23-05-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/33384

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

tsca: TSCA listed
ridadr: 2810
hs_code: 29033990
risk_code: 36/37/38-20/21/22
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn,Xi
safety_code: 36/37/39-26-37/39-24/25
hazard_class: 6.1(b)
packing_group: III
Hazard statements: H315-H319
REACH Registrations: Active
Precautionary statements: P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationPropane, 2,2-dibromo-: INACTIVE

Applications

Uses2,2-dibromopropane is used in organic synthesis. dimethyl isopropenylsuccinate was formed as a by-product in the reaction of 2,2-dibromopropane.

Preparation methods · 1 item

Preparation2,2-Dibromopropane synthesis: Ethyl bicyclic phosphite (3.5g, 0.025mole) and acetone (1.5g, 1. 9ml, 0.025mole) were dissolved in thirty ml benzene in a one-neck 100ml 19/22 standard taper flask and the solution was cooled to 5° by an ice bath. The solution was stirred by a magnetic stirrer and bar, and to it was added bromine (4g, 0.025mole) dropwise from a dropping funnel. The reaction proceeded immediately as no dibromide intermediate appeared, and after completion of halogen addition the solution was stirred for half an hour in the cold, and then analyzed for dihaloalkane . Analysis on the Beckman GC-2A Gas Chr omatograph indicated the presence of 2,2-Dibromopropane, and the yield was calculated as previously described. Yield: 1.56g, 31%.2,2-dibromopropane is also prepared by Hydrogen bromide and propyne.