Bromocyclopropane

HCID 78037CAS 4333-56-6

Basic information

Standard SMILES
BrC1CC1
InChIKey
LKXYJYDRLBPHRS-UHFFFAOYSA-N
Molecular formula
C3H5Br
Average molar mass
120.98 g/mol
Monoisotopic mass
119.95746226

Names & identifiers

Preferred name
Bromocyclopropane
IUPAC
bromocyclopropane
English name
Cyclopropyl bromide
Molecular formula
C3H5Br
Molecular weight
120.98

Names & synonyms

BromocyclopropaneCyclopropyl bromide4333-56-6Cyclopropane, bromo-cyclopropylbromide1-bromocyclopropaneMFCD00001271bromo-cyclopropaneCyclopropyl bromide; NSC 89692cyclopropylbrornideNSC89692EINECS 224-375-7
Show more names
CyclopropylCyclopropyl bromineBromocycLbromo-cyclopropanBromocyclopropane>
NSC 89692Bromocyclopropane, 99%SCHEMBL265179SCHEMBL456607SCHEMBL1411737SCHEMBL8036160DTXSID8063418SCHEMBL12499777

Database identifiers

CAS
4333-56-6
PubChem CID
78037
DTXSID
DTXSID8063418
EC Number
224-375-7
Nikkaji
J150.689G

Properties

Computed structural properties

XLogP
1.5
Topological polar surface area
0 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
0
Rotatable bonds
0
Heavy atoms
4

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Halogenated Cyclic Hydrocarbons
SpringerMaterials PropertiesSchoenflies notation
Physical DescriptionColorless liquid; [Alfa Aesar MSDS]

Physicochemical properties

Boiling point
69 °C · 69 °C (lit.)
Density
1.51 g/mL · 1.51 g/mL at 25 °C (lit.)
refractive index
20 · n20/D 1.458(lit.)
Flash point
20 °F · 20 °F
storage temp.
2 · 2-8°C
solubility
Chloroform (Sparingly), Methanol (Slightly)

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 54 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationBromocyclopropane: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryA skin and strong eye irritant; [Alfa Aesar MSDS] See Iodocyclohexane. See Ethyl bromide.
Hazard Classes and CategoriesFlam. Liq. 2 (100%)

Safety data

F
8-19
PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
3
tsca
TSCA listed
ridadr
UN 1993 3/PG 2
hs_code
29035990

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationCyclopropane, bromo-: ACTIVE
Applications · 2 items

DescriptionCyclopropyl bromide is also named as Bromocyclopropane. It is used in organic synthesis, for instance, for the formation of a Grignard Reagent, cyclopropyllithium. It is also used as an intermediate in the manufacture of pharmaceutical and agrochemical products.

UsesBromocyclopropane is primarily used an intermediate in the manufacture of pharmaceutical and agrochemical products. It is also used in the production of cyclopropyl boric acid. It is used as an intermediate in organic synethesis.

Preparation methods · 1 item

PreparationBromocyclopropane has been prepared by the Hunsdiecker reaction by adding silver cyclopropanecarboxylate to bromine in dichlorodifluoromethane at 29° (53% yield) or in tetrachloroethane at 20° to 25° (15–20% yield). Decomposition of the peroxide of cyclopropanecarboxylic acid in the presence of carbon tetrabromide gave bromocyclopropane in 43% yield. An attempt to prepare the bromide via the von Braun reaction was unsuccessful. Ten percent yields are reported for the photobromination of cyclopropane and the photochemical rearrangement of allyl bromide. Treatment of 1,1,3-tribromopropane with methyllithium prepared from methyl bromide furnishes a 60–65% yield of bromocyclopropane.

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
四川伟博贸易有限公司028-65199188 13880582998 · [email protected]

Related reactions

185 records

Linked notes

Loading…