CAS 3196-23-4 Methyl 1-bromocyclohexanecarboxylate (HCID 3518593)

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Basic information

CAS: 3196-23-4
Standard SMILES: COC(=O)C1(Br)CCCCC1
InChIKey: RNWRVPVPLQMTAP-UHFFFAOYSA-N
Molecular formula: C8H13BrO2
Average molar mass: 221.09 g/mol
Monoisotopic mass: 220.00989176

Names & identifiers

Preferred name: Methyl 1-bromocyclohexanecarboxylate
IUPAC: methyl 1-bromocyclohexane-1-carboxylate
English name: METHYL 1-BROMOCYCLOHEXANECARBOXYLATE
Molecular formula: C8H13BrO2
Molecular weight: 221.09

Names & synonyms

Methyl 1-bromocyclohexanecarboxylate3196-23-4DTXSID60393248RefChem:812692DTXCID50344108628-309-1methyl 1-bromocyclohexane-1-carboxylateMFCD00134214Methyl1-bromocyclohexanecarboxylatemethyl 1-bromocyclohexanoateSCHEMBL1604408RNWRVPVPLQMTAP-UHFFFAOYSA-N

Show more names

LABOTEST-BB LT00160081Methyl 1-broMocyclohexanecarboxylate 97%METHYL 1-BROMOCYCLOHEXANECARBOXYLATE, 97 %1-Bromocyclohexanecarboxylic acid methyl esterCyclohexanecarboxylic acid, 1-bromo-, methyl ester

DAA19623methyl 1-bromocyclohexane carboxylateSBB057357AKOS015913649DS-6297Methyl 1-bromocyclohexanecarboxylate, 97%CS-0150908ST50997683

Database identifiers

CAS: 3196-23-4
PubChem CID: 3518593
DTXSID: DTXSID60393248
EC Number: 628-309-1
Nikkaji: J2.844.201G

Properties

Computed structural properties

XLogP: 2.5
Topological polar surface area: 26.3 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 2
Heavy atoms: 11
Formal charge: 0
Complexity: 150

Experimental & physicochemical properties

SpringerMaterials PropertiesChemical shift

Physicochemical properties

Boiling point: 115 · 115-116 °C/19 mmHg (lit.)
Density: 1.39 g/mL · 1.39 g/mL at 25 °C (lit.)
refractive index: 20 · n20/D 1.493(lit.)
Flash point: 222 °F · 222 °F
storage temp.: 2 · 2-8°C
form: liquid
Appearance: Colorless to light yellow Liquid
InChI: 1S/C8H13BrO2/c1-11-7(10)8(9)5-3-2-4-6-8/h2-6H2,1H3
InChIKey: RNWRVPVPLQMTAP-UHFFFAOYSA-N
SMILES: COC(=O)C1(Br)CCCCC1
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 5 · GHS05,GHS07

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P261, P264, P264+P265, P271, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P319, P321, P363, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Corr. 1B (100%)

Safety data

PPE: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk: 3
ridadr: UN 3265 8/PG 2
risk_code: 34-36/37
Signal word: Danger
Symbol(GHS): GHS05,GHS07
hazard_code: C
safety_code: 26-27-28-36/37/39-45
hazard_class: 8
Storage Class: 8A - Combustible corrosive hazardous materials
packing_group: III
target organs: Respiratory system
Hazard statements: H314-H335
Limited Quantities: 1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)

Chemistry & industry

Applications · 2 items

UsesMethyl 1-bromocyclohexanecarboxylate may be used in the improved method of preparation of methyl 3-oxo-1-cyclohexene-1-carboxylate. It may be used in the Reformatsky synthesis of 16-aryl-15-oxadispiro[5.1.5.3]hexadecane-7,14-diones.

General DescriptionMethyl 1-bromocyclohexanecarboxylate reacts with zinc and substituted chalcones to yield the corresponding spiro-3,4-dihydropyran-2-one derivatives, 3-aryl-5-aryl-2-oxaspiro[5.5]undec-3-en-1-ones. Reformatsky reaction of methyl 1-bromocyclohexanecarboxylate with 2-aryl-2-oxoacetaldehyde is reported. Methyl 1-bromocyclohexanecarboxylate reacts with zinc and amides or methylamides of 3-aryl-2-cyanopropenoic acids to yield 5-aryl-1,3-dioxo-2-azaspiro[5.5]undecane-4-carbonitriles or 5-aryl-2-methyl-1,3-dioxo-2-azaspiro[5.5]undecane-4-carbonitriles.