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377716

Sigma-Aldrich

(S)-(+)-Citronellyl bromide

95%

Synonym(s):

8-Bromo-2,6-dimethyl-2-octene

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5 G
¥16,900
25 G
¥51,100

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Available to ship onApril 14, 2025Details

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5 G
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25 G
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About This Item

Linear Formula:
(CH3)2C=CHCH2CH2CH(CH3)CH2CH2Br
CAS Number:
143615-81-0
Molecular Weight:
219.16
MDL number:
MFCD00134459
UNSPSC Code:
12352101
PubChem Substance ID:
24863519
NACRES:
NA.22

¥16,900

Available to ship onApril 14, 2025Details

Request a Bulk Order

Assay

95%

form

liquid

optical activity

[α]20/D +6.8°, neat

refractive index

n20/D 1.474 (lit.)

bp

111 °C/12 mmHg (lit.)

density

1.11 g/mL at 25 °C (lit.)

functional group

alkyl halide
bromo

SMILES string

C[C@H](CCBr)CC\C=C(\C)C

InChI

1S/C10H19Br/c1-9(2)5-4-6-10(3)7-8-11/h5,10H,4,6-8H2,1-3H3/t10-/m0/s1

InChI key

QPKCDMXLSDFCQD-JTQLQIEISA-N

Related Categories

General description

(S)-(+)-Citronellyl bromide is a chiral organic compound that is commonly used as a reagent in organic synthesis to prepare chiral building blocks with the citronellyl group, which is used in various organic syntheses. It can also be used in the formation of chiral catalysts, which are useful in the synthesis of enantiomerically pure compounds.

Application

(S)-(+)-Citronellyl bromide can be used as a reactant in the Negishi cross-coupling reaction. It is also used in the synthesis of spiroacetal parts of spirofungin A and B by reacting with epoxy alcohol via alkyne–lactone coupling reaction and diastereomeric separation.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

203.0 °F - closed cup

Flash Point(C)

95 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

377716-BULK:
377716-5G:
377716-25G:
377716-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ6793
MKCM8262
MKCJ6760
MKCF7599
MKCC3042

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