Skip to Content
Merck
CN
All Photos(3)

Documents

331929

Sigma-Aldrich

trans,trans-Farnesyl bromide

95%

Synonym(s):

trans,trans-1-Bromo-3,7,11-trimethyl-2,6,10-dodecatriene

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Linear Formula:
(CH3)2C=CH[CH2CH2C(CH3)=CH]2CH2Br
CAS Number:
28290-41-7
Molecular Weight:
285.26
MDL number:
MFCD00054465
UNSPSC Code:
12352100
PubChem Substance ID:
24860010
NACRES:
NA.22

Quality Level

200

Assay

95%

form

liquid

refractive index

n20/D 1.509 (lit.)

bp

100-110 °C/15 mmHg (lit.)

density

1.052 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

[H]\C(CBr)=C(\C)CC\C([H])=C(/C)CC\C=C(\C)C

InChI

1S/C15H25Br/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-16/h7,9,11H,5-6,8,10,12H2,1-4H3/b14-9+,15-11+

InChI key

FOFMBFMTJFSEEY-YFVJMOTDSA-N

Related Categories

Application

Farnesyl bromide was used in the preparation of:
  • S-trans, trans-farnesyl-L-cysteine methylester, a post translational modified amino acid
  • umbelliprenin, starting reagent for the synthesis of (±)-farnesiferol A and (±)-farnesiferol C
  • prenylated peptides

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H315,H318,H335

Precautionary Statements

P261 - P280 - P305 + P351 + P338

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Biogentic-type synthesis of (?)-farnesiferol A and (?)-farnesiferol C.
van Tamelen EE and Coates RM.
Chemical Communications (Cambridge, England), 13, 413-415 (1996)
M Liakopoulou-Kyriakides et al.
Amino acids, 2(3), 285-288 (1992-10-01)
S-trans, trans-farnesyl-L-cysteine methylester, a post translational modified amino acid, was synthesized from farnesyl bromide and L-cysteine methylester hydrochloride salt in the presence of triethylamine. Its purification as well as separation from the other isomers by HPLC on RP Vydac C4
O Kisselev et al.
The Journal of biological chemistry, 270(43), 25356-25358 (1995-10-27)
Post-translational prenylation of the carboxyl-terminal cysteine is a characteristic feature of the guanine nucleotide-binding protein (G protein) gamma subunits. Recent findings show that the farnesylated COOH-terminal tail of the gamma 1 subunit is a specific determinant of rhodopsin-transducin coupling. We

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service