Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

157422

Sigma-Aldrich

Isovaleryl chloride

98%

Synonym(s):

3-Methylbutyryl chloride

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
(CH3)2CHCH2COCl
CAS Number:
108-12-3
Molecular Weight:
120.58
Beilstein/REAXYS Number:
741910
EC Number:
203-552-2
MDL number:
MFCD00000738
UNSPSC Code:
12352100
PubChem Substance ID:
24849677
NACRES:
NA.22

assay

98%

refractive index

n20/D 1.416 (lit.)

bp

115-117 °C (lit.)

density

0.989 g/mL at 25 °C (lit.)

functional group

acyl chloride

SMILES string

CC(C)CC(Cl)=O

InChI

1S/C5H9ClO/c1-4(2)3-5(6)7/h4H,3H2,1-2H3

InChI key

ISULZYQDGYXDFW-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Isovaleryl chloride was used in the synthesis of:
  • furanodictines A and B
  • tetrapeptide amide, S-benzyl-L-cysteinyl-L-prolyl-L-leucylglycinamide
  • (+)-blastmycinone
  • (R)- and (S)-2-methyl-4-octanol, aggregation pheromone of some sugarcane weevils

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Flam. Liq. 3 - Skin Corr. 1B

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

87.8 °F - closed cup

flash_point_c

31 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCBR3526V
BCBG8712V
BCBF9392V
BCBB1676V
BCBB1676

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

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

Visit the Document Library

Organoaluminium induced ring-opening of epoxypyranosides. V. Formal total synthesis of antimycin A3 and synthesis of (+)-blastmycinone.
Inghardt T and Frejd T.
Tetrahedron, 47(32), 6483-6492 (1991)
Makoto Ogata et al.
Carbohydrate research, 345(2), 230-234 (2009-12-08)
A novel synthesis of furanodictines A [2-acetamido-3,6-anhydro-2-deoxy-5-O-isovaleryl-D-glucofuranose (1)] and B [2-acetamido-3,6-anhydro-2-deoxy-5-O-isovaleryl-D-mannofuranose (2)] is described starting from 2-acetamido-2-deoxy-D-glucose (GlcNAc). The synthetic protocol is based on deriving the epimeric bicyclic 3,6-anhydro sugars [2-acetamido-3,6-anhydro-2-deoxy-D-glucofuranose (4) and 2-acetamido-3,6-anhydro-2-deoxy-D-mannofuranose (5)] from GlcNAc. Reaction with borate
The Synthesis of the Tetrapeptide Amide S-Benzyl-L-cysteinyl-L-prolyl-L-leucylglycinamide
Ressler Cand Vincent du Vigneaud.
Journal of the American Chemical Society, 76(12), 3107-3109 (1954)
Enantioselective synthesis of (R)-and (S)-2-methyl-4-octanol, the male-produced aggregation pheromone of Curculionidae species.
Baraldi PT, et al.
Tetrahedron Asymmetry, 13(6), 621-624 (2002)
Jessica L Wojtaszek et al.
Cell, 178(1), 152-159 (2019-06-11)
Intrinsic and acquired drug resistance and induction of secondary malignancies limit successful chemotherapy. Because mutagenic translesion synthesis (TLS) contributes to chemoresistance as well as treatment-induced mutations, targeting TLS is an attractive avenue for improving chemotherapeutics. However, development of small molecules with
View All Related Papers

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