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19270

Sigma-Aldrich

Butyric anhydride

purum, ≥97.0% (NT)

Synonym(s):

Butanoic anhydride

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About This Item

Linear Formula:
(CH3CH2CH2CO)2O
CAS Number:
106-31-0
Molecular Weight:
158.19
Beilstein:
1099474
EC Number:
203-383-4
MDL number:
MFCD00009389
UNSPSC Code:
12352100
PubChem Substance ID:
329751708
NACRES:
NA.22

vapor density

5.45 (vs air)

Quality Level

100

vapor pressure

10 mmHg ( 79.5 °C)

grade

purum

Assay

≥97.0% (NT)

autoignition temp.

535 °F

expl. lim.

1.1 %, 104 °F
7.6 %, 144 °F

refractive index

n20/D 1.413 (lit.)
n20/D 1.413

bp

198-199 °C (lit.)

mp

−75-−66 °C (lit.)

solubility

alcohol: soluble (with decomposition)(lit.)
diethyl ether: soluble(lit.)
water: soluble (with decomposition)(lit.)

density

0.967 g/mL at 25 °C (lit.)

functional group

anhydride
ester

SMILES string

CCCC(=O)OC(=O)CCC

InChI

1S/C8H14O3/c1-3-5-7(9)11-8(10)6-4-2/h3-6H2,1-2H3

InChI key

YHASWHZGWUONAO-UHFFFAOYSA-N

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Application

Butyric anhydride was used in the synthesis of:
  • dibutyrylchitin, a lipophilic chitin diester
  • N-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-n-butyramide
  • butyric-ester derivatives of hyaluronic acid

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H314

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B

Supplementary Hazards

EUH014

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

188.6 °F - closed cup

Flash Point(C)

87 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCBM8557V
BCBF2703V
BCBC2594V
BCBC2594
1394425

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D Coradini et al.
International journal of cancer, 81(3), 411-416 (1999-04-21)
The potential clinical utility of sodium butyrate, a natural compound known to inhibit tumor-cell growth, is hampered by the difficulty of achieving effective in-vivo concentrations. The short half-life (about 5 minutes) of sodium butyrate results in rapid metabolism and excretion.
Xiaoning Shan et al.
International journal of pharmaceutics, 590, 119884-119884 (2020-09-21)
Poly(2-methyl-2-oxazoline) (PMOZ), poly(2-propyl-2-oxazoline) (PnPOZ) and poly(2-isopropyl-2-oxazoline) (PiPOZ) were synthesized by hydrolysis of 50 kDa poly(2-ethyl-2-oxazoline) (PEOZ) and subsequent reaction of the resulting poly(ethylene imine) with acetic, butyric and isobutyric anhydrides, respectively. These polymers were characterized by proton nuclear magnetic resonance, FTIR
J J Kaylor et al.
Carbohydrate research, 331(4), 439-444 (2001-06-12)
The syntheses of four analogues of N4-(2-acetamido-2-deoxy-beta-D-glucopyranosyl)-L-asparagine are described. Activated carboxylic acids were reacted with 2-acetamido-2-deoxy-beta-D-glucopyranosylamine. n-Butyric anhydride gave N-(2-acetamido-2-deoxy-beta-D-glucopyranosyl)-n-butyramide. 3-Chloropropionic anhydride was synthesized from 3-chloropropionic acid and gave N-(2-acetamido-2-deoxy-beta-D-glucopyranosyl)-3-chloropropionamide. Equilibration of the latter with ammonium bicarbonate gave N1-(2-acetamido-2-deoxy-beta-D-glucopyranosyl)-3-aminopropionamide. Succinimidyl
Nabilah Abdul Hadi et al.
Foods (Basel, Switzerland), 9(1) (2020-01-17)
Rice and quinoa starch esters were prepared by acylation using short-chain fatty acid anhydrides with different chain lengths (acetic, propionic, and butyric anhydride). A direct stoichiometric method based on the acylation reaction was used to determine the degree of substitution
Luca Casettari et al.
Drug development and industrial pharmacy, 38(8), 979-984 (2011-11-30)
Dibutyrylchitin (DBC), a lipophilic chitin diester, has been synthesized from chitin and butyric anhydride with methanesulfonic acid as catalyst. Exhaustive esterification of free alcoholic groups of chitin was assessed by FT-IR and (1)H-NMR spectroscopy. High degree of alkyl substitution allowed
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