HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Compound

Butyric anhydride

HCID 7798
New noteNew reactionRequest quotes
Print preview

Completing data — refresh the page later to see the latest

Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
106-31-0
Standard SMILES
CCCC(=O)OC(=O)CCC
InChIKey
YHASWHZGWUONAO-UHFFFAOYSA-N
Molecular formula
C8H14O3
Average molar mass
158.19 g/mol
Monoisotopic mass
158.09429431

Overview

Butyric anhydride is a water-white liquid with an odor of rancid butter. Corrosive to metals and tissue. Low toxicity.

Names & identifiers

Preferred name
Butyric anhydride
IUPAC
butanoyl butanoate
English name
Butyric anhydride
Molecular formula
C8H14O3
Molecular weight
158.2

Names & synonyms

BUTYRIC ANHYDRIDEn-Butyric anhydrideButanoic anhydridebutanoyl butanoateButanoic acid, anhydrideButyric acid anhydrideButyryl oxiden-Butyric acid anhydrideButyranhydridButyric anhydride NButyranhydrid [Czech]Caswell No. 132A
Show more names
butyricButyrloxidebutric anhydridebutylic anhydrideAKOS BBS-00004317
Anhydrid kyseliny maselnen-Butanoic anhydrideButanoic acid, 1,1'-anhydrideDTXSID8026729HSDB 5369Anhydrid kyseliny maselne [Czech]EINECS 203-383-4UNII-A88LE742VX

Database identifiers

CAS
106-31-0
PubChem CID
7798
DTXSID
DTXSID8026729
ChEMBL
CHEMBL1566369
UNII
A88LE742VX
EC Number
203-383-4
Nikkaji
J5.050D

Properties

Computed structural propertiesFilling in

XLogP
1.6
Topological polar surface area
43.4 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
3
Rotatable bonds
6
Heavy atoms
11
Formal charge
0
Complexity
124

Experimental & physicochemical properties

Chemical Classes · 2 items

Other Classes -> Acid Anhydrides, Other

Corrosives

SpringerMaterials PropertiesBoiling point
LogPlog Kow = 1.39 /estimated; value theoretical due to hydrolysis in water/
OdorPUNGENT ODOR
Density0.9668 at 20 °C/4 °C
Viscosity1.59 cP at 20 °C
Color/FormWater-white liquid
SolubilitySoluble in water and alcohol with decomposition; soluble in ether
Flash Point · 2 items

180 °F (NFPA, 2010)

180 °F (54 °C) (closed cup)

Boiling Point200 °C
DecompositionWhen headed to decomposition it emits acrid smoke and irritating vapors.
Melting Point-75 °C

Physicochemical properties

Melting point
-75 · -75--66 °C (lit.)
Boiling point
198 · 198-199 °C (lit.)
Density
0.967 g/mL · 0.967 g/mL at 25 °C (lit.)
vapor density
5.45 · 5.45 (vs air)
vapor pressure
10 mm · 10 mm Hg ( 79.5 °C)
refractive index
20 · n20/D 1.413(lit.)
Flash point
190 °F · 190 °F
storage temp.
30 °C · Store below +30°C.
solubility
alcohol: soluble (with decomposition)(lit.)
form
Liquid
color
Clear colorless to light yellow
Odor
butter
biological source
synthetic
explosive limit
1.1 %, · 1.1%, 104°F
Water Solubility
Decomposes
Specific Heat Capacity
1.79 J/ · Cp(liquid): 1.79 J/(g·K), at 25℃
Sensitive
Moisture Sensitive
Merck
14 · 14,1594
BRN
1099474 · 1099474
Dielectric constant
12 · 12.0(Ambient)
InChI
1S/C8H14O3/c1-3-5-7(9)11-8(10)6-4-2/h3-6H2,1-2H3
InChIKey
YHASWHZGWUONAO-UHFFFAOYSA-N
SMILES
CCCC(=O)OC(=O)CCC
LogP
1.39 · 1.390
CAS DataBase Reference
106 · 106-31-0(CAS DataBase Reference)

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 4.8% (21 of 437) of reports.

Danger

H302 (63.4%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P264, P264+P265, P270, P280, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 437 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

Hazard information

Regulatory Information · 5 items

Chemical: Butanoic acid, anhydride

Butanoic acid, 1,1'-anhydride is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Butanoic acid, 1,1'-anhydride are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 01-08-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/12002

Butyric anhydride: Does not have an individual approval but may be used under an appropriate group standard

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT LabelCorrosive
Fire Hazards · 2 items

Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:

· Combustible material: may burn but does not ignite readily.

Health Hazards · 2 items

Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:

· TOXIC and/or CORROSIVE; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death.

Hazards Summary · 1 item

A skin and eye irritant; [HSDB] A corrosive substance that can react with moisture in the respiratory tract to form butyric acid; Can cause permanent eye damage; Inhalation of high concentrations may cause pulmonary edema; [CHEMINFO] A corrosive substance that can cause injury to the skin, eyes, mucous membranes, and respiratory tract; May cause chemical pneumonitis if inhaled; [MSDSonline]

DOT ID and Guide2739 156
Reactive GroupAnhydrides
TSCA Requirements · 2 items

Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, exposure, and use to EPA as cited in the preamble in 51 FR 41329. Effective date: 9/30/91; Reporting date: 11/27/91.

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Butyric anhydride is included on this list. Effective date: 9/30/91; Sunset date: 12/19/95.

Reactivity Profile · 1 item

BUTYRIC ANHYDRIDE reacts exothermically with water. The reaction is usually slow, but might become violent if local heating accelerates their rate. Acids accelerate the reaction with water. Incompatible with acids, strong oxidizing agents, alcohols, amines, and bases.

Atmospheric Standards · 1 item

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Butyric anhydride is produced, as an intermediate or a final product, by process units covered under this subpart.

Flammable LimitsLower flammable limit: 0.9% by volume; Upper flammable limit: 5.8% by volume
DOT Emergency Guidelines · 5 items

/GUIDE 156: SUBSTANCES - TOXIC and/or CORROSIVE (Combustible/Water-Sensitive)/ Fire or Explosion: Combustible material: may burn but does not ignite readily. Substance will react with water (some violently) releasing flammable, toxic or corrosive gases and runoff. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapors may travel to source of ignition and flash back. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated or if contaminated with water.

/GUIDE 156: SUBSTANCES - TOXIC and/or CORROSIVE (Combustible/Water-Sensitive)/ Health: TOXIC; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death. Contact with molten substance may cause severe burns to skin and eyes. Reaction with water or moist air will release toxic, corrosive or flammable gases. Reaction with water may generate much heat that will increase the concentration of fumes in the air. Fire will produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.

/GUIDE 156: SUBSTANCES - TOXIC and/or CORROSIVE (Combustible/Water-Sensitive)/ Public Safety: CALL Emergency Response Telephone Number on Shipping Paper first. If Shipping Paper not available or no answer, refer to appropriate telephone number listed on the inside back cover. As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate enclosed areas.

/GUIDE 156: SUBSTANCES - TOXIC and/or CORROSIVE (Combustible/Water-Sensitive)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible.

For more DOT Emergency Guidelines (Complete) data for BUTYRIC ANHYDRIDE (8 total), please visit the HSDB record page.

Safety & protection

Fire FightingExcerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:
Accidental Release Measures · 2 items

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 2 items

Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:

General First Aid:

Firefighting Hazards · 1 item

... Substance will react with water (some violently) releasing flammable, toxic or corrosive gases and runoff. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. ... Vapors may travel to source of ignition and flash back. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated or if contaminated with water.

Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).
Fire Fighting Procedures · 1 item

Use water in flooding quantities as fog. Solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use "alcohol" foam, dry chemical or carbon dioxide. Use water spray to knock-down vapors.

Nonfire Spill ResponseExcerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:
Disposal Methods · 1 item

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal and plant life; and conformance with environmental and public health regulations.

Toxicology

Interactions · 1 item

Whole unfractionated heparin can modestly decrease tumor growth, but the dose of heparin is limited by its anticoagulant properties. To overcome this limitation... the chemical structure of heparin /was modified/ and a heparin derivative /was prepared/ by O-acylating low molecular weight heparin with butyric anhydride, producing a more potent antiproliferative compound, which is only weakly anticoagulant so that the dose may be escalated without threat of hemorrhage. ...this study... investigated the effect of this chemically modified heparin, butanoylated heparin, on the growth of lung cancer in vitro and in vivo. /It was/ found that butanoylated heparin a) significantly inhibited lung cancer cell proliferation in vitro and lung cancer growth in mice and rats; b) had very low anticoagulant effect; c) had no significant toxicity on heart, liver, kidney and lung; d) significantly although modestly induced apoptosis and decreased expression of the cell proliferation pathway consisting of mutant p53, phospho-Rb and E2F1 expression in the tumor tissues. /It was/ also found that butanoylated heparin significantly inhibited CXCL12 and CXCR4 expression, suggesting that CXCL12/CXCR4 axis may be involved in regulation of tumor growth inhibition by heparin. /It was/ concluded that chemically modified butanoylated heparin has potent antiproliferative activity against lung cancer and may represent a new chemical therapeutic agent for cancer patients.

Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 10(SRC), determined from a structure estimation method(2), indicates that butyric anhydride is expected to have very high mobility in soil(SRC). However, butyric anhydride hydrolyzes to butyric acid in water(3); the neutral hydrolysis half-life at 25 °C is about 4.3 minutes based on analogy to similar anhydrides(2). Therefore leaching in soil due to rain or runoff is not expected to be an important fate process. The potential for volatilization of butyric anhydride from dry soil surfaces may exist(SRC) based upon a vapor pressure of 0.3 mm Hg at 25 °C(4) and its existence as a liquid at ambient temperatures(3).

AQUATIC FATE: Hydrolysis is the dominant fate process for butyric anhydride in water(SRC). In water, butyric anhydride hydrolyzes to butyric acid(1). Based on analogy to similar anhydrides(SRC), the neutral aqueous hydrolysis half-life of butyric anhydride at 25 °C is about 4.3 minutes(2). A base-catalyzed second-order hydrolysis rate constant of 3440 L/mole-sec(SRC) was estimated using a structure estimation method(3); this corresponds to half-lives of 17 and 1.7 minutes at pH values of 7 and 8, respectively(SRC). Due to hydrolysis, bioconcentration and volatilization are not expected to be important fate processes(SRC).

Regulatory information

TSCA Requirements · 2 items

Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, exposure, and use to EPA as cited in the preamble in 51 FR 41329. Effective date: 9/30/91; Reporting date: 11/27/91.

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Butyric anhydride is included on this list. Effective date: 9/30/91; Sunset date: 12/19/95.

Atmospheric Standards · 1 item

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Butyric anhydride is produced, as an intermediate or a final product, by process units covered under this subpart.

Safety data

F
13
PPE
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk
1
tsca
TSCA listed
rtecs
ET7090000
ridadr
UN 2739
hs_code
29159000
Toxicity
LD50 orally in Rabbit: 8790 mg/kg LD50 dermal Rabbit 6400 mg/kg
risk_code
14-34
Signal word
Danger
Symbol(GHS)
GHS05
hazard_code
C
safety_code
26-36/37/39-45
hazard_class
8
Storage Class
8A - Combustible corrosive hazardous materials
packing_group
III
Hazard statements
H314-H227-H290
Limited Quantities
5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
Excepted Quantities
Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
REACH Registrations
Active
Hazard Classifications
Acute Tox. 4 OralEye Dam. 1Skin Corr. 1B
Autoignition Temperature
535 °F
Precautionary statements
P501-P210-P234-P264-P280-P370+P378-P390-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P403+P235-P406-P405
Hazardous Substances Data
106-31-0(Hazardous Substances Data)

Chemistry & industry

Uses & manufacturing

Uses · 6 items

Used to make drugs, tanning agents, and other organic chemicals; [HSDB]

Manufacture of butyrates, drugs, and tanning agents.

CHEM INT FOR CELLULOSE ACETATE BUTYRATE RESINS

CHEM INT FOR FLAVORING AGENTS, EG, ISOPENTYL BUTYRATE

CHEM INT FOR PERFUMES, EG, GERANYL BUTYRATE

CHEM INT FOR SODIUM TYROPANOATE (ORAL CHOLECYSTOGRAPHIC)

U.S. Exports · 2 items

(1979) No Data

(1981) No Data

U.S. Imports · 2 items

(1979) No Data

(1981) No Data

U.S. Production · 6 items

2023: 150,000,000 - <500,000,000 lb

(1979) PROBABLY GREATER THAN 2.27X10+6 GRAMS

(1981) PROBABLY GREATER THAN 2.27X10+6 GRAMS

Butanoic acid, anhydride is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#5379]

Production volume for non-confidential chemicals reported under the 2006 Inventory Update Rule. Chemical: Butanoic acid, 1,1'-anhydride. Aggregated National Production Volume: 100 to < 500 million pounds.

Consumer UsesNot Known or Reasonably Ascertainable
Industry UsesNot Known or Reasonably Ascertainable
Methods of Manufacturing · 2 items

Manufactured by catalytic hydrogenation of crotonic acid.

REACTION OF BUTYRIC ACID OR METHYL BUTYRATE WITH ACETIC ANHYDRIDE OR KETENE

Formulations/PreparationsGrades: Technical; 98%
General Manufacturing Information · 2 items

All Other Basic Organic Chemical Manufacturing

Butanoic acid, 1,1'-anhydride: ACTIVE

Applications · 5 items

DescriptionButyric anhydride, or Butanoic anhydride, is a chemical compound with the formula (CH3CH2CH2CO)2O.It is a colorless liquid that smells strongly of butyric acid, formed by its reaction with the moisture in the air.

UsesButyric anhydride is used in the preparation of amidoamine dendron-based co-adsorbents, which finds application in dye- sensitized solar cells improvement. It is also used in the synthesis of butyrate ester, which is used as a perfume and flavor. Further, it acts as a fumigant to drive bees from their hives. In addition to this, it is used in food additives, textile auxiliaries, varnishes, perfumes, pharmaceuticals and disinfectants.

UsesButyric anhydride can be used to prepare various flavor & fragrance compounds like neryl butyrate, geranyl butyrate, and butyl butyrllactate.

UsesManufacture of butyrates, drugs, and tanning agents.

General DescriptionWater-white liquid with an odor of rancid butter. Flash point 190°F. Density 8.0 lb / gal. Corrosive to metals and tissue. Low toxicity.

Preparation methods · 1 item

PreparationTo a cooled flask containing 88 gm (1.0 mole) of η-butyric acid at 10°C is added dropwise 28.0 gm (0.5 mole) of methoxyacetylene over a 1-hr period. After stirring the reaction mixture for 16 hr at 20°C the contents are distilled to afford the following three fractions: (1) b.p. 56°C, η& 1.3628, 23 gm (62%), methyl acetate; (2) b.p. 72-73°C (18 mm Hg), n% 1.3990, 10.0 gm (11%), butyric acid; (3) b.p. 91-92°C (18mmHg), 1.4118, 48.0 gm (61%), butyric anhydride.

Upstream & downstream products

Upstream raw materials

Acetyl keteneDisulfur dichlorideAcetic anhydridePropyneButyric AcidButyryl chlorideSodium Butyrateketene

Downstream products

Iopanoic acidALPHA-ETHYL-3-NITROCINNAMIC ACID2-(m-aminobenzyl)butyric acidButyl butyryllactateGERANYL BUTYRATE6-ThioguanineS-Butyrylthiocholine IodideIsoamyl butyrate2-N-BUTYRYLTHIOPHENEsec-butyl butyrate2',4'-dihydroxybutyrophenone3,4-(METHYLENEDIOXY)BUTYROPHENONELINALYL BUTYRATEmethyl 2-[(1-oxobutyl)amino]benzoate

Related reactions

67 records
New reaction record
HRID 5870 reaction equation
HRID 5870As reactantuspto-grants-1993_09
HRID 25481 reaction equation
HRID 25481As reactantuspto-grants-2005_02
HRID 46995 reaction equation
HRID 46995As reactantuspto-grants-1979_11
HRID 72100 reaction equation
HRID 72100As reactantuspto-grants-2014_09
HRID 127178 reaction equation
HRID 127178As productuspto-grants-1981_03
HRID 224585 reaction equation
HRID 224585As solventuspto-grants-1980_11
HRID 236498 reaction equation
HRID 236498As reactantuspto-grants-1987_02
HRID 259473 reaction equation
HRID 259473As reactantuspto-grants-1977_07
Page 1 of 9

Compound notes

Loading…

On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
More actions
New noteNew reactionRequest quotes
EWG's Food Scores
1 · 1
FDA UNII
88 LE742VX · A88LE742VX
NIST Chemistry Reference
Butanoic acid, anhydride(106-31-0)
EPA Substance Registry System
Butyric anhydride (106-31-0)
UNSPSC Code
12352106 · 12352106
NACRES
22 · NA.22
Symbol(GHS)
5 · GHS05
Signal word
Danger
Hazard statements
314 · H314-H227-H290
Precautionary statements
501 · P501-P210-P234-P264-P280-P370+P378-P390-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P403+P235-P406-P405
PPE
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Hazard Codes
C
Risk Statements
14 · 14-34
Safety Statements
26 · 26-36/37/39-45
RIDADR
2739 · UN 2739
WGK Germany
1 · 1
RTECS
7090000 · ET7090000
F
13 · 13
Autoignition Temperature
535 °F · 535 °F
TSCA
TSCA listed
HazardClass
8 · 8
PackingGroup
III
HS Code
29159000 · 29159000
Storage Class
8 A · 8A - Combustible corrosive hazardous materials
Hazard Classifications
4 OralEye · Acute Tox. 4 OralEye Dam. 1Skin Corr. 1B
Hazardous Substances Data
106 · 106-31-0(Hazardous Substances Data)
Toxicity
50 orally · LD50 orally in Rabbit: 8790 mg/kg LD50 dermal Rabbit 6400 mg/kg
REACH Registrations
Active
Limited Quantities
5 L · 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
Excepted Quantities
Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
Preventive Measures · 3 items

SRP: The scientific literature for the use of contact lenses by industrial workers is inconsistent. The benefits or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

ADEQUATE VENTILATION SHOULD BE PROVIDED... /ACID ANHYDRIDES/

SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants. Ensure that the local ventilation moves the contaminant away from the worker.

Isolation and Evacuation · 2 items

Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:

Immediate precautionary measure

Personal Protective Equipment (PPE) · 2 items

Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:

...SUITABLE PERSONAL PROTECTIVE EQUIPMENT...WORN. IN CERTAIN CIRCUMSTANCES, PARTICULARLY THOSE ASSOCIATED WITH MAINTENANCE WORK, SUITABLE EYE PROTECTION EQUIPMENT & RESP PROTECTIVE EQUIPMENT ARE NECESSARY. /ACID ANHYDRIDES/

Emergency Response Planning Guidelines· Note: Most foams will react with the material and release corrosive/toxic gases.

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), butyric anhydride, which has a vapor pressure of 0.3 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase butyric anhydride is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 4.8 days(SRC), calculated from its rate constant of 3.34X10-12 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3).

Adverse EffectsDermatotoxin - Skin burns.
Soil Adsorption/Mobility · 1 item

Using a structure estimation method based on molecular connectivity indices(1), the Koc of butyric anhydride can be estimated to be 10(SRC). According to a classification scheme(2), this estimated Koc value suggests that butyric anhydride is expected to have very high mobility in soil. However, butyric anhydride hydrolyzes to butyric acid in water(2); the neutral hydrolysis half-life at 25 °C is about 4.3 minutes based on analogy to similar anhydrides(1).

Human Toxicity Excerpts · 2 items

/SIGNS AND SYMPTOMS/ BUTYRIC ANHYDRIDE CAUSES PERSISTENT EYE IRRITATION IF CONTACT WITH VAPOR IS REPEATED AND PROLONGED. IT IS ALSO A SKIN IRRITANT.

/SIGNS AND SYMPTOMS/ ...THEY MAY PRODUCE CHRONIC CONJUNCTIVITIS. THEY ARE SLOWLY HYDROLYZED ON CONTACT WITH BODY TISSUES AND MAY OCCASIONALLY CAUSE SENSITIZATION. /ACID ANHYDRIDES/

Artificial Pollution SourcesButyric anhydride's production and use in the manufacture of butyrates, drugs, and tanning agents(1) may result in its release to the environment through various waste streams(SRC).
Environmental BioconcentrationButyric anhydride hydrolyzes to butyric acid in water(1); the neutral hydrolysis half-life at 25 °C is about 4.3 minutes based on analogy to similar anhydrides(2). Therefore, butyric anhydride is not expected to bioconcentrate in fish(SRC).
Volatilization from Water/Soil · 1 item

Butyric anhydride hydrolyzes to butyric acid in water(1); the neutral hydrolysis half-life at 25 °C is about 4.3 minutes based on analogy to similar anhydrides(2). Therefore, volatilization of butyric anhydride from surface waters or moist soil is not expected to be an important fate process(SRC). The potential for volatilization of butyric anhydride from dry soil surfaces may exist(SRC) based upon a vapor pressure of 0.3 mm Hg at 25 °C(3) and its existence as a liquid at ambient temperatures(1).

Environmental Abiotic Degradation · 1 item

The rate constant for the vapor-phase reaction of butyric anhydride with photochemically-produced hydroxyl radicals has been estimated as 3.34X10-12 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 4.8 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Based on analogy to similar anhydrides(SRC), the neutral aqueous hydrolysis half-life of butyric anhydride at 25 °C is about 4.3 minutes(1). A base-catalyzed second-order hydrolysis rate constant of 3440 L/mole-sec(SRC) was estimated using a structure estimation method(2); this corresponds to half-lives of 17 and 1.7 minutes at pH values of 7 and 8, respectively(SRC).

Probable Routes of Human Exposure · 2 items

According to the 2006 TSCA Inventory Update Reporting data, the number of persons reasonably likely to be exposed in the industrial manufacturing, processing, and use of butyric anhydride is 1000 or greater; the data may be greatly underestimated(1).

NIOSH (NOES Survey 1981-1983) has statistically estimated that 4,817 workers (755 of these were female) were potentially exposed to butyric anhydride in the US(1). Occupational exposure to butyric anhydride may occur through inhalation of vapor and dermal contact with this compound at workplaces where butyric anhydride is produced or used(SRC).

Environmental Fate/Exposure Summary · 1 item

Butyric anhydride's production and use in the manufacture of butyrates, drugs, and tanning agents may result in its release to the environment through various waste streams. If released to air, a vapor pressure of 0.3 mm Hg at 25 °C indicates butyric anhydride will exist solely as a vapor in the atmosphere. Vapor-phase butyric anhydride will be degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals; the half-life for this reaction in air is estimated to be 4.8 days. If released to soil, butyric anhydride is expected to have very high mobility based upon an estimated Koc of 10. Due to hydrolysis, volatilization and leaching in wet soils are not expected to be important fate processes. Volatilization from dry surfaces is possible based upon the vapor pressure and butyric anhydride's existence as a liquid at ambient temperatures. If released to water, hydrolysis will be dominant fate process. Based on analogy to similar anhydrides, the neutral hydrolysis half-life of butyric anhydride at 25 °C is about 4.3 minutes. An estimated base-catalyzed second-order hydrolysis rate constant of 3440 L/mole-sec corresponds to half-lives of 17 and 1.7 minutes at pH values of 7 and 8, respectively. Occupational exposure to butyric anhydride may occur through inhalation of vapor and dermal contact with this compound at workplaces where butyric anhydride is produced or used. (SRC)

Antidote and Emergency Treatment · 3 items

Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand-valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR as necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Organic acids and related compounds/

Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist respirations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool. Activated charcoal is not effective ... . Do not attempt to neutralize because of exothermic reaction. Cover skin burns with dry, sterile dressings after decontamination ... . /Organic acids and related compounds/

Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Early intubation, at the first sign of upper airway obstruction, may be necessary. Positive-pressure ventilation techniques with a bag valve mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Consider administering a beta agonist such as albuterol for severe bronchospasm ... . Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's (LR) if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Consider vasopressors if patient is hypotensive with a normal fluid volume. Watch for signs of fluid overload ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Organic acids and related compounds/

1-Butanone,1-(2,4,6-trimethylphenyl)-