벤질산

Benzilic acid

HCID 6463CAS 76-93-7

기본 정보

표준 SMILES
O=C(O)C(O)(c1ccccc1)c1ccccc1
InChIKey
UKXSKSHDVLQNKG-UHFFFAOYSA-N
분자식
C14H12O3
평균 분자량
228.24 g/mol
단동위원소 질량
228.07864424

개요

Benzilic acid is a 2-hydroxy monocarboxylic acid.

이름 및 식별자

우선 이름
Benzilic acid
IUPAC
2-hydroxy-2,2-diphenylacetic acid
현지명
벤질산
영어명
Benzilic acid
분자식
C14H12O3
분자량
228.25

이름 및 동의어

BENZILIC ACID76-93-72-Hydroxy-2,2-diphenylacetic acidDiphenylglycolic acidBenzylic acidDiphenylhydroxyacetic acidHydroxydiphenylacetic acidGlycolic acid, diphenyl-Acide diphenylhydroxyacetiqueBenzilsaeure2,2-Diphenyl-2-hydroxyacetic acidalpha-Hydroxy-alpha-phenylbenzeneacetic acid
이름 더 보기
벤질산벤질산benzilicBENZILLIC ACIDTIMTEC-BB SBB003299BENZILIC ACID, 99+%Diphenylglycollicacid
alpha-Hydroxy-2,2-diphenylacetic acidNSC 2830Mandelic acid, alpha-phenyl-alpha-phenylmandelic acidalpha,alpha-Diphenylglycolic acidEINECS 200-993-2UNII-8F6J993XXRAcide diphenylhydroxyacetique [French]

데이터베이스 식별자

CAS
76-93-7
PubChem CID
6463
DTXSID
DTXSID0058805
ChEMBL
CHEMBL578171
ChEBI
CHEBI:39414
UNII
8F6J993XXR
EC Number
200-993-2
Nikkaji
J4.188B

물성

구조 계산 물성

XLogP
2.3
극성 표면적
57.5 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
3
회전 가능 결합 수
3
무거운 원자 수
17

실험 및 물리화학적 성질

Chemical ClassesOther Classes -> Organic Acids
DrugsPharmaceuticals -> Metabolite of Trospium
LogP2.3
OdorCharacteristic odor
TasteBitter taste
Color/Form · 3건

White to tan powder

Forms monoclinic needles from water

Changes to deep red color at higher temperature

물리화학적 성질

녹는점
149 · 149-151 °C(lit.)
끓는 점
180 °C · 180 °C
밀도
1.28 · 1.28
굴절률
1.5805 · 1.5805 (estimate)
인화점
180 °C/22mm · 180°C/22mm
저장 조건
30 °C · Store below +30°C.

화학적 성질

white powder

안전 및 규제

GHS 분류

GHS Classification · 6건

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 50 reports by companies from 2 notifications to the ECHA C&L Inventory.

Warning

H302: Harmful if swallowed [Warning Acute toxicity, oral]

유해성 정보

Regulatory Information · 3건

Chemical: Benzeneacetic acid, .alpha.-hydroxy-.alpha.-phenyl-

Status: Active Update: 09-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/25901

Benzeneacetic acid, .alpha.-hydroxy-.alpha.-phenyl-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryMay cause irritation; Harmful by ingestion; [Sigma-Aldrich MSDS]
Atmospheric Standards · 1건

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. Benzilic acid is produced, as an intermediate or a final product, by process units covered under this subpart.

Hazard Classes and Categories · 2건

Acute Tox. 4 (100%)

Acute toxicity (Oral) - Category 4

Skin, Eye, and Respiratory IrritationsMay cause respiratory tract irritation. May cause skin irritation. May cause eye irritation.

안전 및 보호

Fire Fighting Procedures · 2건

Wear self contained breathing apparatus for fire fighting if necessary.

Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.

Storage ConditionsKeep container tightly closed in a dry and well-ventilated place. Keep in a dry place.
Cleanup Methods · 1건

Accidental Release Measures. Personal precautions - Use personal protective equipment, avoid dust formation, avoid breathing dust, ensure adequate ventilation. Environmental precautions - Do not let product enter drains. Methods for cleaning up - Pick up and arrange disposal without creating dust. Keep in suitable, closed containers for disposal.

Disposal Methods · 1건

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure 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, aquatic, and plant life; and conformance with environmental and public health regulations.

Preventive Measures · 4건

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.

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit 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.

Handling: Avoid formation of dust and aerosols. Provide appropriate exhaust ventilation at places where dust is formed. Normal measures for preventive fire protection. Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday.

In case of skin contact, wash off with soap and plenty of water.

Personal Protective Equipment (PPE) · 4건

Where risk assessment shows air-purifying respirators are appropriate use a dust mask type N95 (US) or type P1 (EN 143) respirator. Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU).

Safety glasses for eye protection

Handle with gloves. For prolonged or repeated contact use protective gloves.

Choose body protection according to the amount and concentration of the dangerous substance at the work place.

독성 정보

Environmental Fate · 3건

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 420(SRC), determined from a log Kow of 2.30(2) and a regression-derived equation(3), indicates that benzilic acid is expected to have moderate mobility in soil(SRC). The pKa of benzilic acid is 3.05(4), indicating that this compound will exist almost entirely exist in anion form in the environment and anions generally do not adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(5). Volatilization from moist soil is not expected because the acid exists as an anion and anions do not volatilize. Benzilic acid is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 2.3X10-8 mm Hg(SRC), determined from a fragment constant method(6). A theoretical BOD of 0% in the Japanese MITI test(7) indicates that biodegradation is not an important fate process in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 420(SRC), determined from a log Kow of 2.30(2), and a regression-derived equation(3), indicates that benzilic acid is expected to adsorb moderately to suspended solids and sediment(SRC). A pKa of 3.05(4) indicates benzilic acid will exist almost entirely in the anion form at pH values of 5 to 9 and therefore volatilization from water surfaces is not expected to be an important fate process(5). According to a classification scheme(6), an estimated BCF of 3.2(SRC), determined from its log Kow(2) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). A theoretical BOD of 0% in the Japanese MITI test(8) indicates that biodegradation is not an important fate process in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), benzilic acid, which has an estimated vapor pressure of 2.3X10-8 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase benzilic acid may be removed from the air by wet or dry deposition(SRC). Benzilic acid does not contain chromophores that absorb at wavelengths >290 nm(3) and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).

Soil Adsorption/Mobility · 1건

The Koc of benzilic acid is estimated as 420(SRC), using a log Kow of 2.30(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that benzilic acid is expected to have moderate mobility in soil. The pKa of benzilic acid is 3.05(4), indicating that this compound will exist almost entirely in anion form in the environment and anions generally do not adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(5).

Human Toxicity Excerpts/SIGNS AND SYMPTOMS/ May be harmful if inhaled. May cause respiratory tract irritation. May be harmful if absorbed through skin. May cause skin irritation. May cause eye irritation. Harmful if swallowed
Artificial Pollution SourcesBenzilic acid's production and use as a precursor to the chemical warfare agent q-Quinuclidinyl benzilate(1)and pharmaceutical intermediate(2) may result in its release to the environment through various waste streams(SRC).
Environmental BiodegradationAEROBIC: Benzilic acid, present at 100 mg/L, reached 0% of its theoretical BOD in 28 days using an activated sludge inoculum at 30 mg/L in the Japanese MITI test(1).
Environmental Bioconcentration · 1건

A BCF of <0.2 was measured in fish for benzilic acid at a concentration of 1 ppm using carp(Cyprinus carpio) which were exposed over an 6-week period(1). According to a classification scheme(2), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).

규제 정보

Atmospheric Standards · 1건

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. Benzilic acid is produced, as an intermediate or a final product, by process units covered under this subpart.

안전 데이터

wgk
3
tsca
TSCA listed
rtecs
DD2064000
독성
LD50 orl-mus: 2 g/kg AIPTAK 116,154,58
HS 번호
29181980
risk_code
22-36/37/38-20/21/22

화학 및 산업

약리 정보

Metabolism/Metabolites3-Quinuclidinol (Q) and benzilic acid (BA) /are the 2 major metabolites of 3-quinuclidinyl benzilate/.

용도 및 제조

Uses · 3건

Used to make 3-quinuclidinyl benzilate (chemical warfare agent) and clidinium bromide (anticholinergic drug); [HSDB]

Precursor in the synthesis of the chemical warfare agent 3-quinuclidinyl benzilate (BZ)

Used in the synthesis of the anticholinergic drug clidinium bromide

Methods of Manufacturing · 2건

Prepared from benzil by the action of concentrated aqueous or alc KOH

Synthesis: Benzoin, nitric acid, ethanol, NaOH, and water.

General Manufacturing InformationBenzeneacetic acid, .alpha.-hydroxy-.alpha.-phenyl-: ACTIVE

응용 분야

용도Benzilic Acid is an impurity of Trospium (T892800), a tropine derivative with anticholinergic activity and a antiispasmodic agent.

관련 반응

18건

연결된 노트

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