Neopentyl glycol

HCID 31344CAS 126-30-7

기본 정보

표준 SMILES
CC(C)(CO)CO
InChIKey
SLCVBVWXLSEKPL-UHFFFAOYSA-N
분자식
C5H12O2
평균 분자량
104.15 g/mol
단동위원소 질량
104.08372962

개요

2,2-dimethylpropane-1,3-diol is a white crystalline solid. Melting point 130 °C.

이름 및 식별자

우선 이름
Neopentyl glycol
IUPAC
2,2-dimethylpropane-1,3-diol
현지명
네오펜틸 글리콜
영어명
neopentyl glycol
분자식
C5H12O2
분자량
104.15

이름 및 동의어

Neopentyl glycol126-30-72,2-Dimethylpropane-1,3-diol2,2-DIMETHYL-1,3-PROPANEDIOLDimethylolpropaneNeopentanediolNeopentylene glycol1,3-Propanediol, 2,2-dimethyl-NeopentylglycolNeolDimethyltrimethylene glycolHydroxypivalyl alcohol
이름 더 보기
네오펜틸글리콜네오펜틸글라이콜네오펜틸글리콜2,2-디메틸-1,3-프로판디올디메틸트리메틸렌 글리콜NEOPENTYL GLYCONPG Glycol2,2-Dimethyl-1
2,2-Dimethyltrimethylene glycolNexcoat 6002,2-Dimethyl-1,3 propanediolDTXSID8027036QI80HXD6S5ORISTAR NPGNSC-63661,3-Dihydroxy-2,2-dimethylpropane

데이터베이스 식별자

CAS
126-30-7
PubChem CID
31344
DTXSID
DTXSID8027036
ChEMBL
CHEMBL3184801
ChEBI
CHEBI:143768
UNII
QI80HXD6S5
EC Number
204-781-0
Nikkaji
J2.511I

물성

구조 계산 물성

XLogP
0
극성 표면적
40.5 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
2
회전 가능 결합 수
2
무거운 원자 수
7

실험 및 물리화학적 성질

PolymersOther Classes -> Alcohols and Polyols, Other
SpringerMaterials PropertiesBoiling point
LogP · 2건

log Kow = 0.12

-0.84

OdorSweetish
Density · 4건

1.1 g/cu cm

1.1 g/cm³

Relative density of the vapour/air-mixture at 20 °C (air = 1): 1.0

1.06 @25 °C

Color/Form · 2건

Needles from benzene

Crystalline solid

물리화학적 성질

녹는점
126 · 126-128 °C
끓는 점
208 °C · 208 °C
밀도
1.06 · 1.06
증기 밀도
3.6 · 3.6 (vs air)
증기압
0.8 mm · <0.8 mm Hg ( 20 °C)
굴절률
1.4406 · 1.4406 (estimate)

안전 및 규제

GHS 분류

GHS Classification · 6건

This chemical does not meet GHS hazard criteria for 1.9% (19 of 1013) of reports.

Danger

H315 (21.1%): Causes skin irritation [Warning Skin corrosion/irritation]

P264, P264+P265, P280, P302+P352, P305+P351+P338, P305+P354+P338, P317, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)

Aggregated GHS information provided per 1013 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

유해성 정보

Regulatory Information · 4건

Chemical: 1,3-Propanediol, 2,2-dimethyl-

1,3-Propanediol, 2,2-dimethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,3-Propanediol, 2,2-dimethyl- 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: 28-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/15079

1,3-Propanediol, 2,2-dimethyl-: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - 1,3-Propanediol, 2,2-dimethyl-: Human health tier I assessment
DOT LabelPoison
Fire Hazards · 2건

Special Hazards of Combustion Products: Emits toxic fumes under fire condition. (USCG, 1999)

Combustible. Finely dispersed particles form explosive mixtures in air.

Fire PotentialCombustible when exposed to heat or flame.
Health Hazards · 1건

May be harmful by ingestion or skin absorption. Causes eye and skin irritation. Material is irritating to mucous membrane and upper respiratory tract. INHALATION: Call for medical aid. Remove to fresh air. If breathing has stopped, give artificial respiration. If breathing is difficult, give oxygen. (USCG, 1999)

안전 및 보호

Fire Fighting · 2건

Fire Extinguishing Agents: Water sprays, dry chemical powder, alcohol or polymer foam. (USCG, 1999)

Use water spray, powder.

First Aid Measures · 4건

Fresh air, rest.

Remove contaminated clothes. Rinse and then wash skin with water and soap.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth.

First AidEYES: Flush with copious amounts of water.
Safe StorageSeparated from oxidants. Dry.
Fire Fighting Procedures · 2건

Water or foam may cause frothing.

Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Advice for firefighters: Wear self contained breathing apparatus for fire fighting if necessary.

Storage ConditionsKeep container tightly closed in a dry and well-ventilated place. Hygroscopic.

독성 정보

Environmental Fate · 3건

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1(SRC), determined from a structure estimation method(2), indicates that neopentyl glycol is expected to have very high mobility in soil(SRC). Volatilization of neopentyl glycol from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 3.1X1-07 atm-cu m/mole(SRC), developed using a fragment constant estimation method(2). Neopentyl glycol is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 1.27X10-2 mm Hg at 25 °C(3). Utilizing the Japanese MITI test, 1.2% of the Theoretical BOD was reached in 2 weeks(4) indicating that biodegradation is not an important environmental fate process in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1(SRC), determined from a structure estimation method(2), indicates that neopentyl glycol is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 3.1X10-7 atm-cu m/mole(SRC), developed using a fragment constant estimation method(2). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 122 and 890 days, respectively(SRC). According to a classification scheme(4), a BCF range of 0.3-0.5(5) suggests bioconcentration in aquatic organisms is low(SRC). Utilizing the Japanese MITI test, 1.2% of the Theoretical BOD was reached in 2 weeks(5) indicating that biodegradation is not an important environmental fate process in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), neopentyl glycol, which has a estimated vapor pressure of 1.27X10-2 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase neopentyl glycol 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 44 hrs(SRC), calculated from its rate constant of 8.7X10-12 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Neopentyl glycol does not contain chromophores that absorb at wavelengths >290 nm(4) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).

Exposure RoutesThe substance can be absorbed into the body by inhalation of its aerosol and by ingestion.
Toxicity Summary · 1건

IDENTIFICATION AND USE: Neopentyl glycol (NPG) is a solid. It is used in chemical synthesis, and in polyester manufacture. An insect repellent. HUMAN STUDIES: There are no data available. ANIMAL STUDIES: NPG was not irriating to skin in rabbits, and non sensitizing to the skin in the Murine Local Lymph Node Assay. NPG was practically non-toxic in acute studies in rats and guinea pigs. No treatment-related, adverse findings were observed at clinical examinations, clinical pathology and pathology up to a dose level of 1000 mg/kg bw/d in 90 day oral gavage studies in rats. In other rat study reproductive performance of the parent generation and development of the F1 generation were not affected after oral application of dose levels up to 1000 mg/kg bw/day. In male rats single i.p. injection of 2000 mg/kg bw resulted in a mid level of ataxia but no loss of righting reflex. NPG had no mutagenic activity in Salmonella typhimurium TA 100, TA 1535, TA 98, TA 1537, or in Escherichia coli WP2 uvrA tested with and without metabolic activation at dose levels up to 5000 ug/plate. NPG was not mutagenic in the HPRT locus assay under in vitro conditions in CHO cells in the absence and the presence of metabolic activation.

Signs and Symptoms · 4건

Cough.

Redness.

Redness. Pain.

Burning sensation.

Ongoing Test Status · 1건

EPA has released the Interactive Chemical Safety for Sustainability (iCSS) Dashboard. The iCSS Dashboard provides an interactive tool to explore rapid, automated (or in vitro high-throughput) chemical screening data generated by the Toxicity Forecaster (ToxCast) project and the federal Toxicity Testing in the 21st century (Tox21) collaboration. /The title compound was tested by ToxCast and/or Tox21 assays/[USEPA; ICSS Dashboard Application; Available from, as of August 9, 2018: http://actor.epa.gov/dashboard/]

Effluent Concentrations · 1건

Neopentyl glycol was detected at a concentraiton of 14.7 ug/L in an industrial landfill leachate sampled Decemeber 1996. It was not detected in in an industrial effluent from a petrochemical plant taken in July 1996, January 1997, or March 1997 (landfill leachate); detection limit = 1.0 ug/L(1).

안전 데이터

wgk
1
tsca
TSCA listed
rtecs
TY5775000
독성
rat,LCLo,inhalation,39000ppm/6H (39000ppm),Kodak Company Reports. Vol. 21MAY1971,
HS 번호
29053990
risk_code
36/37/38-36-41

화학 및 산업

약리 정보

Metabolism/Metabolites · 1건

4 rabbits were gavaged with 1000 -1500 mg/kg bw unlabelled neopentyl glycol and excretion of the test substance and their metabolites via urine was determined the following 24 hr (pooled data). After oral application 62% (range 53-67%) of the applied dose was found in the 24-hr urine as the conjugate of glucuronic acid indicating rapid absorption. Only 1.9% of the applied dose was excreted as 3-hydroxy-2,2-dimethylpropionic acid and 0.7% as unchanged neopentyl glycol. Conclusion: Rapid absorption of the test substance after oral exposure followed by conjugation with glucuronic acid and excretion via urine.

Absorption, Distribution and Excretion · 1건

4 rabbits were gavaged with 1000 -1500 mg/kg bw unlabelled neopentyl glycol and excretion of the test substance and their metabolites via urine was determined the following 24 hr (pooled data). After oral application 62% (range 53-67%) of the applied dose was found in the 24-hr urine as the conjugate of glucuronic acid indicating rapid absorption. Only 1.9% of the applied dose was excreted as 3-hydroxy-2,2-dimethylpropionic acid and 0.7% as unchanged neopentyl glycol. Conclusion: Rapid absorption of the test substance after oral exposure followed by conjugation with glucuronic acid and excretion via urine.

용도 및 제조

Uses · 6건

Used to make plasticizers and polyesters and as modifier of alkyd resins; [Merck Index] Used in chemical synthesis and in the polymers industry; [IUCLID] Used to make large scale and fine chemicals, rubber products, plastic products, textiles, leather, fur, wood and wood products, pulp-paper and paper products, non-metallic mineral products (i.e. plasters and cement), in printing and reproduction of recorded media, building and construction work, scientific research and development, and consumer construction chemicals; [ECHA REACH Registrations]

Pulp and Paper Processing [Category: Industry]

In the manufacture of plasticizers, polyesters, as modifier of alkyd resins.

Used in polyester manufacture. An insect repellent.

Application: 2,2-Dimethyl-1,3-propanediol may be used in the synthesis of: 2,2-dimethyl-1,3-propanediol cyclic phosphorochloridate; 2,2-dimethyl-1,3-propanediol cyclic phenylphosphonate; [1',3'-(2',2'-dimethylpropylene)]-2-iodo-3-octyl-5-thienylboronate; cyclic carbonate; 2,2-dimethyl-1,3-propanediol bis(cyclic-2,2-dimethyltrimethylene phosphite)

Synthetic lubricants.

ImpuritiesImpurities may include neopentyl glycol monoformate, neopentyl glycol monoisobutyrate, 2,2,4-trimethyl-1,3-pentanediol, and the cyclic acetal from the reaction of hydroxypivaldehyde and neopentyl glycol.
U.S. Production · 2건

2023: 100,000,000 - <250,000,000 lb

Non-confidential 2016 Chemical Data Reporting (CDR) information on the production and use of chemicals manufactured or imported into the United States. Chemical: 1,3-Propanediol, 2,2-dimethyl-:

Consumer UsesPlasticizer
Industry UsesIntermediate
Methods of Manufacturing · 1건

The aldol addition of isobutyraldehyde (2-methylpropanal) and formaldehyde gives hydroxypivaldehyde (3-hydroxy-2,2- dimethylpropanal), which is then reduced to neopentyl glycol. ... Both aldol addition and subsequent reduction are exothermic. Hydroxypivaldehyde can be reduced either by a crossed Cannizzaro reaction with equimolar amounts of formaldehyde and a base, or by catalytic hydrogenation.

응용 분야 · 2건

용도2,2-Dimethyl-1,3-propanediol may be used in the synthesis of:2,2-dimethyl-1,3-propanediol cyclic phosphorochloridate2,2-dimethyl-1,3-propanediol cyclic phenylphosphonate[1′,3′-(2′,2′-dimethylpropylene)]-2-iodo-3-octyl-5-thienylboronatecyclic carbonate2,2-dimethyl-1,3-propanediol bis(cyclic-2,2-dimethyltrimethylene phosphite)

일반 설명White crystalline solid. Melting point 130°C.

공급사50 곳

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
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上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
山东飞扬化工有限公司18954855616 · [email protected]

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